
Family-friendly holiday 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.

La Villa Catskills: Studio
Welcome to our home, nestled in Catskill Park! We are 20 min to Windham Mnt, 10 min to Hunter Mnt, 5 min to Kaaterskill Falls, 3 min to North-South Lake & plenty Catskill gems! Enjoy a family friendly stay or romantic getaway in nature & relax on the private wrap around porch after a nearby hike or day at the slopes! Relish the views of Upstate NY at the fire pit on our 2 acre lawn, next to our fountain lake, with scenic mountain views at day or at night under the stars. #LaVillaCatskills on IG

1930's Cottage charm cozy air cond. near hiking
1 bedroom 1930's guest cottage with a living room. Near many hiking trails. Window air conditioner brand new, ceiling fans in living room and bedroom. Separate windowed bedroom with new full size mattress. Full size gas stove, microwave, fridge, Keurig coffee maker, toaster and large tiled counter and sink. Full bath off bedroom with large clawfoot tub and shower combination and sink and brand new toilet. Wifi , flat screen Smart TV. Vintage cast iron fireplace with electric insert.

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!

Unique Tiny House Glamping in the Catskills
Looking for the perfectly romantic glamping getaway? This stunning handcrafted hut was designed by my Buddhist mother for a meditation retreat, and to commune with nature. With unique timbered walls and ceilings, a wood-burning stove (the only heat source), rustic stone detailing on the walls and large glass windows, you'll feel like you're living in the woods, but with the comfort of the indoors. Please note that this is an off-grid camping cabin without water, but there is electricity.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

🏔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.

Mountain View Retreat~Sunny Hill Golf / Skiing
Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Riverfront, Fireplace & Fire Pit -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.

Catskill Village House - Mountain View Studio
Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Gorgeous Tiny House with Mountain View
Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! Ac cools beautifully in summer! The Haven at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill
A really really tiny house ,( smaller than most tiny houses) with a dome patio for viewing the sky. Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. We have - Heat/AC, Queen bed, Hot shower, Flushing Toilet, Kitchenette, Fridge, Towels, linens etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers and to returning guests .

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. Ready to escape the ordinary? Book your stay today.
Popular amenities for Round Top family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Modern & Chic Log Home-Spectacular Mountain Views!

StarryPines Cottage w Hot Tub Sauna Step to Trails

Greenville Getaway: HotTub&GameRoom. Hike/Ski/Golf

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Modern Cabin in the Woods with Hot Tub

Burnt Knob Mountain Escape

Woodstock retreat with hot tub and deck with view
Family- and pet-friendly home rentals

Dave's Milk Barn

Hillside Views in Hudson Valley

Dutch Touch Woodstock Cottage

Studio Village of Catskill. Close to dining shops

Sunset Bungalow-Mt views on 130acre forest & falls

"Far from the Madding Crowd" Cozy Cabin Retreat

Barn House: isolated sheep farm Hudson area

Cozy room in Catskill hotel near Kaaterskill Falls
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Views of Mountains Warmth of Firelplace inTownhome

Cottage with Private Deck on 8 acres of Woods

Sweet Farm Stay

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

Modern Barn on 12 acres w Sauna, FirePit+swimming

Le Soleil Suite - Fire pit, Views 10 Min To Hudson

Mtn View Lux Dome w/ Heated Plunge Pool
When is the best time to visit Round Top?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $579 NZD | $590 NZD | $547 NZD | $486 NZD | $508 NZD | $590 NZD | $590 NZD | $584 NZD | $595 NZD | $543 NZD | $543 NZD | $579 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 |
Quick stats about holiday rentals that are family-friendly in Round Top

Total holiday rentals
Explore 30 holiday rentals in Round Top

Nightly prices starting at
Round Top holiday rentals start at $267 NZD per night before taxes and fees

Verified guest reviews
Over 2,060 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Round Top holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rentals with a fireplace Round Top
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- Rentals with a fire pit Round Top
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- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Plattekill Mountain
- Hunter Mountain Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Opus 40
- Butternut Ski Area and Tubing Center
- Berkshire Botanical Garden
- Albany Center Gallery




