
House vacation rentals in Round Top
Find and book unique houses on Airbnb
Top-rated house rentals in Round Top
Guests agree: these houses are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Beautiful farmhouse with Mountain View- HITS- AC
Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this stunningly renovated Scandanavian barn. Featured in more than 10 magazines and catalogues, including AirBnB Magazine! Walk the property, with its big open fields, 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.

Leeds Escape
DISINFECTED FOR COVID-19 after each visit... Newly updated guest house attached to main house. Entrance is in the back. Read a book, relax or take in nature. From enjoying cows and Horses, to goats next door and the chirping of the birds. Fire 🔥 pit night. BBQ or simply stay in doors cooking. Take a stroll to Catskill Creek. Or take 3 Minute drive to town...for breakfast, lunch or dinner. Hunter Mountain Skiing 35 minutes away. Windham Mountain Skiing 26 minutes. Kaaterskill Falls 26 minutes.

Escape in the Catskills w/hottub
Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Private Waterfall Retreat on 10 acres
Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Catskill Mountain House 🌄
Enjoy panoramic views of the beautiful Catskill Mountains from this lovely, newly-renovated house set on 5 secluded acres. This custom home has a two-story living room with a fireplace, gourmet kitchen, two large suites and plenty of space for groups to gather. The large deck, hot tub, and wooded fire pit are great for entertaining all year round. At just 20 min to Hunter & Windham and 20 min to the HITS horse shows, you have access to all that the Catskills and Hudson Valley have to offer.

Modern House with Mountain View @Getawind
Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Athens, NY House - 1 Bedroom "Want to Get Away"?
Athens, NY Entire House - 1 bedroom Quiet Country setting Summertime is a great time to escape to upstate NY. Guests have called it "a very cozy cottage in the woods". It is set back off the road and a great place to get away and unwind. 10 minutes from Exit 21 on the NYS Thruway and is an easy drive to several towns on the Hudson River. They are known for their restaurants, local shops and quaint downtowns. Area features outdoor activities: hiking trails, skiing and kayaking.

b/w Hudson&Hunter, a Catskill Unit Made for Snugs
Welcome to the Catskills and rest up in this calm, small, and stylish space! We recently rebuilt the entire interior of an old brick building and imagined the first floor (*** the entrance is at the back of our house***) as a guest unit for our friends & family during visits. When we do not have friends & family visiting, we are offering this space to you! We are architects by training and have placed our aesthetic energy in making this unit modern but also cozy.

Modern Prefabricated Architectural Retreat
At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

Private Cottage/Mountain Views/Trails/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!
Popular amenities for Round Top house rentals
House rentals with a pool

Private lakefront home, hot tub & resort amenities

Shaggerties - fun cozy catskill mountain getaway

4Br Mountain Brook House on 130 acres w/ trails

Spacious 5BR Catskill Retreat Near Saugerties Hike

Hawk View

MODERN FARMHOUSE in the WOODS

Upstate Modern Scandinavian Barn in the Catskills

Spacious Catskills Farmhouse on over 5 acres!
Weekly house rentals

Modern Treehouse w/ Spa, Walk to Hunter Mtn.

Upstate Waterfront Saugerties Retreat-Near HITS

Gingerbread House- a 1950s Catskills Chalet

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Architect's Hudson Valley Home in the Woods

Modern Mountain Retreat with Views on 18 Acres

Little Red Home in the Village

Cozy Catskill Escape
Private house rentals

Chic Stream-side Chalet • Mountain View • Catskill

Couples' Mountain Escape |HotTub|GameRoom|MtnViews

The Pine Tree Chalet | Perfect Airbnb in Catskills

Fall Special: Pond Views, Backyard Dining+BBQ.

Modern High-end 2BR2BATH in the woods of Catskills

Creekside Couple's Retreat w/Hot tub, Sauna & More

Leeds Longhouse: Scenic Views near Hudson + Hunter

Fall Colors, Fire Pit & Sauna-20 min to Hudson
Quick stats about house rentals in Round Top
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ624 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Rentals with a fire pit Round Top
- Pet-friendly rentals Round Top
- Rentals with a fireplace Round Top
- Rentals with a washer and dryer Round Top
- Family-friendly rentals Round Top
- Rentals with outdoor seating Round Top
- Rentals with a patio Round Top
- House rentals Greene County
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- House rentals United States
- Hunter Mountain
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Windham Mountain
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park