Vacation rentals in Town of Ancram

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Top-rated vacation rentals in Town of Ancram

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Top guest favorite
A charming cottage with a light brown exterior is framed by a lush green landscape. A pathway leads to the front steps, where a star decorates the facade. Clear blue skies complement the serene surroundings.
Cottage in Pine Plains
5.0 out of 5 average rating, 171 reviews

Patchin Mills Quaint Country Cottage

Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

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Top guest favorite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
4.99 out of 5 average rating, 158 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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Top guest favorite
A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.
Home in Rhinebeck
4.98 out of 5 average rating, 131 reviews

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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Guest favorite
A spacious kitchen is equipped with white cabinetry and a large wooden island, featuring bar seating. Natural light floods the room through multiple windows. A dining table for six complements the space, with a fruit bowl as a centerpiece.
Cottage in Sheffield
4.92 out of 5 average rating, 193 reviews

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

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Guest favorite
Farm stay in Town of Ancram
4.96 out of 5 average rating, 408 reviews

Private Farmstay & Forest Spa Near Hudson

More like a country visit than a hotel stay. Fernbrook is a private farm suite for two adults who want animals, woods, and a true reset. Goats greet you at the car, enjoy peanuts we provide, and may join a hike or sit by the fire; cats are affectionate regular visitors. Walk straight into 800 acres of trails, then unwind in a private hot tub, wood-fired sauna, cold plunge, and outdoor shower. The suite has a kitchen, Wi-Fi, smart TV, AC, wood stove, pool table, and indoor infrared sauna.

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Guest favorite
A rustic boathouse is positioned by a tranquil pond, surrounded by lush greenery and trees. The water reflects the blue sky and fluffy white clouds, creating a serene natural scene. A wooden deck extends towards the water, offering a spot to relax by the edge.
Home in Copake
4.95 out of 5 average rating, 21 reviews

Unique 30 Acre Waterfront Retreat

Spanning 30+ private acres, this waterfront retreat sleeps 14 across 3 buildings. The main house features a renovated open kitchen, dining, and living space with a fireplace, sunroom, and primary suite with an en suite bath. Upstairs, 2 bedrooms sleep 6 and in the basement a gym and living area. The 1960s boathouse has a cozy living area, sleeping for 2 and waterfront deck. The sleeper cottage sits at the water’s edge for a secluded stay. Enjoy nature, privacy, and stunning pond views.

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Top guest favorite
Cabin in Pine Plains
4.97 out of 5 average rating, 303 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3-bedroom + sleeping loft, 2.5-bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968 and fully renovated in 2020–2021, the home blends cozy cabin character with modern comforts for a relaxed yet elevated stay immersed in nature. You'll find great hiking in the summer, vibrant fall foliage, peaceful snowy winters, fresh upstate air year-round, and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

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Top guest favorite
Cabin in Red Hook
5.0 out of 5 average rating, 17 reviews

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Our Scandi cabin offers a serene retreat with stunning lakeside views that create a tranquil atmosphere. The wood-burning sauna invites ultimate relaxation, while the peaceful design focuses on simplicity and comfort. Surrounded by a breathtaking landscape, the cabin connects you with nature, making it the perfect escape to unwind, recharge, and enjoy the beauty of both the interior and the natural surroundings. A truly peaceful haven for those seeking calm and rejuvenation.

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Top guest favorite
Cottage in Red Hook
4.98 out of 5 average rating, 748 reviews

bright serene + spacious barn @barn and bike

a bright serene space built by us on the property we live on. we are in - what we think - is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes all around. 6 quaint towns are within 10-25 minutes drive. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

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Top guest favorite
Home in Red Hook
5.0 out of 5 average rating, 45 reviews

Hudson Valley | Hot Tub + 120 Acres + Fire Pit

Fall in the Hudson Valley at its best: colorful woods, crisp hikes, nights around the fire pit and a hot tub under the stars. Set on 120 private acres with miles of trails and river access, the house feels completely secluded yet is just 15 minutes from Red Hook and close to Rhinebeck and Hudson. Designed for families and groups, it sleeps up to 9, with soaring windows, a fireplace, chef’s kitchen, kids’ bunk room and cozy 65" 4K TV room.

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Guest favorite
A bright living area features vaulted ceilings supported by dark wooden beams. A mix of comfortable seating, including a leather sofa and four armchairs, surrounds a central coffee table. Natural light streams through multiple windows, highlighting the minimalist design and warm color palette.
Home in Town of Ancram
4.94 out of 5 average rating, 118 reviews

Breathtaking Views of Secluded Paradise

Nestled atop a sprawling pasture and surrounded by the rolling Catskills, Casa Lobato Farmhouse offers refined comfort and timeless charm. Spacious yet intimate, this elegant retreat is designed for effortless relaxation with elevated amenities. Take in sweeping views, unwind by the firepit beneath the stars, or hike to a cascading stream. As a certified “Healthy Home,” we proudly provide a stay that feels both indulgent and restorative.

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Top guest favorite
An inviting living space features a modern wood stove as its focal point. Large windows allow natural light to fill the room, revealing views of the surrounding trees. Two comfortable sofas are arranged for relaxation, with a hanging planter adding a touch of greenery.
Cabin in Town of Ancram
5.0 out of 5 average rating, 164 reviews

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

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