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
A sandy beach area is shown, populated with visitors enjoying the sun and water activities. Small boats are visible in the distance, while people are seen wearing casual summer attire. Beach chairs and umbrellas are scattered throughout the shoreline.
Home in Chatham
5 out of 5 average rating, 26 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
The image displays four sections of the cottage. A cozy sleeping area features a full-size bed with soft linens. A bright kitchen with marble counters is visible, alongside a comfortable living space with seating. An outdoor deck with furniture showcases a partially fenced yard.
Tiny home in Dennis Port
4.83 out of 5 average rating, 511 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! ($25/nt) This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ 2 Bike ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

Guest favourite
A spacious outdoor area features a circular arrangement of colorful chairs, including blue, red, and green options. The inviting lawn is framed by trees, with a large glassed-in porch visible in the background, providing a seamless connection to the natural surroundings.
Home in Harwich Center
4.92 out of 5 average rating, 106 reviews

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!

Guest favourite
The living room features a neutral color palette with cozy seating arrangements, including a large gray sectional and a wicker chair. A flat-screen TV is mounted above a bright white fireplace. A coffee table sits at the center, surrounded by soft area rugs, with natural light streaming through a nearby window.
Home in Yarmouth
4.93 out of 5 average rating, 160 reviews

Cape Cottage✦Walk to Beaches✦Large Fenced Yard

🐕pet friendly 🚿outdoor shower! 🔥private backyard with fire pit! ❄️central AC 🏖 Less than a mile (4 min) to local beaches 😊accommodations for 6 guests! 📶high speed Wi-Fi 🍽full kitchen & modern appliances Welcome to your next Cape Cod vacation! Our cozy South Yarmouth home is the perfect spot to relax and recharge. This pet-friendly 2 bed & 1 bath is equipped with central AC, modern appliances, spacious rooms, a large fenced-in backyard, and enough sleeping space for up to six guests.

Guest favourite
A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.
Home in Chatham
4.95 out of 5 average rating, 307 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
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in West Yarmouth
5 out of 5 average rating, 341 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
A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.
Cottage in Chatham
4.93 out of 5 average rating, 188 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.

Top Guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 160 reviews

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Superhost
A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.
Home in Eastham
4.96 out of 5 average rating, 194 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.

Guest favourite
A cozy living area features a brown sofa set, complemented by a rustic wooden coffee table at its center. A flat-screen TV is positioned on a white stand against the wall, while a rocking chair is visible in the corner. Soft natural lighting illuminates the space.
Guest suite in Harwich Center
4.92 out of 5 average rating, 320 reviews

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.

Top Guest favourite
A sandy path meanders through tall grass, leading toward a tranquil sunset in the background. The sun casts a warm glow over the horizon, suggesting the evening calm of the beach area. Soft greens and earthy tones create a peaceful natural setting.
Apartment in East Orleans
4.95 out of 5 average rating, 315 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!

Top Guest favourite
A cozy cottage exterior is displayed, featuring a light gray shingle facade and white trim around the windows. A screened-in porch is visible, accompanied by blue outdoor chairs. The surrounding area showcases a grassy yard with greenery and trees in the background.
Cottage in Chatham
4.9 out of 5 average rating, 159 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, Saturday until Saturday.

Popular amenities for Chatham pet-friendly home rentals

When is the best time to visit Chatham?

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Avg. price$428 AUD$487 AUD$423 AUD$516 AUD$553 AUD$673 AUD$925 AUD$892 AUD$573 AUD$520 AUD$508 AUD$483 AUD
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Quick stats about holiday rentals that are pet-friendly in Chatham

  • Total holiday rentals

    Explore 190 holiday rentals in Chatham

  • Nightly prices starting at

    Chatham holiday rentals start at $129 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Chatham holiday 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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