
Pet-friendly vacation rentals in West Stockbridge
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Top-rated pet-friendly home rentals in West Stockbridge
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Popular amenities for West Stockbridge pet-friendly home rentals
Pet-friendly house rentals

Airy 5Br-2Ba,Kids Rm, 6TVs,Pvt Fence-yard&Parking!
Rashawn's place was great! Near downtown Albany, and plenty of sleeping space. Great for any size groups.

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Charming dog friendly home with private yard!
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.

Convenient Cottage
Their spot is very cozy! Great large lawn for fetch by far the dog friendliest place I’ve stayed. Jane offers pet services next door, and everyone was super helpful when things came up over my monthlong stay. FYI, the house doesn’t open right up to the fenced area, so you need to go outside first. I trust one of my dogs not to take off, but not the other, so keep that in mind!

Cozy Kingston home on 1 acre! Kid & Pet Friendly
We felt right at home in this beautiful home and surrounding space. It’s an older home with quirks, but tons of charm! It was very well stocked, with clear labels and instructions. Yanna was extremely responsive with great recommendations. Great location to explore Kingston and nearby surrounding areas. We especially enjoyed the outside space with the front porch and deck perfect for morning coffee while the kids enjoyed the hammock and tent! We had a wonderful stay in this cozy, comfortable home. Thank you!

Bluff House
We absolutely loved our stay at the Bluff House. We truly felt like we were staying at a home away from home. We especially loved spending time perusing the huge book and magazine collection. The art, glassware, and furnishings are really beautiful and unique….there were so many interesting pieces to look at. The kitchen had everything we needed to cook all weekend. Very comfortable bed. Lovely fireplace. Very peaceful. Loved walking the grounds as well, plenty of little trails to explore and walking along the bluff was serene. No complaints! We hope to stay again! Thank you for sharing your beautiful home with us Tim!

Beautiful Fall cabin, North Catskills/Greenville
When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)

Rabbit Run in the heart of Stockbridge Village
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!
Pet-friendly home rentals with a pool

Private lakefront home, hot tub & resort amenities
We had a fantastic stay! Our group of 8 adults, 1 toddler, and 2 dogs had an amazing time. The house was spacious, clean, and comfortable—perfect for a family getaway. Vincent was an incredible host—attentive, thoughtful, and quick to respond to anything we needed. He even had small trash bags delivered when we asked, and followed up when the delivery had an issue to make sure it was corrected. One of the highlights was the binder he provided, which was full of helpful information about the house and local area—it really helped us plan our stay. The kitchen was another standout: impressively stocked with basics like flour, sugar, and salt, plus a KitchenAid mixer, toaster, coffee maker, food storage containers, multiple cutting boards, and lots of serving ware. It made cooking for our large group so easy. We felt truly taken care of the entire time. Vincent’s hospitality made all the difference. We’d absolutely love to stay here again!

Tranquil Cottage in the Country
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!

Enchanting Upstate Cabin w Pool, Firepit
Beautiful home, even better in person! Clean and cozy. Each room was stylishly and uniquely decorated. Great for large groups.

Modern Barn on 12 acres w Sauna, FirePit+swimming
there was lots to do inside the house as well as outside. everything was amazing

Eco Cottage in the Woods
Upon entry, my architect husband said "Cute Cottage; Susan you did it again." Plenty of room for a couple in their mid-seventies, and a Millennial daughter. The cottage is very well insulated such that I didn't have to run the heat except for fifteen minutes at bedtime in mid-October, yet there is a big south-facing sliding door in each of the rooms where the sun and moon shines through. Beautiful woodland falls away from the cottage and small patio beyond the sliding doors, and moonlight is magic on all the leaves. If we had more time we would have investigated the many books in the shelving. We will find excuses for coming back to the area and will stay here again.

Modern Upstate Cabin, near Rhinebeck NY
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.

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

Hilltop modern with stunning mountain views
Beautiful space for a getaway! We loved the natural light and how beautiful the interior space was! Would love to come back again!!
Private, pet-friendly home rentals

Chic, ground floor spacious , townhouse hideaway
Stayed at Val's place for 4 months. We were very happy here, it's extremely spacious and the furniture is very comfortable. Plus, it has everything you will ever need during your stay from a screw driver to cheese grater which is often hard to find in rentals and you end up having to buy extra supplies if staying for an extended period of time like we were. The Location is perfect, a few minutes walk to Warren Street and 5 min drive to Fairview Ave. Host is so helpful and responsive. Five + stars. Thank you Val!

Mountaintop Skyloft
The loft was lovely: fireplace, large balcony, view down the mountain, TV with airplay support, kitchen, etc. the surrounding was quiet and peaceful. The host was responsive and very friendly. Would recommend to others.

Lilac House- It's for the Birds
The Lilac House is the ultimate dream AirBnB! Kathy is the most communicative, proactive, and thoughtful host I've ever encountered. My group felt like we were being personally attended to and had a true bed and breakfast experience, despite Kathy not being physically present. The house is lovely and has everything you could possibly imagine you'd need. We had such a relaxing fantastic weekend, birdwatching from the hot tub. The area is great, with Kingston just a 15 minute drive away, and such a cool town! Rhinebeck is a bit further out but also great. Great food and hikes to be had all over.

Charming cute house 8 mins from airport!
Comfortable house with a lot sun, big fenced back yard and great vibes. Luis was available for any questions and the neighborhood was quiet and felt safe. Thank you!

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill
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.

Private guest apartment. One block from downtown.
The stay itself was wonderful! As advertised, it was well within walking distance from the downtown area, was cozy, and looked exactly like the pictures showed. 5/5 stars What pushed it over the edge from a good Airbnb to GREAT, was the attention Jennifer paid to small additional details - little chocolates to welcome us, snacks intentionally set out for us, water bottles, and a few other things speak to how good of a host she is. 6/5 stars 5/5 stars for Jennifer and her lovely apartment, 3/5 stars for Airbnb: we didn't get a message from Airbnb until we were checking out that her messaging wasn't working, so a couple messages went unanswered. Jennifer had put her number in 3 different locations explaining this, so she was super proactive, we were just a little unobservant in seeing that.

2 bedroom / Office - HEPA Air Purifier
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.

Historic farmhouse escape on 14 scenic acres
We really enjoyed our stay at this lovely house!! So many cozy nooks and Miles and Ruth were very responsive and helpful hosts! Would definitely stay again :)
Quick stats about vacation rentals that are pet-friendly in West Stockbridge
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
810 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
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- Family-friendly rentals West Stockbridge
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- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Six Flags New England
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Norman Rockwell Museum
- Naumkeag
- Bright Nights at Forest Park
- Bull's Bridge Golf Club