Pet-friendly holiday rentals in Woodstock

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

We had a lovely stay at this remote little cabin home! It feels more like staying at a friend’s house while they are out of town rather than other types of Airbnb rentals. This is someone’s home, with personality, coziness, and a great view! We saw a ton of wildlife, including beavers, deer, and a black bear, so there is plenty of nature small and large.

We had a wonderful time staying in Kevin’s house. It’s beautiful and cozy, with different places to sit and hang out and very comfortable beds for a good night sleep. Breakfast outside with the sound of the water and a view of Mount Tremper was a lovely way to start the day. Check in was easy and Kevin was very easy to communicate with. I highly recommend the house for a Catskills getaway!

The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!

Homey! We (4 old friends) met for a retreat in Woodstock. Susanna's place was perfect -- quiet, clean, comfortable, in a lovely walkable neighborhood and exactly as advertised. We especially enjoyed all the various spaces we could relax in and just hang out together, including a large outdoor picnic table. The kitchen was very well equipped and well stocked with everything we needed to cook together. The bedrooms were roomy and comfortable, the wifi was excellent, and all instructions were easy and user-friendly. We didn't actually communicate with Susanna because we didn't need to -- everything was right at our fingertips -- but we're sure she would have been there if needed. She also granted our request to check in a few hours early -- makes a big difference after a long day of travel. We will definitely be back!

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!

Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

I couldn't believe how responsive Agnieszka was! She made every effort to make sure my husband and I had a great stay. Her comfy deck, cozy fireplace, and nice shower were a godsend after my husband and I decided to brave a rainy hike. I think the place is very reasonably priced considering access to a pool and laundry are included. It's just down the street from hikes and resturants. I also enjoyed taking classes at Mountain Breeze Yoga just down the road.

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

I spent a week at Fouz and Chris's place with my family (8 adults, a toddler and two dogs) and we had very relaxing, enjoyable, comfortable stay. The house is in a quiet, private area and a short distance from places of interest for hikes, restaurants, museums, historical sites, etc. We received great recommendations from the hosts.

Beautiful view, great space for our girls weekend trip!

Ron was quick to respond with any questions we had. The place is spacious and beautiful! The pool was so nice on the sunny days and we even saw a deer walk by when we were in the backyard! Would love to stay here again.

Absolute slice of heaven. Private, peaceful. Home itself modern and comfortable. Pool was absolutely amazing, comfortable in late May - in peak summer it must be amazing. Would love to stay again!

Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

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.***

While this is my first time using Airbnb and also first time staying at the Catskills, my family enjoyed our stay at Emily’s cabin; it was peaceful, cozy and quieter; the place is stocked with all the basic things that makes life comfortable; my wife and the kids loved it and that makes me happy! We will be back!

We really enjoyed our stay! It’s close to hiking, restaurants and downtown Woodstock. The home is very unique, with a mix of modern and rustic decor. Very spacious, comfortable and clean! The full glass walls overlooking the river in the backyard is just stunning. So beautiful and peaceful no matter what the weather is during your stay. I would highly recommend this place!

LOVED LOVED Loved this airbnb. Being able to unplug from cell phone service made the world of difference to our stay. Waking up to the sounds of the creek's flowing water and just being around nature was spot on. The kitchen is fully equipped with a great selection of kitchenware and condiments. Jeni our host was friendly, responsive and and super helpful. Definitely returning!

We had the most wonderful stay at Natasha’s home! The trees surrounding the house are so majestic and the space is clean, beautiful, and welcoming. We got great sleep, as the beds were super comfy, and we can’t wait to come back again soon.

We had a fantastic stay at this cozy cabin! It was the perfect home base for exploring the local climbing areas. The cabin was clean, comfortable, and well-stocked with everything we needed after long days outside. We appreciated the quiet surroundings and thoughtful touches. Communication with the host was prompt and helpful. Highly recommend this spot for anyone visiting the area for climbing or other outdoor adventures. We'd definitely stay here again!

This is a really wonderful place to stay. The booking process and check-in was super easy. Nathan was helpful and communicative. The house itself it beautifully designed and functional. It feels like a designer did it. The downstairs is spacious and the upstairs bedroom is gorgeous. Plus there is a really nice covered deck. The outdoor area is lush and there is a fire pit which is a nice touch. It is private. Nearby there is good hiking and it is fairly close to Woodstock. Highly recommend this place!

We had a delightful time during our annual Memorial Day Catskills trip. Katie's cabin is beautifully decorated. You can tell it's the home of a photographer - every corner is picture perfect. The color scheme and charm of the cabin is gorgeous, and the skylights illuminated the space so nicely in the mornings and throughout the day. Wet weather kept us from spending too much time in the outdoor living spaces, but the indoor space was so lovely, we didn't mind staying in at all. Katie was an accommodating host and checkout was a breeze. Thank you, Katie, and to everyone else - enjoy your stay at one of the most charming places you'll find for your Catskills getaway!

This was our second time staying at Jon’s lovely cabin. We love being in the woods, strolling by the stream and enjoying the fireplace ambiance. Wonderful place with lots of character. We hope to make this a yearly trip.