Pet-friendly holiday rentals in Chatham

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Chatham

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

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Guest favourite

Flat in North Eastham

4.91 out of 5 average rating, 259 reviews

Eastham Escape

Private cozy clean 3 room en suite with private entrance. Entry room has small fridge, stocked coffee bar, microwave, water bubbler, and closet with beach chairs, towels, cooler, and dog water bowl. No full kitchen. Middle room has couch and smart t.v. Bedroom with comfortable queen and full bath. 5 min to 2 National Seashore pet friendly beaches. 5 min to Wiley park with pond and dog walk. 3 min to sunsets at the bay. Walk to bus, bike trail, restaurants. 23 miles to Ptown. Sleeps 1 o2 adults

Superhost

Home in Brewster

4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

Wonderful 3 Bed, 2 full bath single floor home. Bedrooms on two separate wings. Fully stocked kitchen with center island and breakfast bar. Large living room, vaulted ceiling exposed beams, floor to ceiling windows overlooking private backyard. Central A/C, wifi, smart TVs, washer/dryer, outdoor seating/eating, fire-pit, outdoor shower. Very close to Cape Cod Rail bike path, restaurants, Beaches, Nickerson State Park, golfing, shopping. Dog allowed by request; $30 per night or $150 per week.

Top guest favourite

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

Guest favourite

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 favourite

Cottage in Bourne

4.97 out of 5 average rating, 234 reviews

Beach Cottage, without going over bridges to Cape!

Deeply sanitized, all handles Clorox wiped and cleaned thoroughly for all guests. This adorable beach cottage comes with everything you need for a nice & relaxing getaway. The beach is a short walk of about 5-8 minutes down the street. 2 beach chairs, towels & a cooler are provided. Come home to an outdoor grill and deck furniture to continue your outdoor experience. Fenced in yard and open to having well trained dogs for an additional one time $100 fee. Sorry no other pets considered.

Top guest favourite

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

Guest favourite

Apartment in Provincetown

4.88 out of 5 average rating, 105 reviews

Stylish Dog-Friendly Home - West End on Commercial

Discover Siren’s Hideaway, where coastal charm meets convenience in the heart of Provincetown's enchanting West End. This welcoming condo not only welcomes your furry companions but also offers the coveted luxury of a deeded parking spot! Situated directly on Commercial Street, Siren’s Hideaway is just steps away from the lively energy of Provincetown's hotspots. This retreat exudes a peaceful ambiance, providing a perfect balance between excitement and relaxation.

Top guest favourite

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 favourite

Cottage in Yarmouth

4.97 out of 5 average rating, 104 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 favourite

Flat 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 favourite

Home in Plymouth

4.96 out of 5 average rating, 157 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

Pond-Front property boasts unparalleled privacy and charm. 5 minutes from shopping and downtown Plymouth. Located on a peninsula of land, water views are plentiful. Both ponds are tested yearly and safe for swimming, fishing, etc. Bring your furry friend to run in the back yard, your kids to play, or simply your friends to relax and catch some sun. Opportunities are endless!

Guest favourite

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!