
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.

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.

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.

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!

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

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.

Quiet verdant vacation
Clean spacious mobile home on quiet country road with views of mountains from yard and windows. Quiet getaway adjacent to acres of wooded marshlands and fields; only 5 – 10 mins from various trail heads up into the state park land, 15 mins from both Catskill and Saugerties Thruway entrances, 30 mins from Hunter and Woodstock. 20 mins from HITS. No plastic water bottles! water here is excellent: Water pump replaced Nov 2024 for excellent pressure and springs in the yard!

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.

Scandinavian Cottage/Mountain Views/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ 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

Shaggerties Cozy Catskills Getaway

4Br Mountain Brook House on 130 acres w/ trails

Modern Barn on 12 acres w Sauna, FirePit+swimming

Design Scandi Retreat, Heated Pool, Dogs Welcome

Hudson River Sunset Getaway

MODERN FARMHOUSE in the WOODS

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

Catskill Retreat: Heated Pool, Hot Tub, Sauna!
Weekly house rentals

Slate Cabin - Stylish Country Escape x Rhinebeck

MCM Oasis | EV | Hot Tub

Modern creekside cabin in the Catskills

Designer Private Catskills House + Fire Pit

Catskills River House Hot tub & Views

Secluded, Modern retreat with Cedar Hot Tub

Chic Hudson Farmhouse w/ Fireplace & Porch

Modern Mountain Retreat with Views on 18 Acres
Private house rentals

Chic Stream-side Chalet • Mountain View • Catskill

The Pine Tree Chalet | Perfect Airbnb in Catskills

Special: Pond Views, Backyard Dining+BBQ.

Highland Haven at Bowery Creek Farm

Catskill Mountains Forest Nest for 2

The Creek House on Kaaterskill

Cozy Couples Retreat w/ Pond and Fireplace

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$83,202 GYD | G$88,011 GYD | G$76,095 GYD | G$77,767 GYD | G$70,241 GYD | G$94,073 GYD | G$71,495 GYD | G$81,321 GYD | G$77,976 GYD | G$84,875 GYD | G$86,756 GYD | G$88,220 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$35,539 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
- Rentals with a fireplace Round Top
- Rentals with a fire pit Round Top
- Pet-friendly rentals Round Top
- Family-friendly rentals Round Top
- Rentals with a patio Round Top
- Rentals with outdoor seating Round Top
- House rentals Greene County
- House rentals New York
- 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





