
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.

Boreal Blueberry Bungalow - Organic Farm Getaway
This sweet bungalow is located on a tucked-away organic farm, 45 minutes from Bar Harbor and Acadia National Park, and directly abutting the Downeast Sunrise Trail and thousands of acres of conservation land. Newly crafted space with pine interior and cork flooring. For folks who appreciate simple living but want a cozy bed! Cot available for third person. Full size mattress, all bedding, stove with oven, pots, pans and dishes, small fridge and sawdust based composting toilet (on back porch)

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.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

The Seamist Cottage - Converted Historic Barn
Cozy, fully converted historic barn within easy walking distance to the rocky shore of Bass Harbor, a busy lobstering port. An ideal, pet friendly, home base while exploring Acadia National Park. The Seamist is located on "the quietside" of the island. Six minutes from Southwest Harbor and thirty minutes to Bar Harbor, the Seamist also offers guests private hot tub access! Two guests maximum, not a suitable space for children. Please keep allergies in mind when booking. No smoking.

Fall Foliage 2025 Waterfront! Hi-Speed Wifi
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 #VR1R25-047

Camp Ottah' Knot Rustic Camping Cabin 2
10 X 12 Rustic Cabins. Two twin beds in each cabin. Each cabin includes two Adirondack Chairs, Firepit, small table, and two chairs indoors, 2 LED powered lanterns and 1 fan, 5 gallons of potable water, simple outdoor kitchen table, a picnic table, propane on demand shower house, The bathroom facility is port-o-Potty shared with the other cabin or a compostable toilet. Both options are available. These are OFF the grid. No power or water in the two cabins.

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.

Hulls Cove Hideaway.
Located about a 1/4 from groomed X-country ski trails. Thank you for considering the Hideaway for you stay. The house is well equipped for your comfort. Located near the Hulls Cove park entrance and beach. The calendar does reflect availability, please believe the calendar, if it won't let you book the dates you are looking for that does mean it is not available. We are dog friendly, however we do not accept cats for allergic reasons.

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

Hot Tub Art Sail Loft. Swans Island
Experience the beauty of nature in this art lovers abode. The dynamic brushstrokes and colors create an atmosphere of tranquility, making it an ideal retreat for those seeking inspiration and a connection with nature. Just steps to fisherman’s cooperative with daily catch lobsters. Walk to the lighthouse or lay back in the hot tub after you drink your coffee in the widows walk with harbor views.
Popular amenities for Winter Harbor pet-friendly home rentals
Pet-friendly house rentals

Oceanfront Home on 11 Acres Near Schoodic Acadia

Enchanting waterfront home on serene 15 acres

Harbor View House

The Near Everything House! Beautiful Bar Harbor!

Baileard A large and Lovely Historic Village Home!

Waterfall Sea Cottage Family,fire pit, waterfront,

Explorers Wanted!

Lighthouse & Harbor View, an Ultimate ME Vacation
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

The Jarvis Homestead | Historic Maine Mansion

Lawn Cottage - Newly Renovated 2024

Acadia get away.! With pool and hot tub

Main Street Suite with Waterfront Resort Access

3-BR Serene Waterfront Home with In-Ground Pool

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

Maine Getaway

*The Tree Collection* View|Beach

Off-Grid Gypsy Wagon Cabin Campsite

Phoenix Cottage

New Modern Cabin with RV Pad near Acadia

Miners Den Balsam Hill Cabins

The Goose Garden

Coyote Ridge Cabin, 4 Season, Off-grid
Quick stats about vacation rentals that are pet-friendly in Winter Harbor
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
760 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Acadia National Park
- Northeast Harbour Golf Club
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Kebo Valley Golf Club
- Lighthouse Beach
- Spragues Beach
- Narrow Place Beach
- Wadsworth Cove Beach
- Driftwood Beach
- Three Island Beach
- North Point Beach
- Islesboro Town Beach
- Hero Beach
- Hunters Beach
- Billys Shore
- Gilley Beach
- Cellardoor Winery
- Penobscot Valley Country Club
- Bar Harbor Cellars
- Pebble Beach
- Bartlett Maine Estate Winery and Distillery
- Catherine Hill Winery