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Holiday rentals in Round Top

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Top-rated holiday rentals in Round Top

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Guest suite in Palenville

4.94 out of 5 average rating, 174 reviews

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.

25 Jun – 2 Jul

€ 125 per night

Guest favourite

Home in Catskill

4.99 out of 5 average rating, 133 reviews

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

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

9–16 Jun

€ 152 per night

Guest favourite

Home in Leeds

4.88 out of 5 average rating, 139 reviews

A Peaceful 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.

14–21 Jun

€ 129 per night

Guest favourite

Cottage in Catskill

4.96 out of 5 average rating, 231 reviews

1930's Cottage unique charm near skiing

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.

23–30 Jan

€ 99 per night

Guest favourite

Chalet in Round Top

4.96 out of 5 average rating, 190 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.

6–13 Jan

€ 417 per night

Guest favourite

Tiny home in Catskill

4.93 out of 5 average rating, 133 reviews

Venster- Your window to wilderness

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.

23–30 Mar

€ 145 per night

Guest favourite

Guest house in Cairo

4.98 out of 5 average rating, 127 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.

1–8 Jun

€ 128 per night

Guest favourite

Farm stay in Catskill

4.82 out of 5 average rating, 128 reviews

Kiskatom Farm Stay

Reopened after a winter break, this is a private stay in a large farmhouse with the amenities and warmth of a family home. 30 minutes from Hunter Mtn and 45 min from Windham, we are nestled in the Hudson Valley surrounded by rivers, mountains, farms, and small historic towns. Our old farmhouse is on 12 acres of land, with some chickens and gardens. The space has large windows and a private entrance on a shared porch, 1 queen sized bed, a well appointed kitchenette, and bathroom.

7–14 May

€ 109 per night

Guest favourite

Flat in Freehold

5.0 out of 5 average rating, 218 reviews

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!

5–12 Jun

€ 178 per night

Guest favourite

Cabin in Catskill

4.92 out of 5 average rating, 438 reviews

Getaway Eastern Catskills - Catskills East

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

14–21 Sep

€ 283 per night

Guest favourite

Cottage in Saugerties

4.93 out of 5 average rating, 215 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

13–20 Jul

€ 110 per night

Guest favourite

Home in Round Top

4.96 out of 5 average rating, 160 reviews

Escape in the Catskills w/hottub

*NO CLEANING FEE!* World Class View!!! Our place is close to a multitude of Catskill Mt. Hiking trails, Windham and Hunter Mountains, North/South Lake, and Blackhead Mountain golf course-which is one of the most outstanding 18 hole, par 72 championship courses in the Northeast. Our place is good for couples, solo adventurers, and small groups. Please make sure to enter the correct number of guests, as there is an additional fee for more than 2 guests. Thank you.

24 Jun – 1 Jul

€ 246 per night

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Popular amenities for Round Top holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Round Top

Guest favourite

Bungalow in Cairo

4.99 out of 5 average rating, 305 reviews

Swim just feet from your door, 20 min to Hudson

31 Jul – 7 Aug

€ 361 per night

Guest favourite

Cabin in Catskill

4.95 out of 5 average rating, 149 reviews

Restorative Escape in the Woods with Sauna

14–21 Aug

€ 168 per night

Guest favourite

Flat in Catskill

4.93 out of 5 average rating, 134 reviews

Cosy Catskill Casita in the Middle of Village

13–20 Aug

€ 100 per night

Guest favourite

Apartment in Lanesville

4.97 out of 5 average rating, 546 reviews

Stylish Condo Ski on/ Ski off Hunter Mountain

8–13 Jun

€ 128 per night

Guest favourite

Home in Catskill

4.95 out of 5 average rating, 189 reviews

Catskill Mountain House 🌄

21–28 Dec

€ 748 per night

Guest favourite

Cabin in Tannersville

4.99 out of 5 average rating, 143 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

30 Sep – 7 Oct

€ 155 per night

Guest favourite

Apartment in Hunter

4.97 out of 5 average rating, 426 reviews

*Great Reviews* Hunter Mtn. Clean/Close/Cozy Condo

27 May – 3 Jun

€ 80 per night

Cabin in Maplecrest

4.95 out of 5 average rating, 171 reviews

The Cabin - Ski House near Windham

5–12 Oct

€ 434 per night

Destinations to explore