Title: Bailey Island Vacation Home Rentals from CA $207: 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 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-12-26&endDate=2025-12-28&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/104000000/103530000/103524100/103524025/2a968c81.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) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/38964006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524025/873631e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchid Harbor, Bailey Island 3BR Harpswell 9.8/10 Exceptional (7) "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. CA $288 CA $647 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) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21693800/21693753/4955ada6.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) ![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) ### Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome Boothbay 9.0/10 Wonderful (67) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis Correa CA $140 CA $433 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boothbay-Hotels-Geodesic-Dome-W-Riverfront-Deck.h21693753.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/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/fc36ebbf.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) ### Escape to Positive Outlook West Point 10/10 Exceptional (2) "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. CA $147 CA $300 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.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/95000000/94690000/94688200/94688132/12f70247.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) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94690000/94688200/94688132/bd29cafb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Guest Room w/private bath. Walk to everything. Bath 8.2/10 Very good (20) "Lots of character and a great location. Walking distance from everything in Bath. Really good price for the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hall F. CA $106 CA $223 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bath-Hotels-Captains-House-Guest-Room-Suite.h94688132.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/861529a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Camp Forever cottage Harpswell 9.6/10 Exceptional (56) "Most enjoyed vacation this year.Location was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra S. CA $198 CA $388 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.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) ![Dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/107ca849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71020000/71016400/71016384/b949ecd0.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) ### Captain's Quarters 1BR Guest Suite. Quiet. 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela W. CA $106 CA $207 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bath-Hotels-One-Bedroom-Guest-Suite-In-The-Middle-Of-Bath-Walk-To-Everything.h71016384.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) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/d279a41e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/054130f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114900000/114893100/114893070/318d57c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Coast Getaway w/ water views West Point 9.0/10 Wonderful (4) "Seeing the water from the living room and porch was spectacular -- we watched the fishing boats come and go and a pair of bald eagles fishing. Loved all the natural light! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy L. CA $117 CA $265 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Phippsburg-Hotels-Mid-Coast-Getaway-W-Water-Views.h114893070.Hotel-Information) ![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) ![Desk, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/ec4832c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103524100/103524009/0b8bc935.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana H. CA $241 CA $594 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Brunswick-Hotels-Mere-Point-Sunrise-Views-At-Eastern-Shore.h103524009.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) ![Dining](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/1b5771e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/0b84a256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic Waterfront Views 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $257 CA $476 total includes taxes & fees Nov 3 - Nov 4 [](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) ![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) ![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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig C. CA $203 CA $506 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-3BR-Home-With-Office-In-Town-Of-Brunswick-With-King-Beds.h99792343.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/74000000/73570000/73561300/73561259/1b42a016.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) ### Private Home w/ Office Year Round in town Brunswick next to Bowdoin Brunswick 8.8/10 Excellent (21) "Nice place, I'd stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronnie C. CA $217 CA $567 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Brunswick-Hotels-Private-Home-W-Office-Year-Round-In-Town-Brunswick-Next-To-Bowdoin.h73561259.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/33bd614a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/b0be495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/w1320h977x0y3-e634ce08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119810000/119808900/119808810/652457fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kayaker's and Land Lubber’s Dream Delight Harpswell CA $159 CA $546 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Harpswell-Hotels-Kayakers-And-Land-Lubbers-Dream-Delight.h119808810.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/fa8ad809.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) ### Modern & Sunny House Steps from the Promenade. Private Parking! Munjoy Hill 10/10 Exceptional (32) "Perfect stay for a quick trip to Portland! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) stacey p. CA $262 CA $512 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.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 (59) "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 [](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/af98bd82.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse M. CA $209 CA $438 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/63aadef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/c4cd5f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/ca203bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118120000/118110500/118110436/cf356d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic New England Waterfront Harpswell 10/10 Exceptional (1) "Great property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott D. CA $385 CA $1,036 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Harpswell-Hotels-Classic-New-England-Waterfront.h118110436.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) ![Living area](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/1ec69660.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) ![Exterior](https://images.trvl-media.com/lodging/120000000/119500000/119497800/119497702/9fc9009f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious and Centrally Located! Two Connected Apartments- Sleeps 11 Cash Corner CA $268 CA $857 total includes taxes & fees Nov 3 - Nov 4 [](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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48870000/48860200/48860113/a6322b52.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) ### The Globe House on Munjoy Hill - Walk to Breweries Munjoy Hill 10/10 Exceptional (91) "Beautiful house in great area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber W. CA $334 CA $694 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Portland-Hotels-Stylish-Apartment-On-Munjoy-Hill-NEW-Amazing-Sunsets-Walk-To-Breweries.h48860113.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) ![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) ![Interior](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/fcf2ecec.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen M. CA $263 CA $668 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/114000000/113940000/113935500/113935404/b20cea7a.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/ceb29f4e.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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina S. CA $399 CA $622 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) 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=2025-11-11&endDate=2025-11-12®ionId=6046825&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) 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 ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Hotel beds are very comfortable. The hotel was quiet and conveniently located with lots of options for shopping and eatery." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Amazing location, unique hotel with beautiful decor and amenities " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel](//images.trvl-media.com/lodging/2000000/1090000/1085000/1084959/18487d8b_y.jpg) ### Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel 10/10 Excellent "Nice spot and helpful staff" [](https://expedia.ca/South-Portland-Hotels-Casco-Bay-Hotel.h1084959.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/fae57c26_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "x" [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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 "Nice, clean room and great location in downtown Portland. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.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 "convenient location. Friendly staff. Clean room. Good Heating and cooling control." [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Clarion Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland 10/10 Excellent "The Clarion was excellent for my trip. Located close to airport and to downtown and priced reasonably." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](//images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "The room was good, the front desk staff friendly. Breakfast was OK, not great, compared with other La Quinta stays." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.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 "Nice room good linens and good bathroom. Great location and easy but expensive parking " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ## Find out more about Bailey Island ## Bailey Island Vacation Homes information | Number of reviews | 408 | | --- | --- | | Accommodation | 524 Vacation Homes | | Lowest Price | CA $207 | | Highest Price | CA $1,036 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Capsule Hotels in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Farmstay in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Agritourism.d553248635976396384-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Apart-Hotels.d553248635976396384-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Bed-And-Breakfast.d553248635976396384-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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