Pet-friendly holiday rentals in Dukes County

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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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Guest favourite

Home

4.92 out of 5 average rating, 12 reviews

Falmouth At Its Finest! Pet friendly!

Our cherished Cape escape has been in our family for over 50 years. Newly renovated with an open and airy concept and a coastal, beachy feel. Centrally located to multiple beaches (2 in walking distance), restaurants, shops and attractions: Island Queen Ferry, Shining Sea Bike Path, Woods Hole, Nobska Lighthouse, The Steamship Authority and Cape Cod Winery, to name a few! Kayak or paddle-board from Great Pond or Little Pond, located at either end of the street! There is something for everyone!

Guest favourite

Home

4.76 out of 5 average rating, 66 reviews

Charming Edgartown Ranch

Our home is ideally located in historic Edgartown Village, a 5 minute walk to the town center. The house is conveniently located near many scenic beaches, lakes, and restaurants, as well as the "Chappy" ferry. The gorgeous sundeck overlooks a large backyard, and is perfect for relaxation and taking in the breathtaking sunset. We look forward to introducing you to a slice of paradise! There is a pet cleaning fee of $75/stay. There is a $75 /stay charge for 7 the guest. Parking available.

Guest favourite

Flat

4.95 out of 5 average rating, 167 reviews

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

Guest favourite

Home

4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

Ask the host about ferry reservations if they appear to be sold out! Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing.

Superhost

Guest suite

4.78 out of 5 average rating, 319 reviews

Cottage suite between the harbors: no minimum stay

Nestled between Oak Bluffs and Vineyard Haven harbors, our relaxing suite is a perfect way to extend your weekly rental, or to enjoy a day or two on this special island we call The Rock. Our cozy guest suite, newly renovated has two bedrooms, living space, kitchenette, full bath, deck with grill, outdoor shower, and footwash (hot H20), W/D (in unit) and a private entrance. An easy walk to town and beaches. Parking is available in our driveway. Enjoy our historic home!

Guest favourite

Home

5 out of 5 average rating, 19 reviews

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

Guest favourite

Flat

5 out of 5 average rating, 11 reviews

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful, studio apartment. We welcome one guest eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and bathroom, fully fenced-in stone patio, outdoor shower, and access to the backyard, this apartment is perfect for one person and small dogs under 20 lbs.

Superhost

Home

4.78 out of 5 average rating, 27 reviews

4 Bedroom "Hydrangea Cottage"

Welcome to "Hydrangea Cottage" centrally located in Vineyard Haven near the Steamship Authority Ferry, The Black Dog Tavern and Main Street shops and restaurants. Our Cape style home is well laid out and spacious. Private & comfortable for the whole family! Dogs welcome. The listing consists of the main level and second story of our home while the basement apartment is closed off and reserved for us & our dogs to reside in.

Guest favourite

Home

4.91 out of 5 average rating, 117 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.

Guest favourite

Cottage

4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Superhost

Home

4.9 out of 5 average rating, 51 reviews

Cozy Pet Friendly Falmouth Beach House

Welcome to our cozy East Falmouth beach house located down the road from beautiful Cape Cod Beaches! There are many local local amenities to enjoy during your stay including restaurants, bars, beaches, mini golf, golfing, a winery, Woods Hole, boating, fishing, and much more! So bring the whole family and getaway with a group of friends.

Guest favourite

Home

4.86 out of 5 average rating, 42 reviews

West Tisbury Privacy! Lambert’s Cove Beach Access.

Airy and bright! Peaceful and private. Located at the end of a private neighborhood on a cul-de-sac. Large deck for entertaining, sunbathing and relaxing. Centrally located to escape the chaos while remaining conveniently close to the down island towns and easily accessible to up island.