Vacation rentals in Stamford

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Quick stats about vacation rentals in Stamford

  • Total vacation rentals

    Explore 20 vacation rentals in Stamford

  • Nightly prices starting at

    Stamford vacation rentals start at ﺩ.ﺇ 404 per night before taxes and fees

  • Verified guest reviews

    Over 750 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Stamford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stamford rentals

  • 4.8 Average rating

    Stamford stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Stamford

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

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Top guest favorite
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
4.96 out of 5 average rating, 144 reviews

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.

Guest favorite
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
4.82 out of 5 average rating, 237 reviews

🌟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.

Superhost
A spacious patio deck is shown with a wooden table and four black chairs. A floral centerpiece adds color, while a decorative lantern rests on the table. An umbrella provides shade, and greenery is visible in the surrounding landscape under clear blue skies.
Home in Stamford
4.83 out of 5 average rating, 24 reviews

Beautiful & Spacious Home

Enjoy a relaxed and peaceful experience at this beautiful and spacious home in Stamford, NY. The home is sorrounded by nature and is located in a quiet and central road being only a 5-minute walk from the Maine Street. The house features a large patio deck where you can enjoy a nice meal and your favorite beverage. Stamford offers a variety of fun outdoor activities such as : 1. Hiking/scenic trails 2. State Parks 3. Lakes 4. State forests 5. Ski Resorts 6. Farmers markets 7. Golf courses

Guest favorite
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.
Cabin in Stamford
4.94 out of 5 average rating, 155 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!

Top guest favorite
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
4.98 out of 5 average rating, 102 reviews

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 benefits from the 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. The property has mowed trails through the hay fields, large pathways that are for hiking, foraging, wild life sighting.

Guest favorite
The wooden cabin features a sloped roof and multiple windows that offer views of the surrounding trees. Leafy ground cover surrounds the structure, with a deck visible at the front. Seasonal foliage indicates a serene autumn atmosphere.
Cabin in Hobart
4.93 out of 5 average rating, 229 reviews

Secluded and Private Catskills Cabin with a View

Modern cabin on the mountains of the western Catskills. There is a full kitchen, dishwasher, washer/dryer, an assortment of books, board games, puzzles, and an indoor wood-burning stove. There is reliable, high-speed fiber-optic wifi. There is no TV. Note: In winter (Dec-March at least) you will NEED a vehicle with AWD or 4WD to reach the cabin. The final .75 mile of the drive is a dirt road with a couple of hills that could be difficult for an FWD vehicle to safely get up or down.

Top guest favorite
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.
Cabin in Stamford
4.98 out of 5 average rating, 320 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.

Guest favorite
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
4.92 out of 5 average rating, 159 reviews

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.

Guest favorite
A gravel pathway leads towards a rustic wooden cabin, framed by evergreen trees. Natural stone formations and a grassy area provide a welcoming approach to the home, which features a deck overlooking the surroundings, inviting a sense of connection to nature.
Cabin in Jefferson
4.89 out of 5 average rating, 171 reviews

Dino's Black Bear Cabin

A totally disconnected adventure into the middle of the woods is just about as liberating as it gets. Get ready to log off and reconnect with yourself. Upstate NY is also home to some of the world's best campings. Tell your friends and family members to forget about texting you for a few days and reconnect with the wilderness, with five freshwater lakes and 100 miles of hiking trails right outside.This is what we do and we want to share it with you.

Guest favorite
A modern Scandinavian-style cabin features a distinctive peaked roof and dark wooden exterior. Two blue Adirondack chairs are positioned on a snowy pathway, with a stack of firewood visible to the side. A large window provides glimpses of the interior and surrounding nature.
Home in Stamford
4.84 out of 5 average rating, 90 reviews

Hillside Cabin

Escape to this tranquil and cozy cabin in the heart of the Catskill mountains. Relax in comfort and style in this fully updated modern Scandinavian style chalet. Take advantage of the three premier Ski slopes within 30 minutes of the cabin, or just cozy up by the crackling fire. We love animals but we have a no pet policy for the cabin. However you will enjoy seeing the deer grazing on the hill in the morning.

Guest favorite
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.
Cabin in Stamford
4.95 out of 5 average rating, 209 reviews

The A-Frame on Pudding Hill

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.

Top guest favorite
Cabin in Margaretville
4.94 out of 5 average rating, 230 reviews

Cabin in the Sky • Restorative Catskills Escape

There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.

Popular amenities for Stamford vacation rentals

When is the best time to visit Stamford?

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Avg. priceﺩ.ﺇ 441ﺩ.ﺇ 441ﺩ.ﺇ 441ﺩ.ﺇ 441ﺩ.ﺇ 441ﺩ.ﺇ 452ﺩ.ﺇ 463ﺩ.ﺇ 459ﺩ.ﺇ 459ﺩ.ﺇ 474ﺩ.ﺇ 466ﺩ.ﺇ 441
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