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, 125 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.

Guest favourite

Home in Round Top

4.96 out of 5 average rating, 191 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.

Guest favourite

Flat in Pine Plains

4.98 out of 5 average rating, 160 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.

Guest favourite

Cottage in Cornwallville

4.93 out of 5 average rating, 110 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

4.94 out of 5 average rating, 141 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.

Guest favourite

Cabin in Hunter

4.99 out of 5 average rating, 184 reviews

Lakeside log cabin with Mtn views (dog friendly)

Tranquil log cabin on lake 10 min from Windham & Hunter Mtns (dog friendly). If you're searching for a peaceful, dog friendly, Catskill Mtn getaway, then look no more! From the moment you enter this charming waterfront log cabin you'll sense it's Zen vibes. The cabin is tastefully decorated with an open floor plan which includes a wood burning stove, Lg kitchen, Lg bathroom with X-Lg sky lit shower, 1 Lg bedroom with Queen size bed looking onto a covered porch and breathtaking views!

Guest favourite

Cabin in Catskill

4.96 out of 5 average rating, 113 reviews

Luxurious Serene Rustic Cabin*Hot-Tub* Catskills

The Luxury Rustic Cabin is more than just a place to stay; it’s a destination where you can reconnect with nature, find peace and tranquility. Enjoy the finer things in life. It’s a sanctuary where you can let go of the stresses of everyday life and immerse yourself in a world of comfort and beauty. Whether you’re seeking a romantic retreat, a solitary sanctuary, or a cozy haven for you and your loved one, The Rustic Cabin in the Catskill Mountains promises an unforgettable escape.

Guest favourite

Cabin in Saugerties

4.96 out of 5 average rating, 184 reviews

Rustic & Cozy Cabin Saugerties- near Hunter Mtn

Our charming cozy cabin is your home away from home! Relax and reconnect with nature on lovely 3 acres with a peek at mountains to the west, neighboring pond views to the east. Large light and bright great room with high ceilings and skylights to view the night sky and fireplace to cozy up to when the chilly winds blow. The yard is fenced for dogs with firepit for S'mores. Cabin is located 10 minutes from downtown Saugerties and 15 minutes to Woodstock, Hunter Mountain, HITS.

Guest favourite

Home in Palenville

4.96 out of 5 average rating, 146 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

4.95 out of 5 average rating, 119 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

4.9 out of 5 average rating, 177 reviews

*winter pricing* 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 Saugerties

4.99 out of 5 average rating, 141 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.