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Pet-friendly vacation rentals in Woodstock

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Woodstock pet-friendly home rentals

Pet-friendly home rentals with a pool

Guest favorite
Condo in Windham
4.89 out of 5 average rating, 196 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

DeborahRating, 5 stars5 days ago
Agnieszka was easy to work with, and a very considerate host. The condo was perfect for us. We were especially delighted to discover a standard queen bed in a separate little bedroom, in addition to the living room sofa bed pictured on the Airbnb site. Everything we needed was available and easy to find in this thoughtfully equipped apartment. The setting is quiet and lovely. From our private balcony vantage point the nearby pool and pickleball courts appeared to be well maintained. If we have the opportunity to return to the Catskills/Windham NY area, we will definitely hope to book this condo again.
Top guest favorite
Home in New Paltz
4.98 out of 5 average rating, 490 reviews

midcentury mod * POOL * walk out trail to mohonk

ArielRating, 5 stars2 weeks ago
This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!
Guest favorite
Cottage in Kingston
4.92 out of 5 average rating, 378 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

TaliRating, 5 stars4 days ago
The cottage is lovely, clean, and immaculately decorated. Great taste. We enjoyed the pool, which was perfect for our four year old given how shallow half of it was, and how the temperature was perfect, even on days when it wasn’t too hot outside. We hadn’t realize that the kitchen didn’t include an oven or microwave—but even so, we had a great time and enjoyed the fire pit! WiFi was a bit spotty but the hosts went above and beyond to try to help. Highly recommend!
Superhost
Chalet in Ruby
4.91 out of 5 average rating, 119 reviews

Enchanting Upstate Cabin w Pool, Firepit

NoraRating, 5 stars3 days ago
We just spent 5 days on a family getaway, and this was truly the perfect spot to completely relax. The pool is beautiful, and large enough for all 8 adults and our grandson to be in at the same time. We also loved the fire pit, and had a fire 2 nights. It was an easy drive into Saugerties, Kingston and Woodstock. I highly recommend going to the Kingston Farmer's Market.
Guest favorite
Home in Woodstock
4.87 out of 5 average rating, 135 reviews

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

KimberlyRating, 5 stars2 weeks ago
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!
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 245 reviews

Little owl Japanese teahouse: pool is OPEN

MaryRating, 5 stars6 days ago
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!
Guest favorite
Chalet in Mount Tremper
4.98 out of 5 average rating, 148 reviews

Secluded Woodstock Retreat with Pool and Sauna

SandraRating, 5 stars2 days ago
We had an amazing anniversary weekend at the Secluded Woodstock Retreat. The house was very spacious and peaceful. We enjoyed the warm weather by the pool for most of the day. The house is situated close to our favorite restaurants. Ron is a great host and very accommodating. We look forward to reserving again soon.
Guest favorite
Cabin in Shandaken
4.95 out of 5 average rating, 198 reviews

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

AnthonyRating, 5 stars3 days ago
We used Caitlin’s cabin for our annual family get away with all the kids and it was PERFECT! Pool was amazing , great space and very private for the kids to run and play. Hiking trails with in walking distance. I can’t recommend this place enough and the hosts were fantastic and super helpful!!

Pet-friendly home rentals with a hot tub

Guest favorite
Cabin in Saugerties
4.87 out of 5 average rating, 271 reviews

40-Foot Container Cabin in the Catskills

TravisRating, 5 stars6 days ago
Porters place was so beautiful that even though it rained constantly when we were there (which who can control the weather) it made for such a great spot. The bed and window view alone is worth it, the sauna and bath and cozy vibes make it great!
Guest favorite
Guesthouse in Woodstock
4.94 out of 5 average rating, 144 reviews

Barn by the stream

StephanieRating, 5 stars1 month ago
We loved staying at Mirav's place, it was spacious, charming, colorfully decorated, comfortable. The location is quiet and located next to the woods, a beautiful garden , a stream with a hammock and a hot tub next to the barn. The grill was easy to use too and we were happy to cook some meals in the house and go out for other meals. Main street in Woodstock is not far and hikes are not far either. Mirav is next door and very friendly and reachable, a dreamy setting and weekend ! Highly recommend.
Top guest favorite
Cabin in Margaretville
4.98 out of 5 average rating, 407 reviews

Modern & Chic Log Home-Spectacular Mountain Views!

StephanieRating, 5 stars1 day ago
Beautiful home with gorgeous views. We were able to spread out, both inside and out. The kitchen had everything we needed. The entire house was clean. The kids loved having the basement to hang out, the pool table especially, was a hit. The lawn maintenance team came by during our stay. They were quick and friendly. We really enjoyed our stay!
Top guest favorite
Home in Saugerties
5 out of 5 average rating, 209 reviews

Lilac House- It's for the Birds

KassandraRating, 5 stars3 days ago
I describe the Lilac House as well appointed, comfortable, and a delight to stay in with family and friends. I’ve done both and it is lovely to sit at the dining room table with nice flatware, glasses and enjoy a meal. And amazing for bird watching from the comfort of an air conditioned living room!
Guest favorite
Cabin in Lanesville
4.94 out of 5 average rating, 186 reviews

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

BradRating, 5 stars4 weeks ago
Such a cute little home with great amenity and super comfy beds. Would stay again
Guest favorite
Cottage in Boiceville
4.98 out of 5 average rating, 114 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

JordanRating, 5 stars4 months ago
We always stay at Little Willow when we go skiing at Belle Ayre. I think our three years and running relationship with the house tell you all you need to know about working with the Little and Littler gang and their spot.
Guest favorite
Cottage in Chichester
4.93 out of 5 average rating, 108 reviews

Stream Come True | Hot Tub, Ski, Hike, Relax

AmyRating, 5 stars2 weeks ago
Really a beautiful, peaceful escape. Easy drive to so many adventures! Hot tub while listening to the creek... chef's kiss. Just be prepared for mosquitos, wow. But there was bug spray and citronella candles to help.
Guest favorite
Cottage in Phoenicia
4.9 out of 5 average rating, 889 reviews

Romantic hot tub cottage. Breweries/hiking nearby

AjRating, 5 stars2 weeks ago
Wonderful space with lots of privacy. Would stay again in a heart beat!

Pet-friendly house rentals

Guest favorite
Home in Saugerties
4.98 out of 5 average rating, 164 reviews

Chic historic house at Woodstock/Saugerties

StephanieRating, 5 stars3 days ago
We loved the house, felt right at home very quickly. The kitchen was a dream for cooking. The house stayed cool despite the hot temperatures outside. The gardens are spectacular. Love love love!
Guest favorite
Home in Bearsville
4.92 out of 5 average rating, 232 reviews

A Cozy’s Woodstock Getaway Home

BradfordRating, 5 stars1 month ago
We had a great stay at BorisRungcheewan’s place. Check-in was easy, and the hosts sent us all the necessary information well in advance. The only minor challenge was finding the house—it’s set back from the road and located at the top of a long, steep driveway. I can imagine that arriving for the first time in the dark could be a bit tricky. The house itself was just as advertised: very private and quiet. The interior was comfortably furnished, and we especially appreciated the fireplace and the Bluetooth speaker. The two full bathrooms were also nice . The hot tub was easy to use, although a few of the jets didn’t seem to be working. The kitchen was well-stocked with pots, pans, plates, and glasses. The house is about 15 minutes from the Woodstock area and the nearest grocery store, so we’d recommend stopping to pick up any necessary provisions before checking in. Overall, we would absolutely return to BorisRungcheewan’s place for another stay.
Top guest favorite
Home in Spring Glen
4.98 out of 5 average rating, 187 reviews

Creekside cottage on 65 acres of land

BaileyRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Woodstock
4.99 out of 5 average rating, 141 reviews

Whispering Pines: Secluded Retreat near town

VanessaRating, 5 stars5 months ago
Jason's home was lovely and accurately described & appointed - my friends and I spent a wonderful weekend with our pups and were even blessed by some snow! The fireplaces (yes - two!) were a great add-on and we were super excited to relax and enjoy all the home has to offer. Thanks so much again Jason! :)
Guest favorite
Home in Woodstock
4.87 out of 5 average rating, 115 reviews

CAPE ESCAPE IN THE MOUNTAINS

JohnRating, 5 stars1 week ago
Great location and property, we enjoyed two weeks there. Kitchen was stocked with essentials and more. Beds were comfortable. John was very responsive and insured our stay was comfortable from start to finish.
Top guest favorite
Home in Woodstock
4.92 out of 5 average rating, 180 reviews

Fabulous Family House nr Woodstock Center

SallyRating, 5 stars1 month ago
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!
Guest favorite
Home in Woodstock
4.91 out of 5 average rating, 451 reviews

In Town+Peaceful Yard+Backyard Brook+Pets Welcome

MichelleRating, 5 stars1 week ago
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!
Top guest favorite
Home in Catskill
4.97 out of 5 average rating, 187 reviews

Modern Prefabricated Architectural Retreat

AdamRating, 5 stars2 weeks ago
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!

Quick stats about vacation rentals that are pet-friendly in Woodstock

  • Total rentals

    110 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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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