Pet-friendly holiday rentals in Kent

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Kent pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Rhinebeck
4.96 out of 5 average rating, 171 reviews

Honeybug Snug near Omega Institute!

ChristinaRating, 5 stars5 days ago
we stayed at Garrett's while attending a retreat at Omega. it's a beautiful little home on a gorgeous property. very comfortable and clean, it is a very charming space.
Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 147 reviews

New Paltz Guest Cabin Nestled In The Woods

PhilRating, 5 stars3 days ago
Beautiful location, peaceful and private. Spacious, modern, comfortable home. Really good advice about places to explore and visit in the surrounding area. This is a place we’d return to in a heartbeat. Just the tonic after a week in Paris and a hectic entry via JFK. Ben’s place is a haven away from the world. We just loved it!
Top guest favourite
Home in Millerton
4.96 out of 5 average rating, 191 reviews

Vacation Home In Millerton

SusanRating, 5 stars3 weeks ago
If there were more stars this place would warrant them. Incredibly clean and thoughtfully stocked. The appliances were great, the cupboards were full of dishes, pots and pans. Bed linens were pristine. Very spacious and quiet. We were very happy here.
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 180 reviews

Private Hudson Valley Country Retreat

KeerthiRating, 5 stars2 weeks ago
Our second time here. Great spot for our family of 4, and Sandy is very responsive
Guest favourite
Home in Germantown
4.97 out of 5 average rating, 336 reviews

Fantasy Cottage/Mountain Views/Trails/Fire pit

DenzeylRating, 5 stars1 week ago
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.
Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 280 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

AvisRating, 5 stars1 week ago
we had a lovely time at Seth’s cottage by the river. Everything was very well appointed and comfortable. I think the beds were the best I’ve had an Airbnb. There was easy access to new Paltz and kingston. I have no hesitation in recommending Seth’s place.
Top guest favourite
Home in Millbrook
5 out of 5 average rating, 115 reviews

Stunning Views, Light and Open - The Beech House

BobbiRating, 5 stars3 weeks ago
We lived in the Hudson Valley before retiring to Maine. For the past 4 years, Sarah and Jonathan’s home has provided the perfect spot for return visits with family and friends and a comfortable place away from home. The house is tastefully decorated and provides all that we require for an extended stay. The kitchen is well appointed with utensils, dishware, pans, and a large assortment of appliances. A special feature in the home is the lower level room with a huge wrap-around couch, large screen tv and toys for the kids. In addition, the grounds are beautiful. The outside deck allows for time to enjoy the gorgeous view and the large yard is fun for romps with our little Havanese. Being close to the town is an added bonus: The Tribute Gardens, Marona’s Market, the little French restaurant (Cafe Les Beaux), Stewart’s for ice cream, The Merritt Bookstore + Toystore, various antique shops are places we frequent. Innisfree Gardens and Dover Stone Church are nearby. We love it here!
Top guest favourite
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars1 week ago
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

Pet-friendly home rentals with a pool

Top guest favourite
Guest house in Southbury
4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

YelizaRating, 5 stars1 week ago
This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.
Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars9 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Guest favourite
Guest house in Lenox
4.93 out of 5 average rating, 375 reviews

The Granary at House on Golden Hill

LauraRating, 5 stars5 days ago
We had a great stay. The apartment is peaceful and clean. I particularly loved the soaking tub! Jared was very responsive to all my questions and provided great coffee for the morning.
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 376 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

LydiaRating, 5 stars1 week ago
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.
Guest favourite
Guest suite in Holmes
4.98 out of 5 average rating, 194 reviews

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!

PatriciaRating, 5 stars3 weeks ago
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.
Guest favourite
Guest house in Stanfordville
4.93 out of 5 average rating, 181 reviews

Eco Cottage in the Woods

KymRating, 5 stars1 week ago
The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!
Top guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 352 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars2 weeks ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Private, pet-friendly home rentals

Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 253 reviews

Private and Serene home close to I-84 and shopping

ReneRating, 5 stars2 days ago
As advertised. Perfect location for what we needed. Perfect two people. Tighter for three. It got cramped with four. Saverio was an excellent host-very responsive. If anything was needed (toilet paper, garbage bags, etc) he was able to provide very quickly. The site is a hikers paradise with access to town trails from the property.
Top guest favourite
Home in Kent
4.96 out of 5 average rating, 79 reviews

Cheerful 2-bedroom house porch and fireplace

JenRating, 5 stars6 days ago
We had a great time relaxing in this cozy house and we love the screened porch. It's a wonderful house in a great location -close to everything.
Top guest favourite
Tiny home in Wallkill
4.99 out of 5 average rating, 297 reviews

Get Away to "Hygge" Tiny House on 75 Private Acres

JimmyRating, 5 stars5 days ago
Vidar was a very accommodating host for the dates that we wanted to have our stay and was great in giving thorough instructions about the property. The tiny home itself was very cute and clean with a comfortable seclusion on the property. Appreciated Vidar giving updates on weather, being attentive to our questions, and having a starter fire built for us already in the firepit that made it easy for us to use. The animals were a delight to meet as well. Would definitely recommend!
Top guest favourite
Home in Sharon
5 out of 5 average rating, 28 reviews

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!
Guest favourite
Place to stay in Kent
4.97 out of 5 average rating, 60 reviews

Charming Loft in the heart of Kent, Connecticut!

AngelaRating, 5 stars1 week ago
Lynette’s place is the perfect spot to stay in Kent! We have stayed several times and will be back again.
Guest favourite
Campervan/Motorhome in Wassaic
5 out of 5 average rating, 22 reviews

Airstream Forest Glamping near Metro North Train

CaraRating, 5 stars2 weeks ago
We loved this adorable little Airstream. So unique and just what we needed. Everything you need to get the camp up and going was provided upon arrival grill, wood, charcoal, Dura Flame starters, and s’mores. The Pendleton blankets were a nice touch. And they are not kidding about the water pressure in the shower (it’s not like at home). Keep an open mind cause remember you are camping. Also, you need to pack out your own garbage and recycling, but there is a refuse facility a little down the road. Thank you for the memorable stay. Apparently, Emily has another property in Kerhonkson and from the looks of it we might stay there next.
Top guest favourite
Home in Kent
4.96 out of 5 average rating, 26 reviews

Country retreat on 4 private acres

CaseyRating, 5 stars1 month ago
We sought out a quiet and peaceful place we could stay after a long winter. We got exactly that with Monica's home in Kent, Connecticut. We traveled with two dogs and our toddler. This home was able to accommodate that. Our toddler has a lot of energy and seeking out a place where we could get all of his energy out but still maintain a peaceful atmosphere, so we thought, would be hard. But tucked away in the beautiful forest of Kent, we found a place where our toddler could run through the large property and he had plenty of activities inside as well. Monica had everything equipped for families with children. Due to weather, the internet went out the day before we were to check out and unfortunately remained that way the remainder of the trip. But Monica was quick to inform me and we were able to find plenty of activities to do in the home. We truly appreciated all the amenities that this home had to offer for a peaceful and relaxing stay.
Guest favourite
Cabin in Kent
4.95 out of 5 average rating, 57 reviews

Modern Mountaintop Log Cabin & Sauna

SamanthaRating, 5 stars2 weeks ago
Really cool cabin- all the other reviewers said it perfectly! Super clean, stylish and modern.

Quick stats about holiday rentals that are pet-friendly in Kent

  • Total rentals

    30 properties

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore