Holiday rentals in Round Top

Rocky Ledges

Our house was a historic cottage, built in the 1880s. We built a new house around the cottage. We are Artists and our guest bedrooms are in a sense galleries. Guests have the entire second floor, 2 bedrooms, perfect for couples who are traveling together & families with teenagers. The back is the private entrance to the stairs. We live on a quiet and pleasant dead end street. The views of the Catskills & gardens are awesome. Located near Hunter Mountain Festivals, Woodstock & Katterskill Falls.

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

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.

Athens, NY House - 1 Bedroom "Want to Get Away"?

Athens, NY Entire House - 1 bedroom Quiet Country setting Summer- or anytime is a great time to escape to 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. Area features outdoor activities: hiking trails, skiing and kayaking.

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.

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.

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-swim & float the river-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 - The Loft

Perfect for a couple or solo traveler, The Loft is an easy and open space that evokes the playfulness and creativity of a treehouse. A cathedral ceiling, light-filled dormer, original art, and custom accents inspire the imagination. Located on the 3rd floor, the room includes a kitchenette and dining area with private bathroom and shower located at the base of the stairs. Custom queen mattress (featured at the Four Seasons NYC) organic cotton sheets.