
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 $308 NZD 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.

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!

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.

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.

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.

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!

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.

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!

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 Ski-Home With Views Near Hunter & Windham
Our home is a modern, relaxing space to decompress, explore, and take time to breathe in the fresh mountain air. Tailor-made for relaxation, family-time, and endless outdoor activities. Stoke a roaring fire indoors or outdoors in a beautiful fire pit for those cooler summer and fall nights. Close proximity to hiking and sunbathing at the lake in the summer and skiing in the winter.
Popular amenities for Round Top house rentals
House rentals with a pool

Hudson River Sunset Getaway

Luxe modern A Frame, Hot tub and new heated pool

Modern Barn on 12 acres w Sauna, FirePit+swimming

Catskill Village Ski Hike Lake Pet Main St Pool
Woodstock Historic Artist Estate - The Pond House

Charming home - views of Hunter Mountain slopes

4Br Mountain Brook House on 130 acres w/ trails

Upstate Modern Scandinavian Barn in the Catskills
Weekly house rentals

Boulder Tree House

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

Designer Home, Hot Tub, Private Yard, & Projector

HEAVEN ON EARTH - Hudson Riverfront Home

Athens, NY House - 1 Bedroom "Want to Get Away"?

Hudson Valley Hygge House~ comfort in the country!

Valley View Chalet: AC, Hot Tub, Firepit, Games

Modern Escape • Sauna • Firepit • Near Woodstock
Private house rentals

Couples' Mountain Escape |HotTub|GameRoom|MtnViews

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly

Misty Mountain House - Retreat with mountain views

Designer Private Catskills House + Fire Pit

Modern Catskills Cabin on creek w/private 10 acres

Catskills Chalet with Hot Tub, Fireplace & Stream

Catskills Escape! Hot Tub, Massage Chairs & Games

NEW: Gorgeous Grand Chalet w/ Hot Tub & Views
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $680 NZD | $719 NZD | $622 NZD | $622 NZD | $731 NZD | $753 NZD | $584 NZD | $665 NZD | $637 NZD | $694 NZD | $709 NZD | $721 NZD |
| 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
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Mohonk Preserve
- Taconic State Park
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- MVP Arena





