Book Holiday Homes in Winter Harbor
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Winter Harbor

Charming Coastal House with Cozy Living Spaces and Outdoor Firepit

Downtown 3-Bedroom Home in Walkable Harborside Village

One-of-kind estate with unique & luxurious decor and wooded oceanside location.

Spectacular Oceanfront Home on Beautiful Maine Coast

Charming 3-bedroom 2-bath house in the heart of Winter Harbor with AC, WiFi.

Acadia, Schoodic Peninsula, Frenchman's Bay Home, Henry's Cove

Schoodic Peninsula of Acadia Natl. Pk; ferry to Bar Harbor/Ocean - 15 Min. Walk

Comfort & Relaxation on the Maine Coast! Family-focused estate & private beach!

Walking distance to Acadia National Park.Great location! private! Beautiful yard
Winter Harbor Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winter Harbor vacation homes are the perfect way for you to wing it.
Holiday houses in Winter Harbor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winter Harbor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winter Harbor adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winter Harbor with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winter Harbor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winter Harbor Holiday Homes essential information
Accommodation | 769 Holiday Homes |
|---|---|
Lowest Price | AU$160 |
Highest Price | AU$175 |
Popular accommodation | Charming Coastal House with Cozy Living Spaces and Outdoor Firepit, Downtown 3-Bedroom Home in Walkable Harborside Village, One-of-kind estate with unique & luxurious decor and wooded oceanside location., Spectacular Oceanfront Home on Beautiful Maine Coast, Charming 3-bedroom 2-bath house in the heart of Winter Harbor with AC, WiFi. , Acadia, Schoodic Peninsula, Frenchman's Bay Home, Henry's Cove, Schoodic Peninsula of Acadia Natl. Pk; ferry to Bar Harbor/Ocean - 15 Min. Walk, Comfort & Relaxation on the Maine Coast! Family-focused estate & private beach!, Walking distance to Acadia National Park.Great location! private! Beautiful yard |
Top trending hotels in Winter Harbor

The Inn on Mount Desert

Acadia Ocean View Hotel

Comfort Inn Ellsworth - Bar Harbor

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
More ways to explore Winter Harbor
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
