
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!

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.

Beaver | Pool, Firepit, Secluded, 10 acres
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!

The Round House w/ Heated Pool
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.

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.

Harrison Field 10Acres Pool FirePit BikeRailTrail
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!

Modern House with Private Pool, Hot-Tub, Fireplace
This beautiful and private home was very clean, stylish and comfortable. We really enjoyed the very clean hot tub and slept well in the comfortable king bed. Anya was responsive and communicated well. Our stay was great and we would recommend this place for sure!
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
I could not be happier with my stay! my group and I loved the ammenady options. The house was so spacious so no one felt cramped. The house was clean and well cared for! The neighbors aren't too close so there is plenty of privacy. The beds where sooo comfortable. If you do alot of computer work like me. This place is even wonderful for that too as it has many places to "set up shop" where you wont be bothered by others in your group. My only complaint was that I had to leave so soon. I am looking forward to returning.

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

Our Place - 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.

Beautiful, cozy and private house
Sam's place was a great spot to stay for our ski trip at Hunter. The location of this stay allows you to beat all the incoming traffic at Hunter (directions to the resort are opposite of traffic), so it was super easy for us to get to the slopes quickly each day. We did have a plumbing issue during our stay, but Sam was quick to respond and sent someone to help/fix it even at 11pm at night on a Saturday, which we really appreciated. Over all, for the price, location, and customer service, this is a solid option.

Secluded Oasis w/ Fire Place In Stone Ridge
This was our second time staying at the house, this time was as good as the first visit! The house is perfect for our family of 4 and 2 dogs. Great location and the trails next to the house are great for morning walks. Would definitely come back for a third visit. Thank you!

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

Near Hudson-Gorgeous Sunsets+Catskill Mt Views
Great stay at Amy and Joshua’s place, they were amazing hosts! - the home was clean and well stocked with linens and basic necessities. The views were amazing and the stay was comfortable, would highly recommend for families looking for a quick getaway. The pictures are true to life and would love to visit again.
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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- 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
- Zoom Flume
- Opus 40
- John Boyd Thacher State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Thaddeus Hait Farm
- Plattekill Mountain