Title: Bailey Island Vacation Rentals from $93: 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)

![Bailey Island which includes general coastal views](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

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-06-26&endDate=2026-06-28&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

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w505h683x260y0-13655fb4.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)

![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.

$203 nightly

$221 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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)

![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.

$190 nightly

$200 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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/124000000/123520000/123511200/123511193/9cfa1f8d.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)

### 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)

![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/70000000/69340000/69337600/69337504/0a77c82a.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)

### 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

(146 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 9 - Mar 10

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)

![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

(125 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 9 - Mar 10

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164446/26983b0f.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)

### 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.

$268 nightly

$292 total

Mar 15 - Mar 16

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/114000000/113680000/113674600/113674508/e5356195.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)

![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)

### 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 10 - Mar 11

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/107000000/106380000/106377800/106377797/102a2deb.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)

![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)

### 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

$185 nightly

$202 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Sunny-Spot-In-South-Portland-With-Private-Parking.h106377797.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 9 - Mar 10

Total with taxes and fees

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

![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)

![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)

### 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.

$255 nightly

$258 total

Mar 12 - Mar 13

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

![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)

### 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.

$459 nightly

$464 total

Apr 8 - Apr 9

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/0f41a861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/a0a928af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/a818e057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71550000/71542100/71542068/ecd78162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brunswick Downtown Sugar Cube next to Bowdoin

[](https://www.expedia.com/Brunswick-Hotels-Brunswick-Downtown-Sugar-Cube-Next-To-Bowdoin.h71542068.Hotel-Information)

Brunswick

8.4/10

Very Good

(7 reviews)

"We ahd a great stay in Maine over the 4th visiting family, eating good food and walking around in great weather. Great stay in Brunswick, easy in and easy out and all sorts of things Maine accessible. Would recommend for anyone looking for a hassle-free weekend in coastal Maine. "

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

Tjorvi P.

$226 nightly

$246 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-Brunswick-Downtown-Sugar-Cube-Next-To-Bowdoin.h71542068.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)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32833100/32833020/108d7b71.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

9.2/10

Wonderful

(15 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

Mar 11 - Mar 12

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/0ffa9ba1.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.

$311 nightly

$339 total

Mar 15 - Mar 16

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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74880000/74870900/74870831/607e9f74.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.

$352 nightly

$384 total

Mar 9 - Mar 10

Total with taxes and fees

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

Mar 9 - Mar 10

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/125000000/124950000/124942700/124942604/de6808d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/125000000/124950000/124942700/124942604/6cf0950d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124950000/124942700/124942604/f77b5c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124950000/124942700/124942604/88e9de4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Historic home steps away from downtown

[](https://www.expedia.com/Bath-Hotels-Charming-Historic-Home-Steps-Away-From-Downtown.h124942604.Hotel-Information)

Bath

$680 nightly

$741 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Bath-Hotels-Charming-Historic-Home-Steps-Away-From-Downtown.h124942604.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)

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

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/5adcb77d.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)

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

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

Phippsburg

9.4/10

Exceptional

(3 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.

$233 nightly

$254 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.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.

$333 nightly

$363 total

Mar 31 - Apr 1

Total with taxes and fees

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

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

![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27540000/27534000/27533976/46f0eb26.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)

### 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

(11 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.

$215 nightly

$234 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-2king-Bed-BR-Private-Apt-Downtown-Brunswick.h27533976.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=2026-03-22&endDate=2026-03-23&regionId=6046825&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=APARTMENT)

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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=VILLA)

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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=CONDO)

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## Top Bailey Island Hotel Reviews

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

### Portland Regency Hotel & Spa

10/10 Excellent

"absolutely loved our stay. room was perfect. very clean, modern, and a great price. staff was VERY helpful and professional.. breakfast was awesome as well. 10/10 will book again "

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

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Excellent customer service From valet to the lobby clerks."

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

"Gym was clean and had basics"

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

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

### The Westin Portland Harborview

10/10 Excellent

"Very wonderful place; youre welcomed to a very beautiful scene the moment you walk into the doors and the bar at the very top was an amazing sight to see at night especially. Very clean and well kept. The staff were super sweet, service was 10 out of 10\. Sadly didnt get the chance to check out the spa but the food and drinks here are incredible. I hope to come here again in the very near future again and for much longer, very sad to only experience this place for one nighy but so thankful I did."

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

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

### Canopy by Hilton Portland Waterfront

8/10 Good

"Nice location and hotel"

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

"Room was super quiet, affordable, and beds were very comfortable. Love the location and the ample free parking. "

[](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.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 stay! Love the cocktail hour & breakfast!!"

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

6/10 Okay

"Our room was really dirty. I don't think the carpets had been vacuumed between guests. Never even saw any housekeepers until our last night and at that point we did t bother them. Truly believe it was a staffing issue."

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

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Very clean room, very nice staff, large bathroom and great shower, good parking, and close proximity to the city of Portland. "

[](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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 $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 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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- [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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