Vacation rentals in Town of Ancram

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Top-rated vacation rentals in Town of Ancram

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

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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, 168 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.

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
4.98 out of 5 average rating, 40 reviews

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.

Top guest favorite
A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.
Cabin in Red Hook
4.96 out of 5 average rating, 394 reviews

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Top guest favorite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 136 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.

Top guest favorite
Cabin in Town of Ancram
5.0 out of 5 average rating, 18 reviews

Quiet and secluded cabin in the woods w/ sauna

Escape the city for summer in the Hudson Valley. On our land you'll find a beautiful garden, fenced-in orchard, hammock, trails through the forest, and our wood-fired sauna. Just 5 min away is Lake Taghkanic State Park, with incredible trails, swimming, and boat rentals. Inside there's a newly renovated bathroom w/ clawfoot tub and heated floors, a stocked kitchen w/ coffee setup, two grills, and a gorgeous porch with outdoor dining table and fire pit. Fast WiFi and 2 desks if work calls.

Top guest favorite
A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.
Home in Germantown
4.95 out of 5 average rating, 497 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

Top guest favorite
A modern farmhouse features a sloped black metal roof and a rustic wood exterior, surrounded by lush green trees. Two windows and a sliding door are visible on the side, alongside a covered porch that extends down a set of steps.
Home in Town of Ancram
5.0 out of 5 average rating, 70 reviews

Modern Scandinavian Farmhouse w/ Vintage Camper

Welcome to the rolling hills of Ancram! A two hour drive from Manhattan and perched on a hill near the end of a dead end road, this custom-designed modern farmhouse was rebuilt from the ground up in 2016 with every detail considered. Inside, you'll find Japanese, Scandinavian and rustic farm house influences. With reclaimed wood beams, top-nailed white oak floors, a vaulted double-height living room and incredible oversized bathtub, the space invites quiet, calm reflection and rest.

Top guest favorite
Cabin in Pine Plains
4.97 out of 5 average rating, 299 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

Top 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
4.91 out of 5 average rating, 92 reviews

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!

Guest favorite
Two eco homes are situated in a tranquil forest setting, softly illuminated by warm exterior lights at dusk. Wooden decks extend from the homes, providing a connection to the surrounding green space. Trees frame the scene, enhancing the natural ambiance.
Cabin in Town of Ancram
5.0 out of 5 average rating, 56 reviews

2bed farm stay as seen in Dezeen, architects cabin

Recharge, renew, and relax in this stunning hemp-lime eco home, a luxury farm stay designed for comfort and sustainability. Nestled in the quiet forests of Hillsdale, it offers magnificent views, peaceful solitude, and thoughtful design. Enjoy evenings by the Breeo fire pit and mornings filled with fresh mountain air. Just a short drive from both the Berkshires and Hudson, it’s the perfect base to explore the region while reconnecting with nature in a truly unique setting.

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!

Top guest favorite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 179 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Popular amenities for Town of Ancram vacation rentals