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Waterfront holiday rentals in Town of Shandaken

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Top-rated waterfront rentals in Town of Shandaken

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

4.94 out of 5 average rating, 398 reviews
Top guest favourite
Cabin in Chichester

Catskill Mtn Streamside Getaway - With EV Charger

Escape to this intimate one-bedroom Catskill cabin, nestled in a private yard with a trout stream at your doorstep. Just minutes from the charming town of Phoenicia, this retreat offers incredible hiking trails, three nearby ski resorts, and direct trout fishing access. Relax on the back porch with breathtaking views of snow-capped mountains or cozy up by the fireplace after a day of exploring. Perfect for couples or solo adventurers seeking peace and serenity.” EV Charger on site upon request.

4.99 out of 5 average rating, 307 reviews
Top guest favourite
A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.
Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

Escape to a secluded Catskills cabin with hot tub, forest views, fireplace, and walkable access to Balsam Lake Trailhead. Relax in the hot tub under the stars, enjoy coffee on the deck beside a babbling creek, and unwind by the historic fireplace built in 1920. Just 10 minutes to Belleayre Mountain for skiing, tubing, hiking, and lake days. Perfect for couples getaways, family weekend escapes, hiking trips, ski weekends, and year-round Catskills adventures. Welcome to Catskill Cabin Oasis!

4.98 out of 5 average rating, 177 reviews
Top guest favourite
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.

4.97 out of 5 average rating, 187 reviews
Guest favourite
Cabin in Phoenicia

Mountains and Rivers, Secluded Cabin

"Of all the retreats I have found among the Catskills there is no other that possesses quite so many charms for me as this valley. It is so wild, so quiet and has such superb views." - John Burroughs. Our beautiful cabin, tucked into a secluded hollow at the base of Romer Mountain, sits by Woodland Valley Creek. A couple of miles up the road are trailheads to Giant Ledge, Panther, Wittenberg and Slide. Phoenicia hamlet is 4 miles away. Woodstock, Belleayre and Hunter are within 1/2 hour.

4.93 out of 5 average rating, 120 reviews
Top guest favourite
The cabin's exterior showcases a charming green facade adorned with decorative stars. A spacious deck is visible, equipped with a dining area and umbrellas for shade. Surrounding lush grass and colorful flowering bushes enhance the natural setting, while seating arrangements offer inviting spots to relax outdoors.
Cabin in Town of Shandaken

Storybook Creekside Retreat: 8 Acres + Epic Views

STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills retreat

4.98 out of 5 average rating, 163 reviews
Guest favourite
A spacious deck is visible, furnished with a wooden table and several outdoor chairs. The surrounding trees provide a natural backdrop, while the tranquil river flows nearby, creating a serene outdoor setting.
Chalet in Town of Shandaken

Unique BellEayre River retreat

#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

4.96 out of 5 average rating, 269 reviews
Top guest favourite
The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.
Cabin in Phoenicia

Cozy Cottage on the Esopus Creek (up-front price)

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

4.97 out of 5 average rating, 697 reviews
Top guest favourite
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.

4.99 out of 5 average rating, 151 reviews
Superhost
A charming cabin is nestled among lush greenery, set against a backdrop of trees. A serene pond, dotted with lily pads, reflects the sky and nearby forest. The peaceful landscape is enhanced by gentle slopes and the sounds of nature.
Cabin in Town of Shandaken

Idyllic Mountain Stream Cabin in Catskills

Nestled in idyllic hollow above Phoenicia and Shandaken, you can nourish your soul with sounds of the stream and birds and views of the pond and forest beyond. Then, when you are ready explore the heart of the Catskills and its endless hiking trails, fishing, and other outdoor activities. Browse the many antique shops, pick up fresh fruits and pastries at one of the local farmers markets, then unwind with a locally brewed ale from a local brewery.

4.87 out of 5 average rating, 103 reviews
Top guest favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

4.96 out of 5 average rating, 873 reviews
Top guest favourite
A cozy living area is showcased with a leather sofa and a circular coffee table. A modern ceiling fan operates above, while a gas fireplace adds warmth. Shelving displays decorative items, and windows with wooden blinds offer natural light.
Bungalow in Phoenicia

Brookie • Creekside • Fires • BBQ • Fishing

This stream side cabin is located in the heart of the Catskill Mountains. It is the perfect get-a-way for people looking to be outside by nature while having a beautiful living and working space. Located steps away from the Esopus Creek, peaceful sounds of rushing water can be heard in and out of the cabin. The cabin has a deck that overlooks the river, outdoor fire-pit w/ Adirondack chairs, a grill, picnic table & an indoor gas fireplace.

4.96 out of 5 average rating, 443 reviews

Popular amenities for waterfront rentals in Town of Shandaken

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Top guest favourite
A modern studio features a spacious bed draped in white bedding with blue accents, alongside a cozy seating area with a dark sofa. Floor-to-ceiling glass windows provide stunning views of the river and open onto a private terrace, enhancing the serene ambiance.
Flat in Ulster Park

Escape to a Sleek, Serene Studio on the Riverbank

4.99 out of 5 average rating, 461 reviews
Top guest favourite
A serene view is presented from a window, showcasing the calm water of a river bordered by grassy banks. In the background, gentle hills are visible under a clear blue sky. Nearby buildings feature charming architectural details, enhancing the quaint village setting.
Flat in Margaretville

Binnekill Views Apt.1 in the Catskill Mountains

4.96 out of 5 average rating, 204 reviews
Top guest favourite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Flat in Coxsackie

Hudson River Beach House

4.99 out of 5 average rating, 166 reviews
Superhost
The exterior of a historic stone farmhouse is shown, featuring a vine-covered wall and landscaped garden. Steps lead to the entrance, surrounded by greenery and floral elements, with large windows allowing natural light. The serene outdoor setting reflects the charm of the surrounding countryside.
Flat in High Falls

Art Room at Old Stone Farmhouse

4.78 out of 5 average rating, 715 reviews
Guest favourite
The living area features a spacious sofa, accented with patterned throw pillows, placed in front of a wooden coffee table. Sunlight enters through multiple windows, illuminating the room's warm wood floors and green walls. A dining area with natural wood chairs is visible in the background.
Flat in Round Top

🏔O'Clarke Mountain House - The Catskills

4.96 out of 5 average rating, 130 reviews
Guest favourite
The entrance features a striking red door adorned with a brass plaque labeled 'DeMew Townhouse.' Lush green vines and colorful flower pots with blooming flowers are positioned at the foot of the stairs, enhancing the welcoming atmosphere of the entryway.
Flat in Kingston

DeMew Townhouse in Historic Kingston

4.95 out of 5 average rating, 317 reviews
Top guest favourite
A spacious living area features a futon decorated with patterned cushions and a striking red pool table. A light fixture with multiple bulbs hangs overhead, while a wall-mounted TV is visible in the background. Large pocket doors separate the living space from the bedroom.
Flat in Kingston

Lovely 1 bedroom apt. with free parking in Rondout

4.98 out of 5 average rating, 233 reviews
Top guest favourite
A serene view of the river is captured from a private deck, where a sun umbrella provides shade over outdoor seating. Lush green grass borders the space, with a small pond and landscaping enhancing the natural setting. Clear blue skies reflect on the calm water.
Flat in Malden-on-Hudson

Scenic Hudson River Getaway! 2 Min to HITS

4.98 out of 5 average rating, 123 reviews

Waterfront house rentals

Top guest favourite
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.
Home in Big Indian

Birch Creek Mountain House

4.95 out of 5 average rating, 139 reviews
Guest favourite
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

4.93 out of 5 average rating, 276 reviews
Guest favourite
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

Catskills Hiking Skiing Belleayre Full Moon Resort

4.93 out of 5 average rating, 158 reviews
Top guest favourite
A spacious living room features high wooden ceilings and warm-toned walls. A cozy seating arrangement includes a leather sofa and armchair, placed around a central area rug. A fireplace is surrounded by decorative elements and neatly stacked firewood. Large windows provide natural light and views of the outdoors.
Home in West Kill

Waterfront Lodge near Breweries • Group Home

4.97 out of 5 average rating, 150 reviews
Guest favourite
An outdoor hot tub is situated on a wooden deck, with a 55-inch TV mounted on the wall nearby. Soft lighting creates an inviting ambiance as the sun sets behind distant hills, offering a serene escape for relaxation and entertainment.
Home in Lanesville

Hunter Mtn Ski Chalet! Hot Tub, Outdoor TV Firepit

4.91 out of 5 average rating, 185 reviews
Top guest favourite
A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.
Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

4.95 out of 5 average rating, 370 reviews
Guest favourite
A charming farmhouse is set alongside a serene pond, with lush greenery and mountains in the background. A balcony extends from the upper level, and a small dock is visible on the water. Adjacent structures contribute to the rural appeal.
Home in Arkville

Scenic farmhouse near Belleayre Mountain

4.83 out of 5 average rating, 153 reviews
Top guest favourite
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

4.98 out of 5 average rating, 195 reviews

Waterfront apartment rentals

Guest favourite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Apartment in Hunter

Hunter Mtn. Clean Cozy Close Condo *Great Reviews*

4.95 out of 5 average rating, 564 reviews
Guest favourite
A clear swimming pool is enclosed by a fence, featuring a ladder for easy access. Lush greenery and the mountains are visible in the background, with lounge chairs positioned nearby. The scene is set under a bright blue sky with wispy clouds.
Apartment in East Jewett

Stunning Views • Bright 2-BR • Pool • Near Farm • Lakes • Farm

4.94 out of 5 average rating, 157 reviewsA bright dining area features a large wooden table surrounded by six chairs. Light-colored cabinets and countertops create an inviting kitchen space. Various kitchen appliances and decorative items are displayed on shelves, contributing to the functional and spacious environment.
Apartment in Hunter

Snowboarding skiing Mountain View condo

4.77 out of 5 average rating, 327 reviews
Top guest favourite
A spacious living area showcases a large sectional sofa adorned with decorative pillows. A wooden coffee table is centrally positioned on a patterned area rug. The open kitchen features a breakfast bar with seating, and appliances are visible along the wooden cabinetry.
Apartment in Hunter

Trailside Tranquility at Hunter Mountain

5.0 out of 5 average rating, 36 reviews

Destinations to explore