
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.

Athens, NY House - 1 Bedroom "Want to Get Away"?
Athens, NY Entire House - 1 bedroom Quiet Country Setting Now is a great time to escape to beautiful 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. The area features outdoor nature activities: hiking trails, boating and kayaking.

Spacecraft Sanctuary x Stargate Self-Care Retreat
Nestled into a private forested locus in the charming hamlet of Halcottsville, NY is SPACECRAFTX1 SANCTUARY, a transformed single wide trailer with walls of glass sliders that showcase the ultimate designer, Mother Nature with her majestic mountain vistas, perennial x calming Japanese rock gardens. SPACECRAFTX1 STARGATE (separate structure) is a wellness studio for yoga, pilates, barre x meditation with an infrared sauna with chromotherapy for a “Design Your Own” self-care retreat experience.

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.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

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!

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!

Curated Design | Hot Tub | Fire Pit | Hudson:15min
Welcome to Salt Hill House — a 1940’s cottage style house that’s been beautifully renovated with modern furnishings. You’ll be able to relax on the outside deck rocking chairs with a cup of coffee and cozy up around the fire pit. The kitchen is fully stocked — from spices, coffee, baking essentials, pots/pans, to any small appliance you may need. The house is located just outside the quaint town of Leeds, 8 min from Catskill, 15 min from Hudson, and ~30 min from Windham/Hunter

Hudson River Sunset Getaway
With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!

Underground Oasis Saugerties/Woodstock/Hunter
This earth berm is tucked away in the heart of the Catskill Mountains. The location of this home is easily accessible to Hunter Mountain, Saugerties and Woodstock, all of which close to 20 minutes or less. Enjoy the outdoors and live music, local events, such as Hits, Garlic Festival and the Saugerties Car Show. Close to restaurants, grocery stores and much more. Enjoy winter activities at Hunter mountain, or go ice skating in Saugerties. Lots of hiking close by as well.

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.
Popular amenities for Round Top house rentals
House rentals with a pool

Saugerties Luxury -Pool, Fire Pit, Close to HITS

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Design Scandi Retreat, Heated Pool, Dogs Welcome

MODERN FARMHOUSE in the WOODS

Upstate Modern Scandinavian Barn in the Catskills

Cozy & Spacious Country Home - All Seasons
Weekly house rentals

Fawn House | Upstate Midcentury Cottage w Hot Tub

Chic Stream-side Chalet • Mountain View • Catskill

Special: Pond Views, Backyard Dining+BBQ.

The Pine Tree Chalet | Perfect Airbnb in Catskills

The Hideaway -private, Free EV, New Hot Tub

Designer Private Catskills House + Fire Pit

Warm and cozy home w/ mountain views

Spacious 2BR Flat in the Heart of Hudson
Private house rentals

Pawfect Family Retreat w/fenced-in yard & Dog Park

Couples' Mountain Escape |HotTub|GameRoom|MtnViews

Quiet Catskill Home

Catskill Mountain View Home with Hot Tub

New! Theater, Game Room - Near HITS & Hunter Mtn

Leeds Longhouse: Scenic Views near Hudson + Hunter

The Creek House on Kaaterskill

Private Luxury Home-Hot Tub & Cold Plunge
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$83,237 GYD | G$88,047 GYD | G$76,126 GYD | G$77,799 GYD | G$70,270 GYD | G$94,112 GYD | G$71,525 GYD | G$81,355 GYD | G$78,009 GYD | G$84,910 GYD | G$86,792 GYD | G$88,256 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$35,554 GYD per night before taxes and fees

Verified guest reviews
Over 1,250 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
10 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 patio Round Top
- Rentals with a fireplace Round Top
- Rentals with outdoor seating Round Top
- Rentals with a fire pit Round Top
- House rentals Greene County
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- House rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Windham Mountain
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- June Farms
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Naumkeag
- Benmarl Winery
- Poets' Walk Park





