Title: Bailey Island Vacation Rentals from $119: Search Short-Term Rentals | Expedia.com

[Bailey Island Travel Guide](https://expedia.com/Bailey-Island.dx6046825)[Hotels in Bailey Island](https://expedia.com/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)[Flights to Bailey Island](https://expedia.com/Cheap-Flights-To-Bailey-Island.d6046825.Travel-Guide-Flights)[Car Rentals in Bailey Island](https://expedia.com/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.com/Bailey-Island.d6046825.Destination-Travel-Guides)

![](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046825/3641ac6e-a5fc-4f22-a47d-0c23ea40681b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bailey Island vacation rentals

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/fc36ebbf.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)

"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."

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

Gregory M.

$205 nightly

$217 total

Apr 12 - Apr 13

Total with taxes and fees

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

![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)

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

![Smart TV](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w905h683x59y0-fcd81b07.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.

$203 nightly

$221 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Fitness facility](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/46be521f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/2c80bd29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/037e6d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/997655d3.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

(17 reviews)

"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."

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

Monique

$109 nightly

$119 total

May 3 - May 4

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/407d9616.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)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.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.

$246 nightly

$248 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/28000000/27540000/27534000/27533976/59add01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27540000/27534000/27533976/w2016h1286x0y0-21928c11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/28000000/27540000/27534000/27533976/afb1af83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27540000/27534000/27533976/0a867dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2King Bed BR Private Apt Downtown Brunswick

[](https://www.expedia.com/Boothbay-Harbor-Hotels-2king-Bed-BR-Private-Apt-Downtown-Brunswick.h27533976.Hotel-Information)

Brunswick

8.4/10

Very Good

(12 reviews)

"Small place in a great location. Easily walk to several shops and restaurants. "

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

Jillian B.

$210 nightly

$229 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-2king-Bed-BR-Private-Apt-Downtown-Brunswick.h27533976.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/18ed00db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/063e81f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/338ff9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/610158ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Lincoln beautiful home

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.Hotel-Information)

Brunswick

9.0/10

Wonderful

(16 reviews)

"The host was very welcoming and responsive when we had a question. We would stay here again when we come back to Brunswick. "

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

Michael S.

$225 nightly

$245 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Little-Lincoln-Lovely-Home.h32833020.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/594f2bad.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/115000000/114900000/114893100/114893070/a6c3dc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/054130f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/318d57c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid Coast Getaway w/ water views

[](https://www.expedia.com/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information)

West Point

9.2/10

Wonderful

(5 reviews)

"Second time we have stay in this cottage. The perfect location for a Maine vacation. "

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

chuck c.

$200 nightly

$211 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.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)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.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)

![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.

$309 nightly

$337 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.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/70000000/69340000/69337600/69337504/0a77c82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/5456fd4a.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

Apr 26 - Apr 27

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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/8c387d0b.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)

### 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.

$285 nightly

$311 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/3ab635bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/4800ac96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/3d3b4d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/ca44226d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fred Cottage - Spacious retreat on Popham Beach!

[](https://www.expedia.com/Phippsburg-Hotels-Popham-Beach-Lovely-Cottage-Spinneys.h110688599.Hotel-Information)

Phippsburg

9.6/10

Exceptional

(4 reviews)

"Off the beaten path, easy access to beach and Spinneys"

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

Sean B.

$247 nightly

$270 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Phippsburg-Hotels-Popham-Beach-Lovely-Cottage-Spinneys.h110688599.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.

$351 nightly

$383 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/115000000/114770000/114761500/114761464/b844c6f1.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.

$144 nightly

$145 total

Apr 14 - Apr 15

Total with taxes and fees

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

![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)

![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.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.

$336 nightly

$366 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/7654ef7c.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

$196 nightly

$214 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.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/d67a8ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/0b7b98d6.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)

### Private Sauna+3 Min.to Beach+Outdoor Shower+FirePit+Pond+Fast Wifi

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

Georgetown

$391 nightly

$416 total

Apr 27 - Apr 28

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/687cf518.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)

### 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

9.6/10

Exceptional

(8 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.

$208 nightly

$227 total

Apr 8 - Apr 9

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/104000000/103530000/103524100/103524009/d99fbb6b.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)

![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/8f8d5fc2.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)

### 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.

$398 nightly

$402 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)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/4847920a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/17224a0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/259522a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centerview cottage

[](https://www.expedia.com/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information)

Harpswell

9.6/10

Exceptional

(59 reviews)

"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "

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

Erin

$434 nightly

$473 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w906h683x59y0-e2b546e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w536h683x244y0-4334b5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w907h683x58y0-58705ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w542h683x242y0-9ae4ee96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sweet comfy cottage on Small Point Road

[](https://www.expedia.com/Phippsburg-Hotels-Sweet-Comfy-Cottage-On-Small-Point-Road.h103484082.Hotel-Information)

Small Point

9.4/10

Exceptional

(3 reviews)

"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "

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

Liz J.

$508 nightly

$554 total

Apr 8 - Apr 9

Total with taxes and fees

[](https://www.expedia.com/Phippsburg-Hotels-Sweet-Comfy-Cottage-On-Small-Point-Road.h103484082.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=2026-04-21&endDate=2026-04-22&regionId=6046825&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=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Bailey+Island%2C+Maine%2C+United+States+of+America&regionId=6046825&latLong=43.736694%2C-69.994064&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VILLA)

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## Top Bailey Island Hotel Reviews

![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

"The WiFi isn't worth using. Bring a mobile hotspot if you need internet. Housekeeping knocked and then immediately swiped the card and tried to barge in on me. Not acceptable. "

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

2/10 Terrible

"It has nothing to "

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

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

### Portland Harbor Hotel

10/10 Excellent

"Staff was amazingly nice and helpful! It will definitely be our favorite hotel in Maine! Thank you guys! "

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

![AC Hotel Portland Downtown/Waterfront, ME](https://images.trvl-media.com/lodging/23000000/22520000/22514800/22514704/f9c45283_y.jpg)

### AC Hotel Portland Downtown/Waterfront, ME

10/10 Excellent

"Best part of the experience is the 24/7 car service and the location of the hotel. Every staff member made us feel right at home! "

[](https://expedia.com/Portland-Hotels-AC-Hotel-By-Marriott-Portland-DowntownWaterfront.h22514704.Hotel-Information)

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

### Portland Regency Hotel & Spa

8/10 Good

"Surprised to see that they still use real keys! "

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

![HomeAwhile](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/72fd64d9_y.jpg)

### HomeAwhile

10/10 Excellent

"Excellent hotel , brand new, all fresh design, modern and clean and quiet. "

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

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/c479d2b6_y.jpg)

### The Westin Portland Harborview

6/10 Okay

"I chose this hotel specifically because it was advertised as pet-friendly, as I was traveling with my well-trained dog. While the location was convenient and the room itself was comfortable, the experience was soured by the lack of transparency regarding the pet policy. When I booked, the additional pet fee was not clearly disclosed. I was extremely annoyed to be informed that there was a flat pet cleaning fee for bringing a well-behaved animal into the room. If a hotel charges a premium for pets, there should be clear communication about that cost upfront, or they should at least provide amenities to justify the extra cleaning fee they claim to be charging."

[](https://expedia.com/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Fantastic !!!"

[](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

8/10 Good

"Clean, quiet, good stay."

[](https://expedia.com/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

## Find out more about Bailey Island

**Everything you need to know about Bailey 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 Bailey 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 Bailey Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

Whenever you want to travel, a warm welcome awaits you in Bailey 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 Bailey 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 $119 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 Bailey Island rentals**

At Expedia, we put the best Bailey 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 Bailey 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 Bailey 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 Bailey 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
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- [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 Bailey Island ](https://expedia.com/Bailey-Island-Private-Vacation-Homes.d6046825-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Bailey Island ](https://expedia.com/Bailey-Island-Apartments.d6046825-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Bailey Island ](https://expedia.com/Bailey-Island-Cottages.d6046825-aaCottages.Travel-Guide-Accommodation)
- [Condo Rentals in Bailey Island ](https://expedia.com/Bailey-Island-Condos.d6046825-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Bailey Island ](https://expedia.com/Bailey-Island-Cabins.d6046825-aaCabins.Travel-Guide-Accommodation)
- [B&B in Bailey Island ](https://expedia.com/Bailey-Island-Bed-And-Breakfast.d6046825-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Lodges in Bailey Island ](https://expedia.com/Bailey-Island-Lodges.d6046825-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Bailey Island ](https://expedia.com/Bailey-Island-Apart-Hotels.d6046825-aaApartHotels.Travel-Guide-Accommodation)
- [Motels in Bailey Island ](https://expedia.com/Bailey-Island-Motels.d6046825-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Bailey Island ](https://expedia.com/Bailey-Island-Guest-Houses.d6046825-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Bailey Island ](https://expedia.com/Bailey-Island-Agritourism.d6046825-aaAgritourism.Travel-Guide-Accommodation)
- [Inns in Bailey Island ](https://expedia.com/Bailey-Island-Inns.d6046825-aaInns.Travel-Guide-Accommodation)
- [Villas in Bailey Island ](https://expedia.com/Bailey-Island-Villas.d6046825-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Bailey Island ](https://expedia.com/Bailey-Island-RV-Parks.d6046825-aaRVParks.Travel-Guide-Accommodation)
- [Castles in Bailey Island ](https://expedia.com/Bailey-Island-Castles.d6046825-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Bailey Island?

### What are some of the best vacation rentals that Bailey Island has to offer?

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

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

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

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- [Best Hotels in Bangor](https://expedia.com/Bangor-Hotels.d6050918.Travel-Guide-Hotels)
- [Best Hotels in Camden](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)
- [Best Hotels in Portland](https://expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [Best Hotels in Wells](https://expedia.com/Wells-Hotels.d56045.Travel-Guide-Hotels)
- [Best Hotels in Old Orchard Beach](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)
- [Best Hotels in Freeport](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)
- [Best Hotels in Augusta](https://expedia.com/Augusta-Hotels.d452.Travel-Guide-Hotels)
- [Best Hotels in South Portland](https://expedia.com/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Best Hotels in Rockland](https://expedia.com/Rockland-Hotels.d3004.Travel-Guide-Hotels)

Flights

- [Flights to BGR](https://expedia.com/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights)
- [Flights to PWM](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights to AUG](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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