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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Tiny home in Dennis Port

4.81 out of 5 average rating, 437 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ Combo W/D unit ✅ TV ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

Mar 1 – 8

ﺩ.ﺇ516 per night

Guest favorite

Cottage in Tisbury

4.96 out of 5 average rating, 216 reviews

Not Your Great Aunt's Island Cottage

CAR FERRY RESERVATIONS AVAILABLE - 7/7-7/13, 7/27-8/3, 8/24-31 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

ﺩ.ﺇ1,415 per night

Guest favorite

Tiny home in Marion

4.93 out of 5 average rating, 107 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.

Dec 22 – 29

ﺩ.ﺇ519 per night

Guest favorite

Home in West Tisbury

4.98 out of 5 average rating, 122 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 16 – 23

ﺩ.ﺇ956 per night

Guest favorite

Bungalow in Dartmouth

4.95 out of 5 average rating, 145 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!

Feb 20 – 27

ﺩ.ﺇ576 per night

Superhost

Guesthouse in Bourne

4.78 out of 5 average rating, 122 reviews

Rustic Carriage House by the Sea

This is an authentic small old Cape Cod rustic carriage House. Which is charming, antique and unique. It is in a beautiful one-of-a-kind location. Loaded with cozy fun. A great getaway any time of the year! The Carriage house is walking distance away from beautiful Hens cove and is near many activities, Bike paths, the canal, the ferry, hiking, fishing, and many restaurants. Great for pet friendly Families, a couple of couples, friends that want to stay together, and bigger groups.

Dec 28 – Jan 4

ﺩ.ﺇ562 per night

Superhost

Tiny home in Edgartown

4.89 out of 5 average rating, 126 reviews

Unique Vineyard Tiny House “The Banana Stand”

A Martha’s Vineyard tiny house perfect for a relaxing trip to the island. Included with a parking spot and private entrance, this tiny house has the privacy and amenities you need for an island getaway. Located just 2-miles from all the shops and dining that downtown Edgartown has to offer, staying in "The Banana Stand" provides full use of the kitchenette, bathroom, outdoor shower, sofa bed, wifi, outdoor fireplace, and grill. Vineyard uniqueness meets tiny house comfort.

Oct 23 – 30

ﺩ.ﺇ819 per night

Superhost

Cottage in Fairhaven

4.79 out of 5 average rating, 278 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

Nov 23 – 30

ﺩ.ﺇ967 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!

Feb 19 – 26

ﺩ.ﺇ492 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.

Dec 20 – 27

ﺩ.ﺇ406 per night

Guest favorite

Home in Barnstable

5.0 out of 5 average rating, 107 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!

Oct 10 – 17

ﺩ.ﺇ1,312 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!

Oct 21 – 28

ﺩ.ﺇ849 per night