House vacation rentals in Shandaken

4.98 out of 5 average rating, 128 reviews

Modern dreamy Hudson Valley home

Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

4.97 out of 5 average rating, 179 reviews

Two Adirondack chairs are positioned near a tranquil lake, offering views of the surrounding green trees and hills. A fire pit is located in front of the chairs, with large rocks scattered around the area, enhancing the natural setting.

Home in Chichester

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

Wake up to stunning mountain views & enjoy a coffee next to your own private lake surrounded by 5 secluded acres of the bucolic Catskill Mountains. Swim in the clean, clear lake; lie out on the swim dock; row across the lake in the row boat; grill on the wrap-around porch; cook for friends in the gourmet kitchen, or simply relax by the fire (wood-burning fireplace + lakeside FIREPIT). Mins to breweries, hiking & the trendy town of Phoenicia. You need never leave! This is the ULTIMATE getaway.

A cozy living area features a stone fireplace as its focal point, with a wood-burning stove and a mid-century cabinet. Colorful textiles cover the floor, and a mix of seating options, including a green chair and a couch, invite relaxation. Light streams through the two windows.

4.98 out of 5 average rating, 343 reviews

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Welcome! Stony Clove Cottage sleeps a maximum of 4 adults and 2 children. There are 2 queen beds and a bunk bed for children only. Located in the beautiful Catskill Mountains, just 2 hours 15 mins from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

4.99 out of 5 average rating, 119 reviews

A peaceful landscape is captured, featuring rolling hills under a clear blue sky. Lush green fields transition into vibrant fall foliage, showcasing various trees. Subtle sunlight casts gentle shadows across the scene, enhancing the serene ambiance of the natural surroundings.

Home in Woodstock

Woodstock Catskills Retreat~Sweet, Private & Views

❤️A beauty in scenic nature with scenic rides to charming historic towns, Woodstock, Kingston, Phoenicia, Saugerties, Hunter & Belleayre ski and many outdoor adventures & dining options nearby. 🥾 😊 PinkyHouse, where friends and family gather for a lovely time and fond memories, welcomes you to its bright, sweet, peaceful, and private setting on 3.5 acres of green & forest with a brook and view of mountains. Enjoy your relaxing getaway here! 😊 🥾🚙⛰️ * No Pets & No-smoking xoxox anne 😊

A cozy wooden house is featured, surrounded by lush green grass. A cedar sauna is positioned nearby, illuminated softly, while the house displays inviting outdoor lights. Steps lead to the front entrance, framed by a natural stone path and surrounding foliage.

4.9 out of 5 average rating, 223 reviews

Catskills Log Home With Fireplace & Outdoor Sauna

Enjoy the perfect Catskills getaway in our beautiful log house, featuring a wood-burning fireplace, outdoor sauna, 3 BRs, 2 full bathrooms, large, covered balcony with mountain views, TV & game room on the lower level, with a billiard/ping-pong table and fold-out couch, fire pit, grill, hammock, private yard & fast wifi! Book a memorable Catskills trip for couples, families, or friends. Unwind indoors, dine out, or enjoy the great outdoors with lots of nearby hiking and skiing options.

4.95 out of 5 average rating, 212 reviews

The exterior of a charming blue house features large windows surrounded by lush greenery. A small guest cottage is visible nearby, set in a well-maintained yard with a grassy area and trees. A distinctive sculpture rests on a rock in the foreground.

Home in Shandaken

Catskills Mountain House with a Separate Cottage on a Creek

Beautifully furnished & charming with plenty of outdoor space to play around, have a fire, grill- and beautiful barn. A small stream runs on the edge of the property, perfect to sit beside, and a guest cottage with extra sleeping space (queen, trundle and aerobeds/ bathroom). It's full of unique, hand-crafted and antique furnishing and decor, (fun-fact, former residence of Freakonomics author Stephen Dubner). You'll have free range of the whole place! Shandaken STR Licence #2026-STR-AO-105.

4.96 out of 5 average rating, 211 reviews

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

Home in Hunter

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

A circular stone fire pit area is surrounded by five red Adirondack chairs on a well-maintained grassy lawn. Lush green trees provide shade, with a view of a charming house in the background, contributing to a serene outdoor setting.

4.95 out of 5 average rating, 133 reviews

Birch Creek Mountain House

The Birch Creek Mountain House is a beautiful newly renovated 4 bedroom 2 bath 2400 sq. ft. home on Birch Creek. Only 3 minutes to Belleayre Mountain and the new high-speed Gondola. You will love listening to the sound of Birch Creek in the backyard or sitting by the warm fire in the Great Room. There is hiking, skiing, biking and fishing nearby with a quick walk to Belleayre Beach. Only 2 hrs. 15 mins. from NYC, it's the perfect place to escape and relax with family and friends.

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.

4.95 out of 5 average rating, 150 reviews

Catskills Hiking Skiing Belleayre Full Moon Resort

STR License#2024-STR-AO-133. Total OCC 12 NOT including children U18. Private mountainside, 1 acre waterfront/stream (Mother Nature controlled/operated) is the perfect place to unwind with family/friends. Roast marshmallows by the fire pit* Cozy-up to the wood burning stove* Offering grocery/catering pick-up; let us stock the kitchen for you! Offering balloon design/decorations for your special occasion. We are 1.8 miles from the Full Moon Resort & 1000 yards from The Urban Cowboy

4.98 out of 5 average rating, 130 reviews

Home in East Jewett

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

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

4.98 out of 5 average rating, 156 reviews

10 Min from Bellayre! Gingerbread House!

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

4.99 out of 5 average rating, 130 reviews

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

The Blue House on the Hill Catskills

Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

Popular amenities for Shandaken house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 229 reviews

Home in Woodstock

Heated Pool • Private • 4 Min to Woodstock

Superhost

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

4.83 out of 5 average rating, 126 reviews

Entire Home (private pool), Event Friendly

4.87 out of 5 average rating, 222 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

4.89 out of 5 average rating, 202 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

4.89 out of 5 average rating, 126 reviews

A tranquil saltwater pool is set against a natural stone backdrop, surrounded by lush greenery. Poolside, a sunbed and umbrella are positioned, providing a relaxation spot. The patio features a rugged stone surface, enhancing the outdoor experience amidst a serene atmosphere.

Home in Saugerties

Highwoods Haven | saltwater pool and hot tub

4.92 out of 5 average rating, 102 reviews

Home in Hudson

Hudson River Sunset Getaway

5 out of 5 average rating, 107 reviews

An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.

Home in Accord

Design Scandi Retreat, Heated Pool, Dogs Welcome

4.92 out of 5 average rating, 113 reviews

A serene outdoor space features a saltwater pool surrounded by lush greenery and fencing. Lounge chairs with brightly colored towels are positioned on the stone patio, inviting relaxation alongside the tranquil water.

Home in Saugerties

Summer Paradise - Pool, Fire-pit, Nursery!

Weekly house rentals

4.94 out of 5 average rating, 148 reviews

A spacious living area features a sectional sofa and two black armchairs, inviting relaxation. Sunlight filters through large windows, illuminating the wooden ceiling and natural decor. A glass coffee table sits on a soft area rug, while a dining table and kitchen area are visible in the background.

Home in Chichester

Stream-Side Mid-Century Loft Home

4.97 out of 5 average rating, 144 reviews

A cozy bedroom features a spacious bed with a light-colored coverlet, flanked by dark lamps on wooden nightstands. Soft, natural wood beams are visible on the sloped ceiling, while a green area rug adds a touch of color to the wood floor.

Home in Kerhonkson

The Nest at Minnewaska

4.95 out of 5 average rating, 236 reviews

An outdoor area is visible through a large window, featuring a vintage clawfoot bathtub and a wooden stool. A hammock is suspended nearby. Lush greenery surrounds the space, creating a serene atmosphere.

Home in Spring Glen

Creekside cottage on 65 acres of land

4.98 out of 5 average rating, 188 reviews

A serene landscape is captured, featuring a tall tree with budding leaves beside a rustic barn. Mist gently envelops the grassy area, creating a tranquil atmosphere as light filters through the trees in the background.

Home in Saugerties

The Stone House

4.94 out of 5 average rating, 266 reviews

Home in Hurley

Hot tub with stunning views, 5 min to Woodstock

4.97 out of 5 average rating, 157 reviews

The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.

Home in Roxbury

Mountain and tree view cabin on 12 private acres

4.96 out of 5 average rating, 324 reviews

The cottage features a spacious outdoor deck supported by wooden pillars, overlooking a well-maintained lawn. A rustic stone chimney adds charm, while a stack of firewood is neatly arranged nearby. Lush greenery surrounds the property, enhancing the natural setting.

Home in Woodstock

Romantic Cottage -Amazing Views -Spa -Woodstock NY

4.93 out of 5 average rating, 261 reviews

A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.

Home in Mount Tremper

Mt. Wonder: Big Cozy Cabin with Wow View

Private house rentals

4.95 out of 5 average rating, 108 reviews

A spacious living room is furnished with a large sectional sofa and a coffee table made of wood. A flat-screen TV is mounted on the wall above a white brick fireplace. Natural light floods the room through multiple windows, creating a bright and inviting atmosphere.

Home in Roxbury

'The Light of Day' Streamside Sanctuary

4.94 out of 5 average rating, 16 reviews

Home in Pine Hill

5 Mins to Belleayre! Catskills Birch Creek Retreat

An expansive view of a modern black home is presented against a backdrop of autumn foliage. A flat, grassy area leads to a spring-fed pond, with a hot tub positioned nearby. Soft mist hugs the mountain in the distance, enhancing the serene atmosphere.

4.88 out of 5 average rating, 33 reviews

Stunning, secluded luxury in Phoenicia mountains

4.96 out of 5 average rating, 330 reviews

A sliding glass door opens to a private deck featuring two outdoor chairs, offering views of the surrounding landscape and distant mountains. A potted plant sits gracefully on the floor inside, complementing the warm wooden tones of the interior.

Home in Kingston

Country Elegance with Beautiful Catskill Mt. Views

5 out of 5 average rating, 35 reviews

Home in Mount Tremper

Catskill Mountains Forest Nest for 2

5 out of 5 average rating, 6 reviews

Phoenicia Farmhouse: Heated Pool | Mtn View Oasis

4.98 out of 5 average rating, 166 reviews

A tranquil setting is showcased with a view of the creek behind the Dunraven River House, framed by lush greenery. Two Adirondack chairs and a small table invite visitors to enjoy the natural surroundings and peaceful ambiance.

Home in Margaretville

Creekside Retreat w/ Fireplace & Dog-Friendly

A warm living space is highlighted by neutral tones and natural light flowing through large windows. A comfortable sofa is paired with a wooden coffee table, and a TV is mounted on the wall. Green plants are placed thoughtfully around the room.