Vacation rentals in Jefferson

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Top-rated vacation rentals in Jefferson

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Top guest favorite

Cabin in Jefferson

Experience a Catskills Lodge

Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.

LocationValueOutdoor spaces

4.98 out of 5 average rating, 216 reviews

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

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.

ValueLocationCleanliness

4.96 out of 5 average rating, 147 reviews

Top guest favorite

Home in Hobart

Endless Meadow House - Sweeping Views, Scandi

Endless Meadow House is a modern 3 bed, 2 bath black barn retreat just under 3 hours from NYC. With a breathtaking backdrop of lush mountains, rolling meadows & open farmland, the home features Scandinavian inspired design, large windows offering panoramic views, a cozy fireplace, a firepit for evenings under the stars & a small bedroom that doubles as an office. Nearby towns: Hobart (5mins), Stamford (10mins), Bovina (20mins), Roxbury (20mins), Andes (30mins), Delhi (30mins), Margaretville (30

FamilyLocationQuiet

5.0 out of 5 average rating, 22 reviews

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

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.

FamilyLocationHospitality

4.98 out of 5 average rating, 114 reviews

Top guest favorite

Home in Stamford

Catamount Cabin - Tranquility in the Mountains

This delightful house is nestled on 11 hillside acres with mountain views. Conveniently located, and a mere 20 minute ride to Plattekill ski area, Catamount Cabin is a perfect getaway! The single-level floor plan features 3 bedrooms and 2 bathrooms. A cozy wood-burning fireplace invites you to relax. Additional amenities at this pet-friendly property include ample parking, Wi-Fi, Smart TV, A/C, washer/dryer and linens. Enjoy easy access to restaurants, shopping, skiing, hiking, golf and more!

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 27 reviews

Top guest favorite

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.

Ranch 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!

FamilyLocationAmenities

4.98 out of 5 average rating, 82 reviews

Top guest favorite

A classic New England house is presented with a pale yellow exterior and blue metal roof, surrounded by green grass and trees. A wooden deck is visible, leading to a well with a petaled roof in the foreground, enhancing the inviting setting.

Home in Jefferson

Harpersfield House: Sauna, Relaxation, Nature

A newly renovated typical Classical New England house, with a bright and airy mid century modern interior and furnishings. Complete with new bathrooms, kitchen and laundry, and fantastic bedroom comfort. Set on two acres with an outside deck overlooking picnic table and fire pit amid apple and maple trees. The charming village of Jefferson and Stamford, with farm restaurants, locally grown produce markets, hiking, antiquing, skiing, golfing, horseback riding, river rafting and caves close by.

ValueLocationWalkability

4.89 out of 5 average rating, 81 reviews

Top guest favorite

A comfortable living area features a gray sofa with decorative cushions, accompanied by two small tables. Natural light floods the space, revealing an open layout with a view of the dining area and kitchen through a connecting space adorned with sheer curtains.

Home in Harpersfield

Rural retreat in the “Queen of the Catskills”

Come and enjoy this inviting, bright, spacious three bedroom home with front and rear decks and views of fields and hills (don’t be surprised to see cows in the field in back). Perfect for a family or group of friends, comfortably sleeping 6 people. Conveniently located with endless activities nearby: hiking, golfing, New York Safety Track, skiing, mountain biking, fishing, hunting, book village, artisanal cheese, breweries, Cooperstown, Dreams Park, wedding venues, and so much more.

ValueFamilyComfort

4.97 out of 5 average rating, 75 reviews

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

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.

LocationValueAir conditioning

4.97 out of 5 average rating, 329 reviews

Top guest favorite

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!

FamilyLocationCheckout

5.0 out of 5 average rating, 148 reviews

Guest favorite

Cabin in Jefferson

Cozy Catskills Log Cabin w/ Firepit + State Forest

Escape to your private Catskills retreat. This renovated log cabin sits on 8 wooded acres directly bordering Burnt-Rossman Hills State Forest. Spend your days hiking, exploring mountain towns, skiing, or simply enjoying the outdoors. Return to the cabin for a cozy evening around the firepit and nights beneath the stars. Just a short drive from the best of the Catskills, this is the perfect place to slow down, reconnect, and leave the city behind.

FamilyLocationNearby

5.0 out of 5 average rating, 25 reviews

Top guest favorite

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!

LocationFamilyWalkability

5.0 out of 5 average rating, 24 reviews