
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.

★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 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

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.

* 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.

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.

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
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!

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.

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Relax in Comfort w/ King Beds, Sauna, Coffee Bar
Cape Away is a cozy, family & pet friendly retreat in the charming Mid-Cape region. Start your mornings with coffee in the fully stocked kitchen, hit nearby beaches, then unwind in the sauna, outdoor shower, or by the fire. With games, fenced backyard, shed bar and fast WiFi, you’re 5–10 minutes from top restaurants and beaches. Book now and make your Cape Cod memories here.

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!

Violet’s Place- king bed- pet friendly- hot tub!
Fully renovated Cape Cod bungalow, less than a mile to West Dennis beach, bass river, restaurants and convenience store! The interior is chic with all new walk-in shower, soaking tub, boho butchers block kitchen and a warm living space with king bed and flat screen TV. Enjoy the pedicured yard with grill, fire pit, and private open roof hot tub! Pet friendly!
Popular amenities for Chatham pet-friendly home rentals
Pet-friendly house rentals

Spacious Cape Escape Near Rail Trail & Downtown

Sunburst Cottage on Long Pond

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Thinking of Summer Already? - Book Now Summer '26

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

The Sea Captain's Carriage House

Chatham Family Vacation

Pebbles-romantic cottage for two!
Pet-friendly home rentals with a pool

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

5-bedroom Cape with a pool and yard games.

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

Mashpee Manor Pool House

ShoestringBayHouse, waterfront & pool in Cotuit

Waterside Guest House

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Historic 1 Bed/In Town/Best Location/Hot tub/deck
Private, pet-friendly home rentals

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

Dog and family friendly fun in Harwich

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

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

Cozy clean walk out studio-dogs stay free-fire pit

Central AC, Pet-friendly, Walk to water & town!

Paul & Mary's Place

Chatham Cottage- Close to Downtown & Beaches
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 255 | € 290 | € 252 | € 307 | € 329 | € 401 | € 551 | € 531 | € 341 | € 317 | € 341 | € 324 |
| 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 holiday rentals that are pet-friendly in Chatham

Total holiday rentals
Explore 180 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at € 102 per night before taxes and fees

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

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
170 of Chatham holiday rentals include wifi 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
- Inman Road Beach
- Nauset Beach
- Lighthouse Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Forest Beach
- Cahoon Hollow Beach




