Title: Cumberland County Cottages | Expedia.ca [Cumberland County Hotels](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Hotel-Destinations)[Vacation Rentals in Cumberland County](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Vacation-Rental-Destinations)[Cumberland County Car Rentals](https://expedia.ca/Destinations-In-Cumberland-County.d553248635976431833.Car-Rental-Destinations)[Cumberland County Vacations](https://expedia.ca/Cumberland-County.d553248635976431833.Destination-Travel-Guides) ![Freeport which includes signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/91000/91960-Maine.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Cumberland County Cottage Rentals ## Compare and save ![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 In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976431833&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976431833&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976431833&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976431833&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cottages in Cumberland County ![Exterior](https://images.trvl-media.com/lodging/89000000/88740000/88732200/88732133/e058194f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/89000000/88740000/88732200/88732133/dcdf39a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/89000000/88740000/88732200/88732133/105d7ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88740000/88732200/88732133/af98a764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Contemporary Artist's Tree House on two acres with perennial gardens. Unknown 10/10 Exceptional (48) "Beautiful property and living space! Owners were very kind and helpful. Would highly recommend this spot to anyone!" [](https://www.expedia.ca/Cape-Elizabeth-Hotels-Contemporary-Artists-Tree-House-And-Studio.h88732133.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109750000/109748800/109748725/de15c143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109750000/109748800/109748725/4d4ee66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109750000/109748800/109748725/2ef71859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109750000/109748800/109748725/w1156h1532x0y4-9a4c6aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT ON PETTENGILL POND WINDHAM 9.6/10 Exceptional (4) "My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. " [](https://www.expedia.ca/Windham-Hotels-WATERFRONT-ON-PETTENGILL-POND.h109748725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95700000/95691500/95691445/206c55f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95700000/95691500/95691445/858d549f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95700000/95691500/95691445/f335b587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95700000/95691500/95691445/3ba966c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Professionally styled waterfront cottage on Sebago. Cozy and Serene. North Sebago 10/10 Exceptional (18) "Good location, good fishing" [](https://www.expedia.ca/Sebago-Hotels-Professionally-Styled-Waterfront-Cottage-On-Sebago-Cozy-And-Serene.h95691445.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22500000/22494200/22494103/270-82e84562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22500000/22494200/22494103/415ebfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22500000/22494200/22494103/270-30e9b6e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/23000000/22500000/22494200/22494103/a2f759cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Cottage - private dock, large decks, large fire pit Standish 9.2/10 Wonderful (25) "Good location " [](https://www.expedia.ca/Standish-Hotels-Lakefront-Cottage-Private-Dock.h22494103.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119430000/119422300/119422300/c3217c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119430000/119422300/119422300/09618680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/120000000/119430000/119422300/119422300/ee812407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119430000/119422300/119422300/db0f0996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Traditional 4-bedroom cottage in Frye Island Frye Island 10/10 Exceptional (4) "Our family of four (with older kids) had a peaceful and memorable stay at this cozy lakefront cottage. The setting is stunning—perfect for disconnecting and enjoying nature. The cottage is right on the water with a dock (no beach, but several are nearby), and we loved kayaking and watching sunsets from the deck.Some rooms are a bit tight, and Frye Island’s ferry access and dirt roads can be inconvenient—but if you’re looking for quiet, beauty, and simplicity, it’s worth it. The owner was... [](https://www.expedia.ca/Raymond-Hotels-Lakefront-Traditional-4-Bedroom-Cottage-In-Frye-Island.h119422300.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30076300/30076224/0a3e7a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30080000/30076300/30076224/70b3ffce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30080000/30076300/30076224/471c54f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30080000/30076300/30076224/aa865c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout Gray 9.4/10 Exceptional (89) "The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!" [](https://www.expedia.ca/Gray-Hotels-Escape-To-Serenity-Your-Private-Maine-Lakefront-Awaits-At-Little-Sebago-Lookout.h30076224.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33670000/33662600/33662513/a70d7ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33670000/33662600/33662513/d58ec1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33670000/33662600/33662513/043c4cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33670000/33662600/33662513/618a5fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GREAT Newly Renovated Sebago Lake- short walk to Nason\`s beach🏠🏖🚗 North Sebago 9.8/10 Exceptional (82) "Clean and well equipped property with a convenient location to Nassan Beach. Comfortable stay and my family had a great time. Would recommend to others." [](https://www.expedia.ca/Sebago-Hotels-Great-Newly-Renovated-West-Shore-Of-Sebago-Lake-Short-Walk-To-Nasons-Beach.h33662513.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70100000/70092000/70091955/e7e1d144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70100000/70092000/70091955/8c043e74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70100000/70092000/70091955/92bd4210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70100000/70092000/70091955/6d5bb45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !! Orr's Island 9.8/10 Exceptional (34) "Clean, cute cottage for four on a steep waterfront lot with a beautiful vista. Nice kitchen for exended stay. Great fireplace." [](https://www.expedia.ca/Orrs-Island-Hotels-Classic-Orrs-Island.h70091955.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37710000/37709400/37709388/3a4f8a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37710000/37709400/37709388/59221d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/38000000/37710000/37709400/37709388/96346c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/38000000/37710000/37709400/37709388/8bdd1ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glamorous cottage-glamping at Sebago Lake North Sebago 9.8/10 Exceptional (81) "We had an amazing time at Bo and Frank’s and would love to come back in the future!" [](https://www.expedia.ca/Sebago-Hotels-Glamorous-Cottage-Glamping-At-Sebago-Lake.h37709388.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102669300/102669244/w2240h1494x0y0-97e94bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102670000/102669300/102669244/8ae1670c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102669300/102669244/857b36de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102670000/102669300/102669244/bb7523bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy countryside cottage located on Crooked river in Naples Maine. Naples 10/10 Exceptional (17) "Cute place with lots of thoughtful amenities that made the stay wonderful. " [](https://www.expedia.ca/Naples-Hotels-Cozy-Countryside-Cottage-Located-On-Crooked-River-In-Naples-Maine.h102669244.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433718/e362549a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433718/c7328fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433718/da746d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433718/9f0f9856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Watch - Relax and let the ocean sweep you away at this charming retreat Orr's Island 8.8/10 Excellent (21) "Very beautiful and easy to communicate with the property management " [](https://www.expedia.ca/Orrs-Island-Hotels-Ocean-Watch-Relax-And-Let-The-Ocean-Sweep-You-Away-At-This-Charming-Retreat.h91433718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103523900/103523849/12d2328c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103530000/103523900/103523849/w904h683x60y0-dbf27ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103530000/103523900/103523849/w1024h677x0y3-d58e8211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103530000/103523900/103523849/5d9a1e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 BR Lake house in Sebago Maine steps from beach! Sebago 10/10 Exceptional (2) "Great house to stay at. We had the perfect week! Huge thanks Nelson family." [](https://www.expedia.ca/Sebago-Hotels-3-BR-Lake-House-In-Sebago-Maine-Steps-From-Beach.h103523849.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115930000/115924500/115924427/cdce4a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115930000/115924500/115924427/641975ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115930000/115924500/115924427/1d53e6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115930000/115924500/115924427/1ab7637f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Escape: Deck & Granite Steps to Shore Harpswell 9.4/10 Exceptional (3) "Everything was beautiful and we loved our stay!" [](https://www.expedia.ca/Harpswell-Hotels-Oceanfront-Escape-Deck-Granite-Steps-To-Shore.h115924427.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/dd85f9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/0675ac78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/7499d871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90330000/90322600/90322528/20eb7275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Long Island Maine Cottage Long Island 10/10 Exceptional (7) "Great location. Comfortable living room. Well stocked kitchen. Great communication with owner." [](https://www.expedia.ca/Long-Island-Hotels-Updated-Long-Island-Maine-Cottage.h90322528.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500627/d55f4bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500627/33259166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500627/cb90bd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33500700/33500627/c861729b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free! Naples 10/10 Exceptional (144) "Kyle was excellent with communication. The stay was lovely, and the property was well-maintained and enjoyable. " [](https://www.expedia.ca/Bridgton-Hotels-Leave-It-All-Behind-Sebago-Lake-Area-Cottage.h33500627.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78520000/78517100/78517074/afdf20f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78520000/78517100/78517074/578e8d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78520000/78517100/78517074/7df71a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/79000000/78520000/78517100/78517074/8e15213c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly. Harpswell 9.6/10 Exceptional (40) "Peaceful, beautiful property. Perfect for our honeymoon. Highly recommend this place and Gurnet Trading Post for seafood!" [](https://www.expedia.ca/Harpswell-Hotels-Private-Shoreline-Getaway.h78517074.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489442/1138eca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489442/e9ba3d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489442/2b71d577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33489500/33489442/w800h599x0y1-a2949339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free Naples 9.8/10 Exceptional (119) "I stayed at the end of April, so it was very quiet. The location is great right on the river. The cabin is cozy. Host was very responsive and friendly." [](https://www.expedia.ca/Bridgton-Hotels-Relax-Recharge-Tranquil-Family-Owned-Cottage.h33489442.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90200000/90192000/90191924/w828h620x0y5-2c571600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90200000/90192000/90191924/8f4948d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90200000/90192000/90191924/483a9bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90192000/90191924/2a995435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage Brunswick 9.4/10 Exceptional (33) "The cottage is in a great location to sit and linger over a cup of coffee in the morning, looking out at the water. It is close to the Maine Maritime Museum and the town of Bath." [](https://www.expedia.ca/Brunswick-Hotels-Waterfront-Cottage.h90191924.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103980000/103979300/103979216/5f17371c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103980000/103979300/103979216/w1179h778x0y2-fdf3695a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103980000/103979300/103979216/w1179h885x0y4-0d79185a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103980000/103979300/103979216/9ed0474a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Bisquit Cottage by the Ocean Grand Beach 9.4/10 Exceptional (19) "The cottage is great! It's so close to the beach and very cozy. The mattress sinks a little in the middle so we slept on the futon, which was very comfortable. " [](https://www.expedia.ca/Scarborough-Hotels-Sea-Bisquit-Cottage-By-The-Ocean.h103979216.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433776/1266ceca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433776/c374e25c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433776/bca79ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91440000/91433800/91433776/075ac15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage Bailey Island 9.6/10 Exceptional (18) "Loved the location." [](https://www.expedia.ca/Bailey-Island-Hotels-Sea-Ledge-S-Enjoy-Beautiful-Sunsets-From-This-Charming-Bailey-Isl-Cottage.h91433776.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=2025-10-15&endDate=2025-10-16®ionId=553248635976431833&adults=2&lodging=COTTAGE&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%2FCumberland-County-Cottages.d553248635976431833-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCumberland-County-Cottages.d553248635976431833-aaCottages.Travel-Guide-Accommodation) ## Top Cumberland County Hotel Reviews ![Ramada Plaza by Wyndham Portland](//images.trvl-media.com/lodging/1000000/10000/3000/2908/f5509e04_y.jpg) ### Ramada Plaza by Wyndham Portland 10/10 Excellent "Great location. Convenient with laundry " [](https://expedia.ca/Portland-Hotels-Ramada-Plaza-By-Wyndham-Portland.h2908.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 "Disappointed that they charge extra for breakfast. Been using Hyatt and Hyatt Place’s for years and was never asked before to pay for breakfast. " [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Great hotel, highly recommend!" [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![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) ![LivAway Suites Portland-Scarborough](//images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg) ### LivAway Suites Portland-Scarborough 10/10 Excellent "Staff was very friendly. Properly should let those who stayed one night there is no toiletries so they can be prepared " [](https://expedia.ca/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.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) ![Casco Bay Inn](//images.trvl-media.com/lodging/1000000/900000/894100/894042/cd88d361_y.jpg) ### Casco Bay Inn 10/10 Excellent "Clean and friendly " [](https://expedia.ca/Portland-Hotels-Casco-Bay-Inn.h894042.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) ## Find out more about Cumberland County ## Cumberland County Cottages information | Number of reviews | 723 | | --- | --- | | Accommodation | 292 Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Portland](https://www.expedia.ca/3Star-Portland-Hotels.s30-0-d181420.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Portland](https://www.expedia.ca/4Star-Portland-Hotels.s40-0-d181420.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Portland](https://www.expedia.ca/5Star-Portland-Hotels.s50-0-d181420.Travel-Guide-Filter-Hotels) - [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) - 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