
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 ﺩ.ﺇ 661 per night before taxes and fees

Verified guest reviews
Over 1,080 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

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.

Pawfect Family Retreat w/fenced-in yard & Dog Park
Welcome to the Pawfect Family Retreat- our dog-focused cottage in East Durham, NY! This cozy 2BR, 1BA home with a loft (3rd BR /sleeping area) is made for tail wags and happy hearts. Enjoy a fully fenced backyard with a private dog park, pup-friendly amenities, and cozy spaces for the whole family. Just minutes to Zoom Flume. Close to Windham(13 mi) & Hunter Mountain(18 mi), hiking, farms, breweries, and antique shops, town of Catskill & Hudson-your year-round getaway for unforgettable memories.

Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

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.

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.

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!

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.

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.

Designer Home, Hot Tub, Private Yard, & Projector
A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake

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

Luxe modern A Frame, Hot tub and new heated pool

Hudson River Sunset Getaway
Woodstock Historic Artist Estate - The Pond House

Modern Barn on 12 acres w Sauna, FirePit+swimming

4Br Mountain Brook House on 130 acres w/ trails

Viewtop Farmhouse-Relax & enjoy summer by the pool

Private lakefront home, hot tub & resort amenities

Summer Paradise - Pool, Fire-pit, Nursery!
Weekly house rentals

Scandinavian Cottage/Mountain Views/Fire pit

Livingston Farmhouse Escape with hot tub and sauna

HEAVEN ON EARTH - Hudson Riverfront Home

Couples' Mountain Escape |HotTub|GameRoom|MtnViews

Catskill Mountain House 🌄

Misty Mountain House - Retreat with mountain views

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

Escape to Pine Lane
Private house rentals

Idyllic Mountain view Catskills home near Windham

Beautiful farmhouse with Mountain View- HITS- AC

Secluded hilltop retreat, Catskill mountain views.

Designer Private Catskills House + Fire Pit

Modern Catskills Cabin on creek w/private 10 acres

Catskills Escape! Hot Tub, Massage Chairs & Games

Special: Pond Views, Backyard Dining+BBQ.

Catskills Chalet with Hot Tub, Fireplace & Stream
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,462 | ﺩ.ﺇ 1,546 | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,572 | ﺩ.ﺇ 1,620 | ﺩ.ﺇ 1,256 | ﺩ.ﺇ 1,429 | ﺩ.ﺇ 1,370 | ﺩ.ﺇ 1,491 | ﺩ.ﺇ 1,524 | ﺩ.ﺇ 1,550 |
| 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
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- Howe Caverns
- Windham Mountain
- Catamount Mountain Ski Resort
- June Farms
- Butternut Ski Area and Tubing Center
- 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
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- Benmarl Winery





