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 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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 three 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)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=6046825&startDate=2026-07-24&endDate=2026-07-26&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

![Property grounds](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/38964006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/25335da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/2a968c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/572fcb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Harbor, Bailey Island 3BR

[](https://www.expedia.com/Bailey-Island-Hotels-Orchid-Harbor.h103524025.Hotel-Information)

Harpswell

9.8/10

Exceptional

(9 reviews)

"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."

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

Karen T.

$370 nightly

$373 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Bailey-Island-Hotels-Orchid-Harbor.h103524025.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)

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

### HomeAwhile

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

Scarborough

9.6/10

Exceptional

(15 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)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w906h683x59y0-e2b546e2.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)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484082/w536h683x244y0-4334b5f2.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 5 - Apr 6

Total with taxes and fees

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

![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.

$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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/c367611b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/d68442a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/45a05f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/95c8bd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Award Winning Luxury Carriage House a short stroll from town!

[](https://www.expedia.com/Luxury-Carriage-House-A-Short-Stroll-From-Town.h106051622.Hotel-Information)

Bath

10/10

Exceptional

(9 reviews)

"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"

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

Ronald H.

$594 nightly

$647 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Luxury-Carriage-House-A-Short-Stroll-From-Town.h106051622.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)

![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)

![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)

### 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)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/710607f9.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)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/c12a4081.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)

### 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

$421 nightly

$449 total

Apr 27 - Apr 28

Total with taxes and fees

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

![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)

![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)

### 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.

$281 nightly

$283 total

Apr 8 - Apr 9

Total with taxes and fees

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

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688599/5adcb77d.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 5 - Apr 6

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w906h683x59y0-0db038ed.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)

![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.

$205 nightly

$223 total

Apr 5 - Apr 6

Total with taxes and fees

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

![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.

$411 nightly

$416 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)

![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)

![Exterior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/3645d250.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.

$223 nightly

$236 total

Apr 6 - Apr 7

Total with taxes and fees

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705195/f47b55cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705195/f340e05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705195/9b80c15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/34000000/33710000/33705200/33705195/4a107e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spectacular waterfront home with panoramic views on 4 private acres !

[](https://www.expedia.com/Harpswell-Hotels-Spectacular-Waterfront-Home-With-Panoramic-Views-On-4-Private-Acres.h33705195.Hotel-Information)

Harpswell

10/10

Exceptional

(81 reviews)

"Beautiful location, house, accommodations and views. Would recommend this location and owners highly."

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

jeanette r.

$627 nightly

$683 total

May 1 - May 2

Total with taxes and fees

[](https://www.expedia.com/Harpswell-Hotels-Spectacular-Waterfront-Home-With-Panoramic-Views-On-4-Private-Acres.h33705195.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/70000000/69340000/69337600/69337504/43f447da.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)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/e3612991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/f99b556c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/f571f42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/d20c1720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious Cabin in the Woods - 03

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164444.Hotel-Information)

Freeport

10/10

Exceptional

(6 reviews)

"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "

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

Chris B.

$291 nightly

$317 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Freeport-Hotels-Modern.h95164444.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537186/ab4230fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537186/79f2e2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537186/02012889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537186/6b48d324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Delightful 3BR Downtown Brunswick All King Beds

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Beautiful-Delightful-3BR-Downtown-Brunswick-All-King-Beds.h42537186.Hotel-Information)

Brunswick

10/10

Exceptional

(22 reviews)

"Great place, super convenient to downtown."

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

Heather C.

$350 nightly

$382 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Boothbay-Harbor-Hotels-Beautiful-Delightful-3BR-Downtown-Brunswick-All-King-Beds.h42537186.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/a894b763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/8cf1f09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/e076ac1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/66ba29b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Getaway by the Sea

[](https://www.expedia.com/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

South Portland

10/10

Exceptional

(2 reviews)

"Had a nice stay! House was great."

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

Karen T.

$474 nightly

$506 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.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)

![Interior](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc1c9073.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)

![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 6 - Apr 7

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/7e56d4a8.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.

$407 nightly

$444 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/05e180b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/eb286d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/c781e65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/40abc57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

[](https://www.expedia.com/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.Hotel-Information)

East Deering

10/10

Exceptional

(71 reviews)

"Had a really nice stay. "

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

John F.

$1,097 nightly

$1,196 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.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=2026-04-18&endDate=2026-04-19&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&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=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO)

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## Top Bailey Island Hotel Reviews

![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

"The facility is clean and very stylish. The staff were kind and supportive. The bartenders were all amazing. Overall a great place. My only negative is the breakfast. It's mainly microwaved to go items. So I would avoid eating there. There are some great breakfast places walking distance in the area. Portland is a great food place."

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

10/10 Excellent

"We were so pleasantly surprised with the Cambria Hotel. It was a great location- quiet but close enough to Old Port to walk. Our room was amazing and the staff was so friendly and helpful. We will definitely be returning to Portland and when we do, the Cambria will most definitely be our place to stay! "

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

"Fantastic property. Great location, clean rooms, wonderful amenities and friendly staff. Would stay here again! "

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

![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/fcce731f_y.jpg)

### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

6/10 Okay

"Same breakfast every day. Parking was alright. "

[](https://expedia.com/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information)

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

### Portland Harbor Hotel

10/10 Excellent

"."

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

"Something "

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

![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg)

### Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"Room was quiet and comfortable. Check-in and check-out were seamless."

[](https://expedia.com/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.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

"The breakfast is great. Parking was packed that night. "

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

10/10 Excellent

"Good "

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

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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?

### Expedia's Latest Trends

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- [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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