Title: Winter Harbor Vacation Home Rentals from CA $124: 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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&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 two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248625380654959&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![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/f5b3cd92.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 $2,205 CA $4,961 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Winter-Harbor-Hotels-Luxury-At-Its-Best-Large-Home-W-Gorgeous-Views-Luxurious-Accommodations.h91387967.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78214900/78214898/ea744204.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 (48) "Great location! Great house! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda D. CA $209 CA $741 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Prospect-Harbor-Hotels-Take-In-The-Breathtaking-Views-At-Our-Popular-Oceanside-Cottage-With-Large-Deck.h78214898.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/79000000/78970000/78969100/78969076/5de3c8cd.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) ### 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 $86 CA $124 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Milbridge-Hotels-Sun-Shed-Farm-Stay.h78969076.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87730000/87725500/87725475/01bc6b0e.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/88000000/87730000/87725500/87725475/7d1ec17a.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 $242 CA $564 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Gouldsboro-Hotels-Water-Access-House-Acadia-National-Park-Schoodic-Point.h87725475.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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120111300/120111242/1c3d13b2.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) ![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 $436 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/96000000/95400000/95391900/95391878/bad1296e.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95400000/95391900/95391878/4f008023.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 $221 CA $363 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Milbridge-Hotels-Quaint-Coastal-Town-Home-In-Walking-Distance-To-Restaurants-And-Waterfront-Park.h95391878.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/93000000/92970000/92967100/92967036/0cab7451.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) "This house was great for our annual family vacation. This year we went to bar harbor and this was perfectly located" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hailey W. CA $279 CA $756 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Ellsworth-Hotels-Sugar-Maple-Farm-Near-Acadia-4-Bedrooms.h92967036.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) ![WiFi](https://images.trvl-media.com/lodging/122000000/121310000/121300800/121300770/3a235a33.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 $110 CA $265 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Great-Harbor-Inn-Somes-Sound-Room-1.h121300770.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) ![Dining](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/94d73aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/122000000/121310000/121300900/121300813/4eda7615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Harbor Inn Bermuda Room 22 Southwest Harbor CA $118 CA $275 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Great-Harbor-Inn-Bermuda-Room-22.h121300813.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/115000000/114220000/114218200/114218188/c7dd7209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114220000/114218200/114218188/b9ec9c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114220000/114218200/114218188/3cf22f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/115000000/114220000/114218200/114218188/e950d594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Bungalow Near Acadia & Bar Harbor - Private- Pet Friendly- Heated Pool- Huge Yard Lamoine 10/10 Exceptional (2) "Very clean, comfortable, peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra D. CA $268 CA $677 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ellsworth-Hotels-Secluded-Bungalow-Near-Acadia-Bar-Harbor-Private-Pet-Friendly-BBQ-Grill-Huge-Yard.h114218188.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) ![Interior](https://images.trvl-media.com/lodging/102000000/101410000/101408500/101408450/w907h683x59y0-bb4296bd.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) ![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) ### Private And Cozy Tiny Home For Your Acadia Escape. Pet Friendly with Kayaks. Gouldsboro 10/10 Exceptional (24) "We had a great time staying here - super cute and cozy. We were able to cook in most nights and the pond for kayaking was so beautiful. Really enjoyed staying on the quieter side of Acadia and the drive to the main Acadia area was easy and scenic! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna C. CA $241 CA $546 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Gouldsboro-Hotels-Private-And-Cozy-Tiny-Home-For-Your-Acadia-Escape-Pet-Friendly-With-Kayaks.h101408450.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113910000/113907800/113907733/4ed9b210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113910000/113907800/113907733/1361be04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113910000/113907800/113907733/89fcbc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113910000/113907800/113907733/6258fe81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom, 2 bath Acadia retreat Lamoine 10/10 Exceptional (3) "Property was very clean, comfortable, and great location with a short drive to Acadia National Park." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eddie G. CA $349 CA $697 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Ellsworth-Hotels-3-Bedroom.h113907733.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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/6f39530e.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) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113560000/113558900/113558825/488f2004.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 $210 CA $436 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Franklin-Hotels-Connect-With-Nature-Quiet-And-Peaceful-Modern-Ranch-In-Eastbrook.h113558825.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) ![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) ![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) ### 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 $297 CA $614 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Franklin-Hotels-4-Season-Waterfront-Oasis-Acadia.h89868604.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) ![Smart TV](https://images.trvl-media.com/lodging/30000000/29770000/29768100/29768004/1cd15158.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) ![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 (164) "This property is super cute with shabby chic touches. The master bed was very comfortable and the kitchen had modern appliances. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Audra D. CA $284 CA $965 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Bar-Harbor-Hotels-Brookshire-Cottage-Mount-Desert-Island-Maine-In-Lovely-Acadia-National-Park.h29768004.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) ![Microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/67000000/66260000/66256800/66256752/9ed19fc1.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) ![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) ### 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 $209 CA $381 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Northeast-Harbor-Hotels-Downtown-Suite-W-Free-WiFi.h66256752.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115927600/115927572/bdae57f8.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 $270 CA $511 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Bar-Harbor-Hotels-Wildwood-Cottage-At-Gallaghers-Travels.h115927572.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) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/113000000/112990000/112988800/112988758/26f85b55.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 (12) "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 $279 CA $654 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Southwest-Harbor-Hotels-Charming-2-Bedroom-House-With-WiFi.h112988758.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104230000/104227000/104226997/9e8b4cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104230000/104227000/104226997/e09cc347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104230000/104227000/104226997/2d5ee277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104230000/104227000/104226997/1c18937b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Acadia Retreat:18 Miles to Acadia NP!Secluded, Pet Friendly, Spacious. Ellsworth 9.4/10 Exceptional (3) "We were 10 of us and everyone enjoyed the beautiful well equipped house ! Just 25 minutes to Acadia and bar harbor, clean, great back yard , fire pit, kitchen with all spices and utensils... there is nothing that we could not find ! Absolutely will go here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mushk M. CA $358 CA $882 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Ellsworth-Hotels-18-Miles-To-Acadia-National-Park-Secluded.h104226997.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) ![Interior](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/41c5bf3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25170000/25167900/25167818/61b2d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Cottage: Bass Harbor, ME Tremont 9.8/10 Exceptional (239) "Wonderful stay in a quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) erin b. CA $421 CA $785 total includes taxes & fees Oct 21 - Oct 22 [](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=2025-11-03&endDate=2025-11-04®ionId=553248625380654959&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%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 ![Bar Harbor Manor](//images.trvl-media.com/lodging/2000000/1540000/1532700/1532629/1d44aa9c_y.jpg) ### Bar Harbor Manor 10/10 Excellent "The front desk staff Christopher and Constance were both truly amazing. Great help with recommendations for restaurants and hiking information in Acadia. " [](https://expedia.ca/Bar-Harbor-Hotels-Bar-Harbor-Manor.h1532629.Hotel-Information) ![Anchorage Motel](//images.trvl-media.com/lodging/3000000/2150000/2147400/2147320/83a6e45f_y.jpg) ### Anchorage Motel 10/10 Excellent "We enjoyed our stay at the Anchorage Motel. It was very clean, comfortable and conveniently located. Staff was very friendly. " [](https://expedia.ca/Bar-Harbor-Hotels-Anchorage-Motel.h2147320.Hotel-Information) ![Seasider Motel](//images.trvl-media.com/lodging/1000000/10000/7800/7771/7f36fbe4_y.jpg) ### Seasider Motel 10/10 Excellent "Bedd were extremely comfy. Enjoyed Acadia Cadillac Mountain and town center." [](https://expedia.ca/Bar-Harbor-Hotels-Seasider-Motel.h7771.Hotel-Information) ![Stone Park](//images.trvl-media.com/lodging/107000000/107000000/106995700/106995651/4a27de9f_y.jpg) ### Stone Park 10/10 Excellent "Staff was friendly and helpful. Room was clean and spacious for 2 people. The bathroom needs hooks and towel bars. Need more breakfast options and better coffee." [](https://expedia.ca/Ellsworth-Hotels-Stone-Park.h106995651.Hotel-Information) ![Acadia Ocean View Hotel](//images.trvl-media.com/lodging/103000000/102640000/102636600/102636598/91a6e197_y.jpg) ### Acadia Ocean View Hotel 10/10 Excellent "Nice spacious room, comfortable beds. We had a great view and easy access to the park." [](https://expedia.ca/Bar-Harbor-Hotels-Acadia-Ocean-View-Hotel.h102636598.Hotel-Information) ![Edenbrook Motel](//images.trvl-media.com/lodging/38000000/37930000/37929700/37929664/3dcb8e96_y.jpg) ### Edenbrook Motel 10/10 Excellent "Great place close to Acadia " [](https://expedia.ca/Bar-Harbor-Hotels-Edenbrook-Motel.h37929664.Hotel-Information) ![Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG](//images.trvl-media.com/lodging/1000000/30000/26100/26045/6c787e93_y.jpg) ### Holiday Inn Resort Bar Harbor - Acadia Natl Park by IHG 10/10 Excellent "Nice accomodations" [](https://expedia.ca/Bar-Harbor-Hotels-Holiday-Inn-Resort-Bar-Harbor-Acadia-Natl-Park.h26045.Hotel-Information) ![Bluff House Inn](//images.trvl-media.com/lodging/22000000/21450000/21442700/21442691/622f3ab3_y.jpg) ### Bluff House Inn 10/10 Excellent "We were looking for places around Bar Harbor to stay, and this did not disappoint. It’s an hour away, but honestly, we liked it better than being in the town. The space was much higher quality than even the pictures show. Very clean, quaint, with great amenities and a view you can’t beat. Plus the owners send texts with recommendations and have an amazing guest book. We had everything we needed and more. " [](https://expedia.ca/Bar-Harbor-Hotels-Bluff-House-Inn.h21442691.Hotel-Information) ![Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor](//images.trvl-media.com/lodging/1000000/10000/1100/1048/041201da_y.jpg) ### Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor 10/10 Excellent "Great location with easy 20 min to Acadia National Park and 30 to Bar Harbor. Plenty of food options close by." [](https://expedia.ca/Bar-Harbor-Hotels-Ramada-By-Wyndham-Ellsworth.h1048.Hotel-Information) ## Find out more about Winter Harbor ## Winter Harbor Vacation Homes information | Number of reviews | 621 | | --- | --- | | Accommodation | 767 Vacation Homes | | Lowest Price | CA $124 | | Highest Price | CA $4,961 | ## 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)