
House vacation rentals in Shandaken
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Top-rated house rentals in Shandaken
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Popular amenities for Shandaken house rentals
House rentals with a pool

Perfect Family Retreat•Pool•Volleyball•Firepit
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!

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

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Entire Home (private pool), Event Friendly
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.

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

MODERN FARMHOUSE in the WOODS
We had a terrific stay. The house was exactly as advertised.

Modern House with Private Pool, Hot-Tub, Fireplace
A beautiful,peaceful spot and a comfortable home. We enjoyed lounging in the living room with the fireplace the most!

Catskill Home w/ Sauna, by ski &Mountain view
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.
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195
A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

Cozy Catskill Lake Community Home
We had a lovely and relaxing weekend at John’s place. Thanks for the great local tips.

Modern Upstate Gem Surrounded by Trees | Hot Tub
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI
Absolutely gorgeous! Co-workers and family stayed together with plenty of space!

Mountain House Family Getaway!
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.

Perfect Abbey Road Retreat
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!

Belleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM
Paula's house is epic. It is beautiful, large and perfectly equipped for a large group. Plenty of bedrooms to accommodate everyone with very comfortable beds, amazing large kitchen with two ovens, beautiful dining table and very large living room. Spent a weekend celebrating a birthday with friends and we never left! Not to mention the hot tub....

Modern Mountain Retreat with Views on 18 Acres
We have been to the Catskills numerous times but our stay here outshined all the rest. The home was amazing, the bathrooms were stunning and the location was very private. Clearly Paul and Michael put a lot of time and effort into decorating and making the place feel like home. There was also a guide with recommended restaurants, hikes, nearby farms, and things to do that was so helpful. We would 100% come back just to stay here again.
Private house rentals

Mahali Petu - A Big Little House
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!

Secluded Open Air Cabin
This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

Private lakefront home, hot tub & resort amenities
This property was fantastic. The lake is beautiful, the kayaks and canoe offered by Vincent were in great condition and easy to use to explore the lake. And the house is well decorated, comfortable, and fits a large group easily. I would highly recommend a stay. Vincent is a great communicator and made the whole process easy — zero hassle whatsoever along the way.

Beautiful, cozy and private house
We loved our stay here!! It is very accessible to a lot of hikes in upstate. The place was super clean. You would find most amenities in the house for your stay. Loved it.

Secluded Oasis w/ Fire Place In Stone Ridge
Thank you for your lovely house in the countryside! It was perfect for the whole family, pups included - quiet, nice yard, set back from a very small road, spacious and beautiful living space, well stocked kitchen, great to have two bathrooms, wonderful carriage trails for walks, close to parks and Woodstock area, and a very friendly host.

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Beautiful Fall cabin, North Catskills/Greenville
When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)

Home Sweet Hudson: A Retreat - Pond House
Amazing cabin in a remote location with all necessary amenities far away from the city. Our best AirBnB experience so far and would love to go back
Quick stats about house rentals in Shandaken
Total rentals
160 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- John Boyd Thacher State Park
- Brotherhood, America's Oldest Winery
- Opus 40
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Villa Roma Ski Resort
- Thaddeus Hait Farm
- Plattekill Mountain