
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.

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes
✅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 BR’s downstairs & 2 twin + rollaway in loft plus 1/2 bath ✅Pet Fee $30/day ✅1200 Mbps FastWiFi ✅Washer/Dryer ✅ Full A/C ✅All linens included & beds made Locally managed

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

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.
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.

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!

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

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!

Pebbles-romantic cottage for two!
Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.

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, Saturday until Saturday.
Popular amenities for Chatham pet-friendly home rentals
Pet-friendly house rentals

Shop, Swim, Hike, Bike in Historic Brewster

Sunburst Cottage on Long Pond

The Roost with path to beach

Beach Bungalow: Steps to Beach, Luxury Family Fun

Pet Friendly - Walk to Downtown Dennis Port!

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

Sunny Cape Home, Bike to Beach, Central AC

Spacious studio on lovely pond in Chatham
Pet-friendly home rentals with a pool

Heated Pool, Game Room, Projector Room, Private

Harwich Haven: Pool & Fire Pit

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

5-bedroom Cape with a pool and yard games.

Cape Cod Heated Pool Putt-Putt Golf Speak Easy Gam

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

The Nantucket Room - #2

Waterside Guest House
Private, pet-friendly home rentals

2 bedroom apartment

The Explorer’s Retreat • West End Condo, King Bed

Seaside Seaduction~On the water/Dog Friendly

Spacious Cape Escape Near Rail Trail & Downtown

Dog Friendly *Tiny Cottage* 1/2mile2beach

McCormick Cottages – Studio Cottage

Cozy Storybook Cottage-Cape Charm, Dog Friendly

Spacious Pet Friendly Cape, Large Yard
When is the best time to visit Chatham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,098 | ﺩ.ﺇ1,249 | ﺩ.ﺇ1,083 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,418 | ﺩ.ﺇ1,726 | ﺩ.ﺇ2,372 | ﺩ.ﺇ2,288 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,366 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,396 |
| 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 190 vacation rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 6,190 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
190 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
- Coast Guard Beach
- Pinehills Golf Club
- Lighthouse Beach
- New Silver Beach
- Nickerson State Park
- Sandy Neck Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Martha's Vineyard Museum
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- Scusset Beach State Reservation
- Popponesset Peninsula
- Race Point Beach
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- Bass River Beach
- Saquish Beach




