Pet-friendly vacation rentals in Winter Harbor

Find and book unique pet-friendly homes on Airbnb

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 ﺩ.ﺇ 514 per night before taxes and fees

  • Verified guest reviews

    Over 1,160 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 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!

Top-rated pet-friendly home rentals in Winter Harbor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living room features large windows showcasing views of the surrounding greenery. Cozy seating includes two armchairs and a sectional sofa, complemented by a wooden table. Soft light is provided by a ceiling fixture, and light-colored walls enhance the room's brightness.
Home in Mount Desert
4.96 out of 5 average rating, 100 reviews

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Peaceful & pet friendly acre near Acadia in natural, wooded setting. Fast WiFi, view to Ripples Pond (a wildlife sanctuary), & fenced in backyard. Big 1 bed cottage has comfy King mattress + 2 sleeper futons. The Cabin (only open May 1-Oct 31) has kitchenette, bathroom & Queen bed. A backyard path to hammock & chill spot by Ripples (view only, but 1/2 mile away is Long Pond for swimming, canoe/kayak rental). Grill. Firepit. Tranquility! NOTE: Cabin open May-Oct + has ceiling+box fans but no A/C

Guest favorite
Treehouse in Hancock
4.94 out of 5 average rating, 574 reviews

Acadia Treehouse near Bar Harbor - Private Luxury

Escape to a luxury treehouse in the forest of Maine. Unwind in the Hot Tub or spa-like bath with jacuzzi and sauna. Includes 1 bedroom, loft with 2 queen beds, 1.5 Baths, kitchen, fireplace, Hot Tub, Laundry, screened porches & outdoor shower. Perfectly located for visiting Acadia National Park, ATV trails and scenic drives. Whether soaking your worries away, relaxing by the fire, or unwinding on the porch to the sound of rustling leaves, this luxury treehouse is a getaway you’ll never forget.

Guest favorite
A rustic red barn is viewed from the ground, framed by blooming flowers. A wooden staircase leads to the entrance, with natural greenery surrounding the structure. The blue sky above suggests a clear day, enhancing the peaceful farm setting.
Barn in Franklin
4.88 out of 5 average rating, 128 reviews

Early Riser barn-loft on Organic farm near Acadia

A unique offering for those who want a true farm experience! A clean, rustic above-barn space. Farm animals live below-Mr Teach the roo may crow (early!) chickens will cluck! There is a 2 burner stove, cold water sink seasonally(jugs provided in winter) a dorm fridge, and basic kitchen ware. Tea and coffee provided, veg & eggs for sale. The shower is at the main house, (either indoor or outdoor) and a bucket-style compost toilet is in the apartment. There’s a full bed and a fold out couch.

Guest favorite
A deck overlooks a spacious green lawn surrounded by trees showcasing vibrant fall foliage in shades of orange and yellow. The peaceful outdoor space is ideal for relaxation and enjoying the natural beauty of the landscape.
Home in Gouldsboro
4.92 out of 5 average rating, 189 reviews

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.

Guest favorite
An open living area features large glass doors that allow natural light to flood the space. A unique wooden table with high chairs is positioned next to a modern kitchen, while a cozy seating area includes a chair and decorative accents against a backdrop of greenery.
Home in Gouldsboro
4.94 out of 5 average rating, 260 reviews

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.

Top guest favorite
Aerial view of a charming cottage surrounded by lush greenery and water. A spacious rooftop deck offers panoramic views. The landscape includes rocky cliffs and forested areas, while a winding bike path is seen in the distance, highlighting proximity to outdoor activities.
Cottage in Gouldsboro
4.97 out of 5 average rating, 105 reviews

Stylish ocean-view home on Acadia's Schoodic Loop

This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.

Top guest favorite
A game of Connect Four is positioned on a woven placemat, set against a backdrop of large windows. The serene view displays the water of Flat Bay and surrounding trees, illuminated by golden sunlight from the setting sun.
Cottage in Milbridge
4.96 out of 5 average rating, 235 reviews

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~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.

Top guest favorite
The exterior of a vibrant green tiny house features large, decorative window frames adorned with colorful floral designs. A bright red door offers an inviting entrance, while small wooden tables and chairs are positioned on the decking. A charcoal grill sits nearby, enhancing the outdoor living space.
Tiny home in Lamoine
4.99 out of 5 average rating, 154 reviews

Artsy Tiny House & Cedar Sauna

Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

Top guest favorite
A charming cottage exterior is displayed, featuring traditional shingled siding and a light blue front door. Two gable dormers top the structure, while flower planters with colorful blooms line the entryway, complemented by clear blue skies overhead.
Home in Bar Harbor
4.99 out of 5 average rating, 212 reviews

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

Top guest favorite
A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.
Cottage in Deer Isle
4.94 out of 5 average rating, 419 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Guest favorite
A rustic fire pit area features four blue Adirondack chairs arranged around a stone circle, set within a grassy space. A small table sits nearby, and a serene tidal cove is visible through the trees in the background.
Camper/RV in Sorrento
4.92 out of 5 average rating, 143 reviews

Long Cove Hideaway

Escape the tourist madness of Bar Harbor at your own private tidal cove. Camp with the comforts of home, water, power and Wifi. Outdoor grill, awning and lobster cooker for the complete Maine experience. After a hard day of hiking relax by fire pit. The Schoodic National Scenic Byway is on the far side of Long Cove, and you can hear some traffic noise from outside the RV, but for complete silence check out my other two places by looking at "about me" on my profile.

Top guest favorite
The log home's exterior features a large, angled window surrounded by tall trees. A wooden deck is visible, and natural stone landscaping with patches of vibrant foliage is present in the foreground, capturing the home's serene connection to the forest.
Chalet in Gouldsboro
4.94 out of 5 average rating, 352 reviews

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

Popular amenities for Winter Harbor pet-friendly home rentals