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 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 50 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 $290 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.

Are there family-friendly cottage rentals in Winter Harbor?

Winter Harbor has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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 10 house rentals with air conditioning in Winter Harbor. Enjoy a tailored experience with all the comforts you desire.

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.

0 of 0 items showing

1 of 3 pages

Superhost

Condo in Bar Harbor

4.79 out of 5 average rating, 130 reviews

Mountain Views in the Heart of Bar Harbor

Newly built condo in downtown Bar Harbor providing an amazing place to call home when exploring Acadia. Tucked away in a quiet neighborhood a few blocks from the center of town. It's a 10min walk from stunning sunrises on the Shore Path and 15min walk to sunsets from the Bar Island sandbar. It boasts incredible views of Champlain, Dorr and Cadillac Mountains inside and out from multiple decks. Steps away from Havana and Salt & Steel restaurants and designated off street parking + self check-in.

Superhost

Home in Mount Desert

4.85 out of 5 average rating, 104 reviews

The Cozy Cottage right on Acadia National Park

The perfect spot for your Mount Desert Island vacation! Tucked away in a quiet neighborhood in Seal Harbor, you are steps from Acadia National Park (explore the woods behind the house and find yourself on a carriage trail), short walk to a sand beach, 10 minute drive to the shopping and nightlife of Bar Harbor. Cool your feet in our stream while gazing into the mossy forest. Three bedrooms and a small fold out couch in the living room. The twin bed is a daybed/trundle which opens into a king.

Winter Harbor vacation rentals

Top-rated vacation rentals in Winter Harbor

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Winter Harbor vacation rentals

Stay near Winter Harbor's top sights

Winter Harbor cottage rentals

Cottage in Deer Isle

Cottage in Tremont

Cottage in Lamoine

Cottage in Bar Harbor

Cottage in Machiasport

Cottage in Deer Isle

Cottage in Mount Desert

Cottage in Gouldsboro

Other great vacation rentals in Winter Harbor

Cottage in Beals

Vacation home in Addison

Home in Mount Desert

Home in Gouldsboro

Cottage in Trenton

Home in Bar Harbor

Rental unit in Southwest Harbor

Cabin in Trenton

Quick stats about vacation rentals in Winter Harbor

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore