Pet-friendly vacation rentals in Chatham

Find and book unique pet-friendly homes on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Chatham pet-friendly home rentals

Pet-friendly home rentals with a hot tub

Superhost

Home in Jewett

4.78 out of 5 average rating, 130 reviews

Jewett Cabin with Private Hot Tub

JamesRating, 5 stars3 weeks ago
Wonderful weekend in the snow at Mike and Marla’s! Very peaceful location but not too far to drive to great restaurants, shops and beautiful hiking trails. The house is well equipped, spacious and comfortable. Hot tub in the snow was a highlight! Mike & Marla were super helpful and responsive. Will definitely book again!
Guest favorite

Cabin in Windham

4.98 out of 5 average rating, 119 reviews

5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar

JasonRating, 5 stars1 month ago
Kyra was an excellent host and the property was amazing! The space was very well kept, spacious, well-lit, and cozy. I could go on and on about it! The amenities (including, but not limited to: the firepit, game room, and multiple patios) were top notch and we really enjoyed the variety of experiences they offered. If you like stargazing, Kyra’s has a phenomenal view. We forced ourselves to leave the property once just to experience the surrounding area, but we could have easily kept ourselves entertained without leaving. Highly recommend staying with Kyra! I can only imagine how exciting it must be to stay there during skiing season!
Guest favorite

Home in Rhinebeck

4.91 out of 5 average rating, 226 reviews

Rhinebeck Modern Home with amazing outdoor space

RyanRating, 5 stars2 weeks ago
Really enjoyed our two-night stay at Michael and Enrique’s place! They provided lots of clear instructions ahead of time and the place was quite easy to find. Their home is very well laid-out and cozy, and our dogs loved it too. Enrique is very communicative throughout. We will be back!
Guest favorite

Home in Woodstock

4.83 out of 5 average rating, 108 reviews

2 BR , Fireplace & Hot Tub @ heart of Woodstock

RonRating, 5 stars1 month ago
What a peaceful wonderful time we had in this cherry red cabin. Thank you for warm healing waters, sunny blue skies with mountain views, cozy sleeps and wonderful times cooking and gathering around the cozy cabin. We unplugged, biked the reservoir, ate lots of yummy veggie food, danced at the Bearsville Theater, and breathed in the magical mountain air. Thanks Woodstock and much gratitude to our host Mirav for creating a wonderful retreat. Blessings.
Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 202 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

LynnRating, 5 stars1 month ago
We loved every minute of our stay at The Painted Turtle cottage. The location is private and quiet and gorgeous. The house itself is delightful; we were comfortable as soon as we stepped inside. Everything is thoughtfully arranged, cozy, very clean. We only had two nights and so it was important that we didn't have to spend any time adjusting or settling any issues--there were none! We loved the hot tub, which we enjoyed under a clear sky with a full moon! Highly recommend this gem--we left checking our calendars trying to figure out when we can return. Thank you, Ellen!
Guest favorite

Cabin in Elka Park

4.89 out of 5 average rating, 235 reviews

Private Stunning Cabin With Ski/Cabana/hot tub

ChengzeRating, 5 stars2 weeks ago
Awesome place for winter retreat with family and friends. Very private and quiet. Love the hot tub!
Guest favorite

Home in Woodstock

4.92 out of 5 average rating, 457 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

LisaRating, 5 stars6 days ago
Nothing less than amazing! What a great place; eclectic, retro, fun! I booked this place for my boyfriend's birthday, and he was so pleased. We loved playing pool while listening to the vinyl records, and soaking in the hot tub (in 12 degree weather) while watching the meteor shower. Super convenient being only a 7 minute drive to town and 12 minutes from Overlook Mountain; a beautiful hike. Jon, a co-host of the home, could not have been more amazing. Beyond nice with fantastic recommendations for food and recreation. We visited all 4 of his restaurant recommendations and were so pleased with everyone of them. He also responded immediately when texted/emailed. I 100% recommend Jill and Kerry's home. If we make it back to Woodstock, we will definitely book their place again. Thank you for a wonderful stay!
Superhost

Home in Accord

4.88 out of 5 average rating, 112 reviews

Epic architectural masterpiece w/ views & hot tub

AlexRating, 5 stars4 months ago
We enjoyed our stay at Shane's upstate for a small getaway. Shane was extremely responsive whenever we had questions. The place is tastefully decorated with beautiful windows. There are nice amenities with an outdoor hottub which we used, and had no issue with. Only thing to note is that the driveway up is a bit steep and there are bugs by nature of being in the forest - but we all knew this coming in through reading the reviews and it's also clearly called out in the desc - so our group was fine with that. Would recommend, thought it was a great stay for the price, it was very relaxing.

Pet-friendly home rentals with a pool

Guest favorite

Cottage in Clinton Corners

4.9 out of 5 average rating, 167 reviews

Tranquil Cottage in the Country

MaximilianRating, 5 stars2 months ago
Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!
Superhost

Home in Hunter

4.67 out of 5 average rating, 61 reviews

Heated Indoor pool 5BR-3B close to hunter base

ChristopherRating, 5 stars3 weeks ago
What an amazing stay ! David was super attentive and helpful from inception . A one of a kind host . Me and my family had the please of staying in David’s beautiful home to spend the holiday of thanksgiving and what an experience it was . From the warm cozy cabin feeling , to the luxury of the heated indoor pool and sauna . This was truly a remarkable and beautiful experience for the ages. I would recommend this home to anyone looking for a calm getaway in a very quite town where your only true surrounding are the beauty of nature. Thanks again to David and his team for an amazing experience , and we’ll be looking forward to staying here again in the near future . Go ski season !
Superhost

Cabin in Ruby

4.9 out of 5 average rating, 109 reviews

Enchanting Upstate Cabin w Pool, Firepit

SinanRating, 5 stars2 weeks ago
This Cabin is amazing and Fouz, Chris and Julie are fantastic hosts! We would easily recommend to anyone. We had our family Thanksgiving here and it's was perfect. The great room is a great gathering place. The kitchen is well sticked. The bedrooms are spacious and seperate enough to have privacy. Location is also very good. Close enough to things yet private enough to get away. 5 stars.
Guest favorite

Home in Woodstock

4.85 out of 5 average rating, 123 reviews

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

ZacharyRating, 5 stars1 month ago
My friends and I really enjoyed our stay. It was perfect for our weekend getaway from the city. The surroundings were beautiful and peaceful. Susanna was friendly and helpful and we greatly appreciate her for allowing us to stay there. We will most definitely be keeping this on our "Must Revisit" list.
Guest favorite

Home in Ghent

4.88 out of 5 average rating, 306 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

AnneRating, 5 stars6 days ago
Loved our stay at Amanda’s place. Highly recommended. The property was exactly as described—clean, comfortable, and thoughtfully equipped with everything we needed. Amanda and Kelcey were incredibly quick to respond to any questions, making the entire experience stress-free. I’d happily recommend it to anyone looking for a great Airbnb stay!
Guest favorite

Home in Saugerties

4.98 out of 5 average rating, 43 reviews

Family Friendly Gataway in Hudson Valley

RichardRating, 5 stars3 weeks ago
We had a great thanksgiving family dinner here. Kitchen is amazing and well stocked with all kinds of pots pans etc. some places are really ltd in the kitchen which makes it hard to cook. We cooked for our family and it was great. And the roomy cozy living room was fun to hang out after delicious dinner. Five stars all the way. Rg.
Guest favorite

Chalet in Mount Tremper

4.98 out of 5 average rating, 141 reviews

Secluded Woodstock Retreat with Pool and Sauna

AnthonyRating, 5 stars1 month ago
Ron’s house was fairly priced for all it had to offer. Comfortable, private, great amenities. We really enjoyed our time. Thank you! Ron was responsive, friendly, and provided great recommendations. He had everything prepared and you can tell he has listened to the feedback of past guests and made adjustments. Overall, a really great experience and I would definitely book again. The property was clean, comfortable, secluded; peaceful.
Guest favorite

Cabin in Red Hook

4.96 out of 5 average rating, 339 reviews

Modern Upstate Cabin, near Rhinebeck NY

GabeRating, 5 stars1 month ago
Of all the AirBnBs my wife and I have been able to experience, Tina's is at the very top of the list—a place that's perfect for anyone looking for total peace *as well as* easy access to all the wonderful things that the valley has to offer on both sides of the river. Warm, exquisite, and anything but utilitarian, the property feels like a true home, with few if any traces of wear from previous visitors and much more on offer than most would expect from an AirBnB, including a fully stocked medicine cabinet, to give just one example. The next time we consider traveling to the region, the first question will probably be: "Is Maitopia available?"

Pet-friendly house rentals

Guest favorite

Home in Mount Tremper

4.9 out of 5 average rating, 216 reviews

Stunning Modern Barn minutes from Woodstock 21N195

KatherineRating, 5 stars3 weeks ago
The house was clean and beautiful. We had some questions because our stay was over thanksgiving. They were responsive and helpful. The house is beautiful, warm and friendly. I highly recommend them and this house!!
Guest favorite

Home in Copake

4.93 out of 5 average rating, 59 reviews

Yellow Door House

EstelleRating, 5 stars2 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!
Guest favorite

Home in Saugerties

4.97 out of 5 average rating, 123 reviews

Welcome to Malden Manor, in a prime location!

KristinRating, 5 stars2 months ago
Bonnie’s home was the perfect place to stay while we were in the area. Everything was just perfect and she added so many extras to make us feel at home. She was very responsive when we had questions, check in and check out were so easy and her instructions were clearly posted. We would definitely recommend Bonnie’s adorable home and hope to be back in the future!
Guest favorite

Home in Ghent

4.9 out of 5 average rating, 276 reviews

Renovated guesthouse on 52 acres!

MollyRating, 5 stars1 month ago
I have stayed at many beautiful AirBnb's, but this might be my very favorite! What can I say? The place is vibed-out! The welcome mat says "HYGGE" - a Danish word that describes a feeling of contentment and coziness that comes from comfort. It's a word I used when telling my contractor where I would be going - I had thought Donna was Danish...So, only five hours after speaking the word, there it was to great me. Shortly after arriving I had a sudden urge to check out the Farm Store, just over a mile away. I wandered through the aisles, turned the corner, saw a woman, cried out "Is that Chrystyna?" "Molly?" This was a dear friend, a soul friend who I had lost touch with - we had a falling out, maybe ten years ago. She was in the store with a colleague, for 10 minutes, on a trip from New Jersey to Manchester, VT. I was far from home. I never got to the music I had to learn - instead just rested in wonder at the miracle of this event, basking in the warmth and magic of this place.
Guest favorite

Home in New Paltz

4.94 out of 5 average rating, 231 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

MichaelRating, 5 stars1 week ago
Seth’s home is beautiful - would recommend to anyone visiting New Paltz!
Guest favorite

Home in Greenville

4.87 out of 5 average rating, 243 reviews

Beautiful Fall cabin, North Catskills/Greenville

DonaldRating, 5 stars2 months ago
The house is located in a quiet and secluded area. It is very peaceful and beautiful during the day time. Kliment is very friendly and responsive and I would highly recommend this if you are looking for a quiet place away from the city.
Guest favorite

Home in Stockbridge

4.88 out of 5 average rating, 92 reviews

Rabbit Run in the heart of Stockbridge Village

ErinRating, 5 stars2 months ago
We thoroughly enjoyed our stay in this wonderful home, which was in a perfect location and as comfortable as the pictures depict. Stockbridge is charming, especially in October, and were grateful to stay in such a lovely, central location to explore the Berkshires for the first time!!
Guest favorite

Home in Windham

4.91 out of 5 average rating, 150 reviews

Serendipity Lake House on Lake Heloise

StephenRating, 5 stars3 months ago
Melissa’s property is beautiful and sits on a private lake! Everything was amazing and came exactly as well expected. We highly recommend this property to groups looking to get away from it all.

Destinations to explore