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 $302 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.

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Top Guest favourite
The farmhouse exterior features a spacious porch with steps leading down to a grassy area. The surrounding landscape includes trees, providing a natural setting. Large windows allow for plenty of natural light, enhancing the home's open feel.
Home in Saugerties
4.92 out of 5 average rating, 310 reviews

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!

Top Guest favourite
A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.
Home in Catskill
4.97 out of 5 average rating, 230 reviews

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.

Guest favourite
A spacious bedroom features two beds with striped bedding. Natural light streams through large windows, illuminating the hardwood floor. A ceiling fan hangs above, and a dresser can be seen along one wall, providing ample storage space.
Home in Earlton
4.91 out of 5 average rating, 147 reviews

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.

Top Guest favourite
A private movie theater is showcased with plush black recliners arranged in stadium seating. The room features a large projection screen on one wall and multiple ceiling lights illuminate the space, creating a welcoming environment for cinematic experiences.
Home in Haines Falls
4.98 out of 5 average rating, 110 reviews

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!

Guest favourite
A wooden house is set against a wooded backdrop, featuring a dark facade with large windows. An outdoor fire pit is surrounded by seating arrangements on either side. The grassy area offers a natural and open invitation to enjoy the surrounding landscape.
Home in Catskill
4.96 out of 5 average rating, 125 reviews

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.

Top Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.96 out of 5 average rating, 229 reviews

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!

Top Guest favourite
A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.
Home in Germantown
4.95 out of 5 average rating, 499 reviews

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.

Top Guest favourite
Home in East Jewett
4.99 out of 5 average rating, 150 reviews

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.

Top Guest favourite
Home in Greenville
4.96 out of 5 average rating, 179 reviews

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!

Guest favourite
A scenic view from a wooden deck showcases rolling green hills and tall trees. A tranquil pathway winds through the landscape, leading to nearby homes. Gentle sunlight filters through the foliage, enhancing the natural beauty of the surrounding area.
Home in Palenville
4.91 out of 5 average rating, 286 reviews

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.

Guest favourite
An open living space features a modern design with skylights and large windows providing natural light. A stone fireplace is situated near the seating area, which is complemented by a dining table and chairs. Warm wooden flooring adds to the inviting ambiance.
Home in East Jewett
4.97 out of 5 average rating, 280 reviews

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.

Guest favourite
Home in Catskill
4.95 out of 5 average rating, 299 reviews

Schoolhouse in the Catskills

✨ Renovation Note (2025): We’re thrilled to share that the Schoolhouse has just completed a major renovation! Our home is now 4 bedrooms and 4 bathrooms (formerly 2 and 2), with a brand-new attic play space for kids and a dishwasher in the kitchen. Washer and dryer are now accessible in the renovated basement. *FOR SKIERS: 20 minutes to Hunter, 25 minutes to Wyndham!

Popular amenities for Round Top house rentals

When is the best time to visit Round Top?

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Avg. price$668 NZD$707 NZD$611 NZD$611 NZD$719 NZD$741 NZD$574 NZD$653 NZD$626 NZD$682 NZD$697 NZD$709 NZD
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