Winter Harbor Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Winter Harbor hotels

Vacation Rentals in Winter Harbor

Oceanfront property with spectacular views of Acadia Park and cruise ships.

Lamoine ME

Located in Ellsworth, this vacation home is by the ocean, within a 15-minute drive of Lamoine State Park and Trenton Health Center.

Kitchen

Washer

Stunning Waterfront, Acadia National Park as your Backyard.

Mount Desert ME

With a stay at this vacation home in Mount Desert (Somesville), you'll be within a 15-minute drive of Acadia National Park and Bar Harbor Whale Watch Co.

Kitchen

Washer

3-bedroom house overlooking Mount Dessert Island and Cadillac Mountain

Trenton ME

$826 nightly

$900 total

Oct 19 - Oct 20

Total with taxes and fees

With a stay at this vacation home in Trenton, you'll be by the ocean, within a 10-minute drive of Acadia National Park and Kisma Preserve.

Hot Tub

Kitchen

The Colonels Suites

143 Main St Northeast Harbor ME

With a stay at this vacation home in Northeast Harbor, you'll be within a 5-minute drive of Acadia National Park and Asticou Azalea Garden.

Parking included

Free WiFi

5BR near Park & Downtown Bar Harbor! [North Lodge]

Bar Harbor ME

Located in Mount Desert (Otter Creek), this vacation home is within a 10-minute drive of Acadia National Park and Bar Harbor Whale Watch Co.

Kitchen

Washer

Sunlit cape on beautiful Bass Harbor close to Acadia National Park

Tremont ME

With a stay at this vacation home in Bass Harbor, you'll be on the waterfront, within a 10-minute drive of Acadia National Park and Ship Harbor Nature Trailhead.

Kitchen

Washer

Bar Harbor Home Near Everything

Bar Harbor ME

When you stay at this vacation home in Bar Harbor, you'll be by the sea, within a 15-minute drive of Acadia National Park and Bar Harbor Whale Watch Co.

Hot Tub

Kitchen

Charming, 2BR Oceanfront cottage with stunning views.

Southwest Harbor ME

With a stay at this vacation home in Southwest Harbor (Seawall), you'll be within a 5-minute drive of Acadia National Park and Wonderland Trail Trailhead.

Kitchen

Washer

Comfortable Suite in Downtown Northeast Harbor w/ WiFi & AC - Walk to the Water

Northeast Harbor ME

With a stay at this vacation home, you'll be centrally located in Northeast Harbor, within a 5-minute drive of Acadia National Park and Asticou Azalea Garden.

Washer

Dryer

Western Mountain Townhouse

Southwest Harbor ME

With a stay at this vacation home in Southwest Harbor, you'll be by the sea, within a 5-minute drive of Acadia National Park and Wendell Gilley Museum.

Kitchen

Washer

Comfort, space, elegance, history in Bar Harbor village

Bar Harbor ME

With a stay at this vacation home, you'll be centrally located in Bar Harbor, within a 5-minute drive of Acadia National Park and Bar Harbor Whale Watch Co.

Kitchen

Washer

Quiet Leonard Lake Retreat, Beautiful Waterfront Home

Ellsworth ME

With a stay at this vacation home in Ellsworth, you'll be within a 5-minute drive of Rooster Brother Coffee Roasters and Ellsworth Public Library.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Winter Harbor

View all properties

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.