
Pet-friendly vacation rentals in Winter Harbor
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winter Harbor
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Bayview Cottage on the Atlantic
Nestled at the head of Pigeon Hill Bay, our cottage is surrounded by 20 acres of fields, marshland, private walking paths, and a private pebble beach on the ocean with views of the Atlantic. Acadia National Park is nearby (1 hour plus) or take the ferry (20 minutes away) to BarHarbor. Acadia Park Schoodic Point is a must see (20 minutes). Enjoy our kayaks, our recommended day trips, blueberry picking, visiting white-tailed deer. For a full week stay we serve a lobster shore dinner for two.

Rustic Chic Private Getaway Cabin @Diagonair
Pet-friendly Maine cabin on twelve private acres of woods and blueberry fields, one hour to Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Open kitchen and sitting room with new appliances and gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights

Moose Cabin Getaway Close to Acadia in Maine
“Moose” cabin is one of four beautifully decorated cabins at Dickens Farms in Eastbrook Maine. Our cabins are spaced for privacy and each has its own fire pit, bbq grill and picnic area. Enjoy water access to Abrams Pond for swimming, fishing and kayaking. Two kayaks per cabin are provided for your use. Sit in the screened porch and listen to nature. Acadia National Park is 45 minutes away. Shop, explore, relax and create memories with the whole family for a few nights in your private cabin.

The Adventure House
The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.

Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

"The Red House" Island Adventure for 6 oceanfront
3 BR: 1 Queen, 1 Kg, 1 Dbl, ( each w bath) , Eat-in Kit., Living Rm w Ocean View, WiFiPvt Shore Path. These amenities are shared with the Antique Unit if occupied during your stay: Util Rm (wshr&dryr) ,Lg Deck, Lawn Chrs, Fire Pit,Comb Gas & Char Grill, Gas Lbstr Cooker, 8 Bikes. Gt Cranberry Island is accessible by passenger-only ferry or water taxi-(details prov in "Guest Access" area below). prkg space in NE Harbor provided. Isl mooring avail, transport on the island is provided.

2026 Spring Waterfront! Hi-Speed Wifi on Flat Bay
Spring 2025 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Hulls Cove Cottage
Settled right outside Hulls Cove Village and its entrance to Acadia National Park, this lovely, cozy cottage is minutes from downtown Bar Harbor and its shopping, restaurants, kayaking and other activities. A classic New England shingled cape, you'll feel right at home in the updated living space, with an upstairs queen bedroom, loft with twin beds, and private backyard. Centrally located to take advantage of everything Mt. Desert Island has to offer! Registration #VR1R26-037

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.

Great Timbers Retreat Minutes from Schoodic Park
This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Plovers Cottage, Waterfront

CLEAN, spacious, each BR has private full bathroom

Enchanting waterfront home on serene 15 acres

Schoodic Peninsula, in Town, short walk to Ocean

The Acadia House on Westwood

Sunny Waterfront Home Overlooking Blueberry Field

Lakefront Log Cabin on Pleasant Lake

Skipping Stone on Frenchman's Bay Weekly Rental
Pet-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

New Boho Cape with Pool! Fenced yard, pet friendly

Ocean View Lawn Cottage - Newly Renovated 2024

Bar Harbor, near Acadia with seasonal dock & pool

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub

Main Street Suite with Waterfront Resort Access

1798 - Spacious - Sleeps 10 - On Morgan Bay
Private, pet-friendly home rentals

Bay cottage w/HOT TUB, AC, WiFi, fire pit, sunrise

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

Maine Getaway

Glamping Log-Cabin: Coastal Maine /year-round

Oceanside Cottage • Firepit + Beach by Bar Harbor.

Duplex w/ocean views, no dog fees, private road

Harbor View House

Little Gem - Ocean Cottage near Schoodic & Acadia
Quick stats about vacation rentals that are pet-friendly in Winter Harbor

Total vacation rentals
Explore 40 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at G$25,086 GYD per night before taxes and fees

Verified guest reviews
Over 1,120 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Winter Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Harbor rentals

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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