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

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.

5.0 out of 5 average rating, 170 reviews

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

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.

4.98 out of 5 average rating, 130 reviews

Top guest favorite

An exterior view of the house is shown, featuring a white façade, a brick chimney, and large windows allowing natural light. A lush green lawn surrounds the home, with scattered trees partially casting shadows across the grass. Clear blue skies provide a serene backdrop.

Home in Town of Ancram

Grandma's country house. Skiing / Fishing/ Hiking

Grandma’s house, near the river and next to the woods! Grandmas house is located in “upstate NY” in the town of Ancram. Only a quick hour and half trip from NYC. You will find some beautiful farm land views, in a comfy convenient house. Relax in the 3 bed 2 bath house with central air, or head out and explore country living. Breweries, skiing, hiking, fishing, minutes to Hudson, Lake Taghkanic, Catamount, Bash Bish falls, and Copake Lake! Wine down at night by the fire pit and enjoy the stars.

4.98 out of 5 average rating, 40 reviews

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

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.

4.95 out of 5 average rating, 20 reviews

Top guest favorite

Cabin in Pine Plains

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

4.97 out of 5 average rating, 301 reviews

Guest favorite

A spacious living area features a vintage brick fireplace with a warm fire. Comfortable seating includes green and gray sofas, accented by a vibrant orange throw. Large windows allow natural light to fill the room, with wooden beams enhancing the airy design.

Cottage in Town of Ancram

Chic Country Home on 5 acres | Hudson 20 min

Unwind at Ancram Aviary this summer. Tucked in the beautiful Hudson Valley, our sunlit 1950s Dutch Colonial is a peaceful family escape just 90 minutes from NYC. Enjoy 2,500 sq ft of sunlit charm on 5 private wooded acres, perfect for kids, pets, and enjoying the outdoors. Lounge in the attic nook, fire up the BBQ, play catch in the big yard, or take a day-trip to Hudson & Catskills for markets and riverside strolls. Your base for hiking, antiquing, and soaking up the nature!

4.91 out of 5 average rating, 93 reviews

Top guest favorite

Cabin in Red Hook

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.

5.0 out of 5 average rating, 17 reviews

Top guest favorite

Cottage in Red Hook

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!

4.98 out of 5 average rating, 748 reviews

Top guest favorite

Farm stay in Town of Ancram

Private Farm & Spa Retreat Northern Hudson Valley

A real farm retreat for animal lovers. Free-roaming goats, geese, dogs, and a cat share the 6 acres — expect to be greeted at your car and joined on hikes. The bonus: a full spa deck with hot tub, wood-fired sauna, cold plunge, outdoor shower, and lounger surrounded by forest. Your private suite has a full kitchen, smart TV, Wi-Fi, AC, wood stove, pool table, inferred sauna (different from the wood fired outdoor one) and 800 acres of trails from the door.

4.96 out of 5 average rating, 408 reviews

Top guest favorite

Home in Red Hook

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.

5.0 out of 5 average rating, 43 reviews

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

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.

4.94 out of 5 average rating, 118 reviews

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

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.

5.0 out of 5 average rating, 164 reviews