House vacation rentals in Shandaken

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Popular amenities for Shandaken house rentals

House rentals with a pool

Superhost
An above-ground pool is surrounded by a wooden deck featuring lounge chairs. Lush greenery and trees provide a natural backdrop, while a fenced area with a swing set is visible in the distance, creating a serene outdoor space for relaxation.
Home in Woodstock
4.88 out of 5 average rating, 167 reviews

Shula | Farmhouse | Pool, Fire pit, Hot tub

MimiRating, 5 stars3 weeks ago
Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!
Guest favorite
A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.
Home in Stormville
4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

ElodieRating, 5 stars1 week ago
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!
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
A serene heated saltwater pool is framed by lush greenery, reflecting the sky above. A rustic wooden edge provides a natural transition between the pool and the surrounding landscape, which includes a prominent tree adding to the tranquil ambiance.
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!
Top guest favorite
A spacious deck features two comfortable chairs and a round table at its center, offering a clear view of the expansive Catskill Mountain landscape. Lush greenery and rolling hills stretch into the distance under a bright blue sky.
Home in Stamford
4.98 out of 5 average rating, 115 reviews

Hawk View

TanyaRating, 5 stars1 week ago
This listing had the most gorgeous view. We enjoyed eating meals out on the patio in the mild summer weather. The amenities really set this place apart. We enjoyed the games left in the living room, all the kitchen supplies, the bathroom niceties, and the wireless chargers in the primary bedroom. The hot tub was the biggest highlight. It has been well maintained and the instructions left on how to use it made things very easy. Omer was friendly and very responsive. I would highly recommend this place.
Superhost
An aerial view captures a stylish retreat surrounded by lush greenery. A wooden deck outlines a rectangular saltwater pool, accompanied by lounge chairs and large umbrellas. A shaded seating area is positioned nearby, promoting outdoor relaxation.
Home in Kerhonkson
4.93 out of 5 average rating, 118 reviews

Modern Lux 5-Bed, Pool Open! Dogs Welcome

KimRating, 5 stars6 days ago
The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.
Guest favorite
A welcoming front patio is shown with two chairs positioned near the house. Surrounding lush green grass extends to the horizon, featuring a backdrop of gentle hills and a few distant buildings, including a red barn, under a clear blue sky.
Home in Narrowsburg
4.95 out of 5 average rating, 202 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

AlexandraRating, 5 stars3 weeks ago
It was a beautiful stay and everything were just like the photos! We enjoyed our stayed!
Guest favorite
A scenic aerial view showcases an outdoor pool surrounded by greenery, with mountain vistas in the background. Lounge chairs line the poolside, inviting relaxation. The property features a blend of manicured gardens and natural landscaping, creating a peaceful environment.
Home in Woodstock
4.91 out of 5 average rating, 202 reviews

Woodstock Romantic Mountain Studio w/ Pool

LexiRating, 5 stars2 weeks ago
Stayed for a weekend with my fiancé and dog. The studio was clean and spacious and included everything you might need. The property was beautiful, scenic and tranquil - and the pool was a definite highlight! The location was ideal as the town of Woodstock is just a quick drive away, which created a perfect balance of privacy and convenience. Definitely recommend and would love to return again.

Weekly house rentals

Top guest favorite
A serene view of a flowing river bordered by smooth rocks and a grassy shoreline. Lush trees line the riverbank, with distant mountains visible under a soft, golden sunset. The tranquil scene invites leisurely walks along the water's edge.
Home in Mount Tremper
4.91 out of 5 average rating, 195 reviews

Rippleside Retreat - Stay and Relax

EmilyRating, 5 stars2 weeks ago
We loved it so much that we came back for a second year! Great place to stay, love the location, perfect amount of space inside and outside. So close to great hiking! Sarah is a great host and easy to communicate with! Thanks for letting us come back this year!
Guest favorite
An outdoor fire pit is surrounded by several colorful chairs in a grassy area. Lush trees and a clear blue sky provide a serene backdrop, creating an inviting space for gatherings. The house is visible in the distance, adding to the natural setting.
Home in Phoenicia
4.96 out of 5 average rating, 156 reviews

Hiking and Breweries! Mountain and river views!

AlisonRating, 5 stars2 months ago
Julie’s place is great! We came with 4 adults, 2 kids, and 1 dog. There was plenty of room for everyone and all had fun! The kids especially loved their room, which came complete with toys, games, and beanbag chairs. The kitchen was well-stocked with cooking supplies and utensils. There are 2 dining tables, which allowed us to have a puzzle going on one while we ate at the other. Easy walk to town, lots of outside space, super cozy and cute inside and out. Highly recommended and would totally stay here again!
Guest favorite
A spacious house is surrounded by greenery, showcasing a wooden ramp leading to the entrance. The exterior features a combination of textured surfaces, complemented by large windows and a central chimney. Lush trees provide shade, enhancing the inviting outdoor atmosphere.
Home in Highmount
4.81 out of 5 average rating, 143 reviews

Beautiful Catskills Retreat 3 mins from Belleayre

TamaraRating, 5 stars1 month ago
Actually, the photos of this place do not do it justice at all. This property is incredible! It was everything (and more!) of what we were looking for. A long holiday weekend very well spent in a clean, extremely well kept, and cozy place hidden in a beautiful forest. The hosts were top-notch! Incredibly helpful and super responsive. We would love to visit again!
Guest favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.
Home in Kerhonkson
4.97 out of 5 average rating, 156 reviews

ENTER HOME - Minimalistic style warm & inviting

MeirRating, 5 stars1 month ago
Monika's home was one of the best airbnbs we have ever stayed in. The design, style, and quality is something unparalleled in other airbnbs, it has a cohesive, elevated design throughout the entire home. It has everything you could possible need and is so thoughtful in every way. The backyard is huge and is perfect for a family to spend time together. We went on a great hike to a waterfall (which is within walking distance). Location is amazing as it's a close drive to Minnewaska. The location in Kerhonkson is in a nice secluded area. If you're looking for the perfect place to stay in the area this is it!
Top guest favorite
The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.
Home in Claryville
4.99 out of 5 average rating, 123 reviews

The Blue House on the Hill Catskills

MarcieRating, 5 stars1 month ago
Nora’s house stands out as one of the best that I have stayed in. It feels like visiting the home of a relative who has taken care to ensure modern comforts while preserving the character and history of the home. It’s full of antique furniture and special treasures from china plates to vintage games. The views are breathtaking from indoors or out, and the covered deck allows for grilling or lounging even in the rain. One note: the pull-down stairs to the loft are quite steep. We used it as a daytime clubhouse until our kids, ages 9 and 10, got the courage to sleep up there on our last night. We loved hiking along the creek and visiting the farm animals. Bring tall wading boots if you are visiting in cool weather! Although we could see the adorable pigs and goats from the living room, we thankfully couldn’t smell or hear them unless we went down the hill to say hello. Nora was helpful, responsive, and friendly. I am grateful to her for making our stay so special. Highly recommended!
Guest favorite
The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.
Home in Kerhonkson
4.96 out of 5 average rating, 312 reviews

Architect's Hudson Valley Home in the Woods

BaptisteRating, 5 stars1 week ago
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!
Top guest favorite
A spacious living area features a comfortable gray sofa alongside a wooden coffee table. Shelves adorned with books and decor create an inviting atmosphere. Floor-to-ceiling windows allow natural light to illuminate the space, while a unique patterned area rug adds texture beneath.
Home in Hurley
4.95 out of 5 average rating, 193 reviews

Hot tub with stunning views, 5 min to Woodstock

VeeRating, 5 stars5 days ago
Wow, what an incredible home! When they talk about a “rare find” this is what they mean. By far the best Airbnb I’ve ever stayed in. The home itself is artfully crafted, and offers so much more than what initially meets the eye in photos. Every attention to detail made this stay magical. You can tell this home is loved, cared for and that guests are warmly welcomed to share its beauty. If you’re looking for a place that has exceptional vibes and puts you at peace, this is it. Liz offered wonderful local suggestions and clear concise instructions to make the whole experience a breeze. I would come back to stay here every time.
Guest favorite
The charming mountainside house features a rustic wooden deck with railings, providing an inviting outdoor space. A mixture of blue siding and stone accents characterize the exterior, surrounded by lush greenery and trees, creating a peaceful natural setting.
Home in Big Indian
4.97 out of 5 average rating, 127 reviews

Catskills Hiking Skiing Belleayre Full Moon Resort

AtalieRating, 5 stars3 weeks ago
Our family and close friends stayed at Frank's during our brother's wedding that was down the road at Full Moon Resort. Frank's was the perfect home away from home! We loved how secluded the home felt but yet it was close to everything. We loved having the sliding doors open to be able to listen to the creek and soak in all of the sunshine. The house is extremely spacious and well stocked. We loved being able to have additional friends & family stop by to visit throughout the weekend before the wedding festivities. Frank is an amazing host and we hope to be back in Big Indian for another visit! Thank you!

Private house rentals

Guest favorite
A spacious living area features leather couches arranged around a wooden coffee table. Colorful hand-painted ceiling tiles add character, while large glass doors provide natural light and views of the outdoor deck. An inviting dining space is visible in the background.
Home in Big Indian
4.92 out of 5 average rating, 13 reviews

MoonBeam - A 3 BR+Loft Boho Retreat

CourtneyRating, 5 stars2 weeks ago
This was the perfect getaway for me and some friends! We enjoyed our stay so much! Beautiful location and amazing area!
Top guest favorite
The main room features high ceilings with exposed wooden beams, allowing natural light to fill the space through large windows. A cozy seating area includes a sofa and a chair adorned with a soft throw. A potted plant adds a touch of greenery to the inviting atmosphere.
Home in Claryville
5 out of 5 average rating, 48 reviews

Blue Quill Cabin on the River

MelissaRating, 5 stars2 weeks ago
What an incredible stay! The house was lovely, clean and so open - windows all around to see your surroundings. It was the most peaceful stay and the Neversink river is gorgeous. To go to sleep and wake up to the sound of the river is magic. We would absolutely come back!
Top guest favorite
A charming house is nestled among trees at the edge of a gently flowing stream. Smooth stone steps lead up to the home, which features a wide porch that extends out, offering a view of the lush greenery surrounding it.
Home in Big Indian
5 out of 5 average rating, 83 reviews

Peaceful streamside in nature near skiing & hike

SiobhanRating, 5 stars2 months ago
Beautiful and peaceful location with great restaurants and outdoor adventures all around. The sounds and view of the creek, especially at morning and nighttime, was priceless. The indoor fireplace was perfect for the chilly spring weather. Would definitely recommend for those looking to get into nature.
Top guest favorite
A mid-century cabin emerges amidst a snowy landscape, showcasing a stone and wood exterior. A snow-covered deck extends from the upper level. Surrounding trees are dusted with snow, and a soft blanket of white covers the ground, creating a serene winter setting.
Home in Denning
5 out of 5 average rating, 36 reviews

Midcentury House in the Catskills

AviRating, 5 stars2 months ago
Had a wonderful trip at this cabin. The space is cozy, thoughtfully decorated, and surrounded by nature — exactly what we were hoping for. The well-stocked kitchen made cooking a joy, and we especially loved using the outdoor pizza oven. The fireplaces and wood stove added to the warm, inviting vibe throughout the home. The property itself is stunning —the a creek and a pond were fun to explore. We even got to see tadpoles hatching in the pond! It felt like a true escape. Zachary was a fantastic host — super communicative and helpful from start to finish, which made everything easy and stress-free. Would highly recommend staying here!
Top guest favorite
A spacious outdoor deck features comfortable seating with soft cushions and a decorative covered fire pit. A rustic-style birdhouse hangs from the eave, while a pizza oven is placed beside the seating area. Surrounding trees provide a serene backdrop.
Home in East Jewett
4.98 out of 5 average rating, 42 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JennRating, 5 stars5 days ago
Lovely stay! The place was spotless, beautifully decorated, and clearly designed with care. Everything felt thoughtfully chosen, and the amenities were great—comfortable bedding, quality toiletries, and a well-stocked kitchen. Would definitely stay here again!
Superhost
A cozy cabin is set amidst lush greenery, featuring a black exterior with red accents. Stone pathways lead to a fire pit surrounded by Adirondack chairs, providing a perfect spot for relaxation. A skylight on the roof invites natural light into the space.
Home in Willow
4.94 out of 5 average rating, 95 reviews

Silver Hollow Cabin

JorieRating, 5 stars8 months ago
Cozy place to stay for a fall vacation. We loved exploring the nearby towns by day and coming home to cook dinner and play board games in the evening. We learned that staring and ending the day early worked best for us, since it got dark pretty early for mid October and the roads through the woods get very dark. Animals are active at night and the darkness/silence of the woods were an adjustment for us city folks, but overall great experience!
Guest favorite
The exterior view of Deer Casita is presented, showcasing a charming black house set amidst lush greenery. A small wooden deck is visible in the front, surrounded by manicured grass and trees, enhancing the peaceful, natural setting.
Home in Big Indian
4.98 out of 5 average rating, 83 reviews

The Deer Casita: Your Summer Catskills Hideaway

AwildaRating, 5 stars4 months ago
We had a wonderful stay with our 2 boys (7&3 years old) we booked the house because of how close it was to skiing at bellayare mountain. Cathy was very responsive and answer all of our questions. Home was clean and pictures are exactly what the house looks like. Cozy home. The stairs in the house were very steep, something to keep in mind when staying with kids and no drive way. They provided a baby gate which gave me a piece of mind during the night. Highly recommend staying here.
Guest favorite
An entryway featuring a wooden staircase with white railings leads to the upper level. A natural wooden table displays a record player and vinyl records beside a decorative vase filled with flowers. A plush area rug adds warmth to the space.
Home in Shandaken
4.98 out of 5 average rating, 52 reviews

Luxe High-Design•Creekside•Steam Room•Hike•Brewery

VictorRating, 5 stars3 days ago
This fantastic gem is less than ten minutes from everything and worth the stay. Every space in the house has been carefully curated to just kick back and have a great time. This home is luxurious yet easy to enjoy.

Quick stats about house rentals in Shandaken

  • Total rentals

    160 properties

  • Nightly prices starting at

    G$18,818 GYD 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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