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.

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Guest favourite

Apartment in Purling

4.95 out of 5 average rating, 108 reviews

Studio in the woods!

A wonderful place to do almost nothing or lots! From bike riding to mountain trails to hike. Your private studio needs nothing for you to bring other than yourself. Your room has a lovely complimentary welcome kit of wine and goodies to get you started on your first night. Also for an additional fee we have available goat happy hour and playtime (weather permitting) $40 per person. The goats are 2 yeas olds that have been bottle raised and think they are puppies. 🐐🐐 Beautiful fall foliage 🍁

Top Guest favourite

Home in Catskill

4.97 out of 5 average rating, 168 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.

Top Guest favourite

Home in Round Top

4.97 out of 5 average rating, 214 reviews

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.

Top Guest favourite

Cottage in Catskill

4.96 out of 5 average rating, 293 reviews

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.

Superhost

Guest suite in Tannersville

4.85 out of 5 average rating, 117 reviews

La villa Catskills: 1 Bedroom Apt

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. Take in nature at our 2 acre property & enjoy the views of Upstate NY, all year round! Relax at a family-friendly stay or romantic getaway after a hike or day at the slopes. Grill with scenic mountain views from a private balcony or enjoy a toasty fire pit by the fountain lake, under the stars. #LaVillaCatskills on IG

Top Guest favourite

Chalet in Round Top

4.96 out of 5 average rating, 208 reviews

Welcome to the Shangri-La Chalet!

A Chalet-style home in the Catskills, ideal to SKI, HIKE, WORK REMOTELY; PLAY or simply get away. Lots of GAMEROOM activities; a large airy "GREAT ROOM" for gatherings by the FIREPLACE then wander to private bedrooms. OUTDOOR wrap-around split-level DECKS (nearly 3,000 sq. ft!) with all the accoutrements for outdoor GRILLING & DINING AL FRESCO and a dip in the HOT TUB! WIFI is 200 DOWNLOAD /10 UPLOAD On-site AMPLE PARKING Longer stays welcomed & discounted! NOT SUITABLE FOR MINORS.

Guest favourite

Home in Catskill

4.95 out of 5 average rating, 230 reviews

Catskill Mountain House 🌄

Enjoy panoramic views of the beautiful Catskill Mountains from this lovely, newly-renovated house set on 5 secluded acres. This custom home has a two-story living room with a fireplace, gourmet kitchen, two large suites and plenty of space for groups to gather. The large deck, hot tub, and wooded fire pit are great for entertaining all year round. At just 20 min to Hunter & Windham and 20 min to the HITS horse shows, you have access to all that the Catskills and Hudson Valley have to offer.

Top Guest favourite

Guesthouse in Cairo

4.98 out of 5 average rating, 187 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

Top Guest favourite

Home in Cairo

4.96 out of 5 average rating, 114 reviews

Modern Mountain Retreat: Great for slopes & trails

Surrounded by trees with exceptional mountain views, this two-bedroom retreat has been carefully thought out to allow you to take in the scenery without having to give up modern conveniences. There's so much to discover in this rural area of NY, including Windham Mountain and Hunter Mountain, which are just 20 mins and 30 mins away, respectively. So if you're looking for a cozy spot after hitting the slopes, or a tranquil home to relax and curl up with loved ones, this is it.

Top Guest favourite

Apartment in Round Top

4.98 out of 5 average rating, 110 reviews

🏔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.

Guest favourite

Home in Catskill

4.94 out of 5 average rating, 263 reviews

b/w Hudson&Hunter, a Catskill Unit Made for Snugs

Welcome to the Catskills and rest up in this calm, small, and stylish space! We recently rebuilt the entire interior of an old brick building and imagined the first floor (*** the entrance is at the back of our house***) as a guest unit for our friends & family during visits. When we do not have friends & family visiting, we are offering this space to you! We are architects by training and have placed our aesthetic energy in making this unit modern but also cozy.

Guest favourite

Tiny home in Saugerties

4.95 out of 5 average rating, 308 reviews

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