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

Home in Saugerties

4.87 out of 5 average rating, 126 reviews

Le Petit Cottage - French Country in Saugerties

Le Petit Cottage is a cozy renovated farmhouse retreat in the heart of the scenic Hudson Valley, located 2 hours from NYC, Saugerties, NY Set on a spacious corner lot across from a waterfall, the house has gorgeous mountain views, with 3 bedrooms and 2 baths, and comfortably sleeps 6 people. The house features a high-end kitchen, a wood-burning stove, and luxurious amenities. This property is extremely dog-friendly! Centrally located to Woodstock, Kingston, and under 25 minutes to Hunter Mtn.

Top Guest favourite

Home in Round Top

4.96 out of 5 average rating, 193 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Top Guest favourite

Apartment in Pine Plains

4.98 out of 5 average rating, 167 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Top Guest favourite

Cottage in Cornwallville

4.93 out of 5 average rating, 112 reviews

Cozy Catskills Reteat with Geothermal Heat

Enjoy a peaceful retreat at the cottage, or use as a home base for exploring the Catskills. Family-friendly, private 4 bed, on a secluded 6.4 acre property. Enjoy coffee on the deck. Grill dinner and gather at the picnic table. Read on a blanket or lounge chair on the spacious private lawn. Relax by an evening campfire at the fire pit. Enjoy the living room fireplace, play board games, stream a movie. Or choose a more active Catskills adventure! Explore area hiking and swimming holes.

Guest favourite

Cottage in Cornwall

4.93 out of 5 average rating, 147 reviews

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Top Guest favourite

Cabin in New Paltz

4.97 out of 5 average rating, 151 reviews

New Paltz dog friendly retreat w/salt water POOL

New Paltz dog friendly retreat is a wonderful place to explore the Hudson Valley. 7min drive to downtown New Paltz. 10min to Minnewaska state park & Mohonk preserve. Our very large fenced yard & heated 27ft salt water pool is for your private use during your stay. A signed pool waiver will be required. Heating pool fee is $20 daily. Dog fee $100 per dog. Carolyn whom lives on site in a completely separate studio is there to trouble shoot any issues & keep the pool sparkling clean.

Guest favourite

Home in Palenville

4.96 out of 5 average rating, 160 reviews

Serenity Retreat: Mountains, Waterfalls, Comfort

Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a family-and-pet-friendly yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.

Guest favourite

Home in High Falls

4.94 out of 5 average rating, 126 reviews

Mossybrook Hideout: Dog Friendly Oasis in High Fal

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

Superhost

Cottage in Kerhonkson

4.91 out of 5 average rating, 181 reviews

*spring-ready* Pet-friendly private cabin!

Welcome to the Cherrytown Cottage. This cozy mid-century modern bungalow in the woods is the perfect home for a solo traveler, a couple friends, a couple, or a small family looking for a comfortable stay that’s conveniently located to some of the region's best hikes AND some of the most popular restaurants, orchards, and breweries in the area! (Or simply stay cozied up at home and play board games by the fireplace!)

Guest favourite

Home in Napanoch

4.92 out of 5 average rating, 102 reviews

400Mbp | Firepit | Fireplace | Power Backup

Relax with the whole family at this peaceful place to stay. Super private, pet-friendly farmhouse, 2 hours from NYC in Catskills. ✔ Backyard w/ firepit ✔ Dogs allowed** ✔ 400Mbps Wifi ✔ 50” Smart TV ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Back deck w/ BBQ grill ✔ Indoor fireplace ✔ Baseboard heating + Window Acs ✔ Onsite parking 20 mins → Minnewaska State Park 30 mins → Mohonk Preserve

Top Guest favourite

Home in Saugerties

4.99 out of 5 average rating, 142 reviews

Saugerties Village Retreat

Charming Village home located 5 minutes from Hits. Walking distance to village restaurants & shopping. Front porch, Private backyard with deck and patio. Large eat in kitchen with separate dining room. Spacious Living room with 2 couches and daybed. Cable TV & Wifi Driveway & street parking for up to 3 cars. washer, dryer, dishwasher . Fully fenced in yard for up to 2 dogs with pre approval from host.

Guest favourite

Home in Kerhonkson

4.9 out of 5 average rating, 269 reviews

Perfect Country Cabin getaway. Large Fenced yard.

Lovely city escape of a renovated country house sitting on 2 acres of land. Very large fenced in backyard great for well behaved dogs. Access to the areas famous Rail Trail from the backyard for beautiful hikes all year long. Outside fire pits to roast marsh-mellows and indoor wood burning stove to sip hot chocolate and watch the snowfall or the most beautiful sunsets from the deck.

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What guests are saying

Perfect Family Retreat w/DogPark/2min to ZoomFlume

5 out of 5 average rating, 20 reviews2 weeks ago

Pawfect Family Retreat was absolutely perfect for our family and our dog! The yard was HUGE, giving our pup plenty of space to run around and play. The home itself was spotless, and we really appreciated how clean and well-maintained everything was. The hosts were incredibly responsive and made sure we had everything we needed. We also loved the thoughtful touch of pamphlets with local attractions and activities. It made planning our trip so much easier! Definitely check out the farm up the road. We made sure to stock up on farm fresh eggs and produce! We had a fantastic stay and will definitely be coming back again. Highly recommend!

Home in East Durham

What guests are saying

Mountain View Catskill Escape-2 Mins to Slopes!

4.91 out of 5 average rating, 78 reviews6 days ago

This was such a lovely Airbnb and the hosts were amazing - so responsive and kind. The house had everything me and my family needed during our stay. They even had a pack n play for my baby which I actually forgot to bring! Such a pleasant surprise. The place was spacious and beds were super comfortable. My only critique was the bathtub that no matter how tight you turned it off, it still dripped! We cooked a majority of our meals in the Airbnb because as it turns out, the entire town is closed during spring break! haha only a couple restaurants were open but all and all, great place, great view, great stay! We had a blast playing in the snow, hiking, sitting by the fire, and cooking meals together.

Townhouse in Hunter

What guests are saying

Yellow Door House

4.93 out of 5 average rating, 59 reviews5 months ago

Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!

Home in Copake

What guests are saying

Cozy Chic Home, Hot Tub, Near Warren St

4.76 out of 5 average rating, 212 reviews1 month ago

We had a great stay in Hudson! It's a great town and we were in an ideal location--plus it really felt like we were coming "home" at the end of each day. Very cozy feeling during some snowy and icy days!!!!! We found it very relaxing and had a wonderful visit!

Home in Hudson

What guests are saying

Catskills Country Cottage

4.95 out of 5 average rating, 144 reviews2 weeks ago

My family, dog and I had an incredible weekend visit! It was our first time to the area and we already want to come back. Consuelo was a fantastic host! Consuelo was so easy to get a hold of for questions and was so friendly. The place was very organized, quaint and gorgeous. Thank you for a fantastic time! :)

Cottage in Kerhonkson

What guests are saying

Camp Catskills - enjoy your time away!

4.99 out of 5 average rating, 109 reviews1 day ago

The home had everything we needed and more with a wonderful layout for family/friends to gather/cook/hang out. Every room was well stocked from kitchen to bathrooms and even games, activities and accessories in the bedrooms for kids and adults. We only wished the weather was better for us to have enjoyed the outdoors more, but that gives us a good reason to come back!

Cabin in Tannersville

What guests are saying

French country cottage, fireplace & hottub

5 out of 5 average rating, 39 reviews8 months ago

Kerri is an amazing host. We rented all of her properties for our wedding. More than any other Airbnb host we have ever had, Kerri truly makes you feel like the space is yours. The house and property are so clean, perfectly decorated, and comfortable. She is so responsive and accommodating, and just so friendly. She has great recommendations for local places. We have fell in love with Coxsackie! We will be back!

Cabin in West Coxsackie

What guests are saying

Modern Cabin w/Swimming, Boats, HOT TUB & VIEWS!

4.83 out of 5 average rating, 169 reviews2 months ago

We had an amazing weekend stay at Catherine and Diego’s modern cabin! The property is exactly as described—beautiful, cozy, and perfect for a group getaway, with charming wood paneling and all the comforts of home. The hot tub and stunning views of the snow-covered landscape were highlights, creating a peaceful and relaxing atmosphere after a day out. The location was ideal, offering both privacy and proximity to skiing and other activities, and the hosts provided clear instructions for check-in, making the experience stress-free. We’d highly recommend this cabin to anyone looking for a quiet, cozy escape in the mountains!

Cabin in Prattsville

What guests are saying

Wildlife Lakeside Cottage

4.84 out of 5 average rating, 278 reviews2 months ago

I visited this beautiful place for valentines weekend and it was absolutely amazing, nice and clean kitchen equipped with all you need if you want to cook and the rooms were nice and cozy. Also this is a lake house so you have a beautiful view and you can enjoy outside too. We had a great time. I would only suggest to get the drive way clean from the ice/snow during winter time it was a little bit dangerous walking to our cars.

Cottage in Lanesborough