Holiday houses in Stamford

4.96 out of 5 average rating, 146 reviews

A bright living area features large windows offering scenic mountain views. Natural light fills the space, highlighting the comfortable leather sofas and wooden coffee table adorned with a decorative runner. Artsy lamps add warmth, creating an inviting environment for relaxation.

Home in Stamford

Mountain House Family Getaway!

The Mountain House is a 4 bed + loft, 3 bath home located minutes to town, hiking, fishing, and many wedding venues and ski mountains. Tucked away in the peaceful woods, we offer a place to relax and unwind. Start your day while enjoying your morning brew or an evening BBQ on the spacious deck. Kids and adults can enjoy games indoors and out while reconnecting. Visit local farmers markets then prepare in a generous kitchen. Want to hit the slopes Hunter, Plattekill,Windham all 30 mins away.

ValueFamilyLayout

4.82 out of 5 average rating, 246 reviews

A white two-story farmhouse stands adjacent to a flowing stream, surrounded by lush green grass and trees. The porch offers a welcoming entrance while the natural landscape creates a peaceful setting, enhanced by the sound of the nearby water.

Cottage in Hobart

🌟Riverfront Cottage W/2 Bedrooms Catskills 🌟

Enjoy our renovated farm house. Relax at this peaceful riverside cottage. Listen to the passing stream from every room in the house. Cottage features a Hammock, backyard fire pit, private swimming hole, Trout fishing, voice activated speakers throug, full kitchen, two bedrooms with queen's and laundry.Surrounded by 200 acres of state land you're free to explore. Cottage is located in Hobart NY, the bookstore capitol of NY. 25 min to Plattekill Mountain ski resort, Belleayre Mountain Ski Center.

LocationValueBackyard

4.97 out of 5 average rating, 78 reviews

An aerial view showcases a modern cabin with a green metal roof, set in a lush private setting. A spacious teak deck is visible, featuring a cedar hot tub and seating area. Surrounding greenery enhances the secluded atmosphere of the property.

Cabin in Jefferson

Experience a Modern Day Cabin to Rest & Play

This is as dreamy as it’s gonna get in The Catskills. We have combined luxury & nature on a private 5 acres setting with a modern day cabin. Kick back & relax in this calm sanctuary where you can connect all your senses. Play in the game room, hang by the fire pit, soak in the cedar hottub or chef up in a stunning European kitchen w/ high end appliances. A perfect getaway to enjoy deluxe beds, relax on gorgeous leather chair w/ books, admire provocative art walls & the best local bath products.

FamilyLocationAmenities

4.98 out of 5 average rating, 107 reviews

The farmhouse features a two-story wooden exterior, accented by vibrant autumn foliage. A decorative entrance with a porch is flanked by shrubs, and an American flag is displayed prominently. Expansive windows offer views of the surrounding landscape, enhancing the home's connection to nature.

Farm stay in Stamford

1820's Farmhouse 182 acres/Private Swimming Pond

Oak Hill Farm c1824, this farmhouse has been fully renovated with a modern take on upstate luxury. Situated on 183 acres of its own land, the house has views across the valley, spring fed swimming pond and a private mountain top. Enjoy morning strolls through our open hay fields, cookout on the covered deck with a wood burning smoker, gas grill, fire pit. Mowed trails through the hay fields, large pathways that are for hiking, foraging, wild life sighting. Air conditioning throughout the house.

LocationFamilyNearby

4.97 out of 5 average rating, 78 reviews

A rustic red lodge with a green roof is framed by a grassy area and ornamental shrubs. The building's exterior features a mix of windows and metal accents, while stormy clouds create a dramatic backdrop, highlighting the lodge's rural setting.

Farm in Stamford

Harmony Meadow Mountain Lodge w. 2 bedrooms

Unique mountain lodge experience! Experience breathtaking views of the mountains and casual walking trails on property. Massive open floor plan with 2 private bedrooms (King & Queen), queen air mattress, and a couch for sleeping. Enjoy a fully equipped kitchen, oversized island with 4 stools + 6-seat dining table, living room area with TV, additional seating/conversation area, & remote work desk. Beautiful bathroom with roomy shower! 3 min drive to Stamford for many walkable attractions!

FamilyValueComfort

A tranquil lake scene captures a wooden dock extending into calm waters, with two small boats moored nearby. Lush green grass frames the edge of the water, while trees and hills provide a natural backdrop under a clear blue sky.

4.94 out of 5 average rating, 159 reviews

ROMANTIC LAKE-FRONT Rustic Cabin by NYC Designer

VOTED MOST IDYLLIC SETTING IN THE AREA! Ideal spot on The Lake to slow down, stay a while, and get immersed in the rhythms of the region…. ...through the scenic valleys and country roads brings you grazing sheep and cattle, meandering streams, open fields, mountains and lake views, and finally to a picture perfect lake front cabin called Green Acres on Whiting Hollow Lake. “It’s not every day, you can get so far from the everyday. Yet, so close” MOST BOOKED Airbnb in The Catskills!

ValueFamilyPets

The A-frame cabin is framed by vibrant autumn foliage, featuring warm lighting that highlights its contemporary exterior design. A spacious wooden deck is furnished with seating and a dining area, overlooking a manicured lawn. The surrounding trees display a palette of orange and yellow leaves.

4.97 out of 5 average rating, 327 reviews

The A-Frame at Harvest Moon Acres

Escape to this cozy, pet friendly Aframe tucked in the mountains - perfect for a peaceful getaway surrounded by nature with fireplace and mountain views in Stamford, NY, where the beauty of the Catskill Mountains surrounds you. Whether you’re sipping coffee by the fire, exploring nearby trails, or unwinding under the stars, the cabin is designed for comfort, relaxation and a little adventure Close to scenic hiking trails and nature spots. Short drive to local coffee shop and cafe.

ValueFamilyAir conditioning

4.93 out of 5 average rating, 169 reviews

A modern cabin is situated on a hillside, showcasing a spacious deck with seating and string lights. The structure features large glass windows, allowing a view of the surrounding forest. A cozy fire pit is visible on the grass, inviting outdoor gatherings.

Chalet in Stamford

Spacious cabin w/mountain views & woodstove

NOTE: Click “Show More” to read the full description. Home with stunning views perfectly situated between Roxbury and Stamford! Drink your morning coffee at the bar on the deck overlooking the mountains, curl up with a good book in the reading nook, or explore the farms, mountains, and countryside of the beautiful Western Catskills. Cabin is situated on five beautiful acres at the end of a private drive. Beautiful sunrises over the mountains, with wide-open stargazing after dark.

ValueFamilyDecor

5 out of 5 average rating, 145 reviews

A firepit surrounded by five wooden chairs is positioned on a gravel area, offering expansive views of the rolling hills at sunset. String lights above enhance the ambiance as the sky transitions into warm hues of orange and purple.

Home in Jefferson

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

LocationFamilyWalkability

5 out of 5 average rating, 24 reviews

The front porch is adorned with lush green hydrangeas in full bloom, providing a vibrant contrast to the surrounding landscape. In the background, mountains are viewed, showcasing a mix of autumn colors as the sunlight casts a warm glow across the scene.

Home in Stamford

Marion Manor gorgeous countryside estate w/ views

Escape to Marion Manor, a charming French country farmhouse in Stamford, NY. Ideal for family getaways or group retreats, it offers 4 bedrooms, 3 baths, and a cozy family room with a foosball table. Enjoy mountain views, streaming on Roku-equipped TVs, and nearby attractions like ski resorts and quaint shops. Amenities include high-speed internet, washer/dryer, bathtub, showers, and an ironing board. Book now for a memorable Catskills retreat!

LocationFamilyCondition

An A-frame cabin is nestled among trees, with a metal roof and wooden deck. An outdoor fire pit, surrounded by stone, features several dark chairs arranged invitingly. The natural setting is enhanced by vibrant autumn foliage, providing a tranquil retreat atmosphere.

4.95 out of 5 average rating, 215 reviews

A-Frame on Pudding Hill | Hot Tub + Outdoor Shower

Experience the ultimate Catskills retreat in our custom-designed A-Frame cabin, nestled on 5 private wooded acres. Soak under the stars in our authentic cedar wood-burning hot tub, cozy up by the smokeless fire pit, or unwind in the hammock. With blazing fast fiber internet (89 Mbps) and a dog-friendly policy, it is the perfect secluded getaway for couples, families, and remote workers.

ValueLocationAmenities

The cabin, constructed of wood with a welcoming porch, is set against a backdrop of rolling hills and a sunset sky. The spacious yard, dotted with trees, invites relaxation and outdoor activities amidst the serene landscape.