
Pet-friendly holiday rentals in Woodstock
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Top-rated pet-friendly home rentals in Woodstock
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Popular amenities for Woodstock pet-friendly home rentals
Pet-friendly house rentals

Chef's kitchen, seclusion, and breathtaking views
This is a great place to stay. We had eight adult men staying for a healing weekend and everyone had their own room. Location is fantastic, views gorgeous, and the amenities were thoughtfully appointed.

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Creekside cottage on 65 acres
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.

Little owl Japanese teahouse: pool is OPEN
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!

Mountain View Chalet: AC, Hot Tub, Firepit, Games
This home is a great retreat in the Catskills, it feels intimate while still having the space for you and other guests. Would visit again!

Fabulous Family House nr Woodstock Center
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!

In Town+Peaceful Yard+Backyard Brook+Pets Welcome
We loved our weekend at Brookside Barn! We were thrilled to find this pet-friendly availability for a last-minute getaway. Clean and cozy, peaceful inside and out, walking distance to the village, bookshelf and board games for rainy days (which we had), easy check-in/check-out process and clear instructions!

Rustic Swedish Barn/Featured in Airbnb Magazine
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

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.
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.

Bluestone Escape - Where everyone is at home.
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Kapitan’s Cottage: Private Retreat with Salt Pool
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!

Enchanting Upstate Cabin w Pool, Firepit
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.

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
Our stay at Susanna’s was perfect! We have zero complaints. Had everything we needed and more! We would definitely stay there again when in the area!

Secluded Woodstock Retreat with Pool and Sauna
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.

Camp Fox Hollow: Heated Pool I Fire-Pit I Hot Tub
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!

Modern Upstate Cabin, near Rhinebeck NY
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.
Private, pet-friendly home rentals

Element House - Off Grid Hideout
Really enjoyed staying at Alan's place. It was the perfect getaway for me, everything at the cabin was very well thought out. Comfortable bed, plenty of firewood, all you really need! Plus - How many Airbnbs have you stayed at that includes AllClad pans and sharp knives? Enough said... One thing to note, there are two other locations on the property for guests - wasn't an issue at all for me, and might even be a bonus for others. Not within sightlines or anything. Alan also has a slick web app you can interface with to get information about your stay, and even get a little breakfast. You could tell significant time was spent organizing and building a good space for guests! I'd definitely stay again!

Unique BellEayre River retreat
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!

Modern creekside cabin in the Catskills
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!

Catskills Cedar House | cozy retreat in the woods
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.

Lidar West
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!

Mountain Home with a View
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!

Cozy Creekside Cabin in the Catskills
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!

Charming Artist Cottage
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.
Quick stats about holiday rentals that are pet-friendly in Woodstock
Total rentals
110 properties
Nightly prices starting at
$134 NZD before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- John Boyd Thacher State Park
- Albany Center Gallery
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Norman Rockwell Museum
- Villa Roma Ski Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village