Pet-friendly vacation rentals in Chatham

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Chatham pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.
Home in Mount Tremper
4.9 out of 5 average rating, 224 reviews

Stunning Modern Barn minutes from Woodstock 21N195

Tracy,JRating, 5 stars2 weeks ago
A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.
Top guest favorite
A wooden dining table is set with a floral centerpiece and a decorative runner. Soft lighting from three pendant lights illuminates the space, with light wood floors extending throughout. Nearby, a window is adorned with sheer curtains, and a cozy seating area is visible in the background.
Home in Saugerties
4.97 out of 5 average rating, 126 reviews

Welcome to Malden Manor, in a prime location!

OrionRating, 5 stars3 months ago
Lovely place in Saugerties, close to lots of great hiking and restaurants.
Superhost
An expansive backyard is depicted, featuring two decks, a well-manicured lawn, and a cozy stone fire pit surrounded by seating. Bright flower pots adorn the outdoor table, creating a vibrant atmosphere for gatherings. A storage shed is visible in the background, framed by lush greenery.
Home in Albany
4.79 out of 5 average rating, 111 reviews

Charming dog friendly home with private yard!

ZhamRating, 5 stars1 month ago
We enjoyed our stay. The house is very cozy and clean. The backyard was my favorite part, since we were travelling with our dog and he very much enjoyed freedom in the yard and a nice weather! The area is very peaceful and quiet.
Guest favorite
An inviting sitting area showcases a green patterned armchair and an orange accent chair facing a small table. Bookshelves are positioned on either side, adorned with various curiosities. Light filters through sheer white curtains, enhancing the room's vibrant teal walls and warm wooden flooring.
Home in Cobleskill
4.96 out of 5 average rating, 109 reviews

Lady Viola (w/balcony hot tub)

HeatherRating, 5 stars3 weeks ago
This was not our first stay and it won’t be our last. Convenient and walking distance to town and campus, as well as per friendly, this location works out perfectly when attending our student’s games or other events on campus.
Guest favorite
A single-story house is set against a backdrop of rolling hills with autumn foliage. A wide deck with white railings provides access to the entrance. The expansive lawn features well-maintained grass and a clear blue sky overhead.
Home in Prattsville
4.91 out of 5 average rating, 308 reviews

Yanity House

JamesRating, 5 stars4 weeks ago
A quiet and private area. A neighbor on one side but never heard or seen anybody. Plenty of room for the dogs to run and hiking trails across the street. It is well stocked but does need some updating.
Guest favorite
Home in New Paltz
4.94 out of 5 average rating, 270 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

MelanieRating, 5 stars2 days ago
We were looking for a place to unwind and we did with Seth’s place. Right on the river, great views, enjoyed the hot tub and very comfortable beds! We had a relaxing time.
Top guest favorite
A spacious, fenced-in backyard is presented, featuring lush green grass and bordered by trees. The area is designed for privacy and relaxation, with a natural view of surrounding greenery. Steps leading from a deck are visible, providing access to this tranquil outdoor space.
Home in Stockbridge
4.89 out of 5 average rating, 96 reviews

Rabbit Run in the heart of Stockbridge Village

JenniferRating, 5 stars2 months ago
Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!
Superhost
Home in West Kill
4.93 out of 5 average rating, 121 reviews

Catskill Mountain Cabin Waterfall Retreat

TatyanaRating, 5 stars3 months ago
I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.

Pet-friendly home rentals with a pool

Superhost
A wooden deck is surrounded by lush greenery, illuminated by soft outdoor lighting. Two torches flicker gently, casting a warm glow on the tranquil scene, which invites relaxation and connection with nature.
Cabin in Ruby
4.9 out of 5 average rating, 115 reviews

Enchanting Upstate Cabin w Pool, Firepit

ErinRating, 5 stars2 months ago
Beautiful home, even better in person! Clean and cozy. Each room was stylishly and uniquely decorated. Great for large groups.
Superhost
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars7 months ago
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.
Superhost
A side view of the villa is framed by vibrant red and orange foliage from nearby maple trees. The exterior features a smooth white wall complemented by dark wooden accents, creating a blend of natural beauty and modern design.
Home in Woodstock
4.86 out of 5 average rating, 132 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

HelaRating, 5 stars1 month ago
Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.
Superhost
A cozy cottage is surrounded by lush greenery, featuring a well-manicured lawn and colorful flower beds. A stone structure with a roof is positioned in the foreground. The cottage showcases a welcoming porch with seating and a white door, under a partly cloudy blue sky.
Cottage in Averill Park
4.95 out of 5 average rating, 136 reviews

Cozy cottage with pool, walking distance to lake

TimRating, 5 stars3 weeks ago
We stayed for 4 nights during our mini vacation and found the house to be very comfortable and just what we were looking for. Would stay again in the future.
Superhost
A wooden exterior of a mountainside retreat is framed by lush greenery. The porch features wooden steps leading to a seating area with chairs. Tall trees and shrubs create a natural border around the property, enhancing the tranquil setting.
Chalet in Mount Tremper
4.98 out of 5 average rating, 145 reviews

Secluded Woodstock Retreat with Pool and Sauna

BarryRating, 5 stars2 months ago
My wife and I stayed at Ron’s place for five nights for a winter getaway. We had a great stay, highlights include a comfortable king bed, a quiet setting, a cozy fireplace, and the large ground floor bathroom that feels like your own spa- we thoroughly enjoyed the sauna, huge bathtub, and rain shower. Ron was a great host and was very responsive with any questions we had. We spent many hours watching TV on the screen and projector set up, we grabbed more pillows from upstairs to add some more cushion to the leather couch downstairs.
Superhost
Cabin in Shandaken
4.95 out of 5 average rating, 191 reviews

4BR Cabin: HotTub. FirePit. Hiking. Kid Friendly

DavidRating, 5 stars2 weeks ago
Came up with some extended family and a pup for a long weekend. House was bright and clean and we loved the surrounding property. Hot tub was great as the temps dipped while we were there. house had a lot of original charm with many modern touches.
Superhost
A serene outdoor scene features a reflecting pool surrounded by a grassy area. A wooden barn stands in the background, partially shaded, with a deck area furnished with lounge chairs. Lush greenery is visible in the surrounding landscape under a partly cloudy sky.
Tiny home in Ghent
4.95 out of 5 average rating, 131 reviews

Country Getaway Tiny House in Woods w/Pool/Sauna.

NataliaRating, 5 stars6 months ago
House was very clean and comfortable. Loved the decor and bed was super comfortable and cosy. Everything was there in the house- kitchen, bathroom, hot water. Well styled decor. Spotless. Felt very private and peaceful. Location was not as picturesque as I prefer, but fairly close to sight seeing.
Superhost
A person is paddling on a calm, reflective pond surrounded by lush greenery and hills in the background. The water's surface mirrors the landscape, enhancing a serene atmosphere. The scene is framed by trees and a gently sloping area, showcasing nature's beauty.
Cabin in Prattsville
4.83 out of 5 average rating, 169 reviews

Private Waterfront w/Swimming, Boats & Hot Tub!

SaraRating, 5 stars3 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!

Private, pet-friendly home rentals

Guest favorite
A tiny house is enveloped in a blanket of snow, with warm light glowing from its large windows. Snowflakes fall gently around the structure, where the inviting ambiance contrasts with the winter landscape. The roof is topped with a thick layer of snow, enhancing the cozy appearance.
Tiny home in Catskill
4.88 out of 5 average rating, 121 reviews

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

SalvatoreRating, 5 stars6 days ago
This was a very private and peaceful place to stay. Sourabh was a great host who was attentive and made the process smooth and easy. The dome house allowed for amazing views of the stars and the woods. If you want a peaceful and quiet getaway from the city, definitely come here.
Guest favorite
A charming wooden house is set among trees with green leaves and a gently landscaped pathway. Warm light emanates from the windows, illuminating the porch area. The seasonal fallen leaves create a natural carpet on the ground, enhancing the serene woodland surroundings.
Cabin in Woodstock
4.97 out of 5 average rating, 148 reviews

Pet Friendly Cabin Doh-Ray up at 1450 ft

JosephRating, 5 stars2 months ago
Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.
Guest favorite
A charming cottage is set against a clear blue sky, surrounded by a lush green landscape. The pathway leads to a welcoming entrance with steps, while a wooden fence encloses the yard, creating a sense of privacy and tranquility.
Cottage in Kerhonkson
4.95 out of 5 average rating, 144 reviews

Catskills Country Cottage

AmyRating, 5 stars4 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! :)
Superhost
A private backyard is depicted, featuring lush greenery and a stone patio area with a sectional seating arrangement. A wooden staircase leads to the entrance of the house. A large umbrella provides shade, enhancing the outdoor seating area amidst a garden with varied plant life.
Apartment in Kingston
4.82 out of 5 average rating, 108 reviews

2 bedroom / Office - HEPA Air Purifier

SarahRating, 5 stars4 months ago
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.
Superhost
A hot tub is positioned on a wooden deck, surrounded by bare trees and offering a view of a spacious green field. Soft clouds drift across a blue sky, creating a serene outdoor setting.
Chalet in Wilmington
4.81 out of 5 average rating, 52 reviews

Beautiful- Ski/Golf home, Hot tub, mins to MTN

OscarRating, 5 stars1 month ago
Great place! Had everything that we were looking for and met our expectations. Would stay there again!
Guest favorite
A cozy dining area features a small table set with a green tablecloth, flanked by two wooden chairs. A comfortable bench sits against the wall, with a floor lamp providing soft lighting. Natural light enters through a window adorned with light curtains, highlighting the green walls.
Apartment in New Paltz
4.9 out of 5 average rating, 132 reviews

Enthusiastic Spirits. Close to Parks W/Cliff Views

RakeshRating, 5 stars6 months ago
Great place with lovely views!!! Beds were very comfy. I felt very refreshed after sleeping which I rarely feel at hotels/ airbnbs. Carl was very friendly and passionate about hospitality.
Guest favorite
A covered porch is seen, featuring two bright yellow Adirondack chairs and a small side table. Short, colorful flowers and greenery line the porch area, while the surrounding yard is lush with grass and trees in the background.
Apartment in Bloomington
4.92 out of 5 average rating, 120 reviews

Hot Tub Bliss 5mi to Kingston on 3 acres

UnaizaRating, 5 stars1 week ago
Kim was a wonderful host!! She was active in terms of replying and very much helpful when needed. The Airbnb was amazing and matched the pictures perfectly. I had a very relaxing stay, away from the city. Very much recommended to anyone who would like a private and quiet place to unwind. I would love to visit soon🥰
Guest favorite
An outdoor entryway features a covered patio with a textured stone floor. Four striped chairs are positioned in a row, facing the doorway. A wooden table is placed alongside, and a kayak is suspended above the entrance, contributing to a casual, open atmosphere.
Apartment in Mechanicville
4.92 out of 5 average rating, 93 reviews

Eclectic Studio for Two - No Sleep ‘Til Brooklyn

Cameron YRating, 5 stars3 weeks ago
Joe was a wonderful host who provided a wonderful, clean space. I would recommend it to anyone looking for to stay at a cozy location for the evening. Thanks!

Destinations to explore