Title: Bailey Island Guest Houses | 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) # Search Guest Houses in Bailey Island ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046825&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Bailey Island Guest Houses ![Restaurant](https://images.trvl-media.com/lodging/83000000/82950000/82945500/82945407/w1025h682x0y1-fd6c661f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/83000000/82950000/82945500/82945407/w928h681x0y2-9ea48cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 1 King Bed with Sofa bed, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/83000000/82950000/82945500/82945407/61799648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/83000000/82950000/82945500/82945407/bb9b3d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spinneys Guesthouse & Beach Cottages Phippsburg 9.2/10 Wonderful (52) "Amazing, definitely will return!" [](https://www.expedia.ca/Phippsburg-Hotels-Spinneys-Guesthouse-Beach-Cottages.h82945407.Hotel-Information) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688566/908a0dd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688566/4bee4ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688566/ef55361c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688566/521eb9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Porthole - Seaside Suite on Popham Beach! Phippsburg 10/10 Exceptional (1) "Check- was easy. Kitchen had everything. Wi-Fi all bars showing. You can walk to everything, beach, General Store, Lobster Pound, and Huots Restaurant. I like that." [](https://www.expedia.ca/Phippsburg-Hotels-The-Porthole-Seaside-Suite-On-Popham-Beach.h110688566.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102050000/102044600/102044544/c411b006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102050000/102044600/102044544/1ba0e9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/103000000/102050000/102044600/102044544/8365e28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102050000/102044600/102044544/17802770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Acorn on Oak Street by Rocky Coast Rentals Boothbay Harbor 9.8/10 Exceptional (7) "We had a fantastic stay at our cabin the " Acorn" . Place was spotless,and everything was as advertised." [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Acorn-New-To-Market.h102044544.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688553/96bff0e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688553/c56d9a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688553/7e381dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688553/a55988de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Admiral Suite - Seaside Suite on Popham Beach! Phippsburg [](https://www.expedia.ca/Phippsburg-Hotels-Admiral-Suite-Seaside-Suite-On-Popham-Beach.h110688553.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66800000/66798800/66798752/47c156be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66800000/66798800/66798752/33608510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66800000/66798800/66798752/1092d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66800000/66798800/66798752/2c4bb97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beaches, Trails, Hammock, Fire-Pit, Peaceful! Cape Elizabeth 6.0/10 (2) "This cute little carriage house was built into the passageway behind the main house and the barn. It comfortably fit our party of 3 adults with a nice size kitchen, a single bathroom, and spacious seating areas both inside and out. Our flight was delayed, and when we arrived, there was yogurt and fruit in the fridge waiting for us. There is a stand selling ice cream, burgers, and lobster rolls within walking distance, and the Cape Elizabeth beach is a short drive away. Lovely stay!" [](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beaches.h66798752.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688534/d1a7998b_edited_52a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688534/a39e5af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688534/5d0b8391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110690000/110688600/110688534/46bfc7bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain's Quarters - Seaside Suite on Popham Beach! Phippsburg [](https://www.expedia.ca/Phippsburg-Hotels-Captains-Quarters-Seaside-Suite-On-Popham-Beach.h110688534.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/28000000/27120000/27118500/27118499/51a7b7e5.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/28000000/27120000/27118500/27118499/bd0793e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118500/27118499/34a667da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/28000000/27120000/27118500/27118499/824120e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront 1 bedroom guest house with full bathroom / laundry and full kitchen. Bath 9.4/10 Exceptional (25) "It was convenient, clean and had all the necessities to make our travel pleasant." [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Waterfront-1-Bedroom-Guest-House-With-Full-Bathroom-Laundry-And-Full-Kitchen.h27118499.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=2025-10-11&endDate=2025-10-12®ionId=6046825&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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-Guest-Houses.d6046825-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBailey-Island-Guest-Houses.d6046825-aaGuestHouses.Travel-Guide-Accommodation) ## Top Bailey Island Hotel Reviews ![Inn at St John Portland In-Town](//images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg) ### Inn at St John Portland In-Town 10/10 Excellent "Hotel in great old Victorian house." [](https://expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Lovely historical hotel right in the heart of Portland’s old port area. Charming!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "Very comfortable bed and pleasant stay. Easy parking and quiet. " [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.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 "It was the perfect location - walkable distance from all the restaurants, bars, coffee shops, art district, ferry, etc. Great rooftop and downstairs restaurant/lounge." [](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "clean, convenient shuttle, and walkable to restaurants" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.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 hotel and in. Convenient location." [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Clean, nice location, walkable area & nice VIP perk… bottle of Coppola wine. " [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.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 "Wonderful place to stay in Portland. Parking was high…that is everywhere though! " [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.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 "Staff was friendly. Awesome view of the water in the room. Room was clean" [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ## Find out more about Bailey Island ## Bailey Island Guest Houses information | Number of reviews | 58 | | --- | --- | | Accommodation | 7 Guest Houses | | Lowest Price | | | Highest Price | | ## 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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