
Vacation rentals in Winter Harbor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winter Harbor
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Harbor vacation rentals
Winter Harbor cottage rentals

Ellie's Cottage—lovely, bright, and tasteful

Exquisitely Modern Maine Cottage @Diagonair

Cozy Cottage on Frenchman Bay

Quiet lakefront cottage on Graham Lake

Meadow Point Cottage

Shore Haven - Oceanfront Home in Corea by the Sea

Islesboro Boathouse

Summer 2025 Waterfront Getaway! Hi-Speed Wi-Fi
Other great vacation rentals in Winter Harbor

The GrindStone Bungalow

Charming home on the quiet side of Acadia NP

Off-Grid Gypsy Wagon Cabin Campsite

*The Tree Collection* View|Beach

"Kelp" Dome at Historic Waterfront Cannery Site

Oceans edge Unbeatable views! (1)

East of Acadia - A Spacious Waterfront Cottage

5 Mins to Acadia - Elegant Coastal Maine Retreat
Quick stats about vacation rentals in Winter Harbor
Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Frequently Asked Questions
What types of vacation rentals are available in Winter Harbor?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Winter Harbor. From over 10 cottage rentals to over 60 house rentals, we've got you covered.
Are there pet-friendly vacation rentals in Winter Harbor?
Four-legged friends are welcome in Winter Harbor. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Winter Harbor?
Yes! Work meets play with ease at over 60 vacation rentals in Winter Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Winter Harbor?
Experience the best of Winter Harbor with our cottage rentals, starting at about $260 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Winter Harbor have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Harbor have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winter Harbor have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Harbor?
Winter Harbor has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Island of Montreal Vacation rentals
- Halifax Vacation rentals
- Portland Vacation rentals
- Quebec City Area Vacation rentals
- Laval Vacation rentals
- Salem Vacation rentals
- China Vacation rentals
- Newport Vacation rentals
- Martha's Vineyard Vacation rentals
- Family-friendly rentals Winter Harbor
- Rentals with a fire pit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Waterfront rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with outdoor seating Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with beach access Winter Harbor
- House rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Rentals with a washer and dryer Winter Harbor
- Acadia National Park
- Northeast Harbour Golf Club
- Sandy Point Beach
- Sand Beach
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Narrow Place Beach
- Spragues Beach
- Three Island Beach
- North Point Beach
- Islesboro Town Beach
- Hero Beach
- Lighthouse Beach
- Hunters Beach
- Pebble Beach
- Bar Harbor Cellars
- Cellardoor Winery
- Penobscot Valley Country Club
- Great Beach
- Indian Camp Beach
- Gilley Beach
- Billys Shore
- Bartlett Maine Estate Winery and Distillery
- Catherine Hill Winery