Vacation rentals in Round Top

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Top-rated vacation rentals in Round Top

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Guest favorite

Rental unit in Purling

4.96 out of 5 average rating, 102 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 🍁

Guest favorite

Home in Leeds

4.88 out of 5 average rating, 153 reviews

Leeds Escape

DISINFECTED FOR COVID-19 after each visit... Newly updated guest house attached to main house. Entrance is in the back. Read a book, relax or take in nature. From enjoying cows and Horses, to goats next door and the chirping of the birds. Fire 🔥 pit night. BBQ or simply stay in doors cooking. Take a stroll to Catskill Creek. Or take 3 Minute drive to town...for breakfast, lunch or dinner. Hunter Mountain Skiing 35 minutes away. Windham Mountain Skiing 26 minutes. Kaaterskill Falls 26 minutes.

Guest favorite

Bungalow in Cairo

4.98 out of 5 average rating, 370 reviews

Riverfront w Bedside Fireplace- 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. 20 min from Hudson. Sit on your porch for coffee/drinks/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, skiing, the solo parent escape to recharge, 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.

Guest favorite

Cottage in Catskill

4.96 out of 5 average rating, 263 reviews

1930's Cottage charm air conditioned near hiking

1 bedroom 1930's guest cottage with a full living room. Near 3 skiing areas. 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.

Guest favorite

Cabin in Tannersville

4.98 out of 5 average rating, 195 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Guest favorite

Chalet in Round Top

4.96 out of 5 average rating, 197 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 favorite

Cabin in Catskill

4.91 out of 5 average rating, 736 reviews

Postcard Cabins Eastern Catskills - New York

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Guest favorite

Home in Catskill

4.96 out of 5 average rating, 208 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.

Guest favorite

Tiny home in Catskill

4.94 out of 5 average rating, 190 reviews

Venster- 2 hours to NYC,Hudson Amtrak, Kaaterskill

Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. Book us and make Hudson Getaways your base station for all kinds of adventures. Enjoy facilities of a bigger house in a tiny form factor. Heat/AC, Queen bed, Hot shower, Kitchenette, cooktop, Fridge, Towels, linens, soap, coffee etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers, to returning guests and during slow seasons.

Guest favorite

Home in Catskill

4.99 out of 5 average rating, 161 reviews

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

Athens, NY Entire House - 1 bedroom Quiet Country setting Fall - 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.

Superhost

Rental unit in Catskill

4.82 out of 5 average rating, 100 reviews

Cozy getaway in Catskill hotel

All the adventure of the Catskills is at your fingertips from this newly-renovated motel unit in Catskill, New York. The room is a peaceful refuge for you to unwind from busy days hiking, skiing, swimming , and taking advantage of all the amazing offerings of the surrounding region. The room features a full-sized bed, a Smart TV equipped with Netflix, a kitchenette where you can make coffee and tea, and more. Completely new renovation -- everything was designed with your comfort in mind.

Guest favorite

Guesthouse in Cairo

4.97 out of 5 average rating, 155 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.