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Pet-friendly vacation rentals in Dukes County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Dukes County

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

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Top guest favorite

The exterior of the renovated barn showcases a charming cottage-style design with gray shingle siding. A well-maintained lawn is surrounded by a variety of colorful flowers and shrubs, enhancing the natural setting. Large windows allow for ample natural light while adding character to the home.

Home in Chilmark

4.99 out of 5 average rating, 104 reviews

Renovated Barn in Chilmark 3BR

This renovated barn is a well maintained ranch/cottage style home that is located just off of North Road, minutes from Menemsha. An open living dining/kitchen area make for a welcoming area. It has a breakfast bar, vaulted ceilings, flat screen TV, lovely back deck, outdoor shower, 2 full bathrooms and 3 spacious bedrooms. The house is located just across the street from Menemsha Hills conservation area, providing hiking trails and access to North Shore beach. Lucy Vincent and Squibnocket Beach stickers are also available. Help with boat tickets available.

A clear view of Vineyard Sound is visible through the surrounding trees, showcasing the serene blue waters extending to the horizon. The gentle outlines of land can be seen in the distance, framed by lush greenery and a tranquil atmosphere.

Home in West Tisbury

4.96 out of 5 average rating, 113 reviews

Lambert's Cove Retreat, Water view, Beach pass

Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.

A charming post and beam house is set back from a sandy driveway, surrounded by lush greenery and colorful flowers. Large windows on the upper level allow for natural light, providing a welcoming entrance to the home.

Home in West Tisbury

4.97 out of 5 average rating, 154 reviews

Secluded Up Island Cottage

Charming Martha's Vineyard post and beam house on two secluded acres with two bedrooms in West Tisbury. The master bedroom has a queen bed, the second bedroom has a full bed, the loft has a full size futon. It is peacefully tucked away at the end of a road with only three other houses on it. It has easy access to beaches, bike paths and walking trails. Enjoy some family time in the wooded backyard grilling or relaxing with an outdoor shower or napping in the hammock after a day at the beach.

A well-lit bedroom features a spacious bed with white linens and decorative pillows. Natural light enters through two windows adorned with blinds. A soft area rug is positioned under the bed, complementing a cozy reading nook with a rattan chair and a bean bag.

Guesthouse in Edgartown

4.95 out of 5 average rating, 44 reviews

Wedding RetreatTrails Golfing Beaches Private Gem

✨ LOCATION, LOCATION✨ ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood 🌳 Hidden trails—Great for exploring 🏡 Perfectly Getaway, ✅ Easy access to all towns, Hassle-free stay. 🚗 Just 8 minutes to local markets, and top-rated restaurants. 🚴‍♂️ A scenic 13-minute bike ride takes you to the charming Edgartown Village or Katama South Beach—perfect for breathtaking sunsets! Convenience, comfort, and nature at your doorstep.

A charming cottage is framed by a lush garden with vibrant flowers. The front porch features two rocking chairs, inviting relaxation. Soft lighting emanates from inside, through the gothic-style windows, under a welcoming blue roof surrounded by greenery.

Home in Oak Bluffs

4.91 out of 5 average rating, 195 reviews

impeccable cottage STEPS to downtown OB & beach!

Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

The front exterior of the house is shown surrounded by lush greenery, featuring a well-maintained lawn. A pathway leads to the entrance, and the porch offers seating. Two sun loungers are positioned on the grass, inviting relaxation in the open space.

Home in Oak Bluffs

4.91 out of 5 average rating, 129 reviews

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Top guest favorite

A charming two-story cottage features a shingled exterior with a pitched roof. The inviting front porch is supported by wooden pillars and surrounded by lush greenery. A white picket fence encloses the well-kept lawn, creating a warm curbside appeal.

Home in Edgartown

5 out of 5 average rating, 6 reviews

Martha's Vineyard Cottage: Walk to Town and Beach

Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

A modern kitchen features a spacious island with two black bar stools. Stainless steel appliances, including a microwave and toaster, complement quartz countertops. Natural light fills the space through large windows, revealing a glimpse of greenery outside.

Cottage in Oak Bluffs

4.96 out of 5 average rating, 159 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

A charming beach house is set on a lush green lawn, featuring a picnic table and two lounge chairs arranged for relaxation. The house has multiple windows, and its exterior is made of wood, harmonizing with the surrounding nature.

Home in Edgartown

4.9 out of 5 average rating, 114 reviews

Katama Barn

Selected dog friendly, Immaculate beach house this is the perfect property to bike to the beach and then to dinner in Edgartown. 1.2 miles from beach South Beach, and 1 mile from Edgartown's Main Street. Outdoor shower, large private yard.heated bathroom floors, a/c, heat, modern kitchen, brand new appliances/washer dryer, sleeping loft, and separate storage loft. Location, location, location.

A view from the second-floor patio captures the bright sunlight reflecting off the water, with green park space across the street. Nearby houses frame the scene, and outdoor seating is visible on the patio, enhancing the inviting ambiance of the surroundings.

Home in Falmouth

4.9 out of 5 average rating, 106 reviews

Falmouth Heights Ocean Views & Steps to Beach

Prime location in Falmouth Heights!!! Steps from beloved Falmouth Heights Beach, the Black Dog Cafe, Shipwrecked, and the finish line to the Falmouth Road Race! We are also a short walk to the Island Queen Ferry to Martha's Vineyard, the Falmouth Yacht Club, and the delights of Falmouth's marvelous Main Street!

A charming cottage is surrounded by lush greenery and blooming hydrangeas. A small Weber grill is positioned on the stone patio, and a wooden pathway leads to the covered porch. The facade features multiple screened doors and windows, inviting natural light into the space.

Guesthouse in Tisbury

4.85 out of 5 average rating, 274 reviews

Sweet Vineyard Haven Cottage

Booking for Fall 2025 is still OPEN. BOOKING for 2026 season to OPEN Oct. 15th Walk to Main Street Vineyard Haven and ferry from this classic, comfy cottage with great screened porch and well equipped kitchen. No car, no problem. Upgraded A/C, premium cable and a new outdoor shower!

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Popular amenities for Dukes County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

The exterior of a charming two-story blue house is showcased, surrounded by vibrant hydrangeas in varying shades of blue. The front door, framed by two windows, invites guests inside, while a manicured lawn offers a welcoming approach.

Home in Falmouth

4.97 out of 5 average rating, 31 reviews

5BR Falmouth Heights Cape Dream

Home in West Tisbury

5 out of 5 average rating, 3 reviews

Newly Renovated West Tisbury Retreat

The exterior of a charming coastal home is showcased, featuring a shingle facade and a welcoming blue front door. A flag is proudly displayed, with flower boxes adorned with blue flowers under the windows. Lush greenery surrounds the property, enhancing the inviting appearance.

Home in Falmouth

4.95 out of 5 average rating, 19 reviews

Falmouth At Its Finest! Pet friendly!

A bright living room features comfortable leather seating arranged around a central area rug, with natural light flowing through large windows. A ceiling fan hangs above, and a dining area is visible in the background, providing a cozy space for relaxation and gatherings.

Home in Oak Bluffs

5 out of 5 average rating, 3 reviews

Spacious 3BR Stay Near Oak Bluffs

A cozy kitchen area features a rustic wooden island surrounded by two woven bar stools. A vintage white refrigerator and a classic black stove are complemented by open shelving adorned with plants and kitchenware. Bright light streams through a window, enhancing the inviting atmosphere.

Home in West Tisbury

4.89 out of 5 average rating, 35 reviews

Greenehill~ Up-island 1800's Vineyard farmhouse.

The three-level home features a shingle-style exterior with a welcoming entryway. A small garden with colorful flowers is visible at the base, complemented by a gravel pathway leading to a wooden staircase. Large windows allow natural light to fill the interior.

Home in Oak Bluffs

4.93 out of 5 average rating, 15 reviews

Simone by the Sea

Home in Falmouth

4.89 out of 5 average rating, 84 reviews

Cozy Pet Friendly Falmouth Beach House

Top guest favorite

A light-filled sunroom features a comfortable sectional sofa positioned near multiple windows, offering views of the yard. A rustic coffee table made of reclaimed wood complements the space, and a lantern is placed on a woven side table, enhancing the room’s serene ambiance.

Home in Falmouth

5 out of 5 average rating, 22 reviews

Cape house on bike path, walk to beach, & Main St!

Private, pet-friendly home rentals

Top guest favorite

A modern kitchen features stainless steel appliances, wooden beams across the ceiling, and ample natural light from multiple windows. An island with seating invites gatherings, while cooking tools are stylishly displayed overhead. A warm wooden floor complements the light cabinetry, enhancing the open layout.

Home in Oak Bluffs

5 out of 5 average rating, 33 reviews

Beautiful Martha's Vineyard Home

Top guest favorite

A charming Cape Cod cottage is displayed with cedar shake siding and a welcoming front porch. Planted flower boxes adorn the windows, while a neatly trimmed hedge and stone pathway lead to the entrance. Lush green grass and vibrant landscaping enhance the outdoor space.

Cottage in Falmouth

5 out of 5 average rating, 18 reviews

Saltwind Cottage | beach • firepit • movies

Home in West Tisbury

5 out of 5 average rating, 6 reviews

Secluded and Serene Getaway

A grassy outdoor space features two blue Adirondack chairs and a small fire pit, surrounded by trees and overlooking a serene pond. A hammock hangs in the distance, while the deck is visible on the right, extending from the house.

Home in Oak Bluffs

4.83 out of 5 average rating, 209 reviews

Waterview, Private, Walk to Beach, Mile to Town

A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.

Condo in Tisbury

4.92 out of 5 average rating, 49 reviews

Private 3bdrm Condo Tashmoo Woods

A wooden gate opens to a lush garden, framed by tall greenery and vibrant flowers. A pathway made of stones leads through the garden, offering a welcoming entrance to the cottage. Sunlight highlights the natural beauty of the space on a clear day.

Guesthouse in Edgartown

4.76 out of 5 average rating, 51 reviews

Marthas Vineyard 1BR Cottage 10 min to beach/town

Top guest favorite

The cottage is adorned with warm, glowing string lights that outline the roof and windows, creating a welcoming ambiance. A lush wreath decorates the front door, while charming wood paneling and multiple windows enhance the inviting exterior.

Cottage in Tisbury

4.95 out of 5 average rating, 285 reviews

Not Your Great Aunt's Island Cottage

A charming exterior view of a home with a gray roof and light-colored siding, set among lush greenery. The well-maintained yard features a large rock and stone pathway leading to the entrance, while a greenhouse is visible to the right side.

Home in West Tisbury

4.91 out of 5 average rating, 32 reviews

Charming Lambert's Cove home on Martha's Vineyard

Pet-friendly home rentals with a hot tub

A coastal house is set against a clear blue sky, featuring a distinct shingle exterior. Lush grass surrounds the structure, while tall trees provide a natural border. A central entrance with large glass doors invites into the home, complemented by a spacious deck leading to a staircase.

Home in Edgartown

Charming Martha's Vineyard Retreat!

A sunlit corner of the guesthouse features a dining area with a round table and four wooden chairs, surrounded by large windows that offer views of the ocean. A decorative cabinet and television are positioned nearby, enhancing the inviting space.

Cabin in Falmouth

4.67 out of 5 average rating, 613 reviews

Waterside Guest House

An inviting living room features a light-colored sofa and a natural wood coffee table. Artwork and plants add warmth, while natural light fills the space through ample windows. A large television is mounted on the wall, providing entertainment options for guests.

Home in Edgartown

5 out of 5 average rating, 41 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

Home in Falmouth

4.94 out of 5 average rating, 52 reviews

Cozy Autumn Cottage | Hot Tub + Fire Pit Escape

A spacious living area features a plush, white sectional sofa positioned around a decorative rug. Natural light enters through large windows adorned with arches. A wooden table holds a small vase with flowers, while an inviting fireplace enhances the cozy ambiance.

Apartment in Oak Bluffs

4.92 out of 5 average rating, 144 reviews

Victorian Oasis: Driveway, hot tub, grill & more

Top guest favorite

A custom-built home features a large front porch bordered by well-maintained greenery. The two-story structure is framed by trees, with expansive windows visible. Water views are apparent in the distance, set against a bright blue sky with soft clouds.

Home in Tisbury

5 out of 5 average rating, 37 reviews

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

A large, two-story house surrounded by green foliage is depicted, with windows reflecting the ocean views in the background. The landscape features a mix of trees and open space, providing a sense of tranquility. A glimpse of the ocean is visible just beyond the property.

Home in Aquinnah

Duck Inn in Aquinnah by the Sea

A panoramic view showcases vibrant autumn foliage surrounding the property, with expansive green fields leading to the serene Vineyard Sound. The coastline of the Elizabeth Islands is visible in the distance, framed by a clear blue sky dotted with soft clouds.

Home in West Tisbury

4.95 out of 5 average rating, 22 reviews

Sanctuary House: An ocean-view farmhouse retreat

Destinations to explore