
House holiday rentals in Round Top
Find and book unique houses on Airbnb
Quick stats about house rentals in Round Top

Total holiday rentals
Explore 20 holiday rentals in Round Top

Nightly prices starting at
Round Top holiday rentals start at $257 AUD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Round Top holiday rentals include Wi-Fi access

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

4.9 Average rating
Round Top stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Round Top
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

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!

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.

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 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.

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.

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.

Modern Cozy Cabin /Outdoor Infrared Sauna/Yard
Welcome to Carol Land, a Hudson Hideaway! 🏡 Carol Land is nestled along the iconic Amtrak railway and serene Hallenbeck Creek which flows from the mighty Hudson River. You will enjoy seasonal views of the Rip Van Winkle bridge and the beautiful Catskill mountains. ⛰️ This modern retreat harmoniously blends comfort, style, and a beautiful country spot located on a quiet cul-de-sac.
Popular amenities for Round Top house rentals
House rentals with a pool

Luxury Manor Catskill | Pool, Hot Tub & Movie Room

Private lakefront home, hot tub & resort amenities
Woodstock Historic Artist Estate - The Pond House

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

4Br Mountain Brook House on 130 acres w/ trails

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hudson River Sunset Getaway

Hudson River views with pool and hot tub
Weekly house rentals

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

Renovated historic home, walk to Hudson River!

Scandinavian Cottage/Mountain Views/Fire pit

MCM Oasis | EV | Hot Tub

Modern Ski-Home With Views Near Hunter & Windham

Cook House, Modern Cottage with Hot Tub

Accord River House

Modern Prefabricated Architectural Retreat
Private house rentals

Chic Stream-side Chalet • Mountain View • Catskill

NEW: Gorgeous Grand Chalet w/ Hot Tub & Views

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

The Long View - Scenic Views near Hudson & Hunter

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $569 AUD | $601 AUD | $520 AUD | $531 AUD | $480 AUD | $643 AUD | $489 AUD | $556 AUD | $533 AUD | $580 AUD | $593 AUD | $603 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Pet-friendly rentals Round Top
- Rentals with a washing machine and dryer Round Top
- Rentals with a fire pit Round Top
- Rentals with outdoor seating Round Top
- Rentals with a fireplace Round Top
- Family-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
- Catamount Mountain Ski Resort
- Howe Caverns
- Windham Mountain
- Butternut Ski Area and Tubing Center
- June Farms
- Plattekill Mountain
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Kent Falls State Park
- Hunter Mountain Resort
- Mohonk Preserve
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Peekamoose Blue Hole
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Benmarl Winery





