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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, 230 reviews

A Cozy’s Woodstock Getaway Home

ClancyRating, 5 stars1 month ago
This space is so lovely, the hot tub worked perfectly and provided many cozy nights outside. The plants are BEAUTIFULLY tender and bring a loving atmosphere to the space. the linen sheets were so wonderful at the end of the day. we made it up the hill in a Honda insight, but if it were a tiny bit icy I don't think we would have been able to make it. definitely use 4wd if you have it. the hosts were very responsive. if the noise is too much in the bedroom at night (critters, rain,etc.) be sure to use the fan they provide, it helped us a lot :) the kitchen was a delight to use. sharp knives. big, metal surfaces. nice gas stove. big fridge.
Guest favorite
Home in Rhinebeck
4.91 out of 5 average rating, 232 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

ShannonRating, 5 stars2 weeks ago
Enrique's place was conveniently located near Rhinebeck, but alao far enough away that it was peaceful and quiet. Worth having a drink in the tavern at Beekman Arms and breakfast sandwiches at Rhinebeck Bagels. We especially enjoyed the hot tub. Enrique was a wonderful, informative host, and available if we needed (we didn't). Overall, we had a nice, relaxing weekend.
Superhost
Home in Olivebridge
4.92 out of 5 average rating, 455 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

LindsayRating, 5 stars3 weeks ago
We had such a nice stay in Olivebridge. Wray’s home is beautifully decorated and extremely private, and just a half hour drive to Woodstock, where there are plenty of shops and restaurants to explore. The hot tub was a bonus, as was the very eclectic DVD collection. Highly recommend! Thanks again for having us!
Guest favorite
Home in Hudson
4.95 out of 5 average rating, 152 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

JoãoRating, 5 stars2 weeks ago
Beautiful house in upstate with a hot tub and barbecue that allowed us moments that we won’t forget. Chris was very responsive and maintained the communication throughout our stay. The house was spacious, clean, great amenities and extra care from the host. The location was also good, close to Hudson but private. We loved it and hope to be back soon!
Guest favorite
Home in Parksville
4.88 out of 5 average rating, 101 reviews

Modern Log Home by the Creek with Hot Tub!

HaleyRating, 5 stars1 month ago
This was such a beautiful stay! We loved the hot tub after a long hike and the warm fireplace when the temperatures were freezing. The kitchen was well stocked so we could cook meals. The record player with records and cds was such a fun touch! We did find the beds hard to sleep in with two people because they were a little sunken in the middle, but I would still stay here again!
Top guest favorite
Home in Hunter
5 out of 5 average rating, 100 reviews

Tranquil Chalet with Mountain Views

AlexandreRating, 5 stars1 month ago
The best airbnb ever! We stayed at Taylor's place and it was simply the best experience we've ever had in a Airbnb. I wish I could give it more stars. The place is absolutely amazing, beautiful, clean, beautifully decorated, with everything that we needed. Check in easy, communication with her is easy and fast. The place simply delivers all that we could hope for. Me and family loved and we can recommend to everyone.
Guest favorite
Home in Elizaville
4.86 out of 5 average rating, 101 reviews

Peaceful Hudson Valley Retreat House with HOT TUB!

JessicaRating, 5 stars3 weeks ago
Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 470 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

NiharRating, 5 stars2 weeks ago
fantastic host and super helpful whenever we had questions. my wife left her iPad there and they mailed it back. verry appreciative of that. first time using a wood fired sauna- I was skittish at first, but it was a great amenity. hot tub was clean and worked well as well. would definitely recommend if you're eyeing a rustic retreat.

House rentals with a pool

Guest favorite
Home in Saugerties
4.94 out of 5 average rating, 68 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

YuliaRating, 5 stars2 months 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!
Guest favorite
Home in Woodstock
4.86 out of 5 average rating, 211 reviews

Lux Woodstock Pool/ Pvt/Fireplaces /4 mins 2 town

JoshuaRating, 5 stars2 months ago
Yanna's house exceeded all expectations. Immaculate throughout the spacious layout offered plenty of room for two families with children. My 10yo son said the bed was the most comfortable bed he ever slept in. Master bedrooms far enough apart so adults can have some privacy. Large kitchen with dining table perfect to cook and hang out. We skied at Belleayre both days (easy drive on 28) and less than 10 min from Woodstock if you want to go out. Also very close to a large grocery store. Would love to stay there again!
Guest favorite
Home in Saugerties
4.98 out of 5 average rating, 60 reviews

Upstate Family-Friendly House w/ Pool Pets Allowed

NasimRating, 5 stars4 months ago
We had a great time at Natalia house, a very big house with a lot to do for my three years old daughter. Will definitely stay here again.
Guest favorite
Home in Newburgh
4.83 out of 5 average rating, 81 reviews

Entire Home (private pool), Event Friendly

ChannyRating, 5 stars2 weeks ago
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.
Guest favorite
Home in Kingston
4.83 out of 5 average rating, 70 reviews

Beaver | Pool, Firepit, Secluded, 10 acres

GraemeRating, 5 stars2 months ago
We had an absolutely wonderful stay at Hava’s Airbnb! From the moment we booked, Hava was an incredible host—warm, welcoming, and unbelievably reachable. She responded to every question we had almost instantly, whether it was about check-in details or local recommendations, making the entire experience seamless and stress-free. The place itself was spotless, cozy, and exactly as described, with thoughtful touches that made us feel right at home. Hava’s communication stood out—she checked in to ensure everything was perfect without ever being intrusive. Her suggestions for nearby spots were spot-on, and it’s clear she genuinely cares about her guests’ comfort. We couldn’t have asked for a better host, and we’d love to stay here again. Highly recommend Hava to anyone looking for a fantastic Airbnb experience!
Superhost
Home in Stanfordville
5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

JonathanRating, 5 stars5 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, 132 reviews

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

HelaRating, 5 stars1 month ago
Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.
Guest favorite
Home in Preston-Potter Hollow
4.91 out of 5 average rating, 33 reviews

Catskill Home w/ Sauna, by ski &Mountain view

ThomasRating, 5 stars2 days ago
Our group really enjoyed our stay at JunkO and Ryo’s place! It was def one of the better ones and we’ve been to 30+ upstate. The recently renovated open concept house is roomy, squeaky clean, and decorated and furnished beautifully. The windows and new sliding doors provide a full panoramic view of the mountains while you sit and eat. The sauna downstairs is also very relaxing and gets hot quickly. They provide robes, spa towels, slippers, and has its own private shower a few steps away. Beds are super comfy and there’s no shortage of linens, towels or anything you may need. Kitchen was also fully stocked. Location is 10-15 mins from anything and everything. Oh and it is VERY baby friendly With very little excess clutter, and they provided all the necessary items (crib,highchair,child gates, tub etc) Don’t hesitate to stay here, We look forward to visiting again soon.

House rentals with free parking

Superhost
Home in Wappingers Falls
4.76 out of 5 average rating, 110 reviews

Ideal for students and those who travel for work.

JessicaRating, 5 stars1 month ago
Overall a perfect place to crash for a night or two when in the area. It was quiet and clean. Our only issue was the bed- it’s very soft so of that’s not for you, you may not get a good night’s rest. But mainly the sides are somewhat sloped so I would start to fall toward the floor unless I pushed myself way back into the center. This may not be an issue for a single person, but for two it was. Otherwise a great spot!
Top guest favorite
Home in High Falls
5 out of 5 average rating, 227 reviews

Our Place - A Big Little House

DoraRating, 5 stars2 months ago
Excellent place to stay at. Truly luxurious with modern fixtures and appliances. Very clean and neat with tasteful decor. Great view in the winter, extremely peaceful and private. Driveway definitely requires AWD due to ice and snow in the winter. Tons of towels and toiletries provided. Patti and Bob were so helpful and courteous. Many great suggestions for places to eat and things to do. Very knowledgeable on the local trails. Wouldn't hesitate to return!
Guest favorite
Home in Hudson
4.92 out of 5 average rating, 202 reviews

Hudson New York Grey Victorian

KarlaRating, 5 stars2 months ago
This house was perfect for our girls’ weekend in Hudson! It was spacious, clean, and had so much character. The location was great—just a short 5-minute drive to Warren Street. We didn’t walk due to the cold weather but it was definitely close and convenient. Would definitely stay here again!
Guest favorite
Home in Chatham
4.9 out of 5 average rating, 181 reviews

Chatham Vilg Walk to Main. 100% Stocked/ SmokeFree

KeriRating, 5 stars2 weeks ago
My mom and I had a wonderful stay at Uzziel’s place in Chatham! The house had everything we needed and was so close to the Main Street. Uzziel provided essentials and extras to make our stay comfortable and relaxing! ☺️ would definitely come visit again!!
Guest favorite
Home in New Paltz
4.96 out of 5 average rating, 201 reviews

Eclectic one-bedroom house

KarinaRating, 5 stars1 week ago
It’s a really quirky place, perfectly situated for town and for trails. The kitchen is really well equipped, it feels like staying in someone else’s house, but they aren’t there! We really loved having the lights left on for us when we arrived. That made for a warm welcome.
Top guest favorite
Home in Livingston Manor
4.96 out of 5 average rating, 295 reviews

River view:

FrankRating, 5 stars1 week ago
Beth and Tom’s place was a wonderful place to stay after a long day of fishing. Very comfortable and right on the river. It really was nice for my family to have a place to stay and relax like this .
Guest favorite
Home in Craryville
4.92 out of 5 average rating, 113 reviews

The Gatehouse at Raspberry Ridge

JenniferRating, 5 stars1 week ago
If your looking for a great quiet stay while visiting Hudson or other local places this home is it. Very clean, super dog friendly. Close to the highways and hidden enough to really be apart of nature.
Guest favorite
Home in Poughkeepsie
4.93 out of 5 average rating, 352 reviews

Charming home near Walkway Over The HUDSON

ThomasRating, 5 stars1 week ago
Really nice place, just as advertised. Has modern amenities but the charm of an older long lived in home - encapsulated by the staircase. Perfectly walkable to the Walkway-over-the-Hudson (park bridge). We needed a place in town and this was just right for us.

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

    80 properties have a dedicated workspace

Destinations to explore

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