Title: Bailey Island Vacation Home Rentals from CA $214: Search Top Private Vacation Homes for Rent | Expedia.ca

  

[Bailey Island Travel Guide](https://expedia.ca/Bailey-Island.dx6046825)[Hotels in Bailey Island](https://expedia.ca/Bailey-Island-Hotels.d6046825.Travel-Guide-Hotels)[Vacation Rentals in Bailey Island](https://expedia.ca/Bailey-Island-Vacation-Rentals.d6046825.Travel-Guide-VacationRentals)[Bailey Island Car Rentals](https://expedia.ca/Car-Rentals-In-Bailey-Island.d6046825.Car-Rental-Guide)[Bailey Island Vacation Packages](https://expedia.ca/Bailey-Island.d6046825.Destination-Travel-Guides)

![Bailey Island featuring rugged coastline and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/265000/265371-Bailey-Island-Maine.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Bailey Island Vacation Rentals

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## Check prices for these dates

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Bailey Island Vacation Homes

![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/973989f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/547b6496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/ee9420b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/8b822cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Harbor, Bailey Island 3BR

Harpswell

10/10

Exceptional

(6)

"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."

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

Karen T.

CA $316

CA $678 total

includes taxes & fees

Nov 2 - Nov 3

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

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/562f518e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/e1087390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/e664b42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/56244d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Boothbay

9.0/10

Wonderful

(66)

"Everything was perfect. It’s an amazing home and the area is peaceful. The house was clean and it has everything you need. I will definitely be back. Thanks for a wonderful stay."

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

Luis Correa

CA $140

CA $463 total

includes taxes & fees

Oct 21 - Oct 22

[](https://www.expedia.ca/Boothbay-Hotels-Geodesic-Dome-W-Riverfront-Deck.h21693753.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/b407620d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/830732f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/12f70247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/24cf2067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Guest Room w/private bath & house entrance. Walk to everything.

Bath

8.0/10

Very good

(19)

"Dmitri is accommodating and check-in easy. Property details are accurate "

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

Lori Z.

CA $112

CA $214 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Bath-Hotels-Captains-House-Guest-Room-Suite.h94688132.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/d05b5a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices, computer monitors](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/c25a6c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/5542541c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/107ca849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Quarters 1BR Apartment. Walk to everything.

Bath

7.6/10

Good

(11)

"I booked this quirky little place for my son and his partner as a graduation gift. My sonjust completed his PhD. They enjoyed every minute. Lovely lilttle spot in the heart of beautiful Bath."

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

Angela W.

CA $120

CA $238 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Bath-Hotels-One-Bedroom-Guest-Suite-In-The-Middle-Of-Bath-Walk-To-Everything.h71016384.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/0d4542ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/af25d9d4.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)

### Camp Forever cottage

Harpswell

9.6/10

Exceptional

(56)

"Most enjoyed vacation this year.Location was beautiful. "

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

Debra S.

CA $188

CA $381 total

includes taxes & fees

Oct 22 - Oct 23

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

![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/1a461c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8527321d.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)

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

### Escape to Positive Outlook

West Point

10/10

Exceptional

(1)

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

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

Gregory M.

CA $177

CA $337 total

includes taxes & fees

Oct 30 - Oct 31

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

![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)

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

### Mid Coast Getaway w/ water views

West Point

8.8/10

Excellent

(3)

"You couldn’t ask for a better view, it was everything we had hoped and more."

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

Andrew S.

CA $133

CA $285 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/1b5771e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fantastic Waterfront Views

West Point

9.8/10

Exceptional

(10)

"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "

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

Heather S.

CA $221

CA $431 total

includes taxes & fees

Nov 9 - Nov 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/11cfaa95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/57702dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/67dbc99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/100000000/99800000/99792400/99792343/20aecc81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 3BR Home with Office in Town of Brunswick with King beds

Brunswick

9.2/10

Wonderful

(5)

"Great place for our family to stay while visiting the Maine coast."

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

Craig C.

CA $203

CA $513 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/29a48fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/0f6759d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/3872573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/a98e593c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mere Point Sunrise Views at Eastern Shore!

Brunswick

9.8/10

Exceptional

(6)

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

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

Diana H.

CA $253

CA $613 total

includes taxes & fees

Oct 28 - Oct 29

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/7cd3b1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/c3256891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/30311abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73561300/73561259/1b42a016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Brunswick

8.8/10

Excellent

(21)

"Nice place, I'd stay again!"

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

Ronnie C.

CA $223

CA $581 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/d1f596f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/190c60d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/6fe54e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/142160ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kayaker's and Land Lubber’s Dream Delight

Harpswell

CA $192

CA $589 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Harpswell-Hotels-Kayakers-And-Land-Lubbers-Dream-Delight.h119808810.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4014h3018x0y0-01d84674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/5855295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4029h3018x0y0-30871d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/af43a124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

8.6/10

Excellent

(56)

"Quiet, close to everything and east to find."

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

Jesse M.

CA $145

CA $364 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/b20cea7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/64c7c650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/97c7cd9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/6a22383d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Cottage with Peeks of Ocean Views

Cape Elizabeth

10/10

Exceptional

(1)

"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "

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

Christina S.

CA $400

CA $621 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Modern-Cottage-With-Peeks-Of-Ocean-Views.h113935404.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/82c58381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/cb0f6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/3f59e8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, WiFi](https://images.trvl-media.com/lodging/119000000/118100000/118096100/118096009/0e3d11aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Portland Home + Parking

Parkside

10/10

Exceptional

(1)

"we used the house has home base for several outings in Portland. Great location and easy parking."

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

Ellen M.

CA $309

CA $910 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Portland-Hotels-Spacious-Portland-Home-Parking.h118096009.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1106112a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h674x0y9-5146ddd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/dd2a2930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h675x0y3-f2ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Sunny House Steps from the Promenade. Private Parking!

Munjoy Hill

10/10

Exceptional

(32)

"Perfect stay for a quick trip to Portland! "

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

stacey p.

CA $276

CA $533 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/f9ef3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/ff60ae48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/fcf2ecec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/11bd23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huge Historic Downtown Townhome

West End

9.8/10

Exceptional

(8)

"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "

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

Stephen M.

CA $290

CA $702 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Portland-Hotels-Huge-Historic-Downtown-Townhome.h112307239.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/80c2d1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/18ba7a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Centerview cottage

Harpswell

9.6/10

Exceptional

(58)

"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "

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

Chaddan M.

CA $339

CA $577 total

includes taxes & fees

Oct 27 - Oct 28

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

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/2f788399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/9fc9009f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/9573347b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/1ec69660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Cash Corner

CA $281

CA $874 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/South-Portland-Hotels-Spacious-And-Centrally-Located-Two-Connected-Apartments-Sleeps-12.h119497702.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/01902d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/w4990h3326x10y0-06485be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/a6322b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/e0353c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill

10/10

Exceptional

(89)

"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "

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

Haley H.

CA $360

CA $724 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Portland-Hotels-Stylish-Apartment-On-Munjoy-Hill-NEW-Amazing-Sunsets-Walk-To-Breweries.h48860113.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.ca/Hotel-Search?startDate=2025-11-01&endDate=2025-11-02&regionId=6046825&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Private-Vacation-Homes.d6046825-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Private-Vacation-Homes.d6046825-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Bailey Island Hotel Reviews

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

### LivAway Suites Portland-Scarborough

10/10 Excellent

"Good hotel for the price "

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

![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"My wife loved the shower! Hot and heavy pouring. Walkable to wharfs, shopping and restaurants. Large room and very large bathroom."

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

![Holiday Inn Portland-By the Bay by IHG](//images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

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

10/10 Excellent

"Nice hotel in a good location. Friendly staff. Clean room."

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

![Hyatt Place Portland Downtown - Old Port Square](//images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Perfect location, great staff, very quiet, comfortable beds, very clean."

[](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

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

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"The Hampton Inn Portland Downtown Waterfront is in an excellent location near Old Port and the waterfront restaurants. It was very easy to retreat to our room during the day to cool down and relax in between sightseeing and shopping. The parking is weirdly expensive for such a hotel, but the valets were professional and easy to work with."

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

![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/bd99451b_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Hotel just 2 years old. Very quiet street."

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

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

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"This was a great location for our first visit to Portland. Quite walkable too many things within an old port also loved the vibe and aesthetic of the hotel. Any little issues we had were addressed promptly. Staff was great."

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

![Tru by Hilton Portland Airport Area](//images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Nice area and staff was wonderful "

[](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information)

![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg)

### Comfort Inn Airport

10/10 Excellent

"The airport shuttle was great. The rooms were clean and the front desk was helpful. I would stay here again."

[](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information)

## Find out more about Bailey Island

## Bailey Island Vacation Homes information

| Number of reviews | 402 |
| --- | --- |
| Accommodation | 524 Vacation Homes |
| Lowest Price | CA $214 |
| Highest Price | CA $910 |

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-   [Visit Orrs Island](https://www.expedia.ca/Orrs-Island.dx3000440072)

-   [Bidvest Rental Cars in Casco Bay Islands](https://www.expedia.ca/Bidvest-Car-Rentals-In-Casco-Bay-Islands.d553248621532668098-c1087.Car-Rental-Guide-Suppliers)
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-   [National Car Rental Rental Cars in Great Island](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Great-Island.d553248635976193455-c42.Car-Rental-Guide-Suppliers)
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-   [Great Island Vacation Rentals](https://www.expedia.ca/Great-Island-Vacation-Rentals.d553248635976193455.Travel-Guide-VacationRentals)

-   [Things to do in Harpswell](https://www.expedia.ca/Things-To-Do-In-Harpswell.d553248635077688915.Travel-Guide-Activities)

-   [Book Vacation Homes in Bailey Island on Expedia.com](https://www.expedia.com/Bailey-Island-Private-Vacation-Homes.d6046825-aaPrivateVacationHomes.Travel-Guide-Accommodation)