Cottage vacation rentals in Shandaken

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Top-rated cottage rentals in Shandaken

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Top guest favorite
A modern cottage exterior is shown, featuring a spacious deck that leads to a grassy area. Adirondack chairs are arranged on the deck, accompanied by a BBQ grill nearby. The cottage has a striking dark facade with a red roof and a welcoming wooden door.
Cottage in Accord
4.99 out of 5 average rating, 121 reviews

Peaceful Cottage-in Private 5-acre field

Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Top guest favorite
A stone patio is surrounded by vibrant flowers and greenery, featuring a wooden table with four chairs. The cottage's large window provides a view of the inviting outdoor space, where additional potted plants add a touch of color and natural beauty.
Cottage in Chichester
4.99 out of 5 average rating, 631 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek.

Guest favorite
A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.
Cottage in Kerhonkson
4.81 out of 5 average rating, 994 reviews

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

Top guest favorite
Cottage in Phoenicia
4.9 out of 5 average rating, 952 reviews

Romantic hot tub cottage. Skiing/breweries nearby.

Your perfect romantic retreat with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. Woodstock Brewing and Phoenicia Diner 2 minutes away . Ride the rails with Rail Explorers just around the corner or hike the bucolic Tanbark Trail from the park behind our property. Skiing at Belleayre and Hunter less than 20 minutes drive .

Top guest favorite
Cottage in Halcott Center
4.98 out of 5 average rating, 365 reviews

Cozy Cottage with Stunning Mountain Views

Welcome to Halcott Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Top guest favorite
A charming cottage exterior features light blue siding with white trim and a front door painted in a soft green. Large windows allow natural light to illuminate the inviting entryway. Lush greenery and colorful blooms enhance the tranquil surroundings.
Cottage in Phoenicia
4.93 out of 5 average rating, 230 reviews

Phoenicia Getaway

Welcome to Phoenicia, the greatest little town in the Catskills. Our little home is nestled on a peaceful block among quaint fishing cottages. The Esopus Creek runs nearby and is home to some of the country's best fly fishing. The mountains, lakes and streams are breathtaking all year round, and the peace of nature is easy to find. We can't wait to be your home away from home, and share the wonder of the Catskills with you. License #2022-STR-007

Top guest favorite
A cozy living area showcases a brown sofa adorned with decorative pillows, complemented by a patterned area rug. A rocking chair sits nearby, and a wooden table holds a stack of books. Natural light enters through two windows featuring bamboo shades.
Cottage in Phoenicia
4.96 out of 5 average rating, 334 reviews

Cozy Catskill Cottage on the Pantherkill

Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2026-STR-AO-084

Top guest favorite
The exterior view showcases a blue cabin with a welcoming deck leading to several outdoor planters. Expansive mountain views create a scenic backdrop under a partly cloudy sky, with rich green foliage framing the scene.
Cottage in Fleischmanns
4.93 out of 5 average rating, 152 reviews

Private Cabin with Views, WIFI, 9 min to Belleayre

Scenic 2BR Catskills cabin just 2 hours from NYC! Enjoy stunning mountain views from the private deck, fast & reliable WIFI for remote work, and easy access to Belleayre skiing, lake swimming, & tons of hiking trails. Peaceful and private—perched above a quiet road with regular visits from deer, turkeys, bunnies, and songbirds. Perfect for family getaways, ski trips, or a scenic work-from-home stay. Follow us @berushka_cottage for more!

Superhost
Cottage in Phoenicia
4.88 out of 5 average rating, 253 reviews

Catskills Streamside Cabin | Hike & Unwind

Escape to this stylish Catskills cabin in Phoenicia—a fully renovated 1BR + loft, 1BA streamside retreat perfect for couples or small groups. Enjoy modern comforts with mountain charm, a private deck overlooking the stream, cozy fire pit, and peaceful forest views. Minutes from top Catskills hiking, fishing, and creek access, just 13 minutes to Belleayre Mountain and 20 minutes to Hunter Mountain for year-round outdoor adventure.

Top guest favorite
The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.
Cottage in Chichester
4.94 out of 5 average rating, 144 reviews

Stream Come True | Hot Tub, Ski, Hike, Relax

Welcome to Flowing Water, a peaceful streamside cottage in the heart of the Catskills where the sound of rushing water and rustling trees melts stress away. Just minutes from Phoenicia and a short drive to Woodstock, Hunter, and Belleayre, it’s the perfect retreat for skiing, hiking, stargazing, or simply relaxing. Enjoy a hot tub or the firepit under the stars, a wood stove, streamside deck, and peaceful vibes year-round.

Guest favorite
Cottage in Olive
4.98 out of 5 average rating, 121 reviews

Perch Cottages #9: Creek access + Sauna + Mt views

A group of modern cottages with spectacular mountain views, and magical creek frontage on the Esopus Creek (with its own beach and swimming hole!) Completely renovated. Quick 2 HR drive from the city. ✔ Fishing and Swimming ✔ 1 Dog or Cat per cabin allowed ✔ Gas BBQ Grill ✔ 40” Smart TV ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Onsite parking 7 mins → Ashokan Rail Trail 25 mins → Belleayre Ski Resort

Top guest favorite
The inviting exterior of a cozy cabin is surrounded by lush greenery, with warm lights illuminating the covered porch. A fire pit is featured at the forefront, surrounded by four Adirondack chairs, creating a welcoming space for evening gatherings.
Cottage in Kerhonkson
5 out of 5 average rating, 233 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Popular amenities for Shandaken cottage rentals

When is the best time to visit Shandaken?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,322 GYDG$41,205 GYDG$39,950 GYDG$25,936 GYDG$28,446 GYDG$31,165 GYDG$35,976 GYDG$37,021 GYDG$28,237 GYDG$35,976 GYDG$35,976 GYDG$36,812 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

Quick stats about cottage rentals in Shandaken

  • Total vacation rentals

    Explore 50 vacation rentals in Shandaken

  • Nightly prices starting at

    Shandaken vacation rentals start at G$16,733 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Shandaken vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shandaken rentals

  • 4.9 Average rating

    Shandaken stays are highly rated by guests—averaging 4.9 out of 5!

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