
Winter Harbor vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winter Harbor
Guests agree: these vacation rentals 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

Belfast Cottage

MaineStay Cottage #1 Bangor/Hampden full kitchen

Cottage on the lake

Modern cottage with hummingbirds

Quiet lakefront cottage on Graham Lake

Quiet Lakeside Cottage

The Otter Cottage at Bay Meadow Cottages

Castine rustic cabin coast forest Acadia Wi-Fi
Other great vacation rentals in Winter Harbor

Rustic Home on Private Pond

Lakeview Cottage

The South Bay Cottage "on the rocks"

Oceanview Escape near Maine Beaches

Lakeside Landing

Lovely waterfront in Trenton.

Acadia Beach shipwreck cottage Bar Harbor

Lakefront Log Cabin on Pleasant Lake
Quick stats about vacation rentals in Winter Harbor
Total rentals
100 properties
Nightly prices starting at
G$10,458 GYD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 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 50 house rentals to over 10 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Winter Harbor?
Yes! Work meets play with ease at over 50 vacation rentals in Winter Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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 $180 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 self check-in?
Absolutely! We offer over 20 house rentals with self check-in 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.
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.
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- Acadia National Park
- Spragues Beach
- Sand Beach
- Gilley Beach
- Northeast Harbour Golf Club
- Narrow Place Beach
- Indian Camp Beach
- Kebo Valley Golf Club
- Redman Beach
- North Point Beach
- Driftwood Beach
- Billys Shore
- Three Island Beach
- Great Beach
- Pebble Beach
- Sandy Point Beach
- Pobblestone Cove
- Hunters Beach
- Orchard Beach
- Islesboro Town Beach
- Bear Island Beach
- Lighthouse Beach
- Hero Beach
- Wadsworth Cove Beach