
House vacation rentals in Round Top
Find and book unique houses on Airbnb
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$35,550 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!
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.

The Earlton - Spacious home w/ fireplace & firepit
Enjoy your time away in a spacious & peaceful new home in the Catskills of upstate New York. Relax & cozy up to the indoor fireplace or have fun with outdoor fire-pit with seating & dining area, great for BBQ & s’mores! Location is central to many historic sites, outdoor activities, tourist attractions & destinations. Nearby attractions include, skiing, hiking & ATV/biking trails, canoeing, boating, local organic farms, antiques & shopping. Forget your worries in this spacious & serene space.

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.

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 High-end 2BR2BATH in the woods of Catskills
Modern and spacious house located in the woods, surrounded by nature will make a perfect getaway. Wide open layout with a large living room/kitchen area in the center of the house, 2 Massive suites, one on each side overlooking the woods, both with comfy king bed and private bathroom - perfect for 2 couples, and suitable for a family as well. Beautifully designed with high end finishes, white oak flooring, custom made kitchen and toll ceilings, as well as cozy fireplace for warm nights.

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.

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

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.

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.

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

Hudson getaway w/ hot tub+ plunge pool on 20 acres

Modern Barn on 12 acres w Sauna, FirePit+swimming

Design Scandi Retreat, Heated Pool, Dogs Welcome

Hudson River Sunset Getaway

Upstate Modern Scandinavian Barn in the Catskills

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck

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

Hudson River views with pool and hot tub
Weekly house rentals

MCM Oasis | EV | Hot Tub

Modern creekside cabin in the Catskills

Architect's Hudson Valley Home in the Woods

Secluded, Modern retreat with Cedar Hot Tub

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit

Cheerful Catskill Village Cottage

Bluff House

Private Waterfall Retreat on 10 acres
Private house rentals

Evolet Farm - Cozy Catskills Retreat

Chic Stream-side Chalet • Mountain View • Catskill

The Pine Tree Chalet | Perfect Airbnb in Catskills

Special: Pond Views, Backyard Dining+BBQ.

Designer Private Catskills House + Fire Pit

Modern Sunny Home w/ Vast Views

Peaceful Country Farmhouse

Cozy Couples Retreat w/ Pond and Fireplace
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$83,228 GYD | G$88,038 GYD | G$76,119 GYD | G$77,791 GYD | G$70,263 GYD | G$94,103 GYD | G$71,518 GYD | G$81,346 GYD | G$78,001 GYD | G$84,901 GYD | G$86,783 GYD | G$88,247 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 |
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- Rentals with a washer and dryer Round Top
- Rentals with outdoor seating Round Top
- Rentals with a fireplace Round Top
- Rentals with a fire pit Round Top
- Family-friendly rentals Round Top
- Pet-friendly rentals Round Top
- Rentals with a patio Round Top
- House rentals Greene County
- House rentals New York
- House rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- Windham Mountain
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- June Farms
- Zoom Flume
- Thacher State Park
- Taconic State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohonk Preserve
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Naumkeag





