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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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, 300 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

Guest favorite

Home in Barnstable

4.83 out of 5 average rating, 168 reviews

Spacious house steps to Craigville beach! Dog ok!

Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the loction and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

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!

Top guest favorite

Cottage in West Yarmouth

4.84 out of 5 average rating, 237 reviews

Charming Cottage near Beach and Ferry.

2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

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*

Top guest favorite

Home in Marstons Mills

5 out of 5 average rating, 154 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 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!

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!

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What guests are saying

Pet Friendly Paradise Found

4.96 out of 5 average rating, 46 reviews7 months ago

I spent another spectacular week at Paradise Found. The cottage is peaceful and private with beautiful surroundings and an ideal location on the Cape. My dogs enjoy themselves in the large yard and going on neighborhood walks. Jayne and Steven are so friendly and always make me feel at home. My third year in a row and I can't wait to come back!

Tiny home in Yarmouth Port

What guests are saying

Pet Friendly West Yarmouth Walk to Seagull Beach!

5 out of 5 average rating, 26 reviews6 months ago

Betsy’s house is a true gem. My family and I (with 2 dogs) spent a wonderful 5 nights at Betsy’s place. The house is spacious, cozy, super clean and filled with lovely decorations. We all felt at home and were very comfortable. The location is perfect and close to everything. We would absolutely recommend a stay at this house.

Home in West Yarmouth

What guests are saying

Chic Coastal Oasis|Close2Beach|Firepit|Crib|PetOK

5 out of 5 average rating, 10 reviews8 months ago

Ciel's home was pristine, with new furnishings and included many thoughtful touches to make our stay very comfortable - from complimentary pet supplies, laundry pods and coffee to beach chairs and a beach umbrella. Ciel was very responsive and gracious, sharing local recommendations that were excellent and making sure all of our questions were answered. Everything was perfect, and we had a wonderful time.

Home in Dennis

What guests are saying

Capecod pond and beach house

4.86 out of 5 average rating, 7 reviews8 months ago

This Airbnb was large and peaceful, with easy parking, a nice pond in walking distance, close to Hyanis, and a lot of amenities like TV, bedding, towels, etc. The building is old with a bit of water damage and old appliances, but it was very clean, everything that we needed worked, and had ACs in every room. We really enjoyed our stay!

Home in Centerville

What guests are saying

Charming Edgartown Ranch

4.76 out of 5 average rating, 66 reviews8 months ago

The house is great for a group trip. It's roomy, charming, and in the perfect location if you want to walk to downtown Edgartown or use the local buses to navigate the island. The large back deck and outdoor shower were huge pluses! Nishi was kind, communicative, and offered flexibility with check-in and check-out times, which helped our travel plans run smoothly.

Home in Edgartown

What guests are saying

Summer Cottage Close to Beach! - Dog Friendly

4.85 out of 5 average rating, 79 reviews4 months ago

Spent the month of November at this home, enjoying the peace and quiet of the off-season, as many attractions close during this time. Less than a mile walk through the neighborhood to Smugglers Beach! The home is centrally located for exploring the entire cape (about an hour to P-town on one end and Falmouth on the other). Hyannis with its big box stores was 10 minutes away when we needed supplies we couldn't find in Yarmouth. We also drove up to Hingham and took the Ferry into Boston, avoiding the city traffic. The house was so cozy and very cared for by Sakie and Jeff! The couches and beds were comfy. The kitchen had everything we needed. We used the fireplace most evenings. The wifi was excellent for remote work. It was too cold to enjoy the backyard, but so nice that it was fenced in for our dog. Sakie and Jeff were the perfect hosts, checking in to ensure we were okay and quick to answer any questions. We loved our stay here and highly recommend it!

Cottage in Yarmouth

What guests are saying

Breezeway Cottage Cheerful 3 Bed/2 Bath home

4.88 out of 5 average rating, 56 reviews6 months ago

We had a lovely stay at Breezeway cottage. The location was perfect for us to meet up with family on the area. Good bakeries, and restaurants in the area. Close to the cape cod canal where we enjoyed a bike ride and seeing a seal! Jacqui left clear instructions and check in was easy.

Home in Pocasset