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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Top guest favourite

Home in Chatham

5 out of 5 average rating, 23 reviews

The Chatham Bars White Foam House Steps From Beach

Settle back in one of the rocking chairs on the front brick patio and take in the views of the harbor. Charm and warmth abound in this Cape Cod cottage, complete with original quarterboard outside and traditional doghouse dormers on the 2nd floor. Chatham Seaside Links located across the street. Clubs and carts available for rental at the course. Private driveway with off street parking. Wonderful views of the harbor from the front brick patio. Charm and warmth of an original quaint Cape Cod Cottage with traditional doghouse dormers on the second floor. Walk to town location with summer concerts at the end of the street. Leave the car and walk to local restaurants and shops. Watch band concerts at the park and bask in the views from the Chatham Lighthouse. Go for a long stroll along Claflin Landing Beach all the way to the Fish Pier and buy the day's fresh catch. On 12/28/18, the State of Massachusetts enacted new tax legislation impacting any vacation rentals of 90 days or less. All reservations for stays commencing 7/1/19 forward will be subject to State and Local occupancy taxes. These taxes will be reflected in the lease agreement you will receive following the receipt of your initial reservation request. AirBnB is unable to reflect any taxes with future effective dates within the pricing calendar of their website and have requested property owners to manage the collection process of these taxes separately until this feature is enabled in a future version of their website or the actual effective date of the tax, whichever is earlier.

Top guest favourite

Home in North Eastham

4.98 out of 5 average rating, 133 reviews

Private Bay Beach and Sunset Views! Dog friendly.

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Guest favourite

Home in Chatham

4.95 out of 5 average rating, 285 reviews

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.

Top guest favourite

Cottage in South Yarmouth

4.97 out of 5 average rating, 104 reviews

Charming Cape Cod Getaway near Beaches

Welcome to Cape June Cottage! This home is just minutes away from the best beaches, restaurants, and activities on the Cape. Walk just 5 minutes to Long Pond where you'll find a small beach, basketball court, and playground. Drive 5 minutes to Bass River Beach, Pirate's Cove mini golf, and the scenic Cape Cod Rail Trail. We offer complimentary electric vehicle charging for guests, so you'll never have to worry about running out of power (see notes below). We hope you enjoy your stay!

Guest favourite

Cottage in Chatham

4.94 out of 5 average rating, 173 reviews

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.

Guest favourite

Home in Eastham

4.97 out of 5 average rating, 183 reviews

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Top guest favourite

Guest suite in West Falmouth

4.99 out of 5 average rating, 161 reviews

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!

Top guest favourite

Cottage in West Yarmouth

4.84 out of 5 average rating, 243 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 favourite

Tiny home in Brewster

4.96 out of 5 average rating, 114 reviews

Waterfront Romantic get away Nest

Prepare to be swept away by breathtaking panoramic views and bountiful wildlife. This is a secluded romantic getaway that is tucked back in the corner on our historic 9 acre cranberry bog and adjacent pond. Enjoy private pond access. Boats and fishing gear available for your enjoyment. The Nest tiny home is built Eco-Friendly and compliments the natural environment to give you and immersive feel.

Top guest favourite

Flat in East Orleans

4.95 out of 5 average rating, 300 reviews

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!

Guest favourite

Lighthouse in Pocasset

4.94 out of 5 average rating, 110 reviews

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.

Guest favourite

Cottage in Chatham

4.9 out of 5 average rating, 151 reviews

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 !