Title: Winter Harbor Vacation Home Rentals from CA $123: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winter Harbor](https://expedia.ca/Winter-Harbor-Hotels.d553248625380654959.Travel-Guide-Hotels)[Vacation Rentals in Winter Harbor](https://expedia.ca/Winter-Harbor-Vacation-Rentals.d553248625380654959.Travel-Guide-VacationRentals)[Flights to Winter Harbor](https://expedia.ca/Cheap-Flights-To-Winter-Harbor.d553248625380654959.Travel-Guide-Flights)[Winter Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Harbor.d553248625380654959.Car-Rental-Guide)[Winter Harbor Vacation Packages](https://expedia.ca/Winter-Harbor.d553248625380654959.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/2313e84acc960552a691f181f8c8fbbd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ricky Batista # Winter Harbor 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=553248625380654959&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Harbor Vacation Homes ![Dining](https://images.trvl-media.com/lodging/92000000/91390000/91388000/91387967/326d4a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91390000/91388000/91387967/b17f8fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91390000/91388000/91387967/cca3b79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91390000/91388000/91387967/8d268754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One-of-kind estate with unique & luxurious decor and wooded oceanside location. Winter Harbor 10/10 Exceptional (25) "The views are great and the host is pretty responsive too. Had an awesome time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Calvin Ryan D. CA $2,199 CA $5,025 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Winter-Harbor-Hotels-Luxury-At-Its-Best-Large-Home-W-Gorgeous-Views-Luxurious-Accommodations.h91387967.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/121000000/120120000/120111300/120111242/8427773a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120120000/120111300/120111242/db53c74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120111300/120111242/1c3d13b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120120000/120111300/120111242/d270cc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil 2-bedroom house in Cherryfield Cherryfield 10/10 Exceptional (1) "Arletta was a great host. She was very responsive and helpful. The house was nicely laid out and private. The house was also very clean. We would definitely stay there again. There was great access to the Downeast Sunrise Trail also." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chip B. CA $210 CA $430 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Cherryfield-Hotels-Tranquil-2-Bedroom-House-In-Cherryfield.h120111242.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78970000/78969100/78969076/43e25232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78970000/78969100/78969076/ad6806c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78970000/78969100/78969076/33d6a793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/79000000/78970000/78969100/78969076/ae13b28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Shed Farm Stay Milbridge 8.0/10 Very good (4) "We so appreciated the friendly, informative farm tour, as well as the option to purchase a farm breakfast, which was hearty and delicious. The animals were friendly. Truly a memorable experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $85 CA $123 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Milbridge-Hotels-Sun-Shed-Farm-Stay.h78969076.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92967100/92967036/91cad7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92970000/92967100/92967036/704203b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92970000/92967100/92967036/d8533d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92967100/92967036/df5f52a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Maple Farm near Acadia, Bar Harbor with FirePit, Large Deck Lamoine 9.8/10 Exceptional (18) "We had a great stay at Sugar Maple Farm. The house was very nice with everything we needed. We enjoyed bocce and wiggle ball and s’mores in the backyard " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie W. CA $278 CA $750 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Ellsworth-Hotels-Sugar-Maple-Farm-Near-Acadia-4-Bedrooms.h92967036.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/w1280h949x0y0-52caaf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/ec227dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/17399ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/94d73aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Harbor Inn Bermuda Room 22 Southwest Harbor CA $59 CA $202 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Great-Harbor-Inn-Bermuda-Room-22.h121300813.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121310000/121300800/121300770/b0816e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/122000000/121310000/121300800/121300770/70b04161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121310000/121300800/121300770/e81f9eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121310000/121300800/121300770/b6f9c37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Harbor Inn Somes Sound Room 1 Southwest Harbor CA $66 CA $210 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Great-Harbor-Inn-Somes-Sound-Room-1.h121300770.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95400000/95391900/95391878/bad1296e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95400000/95391900/95391878/3a7e7fb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95400000/95391900/95391878/d37cd678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95400000/95391900/95391878/c6ae4391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Milbridge retreat just steps away Milbridge 10/10 Exceptional (13) "This was a great little house. It had everything we could need and more. Everything was clean, the bed was comfortable, the Roku TVs work included HBO Max in living room and bedroom were a nice touch too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley K. CA $220 CA $361 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Milbridge-Hotels-Quaint-Coastal-Town-Home-In-Walking-Distance-To-Restaurants-And-Waterfront-Park.h95391878.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/90000000/89870000/89868700/89868604/c0858dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89870000/89868700/89868604/ab33c8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, electric kettle, dining tables](https://images.trvl-media.com/lodging/90000000/89870000/89868700/89868604/474b64b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, electric kettle, dining tables](https://images.trvl-media.com/lodging/90000000/89870000/89868700/89868604/2e0992d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-Season Waterfront Oasis Acadia with Hot Tub Franklin 9.8/10 Exceptional (27) "We had a great stay in this beautiful house! It was clean and the views were amazing. We went hiking and came back to relax. The hot tub was nice too. We would come back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lawrence CA $236 CA $538 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Franklin-Hotels-4-Season-Waterfront-Oasis-Acadia.h89868604.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/d335ce3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/0ca5b65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/3d1bf4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/6f39530e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Connect with nature - quiet and peaceful modern ranch in Eastbrook Eastbrook 10/10 Exceptional (1) "The house was fantastic. Clean and decorated so cute. The house was located closed enough to tourists attraction yet far enough away for piece and quiet. Getting back to mother nature. The attraction we're seeing lighthouses. Tour of the land by plane and whale watching. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) THERESA D. CA $209 CA $435 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Franklin-Hotels-Connect-With-Nature-Quiet-And-Peaceful-Modern-Ranch-In-Eastbrook.h113558825.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78220000/78214900/78214898/55e040d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78214900/78214898/ea744204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78220000/78214900/78214898/a4eb389d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78220000/78214900/78214898/d22a411f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Take in the breathtaking views at our popular oceanside cottage with large deck. Gouldsboro 9.8/10 Exceptional (50) "Great location! Great house! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda D. CA $296 CA $847 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Prospect-Harbor-Hotels-Take-In-The-Breathtaking-Views-At-Our-Popular-Oceanside-Cottage-With-Large-Deck.h78214898.Hotel-Information) ![Fridge, microwave](https://images.trvl-media.com/lodging/115000000/114860000/114856000/114855928/1cb7f73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114860000/114856000/114855928/682a150a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114860000/114856000/114855928/6b056d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/115000000/114860000/114856000/114855928/7578f9a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House Acadia at Gallagher's Travels Bar Harbor 9.6/10 Exceptional (4) "Top notch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $138 CA $377 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Bar-Harbor-Hotels-House-Acadia-At-Gallaghers-Travels.h114855928.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/102000000/101410000/101408500/101408450/w507h683x259y0-d95d6abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101410000/101408500/101408450/5f44d250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101410000/101408500/101408450/8545edcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101410000/101408500/101408450/w907h683x59y0-bb4296bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks. Gouldsboro 10/10 Exceptional (24) "We had a great stay with our family of 4. We only stayed a few night but wouldn’t hesitate to return! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darbey R. CA $240 CA $543 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Gouldsboro-Hotels-Private-And-Cozy-Tiny-Home-For-Your-Acadia-Escape-Pet-Friendly-With-Kayaks.h101408450.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115930000/115927600/115927572/c94b54fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115930000/115927600/115927572/16e4701c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/116000000/115930000/115927600/115927572/d8d324da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115930000/115927600/115927572/d2ac8c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildwood Cottage at Gallagher's Travels Bar Harbor 10/10 Exceptional (1) "Friendly, helpful, responsive host. Nice property conveniently located. We had a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea C. CA $169 CA $381 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Bar-Harbor-Hotels-Wildwood-Cottage-At-Gallaghers-Travels.h115927572.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87730000/87725500/87725475/5e12f26f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/88000000/87730000/87725500/87725475/fbb40528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87730000/87725500/87725475/20189c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87730000/87725500/87725475/7d1ec17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water access house Acadia National Park Schoodic Point Gouldsboro 9.4/10 Exceptional (36) "My family has an excellent time staying here for the week! There are tons of shops nearby, the host is very responsive, and the secluded nature of the home makes for a nice stay. We would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Addison Y. CA $375 CA $728 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Gouldsboro-Hotels-Water-Access-House-Acadia-National-Park-Schoodic-Point.h87725475.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/30000000/29770000/29768100/29768004/f010d95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29770000/29768100/29768004/153f14fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/30000000/29770000/29768100/29768004/c09e0f09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29770000/29768100/29768004/385167c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### “Brookshire Cottage” Acadia National Park “Pet Friendly” Mt Desert Island ME Tremont 9.8/10 Exceptional (168) "Cottage was so cozy! Three generation family vacation. We loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debora CA $315 CA $997 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Bar-Harbor-Hotels-Brookshire-Cottage-Mount-Desert-Island-Maine-In-Lovely-Acadia-National-Park.h29768004.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112990000/112988800/112988758/23da8223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/113000000/112990000/112988800/112988758/2c7624c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112990000/112988800/112988758/c79bf2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112990000/112988800/112988758/916cdb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with WiFi, AC in Southwest Harbor Southwest Harbor 9.4/10 Exceptional (13) "Nicely updated cozy hideaway by Southwest Harbor. Well-stocked, modern conveniences, perfect size for a small family. A pleasant landing spot after each day’s Acadia adventures." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurence I. CA $208 CA $564 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Charming-2-Bedroom-House-With-WiFi.h112988758.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103630000/103629600/103629535/d1bb1b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/104000000/103630000/103629600/103629535/c1fb4715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103630000/103629600/103629535/acd4d8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103630000/103629600/103629535/d52d64d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub~Theater~Game Room~Historic Home~5 min to Acadia Park~Dogs welcome Mount Desert 10/10 Exceptional (16) "House has plenty of space for sleeping large family. Would stay again. Host was always available for questions and checking on us at arrival " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina L. CA $441 CA $1,152 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Mount-Desert-Hotels-New-HotTub-Theatre-Room-Game-Room-FirePit-Close-To-Acadia.h103629535.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66260000/66256800/66256752/13395d56.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/67000000/66260000/66256800/66256752/33a9242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/67000000/66260000/66256800/66256752/277e921b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/67000000/66260000/66256800/66256752/41e1338e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown suite near with water with central AC and shared washer/dryer Northeast Harbor 9.0/10 Wonderful (20) "The town is picture perfect and the restaurant and bakery below was fantastic. The room was perfect for our family of three. It was clean and had great added little touches. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucy T. CA $227 CA $401 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Northeast-Harbor-Hotels-Downtown-Suite-W-Free-WiFi.h66256752.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104850000/104844600/104844581/69738582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/105000000/104850000/104844600/104844581/c920a45c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104850000/104844600/104844581/5c16b2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104850000/104844600/104844581/a39bca7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### “Drop Anchor” a cheerful and spacious residence Tremont 10/10 Exceptional (17) "Great stay - wonderful property. Convenient to Bar Harbor and Acadia. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $314 CA $412 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Bass-Harbor-Hotels-Drop-Anchor-A-Cheerful-And-Spacious-Residence.h104844581.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/4f57829c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/9bef1e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/e6a0740f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/41c5bf3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage: Bass Harbor, ME Tremont 9.8/10 Exceptional (242) "Wonderful stay in a quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) erin b. CA $420 CA $783 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Bar-Harbor-Hotels-Driftwood-Cottage-Bass-Harbor.h25167818.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=2025-11-12&endDate=2025-11-13®ionId=553248625380654959&adults=2&lodging=VACATION_HOME&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%2FWinter-Harbor-Private-Vacation-Homes.d553248625380654959-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Harbor-Private-Vacation-Homes.d553248625380654959-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winter Harbor Hotel Reviews ![The Pathmaker Hotel](//images.trvl-media.com/lodging/100000000/99750000/99746100/99746097/cb77fc86_y.jpg) ### The Pathmaker Hotel 10/10 Excellent "Wonderful hotel!" [](https://expedia.ca/Bar-Harbor-Hotels-The-Pathmaker-Hotel.h99746097.Hotel-Information) ![Main Street Motel](//images.trvl-media.com/lodging/75000000/75000000/74990500/74990423/1c34fc56_y.jpg) ### Main Street Motel 10/10 Excellent "Great location. No need to fight for parking on Main Street. Everything is in walking distance. " [](https://expedia.ca/Bar-Harbor-Hotels-Main-Street-Motel.h74990423.Hotel-Information) ![Bar Harbor Manor](//images.trvl-media.com/lodging/2000000/1540000/1532700/1532629/1d44aa9c_y.jpg) ### Bar Harbor Manor 10/10 Excellent "Very cute hotel, right next to downtown area so we were able to walk to town each day. Parking lot available right there as well. Only 7 mins from Acadia! So convenient. Nice spacious room as well! We had a private door with a little balcony as well. " [](https://expedia.ca/Bar-Harbor-Hotels-Bar-Harbor-Manor.h1532629.Hotel-Information) ![Atlantic Oceanside Hotel & Conference Center](//images.trvl-media.com/lodging/1000000/30000/24100/24093/474c9267_y.jpg) ### Atlantic Oceanside Hotel & Conference Center 10/10 Excellent "The hotel was excellent, the room was spacious, the bed comfortable and the view was magnificent. But the staff made it - reception were excellent, one of the maids (Beverly) & the gentleman who was cleaning the leaves with the blower (sorry didn’t get his name) were great & had lovely conversations. My only real criticism was breakfast - the room was very hot & crowded & no toast & limited healthy options. The Bistro food was excellent but my criticism would be the waitress although charming didn’t write things down so got the drinks wrong. Overall it was an excellent experience & would recommend staying here. " [](https://expedia.ca/Bar-Harbor-Hotels-Atlantic-Oceanside-Hotel-Conference-Center.h24093.Hotel-Information) ![Best Western Acadia Park Inn](//images.trvl-media.com/lodging/9000000/8260000/8252200/8252156/a53766ae_y.jpg) ### Best Western Acadia Park Inn 10/10 Excellent "Clean and quiet. We enjoyed the fire pit in the evenings. Great location. Friendly staff" [](https://expedia.ca/Bar-Harbor-Hotels-Best-Western-Acadia-Park-Inn.h8252156.Hotel-Information) ![Seasider Motel](//images.trvl-media.com/lodging/1000000/10000/7800/7771/7f36fbe4_y.jpg) ### Seasider Motel 10/10 Excellent "Close to town" [](https://expedia.ca/Bar-Harbor-Hotels-Seasider-Motel.h7771.Hotel-Information) ![Acadia Oceanside Meadows Inn](//images.trvl-media.com/lodging/120000000/119780000/119775800/119775748/9ba0cae4_y.jpg) ### Acadia Oceanside Meadows Inn 10/10 Excellent "The people at Acadia were simply the best. Kind, courteous and helpful are the top 3 words that come to mind, but there are many others that could be used to describe the excellent service. The inn is situated at the head of a small bay and the beach and rocks are a pleasure to walk or just sit and enjoy he view. We highly recommend the his quiet, quaint and quality place to visit." [](https://expedia.ca/Prospect-Harbor-Hotels-Acadia-Oceanside-Meadows-Inn.h119775748.Hotel-Information) ![Comfort Inn Ellsworth - Bar Harbor](//images.trvl-media.com/lodging/1000000/10000/9900/9881/9809a150_y.jpg) ### Comfort Inn Ellsworth - Bar Harbor 10/10 Excellent "Nice front desk staff." [](https://expedia.ca/Bar-Harbor-Hotels-Comfort-Inn-Ellsworth-Bar-Harbor.h9881.Hotel-Information) ![Anchorage Motel](//images.trvl-media.com/lodging/3000000/2150000/2147400/2147320/83a6e45f_y.jpg) ### Anchorage Motel 10/10 Excellent "Very clean and the shower was hot! " [](https://expedia.ca/Bar-Harbor-Hotels-Anchorage-Motel.h2147320.Hotel-Information) ## Find out more about Winter Harbor ## Winter Harbor Vacation Homes information | Number of reviews | 658 | | --- | --- | | Accommodation | 767 Vacation Homes | | Lowest Price | CA $123 | | Highest Price | CA $5,025 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Aparthotels in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Apart-Hotels.d561-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Apartments.d561-aaApartments.Travel-Guide-Accommodation) - [B&B in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Bed-And-Breakfast.d561-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Cabins.d561-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - 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[Pet-Friendly Hotels in Prospect Harbor](https://www.expedia.ca/Prospect-Harbor-Hotels-Pet-Friendly-Hotel.0-0-d500793-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Prospect Harbor Hotels](https://www.expedia.ca/Prospect-Harbor-Hotels.d500793.Travel-Guide-Hotels) - [Hotels near Schoodic Peninsula](https://www.expedia.ca/Schoodic-Peninsula-Hotels.0-l553248635950854867-0.Travel-Guide-Filter-Hotels) - [Hotels near Shore Path](https://www.expedia.ca/Shore-Path-Hotels.0-l6326768-0.Travel-Guide-Filter-Hotels) - [South Gouldsboro Hotels](https://www.expedia.ca/South-Gouldsboro-Hotels.d500769.Travel-Guide-Hotels) - [Flights to Bar Harbor](https://www.expedia.ca/Cheap-Flights-To-Bar-Harbor.d561.Travel-Guide-Flights) - [Flights from Bar Harbor](https://www.expedia.ca/lp/flights/561/flights-from-bar-harbor) - [Agamont Park](https://www.expedia.ca/Agamont-Park-Downtown-Bar-Harbor.d6326242.Vacation-Attraction) - [Bar Harbor Whale Watching](https://www.expedia.ca/Bar-Harbor-Whale-Watching-Bar-Harbor.d6249637.Vacation-Attraction) - [Bar Harbor Vacations](https://www.expedia.ca/Bar-Harbor.d561.Destination-Travel-Guides) - [Visit Bar Harbor](https://www.expedia.ca/Bar-Harbor.dx561) - [Egg Rock Lighthouse](https://www.expedia.ca/Egg-Rock-Lighthouse-Maine.d6326282.Vacation-Attraction) - [Visit Prospect Harbor](https://www.expedia.ca/Prospect-Harbor.dx500793) - [Village Green](https://www.expedia.ca/Village-Green-Downtown-Bar-Harbor.d6326602.Vacation-Attraction) - [Car rental Bar Harbor](https://www.expedia.ca/Car-Rentals-In-Bar-Harbor.d561.Car-Rental-Guide) - [Bar Harbor Vacation Rentals](https://www.expedia.ca/Bar-Harbor-Vacation-Rentals.d561.Travel-Guide-VacationRentals) - [Prospect Harbor Vacation Rentals](https://www.expedia.ca/Prospect-Harbor-Vacation-Rentals.d500793.Travel-Guide-VacationRentals) - [Things to do in Bar Harbor](https://www.expedia.ca/Things-To-Do-In-Bar-Harbor.d561.Travel-Guide-Activities) - [Book Vacation Homes in Winter Harbor on Expedia.com](https://www.expedia.com/Winter-Harbor-Private-Vacation-Homes.d553248625380654959-aaPrivateVacationHomes.Travel-Guide-Accommodation)