
Pet-friendly vacation 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.

Stunning Home in Harwich Port
Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

Slate House - a modern waterfront getaway
Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Cheerful, renovated 2 bdrm-block to beach. Dog ok.
ARTIST and AUTHOR'S Cape Cottage! Dog Friendly-Freshly decorated Introductory Rates! Located .2 miles from the beaches in South Yarmouth. Be among the first to enjoy "My Two Cents" aka "Poppie's Place"- a quintessential, cheerfully remodeled home surrounded by hydrangeas, roses, and colorful perennials. Tucked off Seaview Avenue on a private lane you will enjoy easy access to several beaches, shops, Captain Parker's, Skipper’s and other great restaurants, Pirate's Cove mini golf, museums.

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.
Cape Cod Classic Cottage Near Forest Beach
See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

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!

The Sea-Cret Garden, Guest Apartment
Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Beach Cottage, without going over bridges to Cape!
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 (no more than 2) for an additional one time $100 fee. Sorry no other pets considered.

Cozy Waterfront Apartment, Private Beach Access
Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Cod’s beautiful shores!

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!

Cape Escape
Come stay at our cozy Cape Escape. Centrally located in Dennis Port within walking distance of many popular and famous amenities and beaches. Walk to breakfast, the beach, famous hot dog restaurant, BBQ, mini-golf, home made ice cream and more…. Private fenced in yard for family fun with more than adequate parking.

Forbes, a South Chatham cottage
This cozy, two bedroom cottage is nestled in a wooded neighborhood and has a full kitchen, living room, 2 air conditioned bedrooms, a full bath, cable TV, Internet, a screened-in porch, shaded yard, outdoor shower, and a gas grill. Cockle Cove beach is a short walk (3/4 mile) . Weekly summer rentals only !
Popular amenities for Chatham pet-friendly home rentals
Pet-friendly home rentals with a pool

Heated Pool, Game Room, Projector Room, Private

Hot Tub, Game Room, near mayflower beach

5-bedroom Cape with a pool and yard games.

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

XL Cape Retreat - Pool - Hot Tub - 5min to Beach!

ShoestringBayHouse, waterfront & pool in Cotuit

Waterside Guest House

Ocean Side, Amazing View, close to town/beach, Spa
Pet-friendly home rentals with a hot tub

Family Home w/ Cape Cod Bay Views + Hot Tub

Violet’s Place- king bed- pet friendly- hot tub!

Near Beaches, Bike Trail. Private, w/Hot Tub+Bocce

Charming Cape House with Private Hot Tub !

Awesome Cottage near Beach, Backyard Bar & Hot Tub

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

Victorian Oasis: Driveway, hot tub, grill & more

Stunning 4/2.5 Water View, Hot Tub, Dogs ok
Pet-friendly house rentals

Sunburst Cottage on Long Pond

The Roost with path to beach

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Spacious Chatham 4BR | Dog OK + Deck + Sleeps 10

Jean's Dream - Renovated Chatham House

Chatham, MA - 258 Orleans Rd 4BR + loft - Beauty!

Pebbles-romantic cottage for two!

The Pearl: 3 Bedroom 500 steps to Englewood Beach!
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,554 GYD | G$71,132 GYD | G$61,717 GYD | G$75,316 GYD | G$80,756 GYD | G$98,330 GYD | G$135,151 GYD | G$130,339 GYD | G$83,685 GYD | G$77,827 GYD | G$83,685 GYD | G$79,500 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals that are pet-friendly in Chatham

Total vacation rentals
Explore 180 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at G$25,105 GYD per night before taxes and fees

Verified guest reviews
Over 6,010 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
170 of Chatham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chatham rentals

4.9 Average rating
Chatham stays are highly rated by guests—averaging 4.9 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Lighthouse Beach
- Inman Road Beach
- Nauset Beach
- Town Neck Beach
- Ellis Landing Beach
- New Silver Beach
- Nickerson State Park
- Linnell Landing Beach
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- Scusset Beach
- Cape Cod Inflatable Park
- Corn Hill Beach
- Cahoon Hollow Beach




