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 ![](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 [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®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 ![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 | ## 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) - [Condo Rentals in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Condos.d553248635976396384-aaCondos.Travel-Guide-Accommodation) - 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