Vacation rentals in Town of Ancram

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.

Value · Location · Bathroom

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.

Family · Location · TV

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.

Location · Family · Sleep quality

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.

Family · Value · Comfort

End summer on 120 acres, Hot Tub, River & Firepit

Spend the last days of summer hiking wooded trails, exploring the river, relaxing in the hot tub, and around the fire pit under the stars. Just 15 minutes from Red Hook, you'll feel completely secluded while staying close to the area's best restaurants, farms, wineries, and shops. Designed for families and groups, the home comfortably sleeps up to 9 with three private bedrooms plus a fun bunk room for kids. Unwind by the fireplace or watch a movie in the oversized TV room with a 65" 4K TV.

Family · Location · Comfort

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.

Family · Location · Sleep quality

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

Value · Location · Condition

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!

Family · Location · Sleep quality

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.

Location · Family · Outdoor spaces

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!

Value · Family · Condition

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.

Location · Family · Hiking

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.

Location · Family · Amenities