Pet-friendly vacation rentals in Winter Harbor

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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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Guest favorite

A collection of rustic cabins is set amidst a grassy field. Lush greenery from surrounding trees forms a natural backdrop, with clouds drifting overhead. The cabins’ simple design harmonizes with the landscape, creating a serene and peaceful retreat.

Cabin in Sullivan

4.86 out of 5 average rating, 115 reviews

Flanders Bay Cabins (Cabin 9 - 1BR)

Located on the Schoodic Scenic Byway in Acadia/Bar Harbor region, our rustic pet-friendly 1BR cabins offer spectacular views. Features include one double bed with kitchen and bathroom. Simple, clean accommodations serve as your home base for exploring the beautiful property, shoreline and the bounties of our scenic local region. All cabins come equipped with basic provisions for a comfortable stay. Leave the distractions of modern day behind as you return to the way vacations were meant to be.

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, 215 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.

Superhost

A light-filled living area features a comfortable couch draped with a quilt. A rustic wooden coffee table sits on a soft area rug, while a simple TV stand holds an entertainment console. A staircase leads to the upper level, complemented by nautical decor.

Barn in Tremont

4.88 out of 5 average rating, 311 reviews

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.

Guest favorite

A charming wooden cottage stands elevated on a sturdy foundation, framed by lush greenery. The spacious deck features hanging flower baskets that add vibrant color, while a bicycle rests beside the gravel path leading to the garage underneath.

Tiny home in Hancock

4.97 out of 5 average rating, 156 reviews

Treetop Loft at Crabtree Neck Cottages

Pets negotiable. MUST DISCUSS BEFORE YOU REQUEST. Crate trained pets allowed for a fee. DISCOUNT for over 3 nights or dogs under 12 lbs. Ask! Pets come by prior arrangement only. Treetop sleeps 2, or 3 in a pinch. Must discuss well behaved children 6 or older as the deck is high. Owners/guests use garage/laundry below the studio. Kitchenette includes two burner hot plate and large dorm fridge, coffee maker, microwave, and toaster oven. Rental Agreement, PET POLICY, see notes.

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, 199 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 #VR1R25-047

Guest favorite

The open living area is highlighted by a large area rug featuring a geometric pattern. A cozy leather sofa is positioned next to a glass coffee table. Natural light filters in through multiple windows, illuminating a dining space with a wooden table and chairs.

Home in Ellsworth

4.95 out of 5 average rating, 130 reviews

The Acadia House on Westwood

Relax with the whole family at this tranquil centrally located place to stay. Slowly unwind at this lovingly remodeled entire home. Enjoy a peaceful walk down the quiet family friendly street its nestled on, or quickly arrive at all the areas attractions. The house is located in Ellsworth Maine and although shops, restaurants, local lakes, Acadia National Park and area attractions are only a quick drive away, the home feels soothing, very safe, secluded and welcoming to all.

Guest favorite

The exterior of a charming house is surrounded by a well-maintained garden featuring a variety of blooming flowers in vibrant colors. A gravel path leads to the entrance, with a trellis adorned with climbing plants framing the pathway, creating a welcoming entryway.

Home in Tremont

4.91 out of 5 average rating, 268 reviews

Ferry lodging @Acadia NP ( sleeps 14)

Escape to this peaceful 4-bed, 2-bath retreat on the quiet side of Mount Desert Island with a well fenced yard, Fountain and bench just minutes away from Wonderland trail, Ship Harbor and epic sunsets at Bass Harbor Lighthouse. Are you feeling warm? Take a splash at Echo Lake! Craving adventure? Flying Mountain's nearby. Hungry? Grab a lobster roll in the charming village of Southwest Harbor. Comfort, Nature and coastal charm without crowds is right here!

Top guest favorite

An open living area features a casual seating arrangement with a red accent chair and a blue armchair. A light-colored table sits nearby, complemented by a decorative rug with a lobster design. The kitchen area, equipped with modern appliances, is visible in the background.

Home in Bar Harbor

4.93 out of 5 average rating, 243 reviews

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.

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

4.93 out of 5 average rating, 318 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

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

4.93 out of 5 average rating, 167 reviews

The Adventure House

Our house was named “The Adventure House” by a family of houseguests with 3 fun and lively children. They told us that their time in Maine was filled with fun adventures so the kids started calling the house “The Adventure House” during their stay. We thought that was fitting as we are so close to Acadia National Park and many other pathways to adventures!

Guest favorite

The exterior of a spacious two-story house is presented, featuring a light gray facade with white trim. Three gabled windows adorn the second floor, and an outdoor deck with white railings is visible above ground level.

Apartment in Hancock

4.96 out of 5 average rating, 472 reviews

7 Harbor view Dr

We have an open, airy studio apartment with a queen bed, twin bed, and twin trundle under the twin, private bathroom and full kitchen, located approximately 25 miles, or about a 40 minute drive, from Acadia National Park. Pets are welcome as we have a small fenced in area in the backyard. Bring home a lobster and cook it in the fully furnished kitchen.

Top guest favorite

A bright dining area is positioned beside large windows, offering views of the water outside. A wooden table surrounded by four chairs is complemented by a vase of flowers. Natural light floods the space, reflecting off the water and illuminating the warm tones of the decor.

Home in Sullivan

5 out of 5 average rating, 170 reviews

Plovers Cottage, Waterfront

Plovers Cottage on Taunton Bay near Bar Harbor and Acadia Ntl Park provides waterfront living to enjoy swimming, kayaking, and nature up close! Shorefront home with fireplace for cool evenings, spectacular sunset views, all 1linens, kitchen, laundry..... type this in to Youtube search box for arial video! -q9pfaODbcY.