House vacation rentals in Woodstock

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Popular amenities for Woodstock house rentals

House rentals with a hot tub

Guest favorite
Home in Bearsville
4.92 out of 5 average rating, 225 reviews

A Cozy’s Woodstock Getaway Home

MichelleRating, 5 stars3 weeks ago
At the risk of repeating all the other reviews, let's just say this place is wonderful. It served our needs perfectly as a quiet comfy place to get away to for a few days. The house looks like a red non-descript rectangular box from the outside in a lovely setting--just like the photo. However on the inside it's filled with character in every corner. It's warm, spacious, filled with plants and has more than one comfortable sofa to hang out on. Two bathrooms is super convenient...one upstairs and one downstairs. The kitchen has space to really prepare meals. We had a concern when the gas stove went out but a quick call to Boris and Runcheewan had the problem simple solved...a battery in the thermostat! And a great chance for a nice chat with the owners. The hot tub is right out the back door....and though the weather was in single digits, it was an easy few steps to spectacular soothing evenings under the cold winter night stars. Grea restaurant recommendations too!
Guest favorite
Home in Woodstock
4.83 out of 5 average rating, 108 reviews

2 BR , Fireplace & Hot Tub @ heart of Woodstock

RonRating, 5 stars3 months ago
What a peaceful wonderful time we had in this cherry red cabin. Thank you for warm healing waters, sunny blue skies with mountain views, cozy sleeps and wonderful times cooking and gathering around the cozy cabin. We unplugged, biked the reservoir, ate lots of yummy veggie food, danced at the Bearsville Theater, and breathed in the magical mountain air. Thanks Woodstock and much gratitude to our host Mirav for creating a wonderful retreat. Blessings.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 228 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

MichelleRating, 5 stars1 month ago
House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 449 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

KateRating, 5 stars3 weeks ago
Ethan and Wray are excellent hosts. The house is beautiful, and the location is near some spectacular sights. A wonderful place to stay.
Guest favorite
Home in Hudson
4.95 out of 5 average rating, 143 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

CourtneyRating, 5 stars2 weeks ago
Can’t wait to stay here again! The house is cozy, private, and spacious. The complimentary cider and coffee was such a kind touch that we greatly appreciated. Absolutely loved the hot tub as well! Couldn’t recommend this place enough.
Guest favorite
Home in Jewett
4.83 out of 5 average rating, 138 reviews

Cozy Cabin Retreat with Hot Tub & Fire Pit

FrankieRating, 5 stars3 weeks ago
Beautiful cabin located right between Hunter and windham mountains making it a great place for a ski trip. Great kitchen and fireplace made for a cozy spot to hang out
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 463 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

AugustRating, 5 stars3 weeks ago
This cabin is very cool. Rustic and comfortable, and a five minute drive in any direction from a number of great restaurants and things to do. The sauna was so lovely, the whole place felt like you had the joy of cabin living without actually having to rough it, if that makes sense. Jon was very responsive, had a ton of recommendations in the area, and when we had a question, he was, and please excuse this terrible but necessary joke, Johnny-on-the-spot. If we liked hiking, there were places to do that very near. We don’t, so we didn’t do any of that - but other people should! All in all, great stay, great experience, very relaxing. 10 of 10, would recommend.
Superhost
Home in Accord
4.83 out of 5 average rating, 117 reviews

Epic architectural masterpiece w/ views & hot tub

SlavaRating, 5 stars6 days ago
We had a fantastic stay at Shane's place. The house was clean, comfortable and absolutely gorgeous. We were able to enjoy the hot tub and fireplace and had all the amenities to have a relaxing weekend with a few friends. Shane was very easy to communicate with and promptly responded to any questions we had.

House rentals with a pool

Guest favorite
Home in Saugerties
4.94 out of 5 average rating, 67 reviews

Perfect Family Winter Retreat•Close to Ski•Firepit

YuliaRating, 5 stars6 days ago
We stayed as a family of 4, including a 1 year old and 3.5 year old. The place was extremely comfortable and had everything we would need for our stay. The kids enjoyed the playroom and kids room with lot of toys and books. Kitchen was fully stocked with plates, utensils, cooking ware, and a high chair. Place could easily accommodate more people, very clean, comfy beds. Property manager was very responsive. Short drive to downtown area. Lastly, great outdoor area, we’d love to plan a trip there when warmer as well!
Superhost
Home in Hunter
4.67 out of 5 average rating, 66 reviews

Heated Indoor pool 5BR-3B close to hunter base

DannyRating, 5 stars1 month ago
Great spot for a group of friends for a weekend! We loved the easy and close proximity to Hunter Mountain for skiing + tubing, we were able to walk right from the Airbnb. The amenities like the sauna and pool were a great addition, too, and it was a large amount of space for hanging out! Would recommend!!
Guest favorite
Home in Newburgh
4.86 out of 5 average rating, 66 reviews

Entire Home (private pool), Event Friendly

CydneyRating, 5 stars3 weeks ago
I was looking for a place that was close by (as we live near Albany, NY) to celebrate my birthday that had an indoor pool/hot tub, had enough space for at least 6 people, AND allowed pets. With all of that considered, you can imagine it would be pretty difficult to find the perfect place…but THIS was it! Faisal’s place was not only easy to find, but it had a long driveway that allowed for privacy & peace/quiet. Along with a fenced in backyard so that I could let my dog out with no worries. The best part, the things to do! We didn’t even go anywhere during our stay since everything we needed was right there. The pool was perfect & so clean. It was always warm, and the hot tub was amazing. My whole family had a blast! The basement had so many amenities. The private theater downstairs was one of our favorites, & the hockey tables. Everything was so well kept & clean. We will definitley be coming back, it was very impressive! Faisal was quick with responding & very friendly. Thanks again!
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars3 months ago
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.
Guest favorite
Home in Woodstock
4.86 out of 5 average rating, 127 reviews

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

AnneRating, 5 stars2 weeks ago
Great get away! Amazing views of the mountains!! Clean, comfortable bed, cozy fireplace, hot tub, surround sound speakers, fully stocked kitchen, private location and much more made this a great relaxing trip. Plenty of hiking trails in the area. Close to the quaint town of Woodstock for restaurants, stores, etc… Susanna was very helpful and easy to communicate with.
Guest favorite
Home in New Paltz
4.93 out of 5 average rating, 133 reviews

Harrison Field Upstate NY Weekend Getaway

AlannaRating, 5 stars4 months ago
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!
Guest favorite
Home in Newburgh
4.98 out of 5 average rating, 102 reviews

Hudson River House

RebeccaRating, 5 stars1 week ago
Our stay at Garrett’s was wonderful. My whole group raved about how beautiful the home was and the location. Everything was as described/shown in pictures. There is lots to do in the 30 minute radius around the house. It’s also a great home if you’d rather stay in and hang out, which we did quite a bit of! Finally, Garrett himself was very friendly and professional. He displayed excellent hospitality and service. When a bathroom was unexpectedly still a bit under construction by the time we checked in, he proactively informed us and offered to make it right which was very appreciated. It snowed a bit while we were there and his landscaper team even helped us dig our car out. Overall, an awesome stay and my group all mentioned wanting to come back here in the Summer!
Guest favorite
Home in Preston-Potter Hollow
4.91 out of 5 average rating, 32 reviews

Catskill Home w/ Sauna, by ski &Mountain view

DavidRating, 5 stars1 month ago
Thank you so much for hosting us. Our family truly appreciated the easy access and the prompt responses to any questions we had. We had a wonderful time staying at the house and really enjoyed using the sauna. Everything was so clean, which made our experience even more enjoyable. We’re grateful for your hospitality and thoughtfulness!

Weekly house rentals

Guest favorite
Home in Mount Tremper
4.9 out of 5 average rating, 219 reviews

Stunning Modern Barn minutes from Woodstock 21N195

AmélieRating, 5 stars1 month ago
Lovely house, spacious and really pleasant for our group of friends with kids! The jacuzzi was a big plus! We really enjoyed our stay!
Superhost
Home in Smallwood
4.79 out of 5 average rating, 162 reviews

Cozy Catskill Lake Community Home

PeterRating, 5 stars24 months ago
We had a lovely and relaxing weekend at John’s place. Thanks for the great local tips.
Superhost
Home in Wallkill
4.85 out of 5 average rating, 114 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

LaurenRating, 5 stars1 month ago
The place was super comfy and cozy, all the amenities needed for a weekend Airbnb trip! Projector and screen a very nice touch.
Superhost
Home in Ancram
4.82 out of 5 average rating, 110 reviews

Secluded Post-And-Beam Retreat

ShantiRating, 5 stars4 months ago
We had a wonderful escape from NYC at Tim's place. Beautiful view. Home was as described in photographs. Many interesting books and artwork. Well equipped kitchen. Tim also provided an extensive list of things to do in the area. Would recommend to anyone who wants a peaceful and private getaway.
Guest favorite
Home in Durham
4.84 out of 5 average rating, 125 reviews

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

SusanRating, 5 stars1 month ago
The house matched the description and pictures. Easy commute for nearby ski resorts.
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 124 reviews

Mountain House Family Getaway!

MeganRating, 5 stars6 days ago
We had an incredible weekend at Vanda’s home. It was even more spacious and beautiful than the photos and very comfortably accommodated our group of 13. We all fit at the long dining table and there were plenty of beds. The upstairs living room was our main hangout spot, it was cozy (multiple stoves in the house and a beautiful fireplace) and the view through the windows was stunning. And it was very warm despite the cold weather outside! The kitchen had everything you’d need as well. We didn’t have to go anywhere! I would definitely emphasize cars with 4wd for winter visits, the driveway was steep and the snow/freezing rain we got made it difficult even with 4wd. Our hosts kindly sent someone to plow for us, recommended someone to help us tow a car out that got stuck at the bottom of the driveway, and were very flexible and responsive. Be prepared for winter conditions but it’s worth the trip! Overall our stay was really awesome, I’d highly recommend this house for large groups.
Guest favorite
Home in Mount Tremper
4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

MeganRating, 5 stars1 month ago
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!
Guest favorite
Home in West Kill
4.94 out of 5 average rating, 120 reviews

Catskill Mountain Cabin Waterfall Retreat

TatyanaRating, 5 stars1 month ago
I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.

Quick stats about house rentals in Woodstock

  • Total rentals

    110 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

Destinations to explore

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  4. Ulster County
  5. Woodstock
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