Title: Chebeague Island Vacation Rentals from $93: Search Short-Term Rentals | Expedia.com

[Chebeague Island Travel Guide](https://expedia.com/Chebeague-Island.dx6046986)[Hotels in Chebeague Island](https://expedia.com/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Flights to Chebeague Island](https://expedia.com/Cheap-Flights-To-Chebeague-Island.d6046986.Travel-Guide-Flights)[Car Rentals in Chebeague Island](https://expedia.com/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)[Chebeague Island Vacation Packages](https://expedia.com/Chebeague-Island.d6046986.Destination-Travel-Guides)

![Early morning harbor in Maine](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chebeague Island vacation rentals

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/6c7f415b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/dd3708d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/2053e438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/9cfa1f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Mi to Maine Street! Mcm-style Home in Brunswick

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

Brunswick

$247 nightly

$270 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w505h683x260y0-13655fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w506h683x259y0-14532eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w906h683x59y0-0db038ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w948h683x38y0-5668c518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern style in historic building in downtown Bath

[](https://www.expedia.com/Bath-Hotels-Modern-Style-In-Historic-Building-In-Downtown-Bath.h103484035.Hotel-Information)

Bath

10/10

Exceptional

(8 reviews)

"Such a great location! We could easily walk all over the cute downtown."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keisha C.

$202 nightly

$220 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Bath-Hotels-Modern-Style-In-Historic-Building-In-Downtown-Bath.h103484035.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/b1bdd4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/fff3a0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/43f447da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/0a77c82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

Brunswick

10/10

Exceptional

(147 reviews)

"Lovely space, comfortable bed, very convenient to downtown Brunswick."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly G.

$110 nightly

$120 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/9e80e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/b6e21af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Point Beach private, quaint, charming studio.

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

Blue Point

10/10

Exceptional

(28 reviews)

"A great location to see Portland and surroundings. A very clean and nice place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam B.

$221 nightly

$240 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/dbe85b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/3645d250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/9f336acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom w/ expansive water views

[](https://www.expedia.com/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

West Point

10/10

Exceptional

(3 reviews)

"The host was welcoming. The home was clean, comfortable and the views were outstanding. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel K.

$202 nightly

$213 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/ac74d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/0b84a256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/w790h591x5y5-ff173a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fantastic Waterfront Views

[](https://www.expedia.com/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

West Point

9.8/10

Exceptional

(16 reviews)

"The location and views were incredible. Quiet and relaxing spot."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vanessa W.

$254 nightly

$256 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/a67d235a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/f6a06df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/e5356195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/8dfb9a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful & minutes from the Old Port with private parking

[](https://www.expedia.com/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

Knightville

9.8/10

Exceptional

(7 reviews)

"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn E.

$181 nightly

$198 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Peaceful-Minutes-From-The-Old-Port-With-Private-Parking.h113674508.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/48575d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/d2de73a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/d6a93002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/8c387d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious, Cabin in the Woods - 17

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164446.Hotel-Information)

Freeport

10/10

Exceptional

(3 reviews)

"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Miranda K.

$269 nightly

$293 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164446.Hotel-Information)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/72fd64d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/d41dd716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/dc500751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/99e32e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HomeAwhile

[](https://www.expedia.com/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

Scarborough

9.2/10

Wonderful

(5 reviews)

"Staff fabulous, very clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Verronika

$86 nightly

$93 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/c0051374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/d66d7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/70c2ba04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/102a2deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Spot with Private Parking.

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

Knightville

9.8/10

Exceptional

(25 reviews)

"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Giana

$168 nightly

$184 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/456eee4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/ca8a7544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/031f8225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/92b9303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### City Amenities, Casco Bay Sunrises and Natural Beauty

[](https://www.expedia.com/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

East Deering

9.8/10

Exceptional

(127 reviews)

"Perfect location and the host was immediately repsonsive and always friendly!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jon L.

$238 nightly

$259 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/252d6dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/68a7a155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp Forever cottage

[](https://www.expedia.com/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

Harpswell

9.6/10

Exceptional

(58 reviews)

"Everything was great, fantastic location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis H.

$303 nightly

$330 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/d99fbb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/9bbc7cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/ecba1d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/62d47a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mere Point Sunrise Views at Eastern Shore!

[](https://www.expedia.com/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information)

Brunswick

9.8/10

Exceptional

(8 reviews)

"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Diana H.

$432 nightly

$437 total

Apr 16 - Apr 17

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/2736d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/78dcd112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Full sized home

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

Harpswell

9.8/10

Exceptional

(51 reviews)

"Super clean and lovely place to stay! Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evan B.

$334 nightly

$364 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/710607f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/c12a4081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/2f958b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/f92fb15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

[](https://www.expedia.com/Georgetown-Hotels-Private-SaunaNear-BeachFirePitForest-ViewPond.h124249581.Hotel-Information)

Georgetown

$370 nightly

$393 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Georgetown-Hotels-Private-SaunaNear-BeachFirePitForest-ViewPond.h124249581.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/d4c429bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/ad6007d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/7e249362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/87d254cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Entrance Residential Portland

[](https://www.expedia.com/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

Deering Center

8.8/10

Excellent

(6 reviews)

"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ameleah B.

$133 nightly

$135 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Private-Entrance-Residential-Portland.h114761464.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/18f05291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/7e56d4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/ef7a7942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/2db19464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large, luxurious geodesic dome - 04

[](https://www.expedia.com/Freeport-Hotels-Large.h118703789.Hotel-Information)

Freeport

10/10

Exceptional

(2 reviews)

"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hrishi K.

$318 nightly

$347 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Large.h118703789.Hotel-Information)

![3 bedrooms, premium bedding, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/b3e0c59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/7c4d0c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services, offices](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/41859515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/0e5f2f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3BR | Pet Friendly | Near Portland | Parking

[](https://www.expedia.com/Westbrook-Hotels-Brookside-Bliss-A-Cozy-Westbrook-Getaway.h74870831.Hotel-Information)

Westbrook

10/10

Exceptional

(12 reviews)

"We had a great stay here. It was very clean and conveniently located."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela B.

$339 nightly

$370 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Westbrook-Hotels-Brookside-Bliss-A-Cozy-Westbrook-Getaway.h74870831.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/517137ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/28017515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/36361af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92460000/92454900/92454893/8ed93f50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Trolley Access

[](https://www.expedia.com/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

Pine Point

9.6/10

Exceptional

(35 reviews)

"Cute place; clean and inviting. Would happily stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly M.

$289 nightly

$315 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Scarborough-Hotels-Beach-Apartment-1-Block-Away-From-Beach-Entrance.h92454893.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/fade2032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/e678c4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/5fa60813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42070000/42069500/42069496/58339323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant condo - walk to Portland's best restaurants & Old Port

[](https://www.expedia.com/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information)

East Bayside

9.2/10

Wonderful

(77 reviews)

"Property is clean quiet."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Spencer S.

$462 nightly

$504 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Elegant-Condo-Walk-To-Portlands-Best-Restaurants-Old-Port.h42069496.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&regionId=6046986&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VILLA)

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## Top Chebeague Island Hotel Reviews

![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Love this place! It’s my go to in Portland!"

[](https://expedia.com/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg)

### Portland Regency Hotel & Spa

10/10 Excellent

"Great hotel, no issues"

[](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

6/10 Okay

"Pay extra to park; pool was closed, which is why we booked this hotel. Breakfast standard meh. On the plus the place was clean and staff pleasant. Perfect location for walking around old port."

[](https://expedia.com/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"A very nice and unique hotel in a great location. Would definitely stay again. "

[](https://expedia.com/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/17e160ed_y.jpg)

### DoubleTree by Hilton Hotel Portland

8/10 Good

"This was my second stay. The desk staff was wonderful, and friendly. I room was very comfortable. Disappointed in the pool due to not monitored well. Not enough chairs, other guest laying belongings on unattended chairs and children running around on tile making it uncomfortable to adult enjoyment. I would stay again. "

[](https://expedia.com/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/6b6e052e_y.jpg)

### Embassy Suites by Hilton Portland Maine

10/10 Excellent

"Awesome "

[](https://expedia.com/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information)

![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg)

### LivAway Suites Portland-Scarborough

10/10 Excellent

"The staff was outstanding in being helpful and professional at the same time . I’d like to address Stewart first . This manager was above and beyond professional. I don’t know his pay grade but he needs a rise . Friendly but at the same time honest and professional . I asked him some questions and found him to be very intelligent . 2nd is Rob … very insightful professional and helpful . I also asked him for some advice and was quickly told honest answers and fixed the problem right away . 3rd Curry . Cheerful with a sense of humor while keeping things orderly and clean. 4th Melissa … new but very professional and friendly ! I would personally like to thank the manager and all his staff . He runs and maintains the property at very high standards. 5 star review ! "

[](https://expedia.com/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/8a8afa7d_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Cool vibe, great location, friendly staff"

[](https://expedia.com/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Clean room. Helpful staff when room key did not work."

[](https://expedia.com/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

## Find out more about Chebeague Island

**Everything you need to know about Chebeague Island vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chebeague Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chebeague Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chebeague Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chebeague Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chebeague Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chebeague Island rentals**

At Expedia, we put the best Chebeague Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chebeague Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chebeague Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chebeague Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Chebeague Island

### Trending destinations on Expedia.com

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Chebeague Island ](https://expedia.com/Chebeague-Island-Private-Vacation-Homes.d6046986-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chebeague Island ](https://expedia.com/Chebeague-Island-Apartments.d6046986-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chebeague Island ](https://expedia.com/Chebeague-Island-Condos.d6046986-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chebeague Island ](https://expedia.com/Chebeague-Island-Cottages.d6046986-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chebeague Island ](https://expedia.com/Chebeague-Island-Motels.d6046986-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Chebeague Island ](https://expedia.com/Chebeague-Island-Cabins.d6046986-aaCabins.Travel-Guide-Accommodation)
- [B&B in Chebeague Island ](https://expedia.com/Chebeague-Island-Bed-And-Breakfast.d6046986-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chebeague Island ](https://expedia.com/Chebeague-Island-Guest-Houses.d6046986-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Chebeague Island ](https://expedia.com/Chebeague-Island-Agritourism.d6046986-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Chebeague Island ](https://expedia.com/Chebeague-Island-Apart-Hotels.d6046986-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Chebeague Island ](https://expedia.com/Chebeague-Island-Villas.d6046986-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Chebeague Island ](https://expedia.com/Chebeague-Island-RV-Parks.d6046986-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Chebeague Island ](https://expedia.com/Chebeague-Island-Inns.d6046986-aaInns.Travel-Guide-Accommodation)
- [Castles in Chebeague Island ](https://expedia.com/Chebeague-Island-Castles.d6046986-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chebeague Island?

### What's the top vacation rental in Chebeague Island?

### How many vacation rentals are there in Chebeague Island?

### What can I see and do in Chebeague Island?

### What are vacation rentals like in Chebeague Island?

### Expedia's Latest Trends

Hotels

- [Kennebunkport Hotels](https://expedia.com/Kennebunkport-Hotels.d10869.Travel-Guide-Hotels)
- [Waterville Hotels](https://expedia.com/Waterville-Hotels.d10461.Travel-Guide-Hotels)
- [Marriott Hotels & Resorts Hotels in Bar Harbor](https://expedia.com/Bar-Harbor-Hotels-Marriott-Hotels-Resorts.0-0-d561--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Bar Harbor Oceanfront Hotels](https://expedia.com/Bar-Harbor-Hotels-Oceanfront-Hotels.0-0-d561-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Ellsworth Hotels](https://expedia.com/Ellsworth-Hotels.d10220.Travel-Guide-Hotels)
- [Bar Harbor Hotels](https://expedia.com/Bar-Harbor-Hotels.d561.Travel-Guide-Hotels)
- [Ogunquit Oceanfront Hotels](https://expedia.com/Ogunquit-Hotels-Oceanfront-Hotels.0-0-d55878-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [York Hotels](https://expedia.com/York-Hotels.d6140637.Travel-Guide-Hotels)
- [Boothbay Harbor Hotels](https://expedia.com/Boothbay-Harbor-Hotels.d6057298.Travel-Guide-Hotels)
- [Ogunquit Hotels](https://expedia.com/Ogunquit-Hotels.d55878.Travel-Guide-Hotels)
- [Brunswick Hotels](https://expedia.com/Brunswick-Hotels.d7114.Travel-Guide-Hotels)
- [York Beach Hotels](https://expedia.com/York-Beach-Hotels.d183307.Travel-Guide-Hotels)
- [Old Orchard Beach Oceanfront Hotels](https://expedia.com/Old-Orchard-Beach-Hotels-Oceanfront-Hotels.0-0-d9256-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Bangor Hotels](https://expedia.com/Bangor-Hotels.d6050918.Travel-Guide-Hotels)
- [Camden Hotels](https://expedia.com/Camden-Hotels.d6051128.Travel-Guide-Hotels)
- [Portland Oceanfront Hotels](https://expedia.com/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Portland Hotels](https://expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [Wells Hotels](https://expedia.com/Wells-Hotels.d56045.Travel-Guide-Hotels)
- [Old Orchard Beach Hotels](https://expedia.com/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels)
- [York Beach Oceanfront Hotels](https://expedia.com/York-Beach-Hotels-Oceanfront-Hotels.0-0-d183307-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Freeport Hotels](https://expedia.com/Freeport-Hotels.d180773.Travel-Guide-Hotels)
- [Portland Cheap Hotels](https://expedia.com/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Augusta Hotels](https://expedia.com/Augusta-Hotels.d452.Travel-Guide-Hotels)
- [South Portland Hotels](https://expedia.com/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Rockland Hotels](https://expedia.com/Rockland-Hotels.d3004.Travel-Guide-Hotels)

Flights

- [Flights to Bangor](https://expedia.com/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights)
- [Flights to Portland](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights to Bar Harbor](https://expedia.com/Cheap-Flights-To-Bar-Harbor.d561.Travel-Guide-Flights)

Cars

- [Car rentals in Bangor](https://expedia.com/Car-Rentals-In-Bangor.d6050918.Car-Rental-Guide)
- [Car rentals in Portland](https://expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)

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