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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Top guest favorite

Home in Dennis Port

4.92 out of 5 average rating, 378 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

✅All linens included & beds made ✅4 adult bikes / helmets / beach chairs ✅Woodburning FPL in LR w/65” ROKU TV ✅Located at end private cul-de-sac, 0.4mi to ocean beach & 1/2mi to Village ✅Steps to restaurants & Sundae School Ice-Cream ✅Enjoy the backyard w/plenty of seating, fire-pit, outdoor shower & hammock ✅Large eat-in kitchen w/Island ✅2 Queen downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C Locally managed

Superhost

Home in West Yarmouth

4.86 out of 5 average rating, 7 reviews

Cozy Pet Friendly Beach Cottage

Enjoy your family vacation at our lovely Cape Cod beach cottage! Its a short walk or bike ride to the beach pictured in the photos and the living room has beautiful peek-a-boo views of the water. Rinse off in the outdoor shower and relax with a book on the deck or in the hammock. Mini golf, coffee, and ice cream are all within walking distance. Hyannis' Main St, antiquing, and the Nantucket & Martha's Vineyard Ferries are located a short drive or bike ride away. Dogs and cats are welcome!

Superhost

Home in Yarmouth Port

4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

Guest favorite

Cottage in Dennis

4.98 out of 5 average rating, 173 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! ✅ 200 MBPS WIFI ✅ Steps to sandy beach on a crystal clear pond ✅ Pet friendly ✅ Linens & towels are included. Beds will be made ✅ Swim, fish or use our 2 kayaks & 2 SUP’s ✅ Bluestone private patio w/waterviews+charcoal BBQ ✅ Outdoor shower ✅ Sunroom w waterview ✅ Washer+dryer ✅ Fully equipped kitchen w/Carrera marble counter ✅Gas firepit ✅A/C in bedrooms ✅Small library of books, didn't finish the book? Take it! ✅Pet fee $25/day

Top guest favorite

Home in West Yarmouth

5 out of 5 average rating, 301 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Top guest favorite

Home in Dennis Port

4.98 out of 5 average rating, 268 reviews

Shirley's Place - Pet Friendly Sleeps Six!

Cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail Yarmouth to Provincetown minutes away! Pet friendly beaches mid September - Mid May.

Top guest favorite

Cottage in Yarmouth

4.97 out of 5 average rating, 103 reviews

300 STEPS TO OCEAN★Firepit★Pet OK★Bikes★BBQ

⚓️THE SEA SALT⚓️ 🐕pet friendly 🏖300 steps to Thacher Beach! 🏖6 min walk to Parker’s River Beach! 🦞6 min walk to Skippers Restaurant and ice cream! 😊freshly renovated! 📶high speed wifi 🔥private patio w/ propane fire pit! 🍽outdoor dining for 6! 🚿outdoor shower! 🚴 beach cruiser bikes! 📺 smart TV in every room! 🛏luxury linens/bedding 🍽full kitchen **Stand alone condo located within Wayfarers Cottage Community. **$30/per night pet fee

Top guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 260 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!

Guest favorite

Guest suite in Sandwich

4.93 out of 5 average rating, 141 reviews

2-Bedroom Pet-Friendly Farmhouse Suite

Relax on our quaint little piece of paradise ! Mingle with our friendly free-range flock of chickens. We love to share our eggs with our guests, when production is high. Conveniently nestled between scenic Route 6A and Route 6, enabling our guests easy access to all Cape Cod has to offer. 2 miles to Sandy Neck Beach, .9 miles to dog-friendly Talbot’s Point Conservation Land & Scorton Creek. We welcome well-behaved pets.

Top guest favorite

Cottage in Yarmouth

4.97 out of 5 average rating, 109 reviews

Charming Cottage-1/2 mile walk2beach-Dog Friendly

Blue Heron Cottage- Dog Friendly - .5 mile walk to South Shore Beaches *Cozy Cape Cod cottage tucked away in a quiet neighborhood. Our cottage has had recent renovations and is located in South Yarmouth near Nantucket sound beaches, Bass River and Rt 28/Main Street. Minutes from shopping, go carts, miniature golf, ice cream, bakeries, gelato, bike trails and 4 ocean beaches. *There is another cottage on the premises*

Guest favorite

Cottage in Tisbury

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!

Top guest favorite

Cottage in Little Compton

4.98 out of 5 average rating, 64 reviews

South Shore Home

Relax with the whole family and a well-behaved canine in this spacious coastal home less than 1 mile from South Shore beach and walking distance to Wishing Stone Farm. Sleeping accommodations for up to 8 guests, whole house A/C, wrap around 2nd story deck, fenced in backyard, fire pit, and outdoor shower are just a few of the amenities this sunlight home boasts.