
House vacation rentals in Round Top
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Top-rated house rentals in Round Top
Guests agree: these houses are highly rated for location, cleanliness, and more.

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!

Athens, NY House - 1 Bedroom "Want to Get Away"?
Athens, NY Entire House - 1 bedroom Quiet Country setting Winter time 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,snowboarding and kayaking.

Charming retreat near Windham NY
Welcome to the Durso House, our charming (and quirky) newly renovated home ten minutes from Windham, NY. If the outdoors are your thing, we are minutes from skiing, hiking, and all the activities that the "Gem of the Catskills" has to offer. If you're looking for a retreat in the country, away from the rigors of city life, then you are also invited to make our abode your cozy (and romantic) retreat. Conveniently located off Route 23, simply zip out the door and let the adventures begin (or not)!

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

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.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, 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.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

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.

Catskill Cottage | Walk to Downtown & River Views
Nestled just steps away from the heart of Main Street, the Catskill Cottage beckons you to experience the charm of Upstate living like a true local. This inviting retreat boasts rustic exposed brick walls, a sleek industrial-style kitchen, and a modern bathroom. As you step outside, you'll find convenience and adventure at your fingertips. Vibrant local shops, delectable cuisine at nearby restaurants, an the tranquil of the river are all just a short walk away.

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.

Serenity Retreat: Mountains, Waterfalls, Comfort
Enjoy a tranquil retreat overlooking a peaceful creek, set against gorgeous mountain views and nearby spectacular waterfalls. Just a short drive from Woodstock and Saugerties, NY this home on a serene country lane is a gateway to nature's beauty. With close proximity to local attractions, a lush garden, stunning mountain vistas, and a yard featuring a fire pit and bad mitten, it's the perfect blend of comfort and adventure.
Popular amenities for Round Top house rentals
House rentals with a pool

midcentury mod * HOT TUB * walk out trail 2 mohonk

Spacious Winter Retreat Near Woodstock Village

Catskills SKI HAUS Winter Wonderland

Bluestone Escape - Where everyone is at home.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Highwoods Haven | saltwater pool and hot tub

Hudson River Sunset Getaway
Weekly house rentals

Waterfront Three bedroom in Saugerties w/ Hot Tub

Slate Cabin - Stylish Country Escape x Rhinebeck

The Stone Cottage: Close to skiing & hiking

Upstate Waterfront Saugerties Retreat-Near HITS

Winter Special: Pond Views, Backyard Dining+BBQ.

Secluded, Modern retreat with Cedar Hot Tub

Private Waterfall Retreat on 10 acres

Little Red Home in the Village
Private house rentals

Catskill luxury retreat with hot tub and fire pit

Catskill Mountain View Home with Hot Tub

The Pine Tree Chalet | Perfect Airbnb in Catskills

Village Elegance: Spacious & Valued Stay

Designer Private Catskills House + Fire Pit

Hot Tub, Sauna & Fire Pit. 10 min to ski

20 min to Hudson & Windham w fire pit

Luxury Retreat Modern Mountain Hideaway
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$90,731 GYD | G$82,578 GYD | G$77,352 GYD | G$77,770 GYD | G$70,244 GYD | G$94,076 GYD | G$71,498 GYD | G$81,324 GYD | G$77,979 GYD | G$84,878 GYD | G$86,759 GYD | G$88,223 GYD |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
Quick stats about house rentals in Round Top

Total vacation rentals
Explore 20 vacation rentals in Round Top

Nightly prices starting at
Round Top vacation rentals start at G$35,540 GYD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Round Top vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Round Top rentals

5 Average rating
Round Top stays are highly rated by guests—averaging 5 out of 5!
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- Rentals with a washer and dryer Round Top
- Pet-friendly rentals Round Top
- Family-friendly rentals Round Top
- Rentals with a fire pit Round Top
- Rentals with outdoor seating Round Top
- Rentals with a fireplace Round Top
- Rentals with a patio Round Top
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Howe Caverns
- Windham Mountain
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Plattekill Mountain
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery
- Poets' Walk Park




