Pet-friendly vacation rentals in Chilmark

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chilmark

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

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Guest favorite

Tiny home in Marion

4.94 out of 5 average rating, 108 reviews

Goat Shanty

This was an outbuilding that was renovated into a small guest house. The property is next to our main residence and serves as extra space for our small farm animals. The listing has a loft area for extra sleeping. This space was design for the Airbnb community as we had a great experience with our other listing. The Main house on the property is home to year-round renter and the tenants will not be able to provide any help. All contact shall be made via the airbnb site for any assistance.

Oct 23 – 30

R3,074 ZAR per night

Guest favorite

Home in West Tisbury

4.98 out of 5 average rating, 123 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.

Jan 10 – 17

R4,746 ZAR per night

Guest favorite

Bungalow in Dartmouth

4.95 out of 5 average rating, 147 reviews

Updated Vintage Bungalow with Incredible Views

This space has been fully updated in the spring of 2020. Incredible unobstructed panoramic views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stones throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!

Dec 18 – 25

R2,866 ZAR per night

Guest favorite

Home in Middleborough

4.94 out of 5 average rating, 296 reviews

Private retreat setting on 4 acres 1

Gatherings, parties, events, reunions, etc. with 8 or more total sleepers /non sleepers MUST be discussed prior to booking. A 5 minutes from Rte. 495, secluded, 2 bedroom 1200 sq.ft. apartment. Amenities include -- in-ground pool, horseshoe pits, tennis/basketball court, fully lit for night time use. Central air, full bath, eat in kitchen, Juliet balcony, private drive & entrances, 2 HD flat screen TV"s, Netflix, On Demand WIFI. Very comfortable for two or a couple with children.

Apr 26 – May 3

R1,866 ZAR per night

Superhost

Cottage in Fairhaven

4.8 out of 5 average rating, 280 reviews

On the Beach Cottage in Fairhaven

Enjoy your own private beach at our comfortable Beach Cottage. Hop on the local bike rentals to the nearby soda shop for snacks and treats. Or throw a line in for the days fresh catch. Spend some time relaxing on the back deck overlooking the saltwater marsh. After a day of searching for Sea glass and building sand castles on your own beach you will fall right asleep to the sounds and smells of the ocean right outside your bedroom patio doors. Welcome to your vacation

Jan 7 – 14

R4,819 ZAR per night

Guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 231 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Jan 1 – 8

R2,427 ZAR per night

Guest favorite

Guest suite in Harwich

4.94 out of 5 average rating, 227 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Nov 13 – 20

R2,004 ZAR per night

Guest favorite

Cottage in Tisbury

4.96 out of 5 average rating, 217 reviews

Not Your Great Aunt's Island Cottage

In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • Close to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

Dec 8 – 15

R6,977 ZAR per night

Guest favorite

Home in Barnstable

5.0 out of 5 average rating, 109 reviews

Cape Cod Cotuit Cottage, 3 Bed Near Beaches

5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local fresh market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Feb 11 – 18

R3,441 ZAR per night

Guest favorite

Guest suite in Portsmouth

4.91 out of 5 average rating, 325 reviews

NEWLY UPDATED! Stunning views, Private Studio

This private, studio apartment offers stunning views of the Narraganset bay. The highlights include a private deck with seating area, which offers breathtaking sunsets. The unit is located less than 1000 yards from the neighborhood beach and directly on a golf course. The nautical theme and beautiful views really make this place the ideal location to spend your vacation!

Nov 22 – 29

R2,861 ZAR per night

Guest favorite

Cottage in Tisbury

4.89 out of 5 average rating, 151 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!

Jun 14 – 21

R7,353 ZAR per night

Guest favorite

Home in Falmouth

4.97 out of 5 average rating, 108 reviews

Mid-Century Modern home 5 minute walk to beach

Perfect for a family or friend's getaway- relax and unwind in this unique home that feels like a treehouse. Hang out on the fully furnished decks, stargaze on the roof deck, or stroll to Wood Neck beach and explore the marsh. Close to Falmouth restaurants and shopping, Shining Sea Bikeway, and other Cape Cod attractions.

Oct 18 – 25

R6,094 ZAR per night