
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 £133 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Round Top holiday rentals include wifi 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!

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly
Escape to our 3-bedroom, 2.5-bath, 2,000 sq ft creekside cabin in the Catskills—designed for relaxing getaways, ski trips, and family adventures. Located just 10 minutes from Hunter Mountain, 20 minutes from Windham Mountain, and 5 minutes to North–South Lake, you’ll be close to some of the region’s best hiking, skiing, and outdoor activities. After a day in the mountains, come back to relax by the creek, unwind on the deck, or challenge friends and family in the game room designed for all ages

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.

Walk to Kaaterskill Falls! Theater & Game Room
Our spacious 5BR home on 1.5 acres with a large lawn, 4K movie theater, game room, baby proofing & high-speed WiFi is perfect for exploring the Catskills year-round! Just 12 min to Hunter Mountain, 5 min to Tannersville, .5 mi to Kaaterskill Falls, and 1 mi to North-South Lake beaches. Features a fully equipped kitchen, remodeled basement with play area, 3 sound systems, and a dedicated office space. Relax in nature, enjoy the outdoors, or stay entertained inside. Your perfect getaway awaits!

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!

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!

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.

Greenville Getaway|Paws & Pines: Dog Park & HotTub
Welcome to Greenville Getaway | Paws & Pines- where dogs might have more fun than their humans! 🐾🌲 With a fully fenced yard + private dog park, your pup can run, sniff & zoom off-leash while you relax. Discover the Ball Library 🎾, agility fun & Happy Tails Boutique 🐶🛍️, while humans enjoy the hot tub + arcade game room. Tucked in the Catskills and made for dogs at heart, because here, your dog isn’t joining your vacation… you’re joining theirs!

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.

Lux Modern Cabin at Hunter Mountain
Modern private retreat in the heart of the Catskills with expansive views of Hunter Mountain that delivers an ultra-lux getaway experience. Casa Nevana is a brand-new construction. Enjoy each season of the Catskills in comfort and style. Immerse yourself in nature and slow living while experiencing luxurious accommodations and impeccable design. Follow us on IG @CasaNevana to see more of the home, local hot spots and more!
Popular amenities for house rentals in Round Top
House rentals with a pool

Hudson River estate guest cottage

Hudson River Sunset Getaway

Lake House close to Skiing & Indoor Hot Tub

Summer Paradise - Pool, Fire-pit, Nursery!
Woodstock Historic Artist Estate - The Pond House

Upstate Getaway btw Rhinebeck+Hudson

Upstate Modern Scandinavian Barn in the Catskills

Catskill Village Ski Hike Lake Pet Main St Pool
Weekly house rentals

Designer Home, Hot Tub, Private Yard, & Projector

Cheerful Catskill Village Cottage

Modern Ski-Home With Views Near Hunter & Windham

Modern Prefabricated Architectural Retreat

Rustic Swedish Barn/Featured in Airbnb Magazine

Embrace nature in style @ #killercatmountainhouse

Designer Private Catskills House + Fire Pit

Modern Catskills Cabin on creek w/private 10 acres
Private house rentals

The Pine Tree Chalet | Perfect Airbnb in Catskills

The Catskills Stone Getaway

Europe in The Catskills

NEW: Gorgeous Grand Chalet w/ Hot Tub & Views

Chic Stream-side Chalet • Mountain View • Catskill

Panorama Catskills - Luxury Mountain Escape

Birch & Buck - Stunning Views near Hudson & Hunter

Mountain View Dream Escape - Hot Tub, Pool & Art
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £294 | £311 | £269 | £269 | £316 | £326 | £253 | £287 | £276 | £300 | £307 | £312 |
| 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 Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Baltimore 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
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Benmarl Winery
- MVP Arena





