
Family-friendly vacation rentals in Round Top
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Round Top
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Escape in the Catskills w/hottub
Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

Container Cabin in the Catskills (Field)
*Click on our logo to see our other cabins. The Field Cabin is a recently renovated 4-season shipping container cabin with a master bedroom, electricity, A/C, wood-fired hot tub, wood stove, furnace, indoor bathroom/shower, mountain views, patio, La Colombe coffee, gas grill, kitchen, and fire ring. Warm in the winter and cool in the summer, it sits on 20 acres, two hours north of NYC. Hiking, Woodstock, Kingston, Saugerties or the Hudson River 20 min away. As seen in Dwell, CNN, and Time Out.

Catskills Mountain Cottage - Near Hunter & Windham
The Mountain Cottage is a cozy, thoughtfully-designed home in the heart of the Great Northern Catskills, perched on a scenic hill surrounded by an acre of tall, whimsical trees. Only 2.5 hours from NYC, 20 minutes to Windham Mountain, and 25 minutes to Hunter Mountain. It is centrally located to renowned hiking trails, mountain biking, skiing, the Kaaterskill Falls, antique shopping, local apple picking, and excellent coffee, breweries, and vineyards to be enjoyed throughout the four seasons!

Tiny Home A-Frame with Hot Tub & Creek
Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, comfortable bedrooms & quiet workspaces- learn more at cascadafarm.com

🏔O'Clarke Mountain House - The Catskills
Enjoy a slice of hosts (Bridgitte and Kevin's) ideal Catskill Mountain vacation rental. This 2bd 2ba apartment has an outstanding kitchen, bathrooms, cozy living room, and a perfect dining table to enjoy all your meals. This is our first home, and we will be your neighbors living on the other side of the duplex, we will respect your privacy and let you enjoy your well-earned time away from home. We hope to introduce you to our favorite shops, hikes, and restaurants nearby.

Modern Riverfront, Swim & Fish, 20 min to Hudson
Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Quiet verdant vacation
Clean spacious mobile home on quiet country road with views of mountains from yard and windows. Quiet getaway adjacent to acres of wooded marshlands and fields; only 5 – 10 mins from various trail heads up into the state park land, 15 mins from both Catskill and Saugerties Thruway entrances, 30 mins from Hunter and Woodstock. 20 mins from HITS. No plastic water bottles! water here is excellent: Water pump replaced Nov 2024 for excellent pressure and springs in the yard!

Underground Oasis Saugerties/Woodstock/Hunter
This earth berm is tucked away in the heart of the Catskill Mountains. The location of this home is easily accessible to Hunter Mountain, Saugerties and Woodstock, all of which close to 20 minutes or less. Enjoy the outdoors and live music, local events, such as Hits, Garlic Festival and the Saugerties Car Show. Close to restaurants, grocery stores and much more. Enjoy winter activities at Hunter mountain, or go ice skating in Saugerties. Lots of hiking close by as well.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Catskill Chalet: Hunter Mtn Ski Chalet w/Spa
Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. 🌳 Escape to our cozy Catskills chalet, the perfect base for your iconic mountain getaway! 🏡 Relax and unwind in our charming home, featuring a spacious deck with a bubbling hot tub, perfect for stargazing after a day of adventure. 💫 We are lucky to be surrounded by some of the most spectacular hiking trails and waterfalls in the Catskills, we dare you not to fall in love! 😻
Popular amenities for Round Top family-friendly rentals
Family-friendly home rentals with a hot tub

Modern & Chic Log Home-Spectacular Mountain Views!

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

Private lake cabin w/hot tub, views and fruit

Charming Lakefront Cabin with Hot Tub

Romantic Catskill Getaway | HotTub w/Mountain View

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Family- and pet-friendly home rentals

Renovated historic home, walk to Hudson River!

Cabin by the woods, Hunter Mountain & Kaaterskills

Modern A-Frame Cabin with Loft, Firepit and Grill

Creekside Cabin: Fireplace, Dog friendly, Views

Architect's Hudson Valley Home in the Woods

Kashmir on the lake Catskills Hunter, NY

Rustic Swedish Barn/Featured in Airbnb Magazine

Woodstock Historic Artist Estate- The Museum House
Family-friendly home rentals with a pool

Cozy Gem with Mountain Views

Ski & Sauna! Modern Mountain Escape

Sweet Farm Stay

Only Ski In Out on Mtn | Hike, Golf, Fish, Unwind

midcentury mod * HOT TUB * walk out trail 2 mohonk

Hudson River Sunset Getaway

Hawk View

Le Soleil Suite - Pool, Mtn Views Near Hudson
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.ﺇ1,194 | ﺩ.ﺇ1,216 | ﺩ.ﺇ1,127 | ﺩ.ﺇ1,003 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,216 | ﺩ.ﺇ1,216 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,227 | ﺩ.ﺇ1,252 | ﺩ.ﺇ1,164 | ﺩ.ﺇ1,194 |
| 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 |
Quick stats about vacation rentals that are family-friendly in Round Top

Total vacation rentals
Explore 40 vacation rentals in Round Top

Nightly prices starting at
Round Top vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 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!
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- Family-friendly rentals Greene County
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- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- June Farms
- Berkshire Botanical Garden
- Benmarl Winery
- Hancock Shaker Village




