Vacation rentals in Round Top

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Top-rated vacation rentals in Round Top

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Guest favorite

Cabin in Catskill

4.95 out of 5 average rating, 150 reviews

Restorative Escape in the Woods with Sauna

Escape the city to this private cabin in the woods. Within a 30-minute drive, access skiing at Hunter Mountain, Windham Mountain, or numerous popular hiking trails in Catskill State Park. We are a short drive to scenic towns in the Catskills and Hudson Valley for shopping, restaurants, bars, antiquing, bookstores, vineyards, breweries, farm stands, and local markets. Or stay in and just relax on the property with all the amenities we offer. Perfect for a couples getaway or solo time to unwind.

May 14 – 21

G$34,907 GYD per night

Superhost

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.

Jun 25 – Jul 2

G$26,442 GYD per night

Guest favorite

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.

Jun 16 – 23

G$29,950 GYD per night

Guest favorite

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.

Mar 20 – 27

G$20,522 GYD per night

Guest favorite

Cabin in Tannersville

4.99 out of 5 average rating, 144 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.

Sep 30 – Oct 7

G$30,409 GYD per night

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 132 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.

Feb 19 – 26

G$30,304 GYD per night

Guest favorite

Guesthouse 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.

Jun 19 – 26

G$31,238 GYD per night

Guest favorite

Farm stay in Catskill

4.82 out of 5 average rating, 129 reviews

Kiskatom Farm Stay

Reopened after a winter break, this private stay in a large farmhouse has a separate entrance and the 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 rustic patio and veggie and flower gardens. The space has large windows and 1 queen sized bed, a well appointed kitchenette, and bathroom with shower.

Sep 26 – Oct 3

G$18,197 GYD per night

Guest favorite

Apartment in Freehold

5.0 out of 5 average rating, 222 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!

Jun 6 – 13

G$37,630 GYD per night

Guest favorite

Cabin in Catskill

4.92 out of 5 average rating, 449 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*.

Jul 21 – 28

G$48,463 GYD per night

Guest favorite

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.

May 16 – 23

G$54,043 GYD per night

Guest favorite

Cottage in Tannersville

4.9 out of 5 average rating, 207 reviews

Spruce House on Gooseberry Creek

Welcome to Spruce House, your open-air mountain getaway on a beautiful little stream, and walkable to the Village of Tannersville... truly the best of all the Catskills have to offer! Our local attractions include: Kaaterskill Falls, North South Lake State Park, Tannersville Village, Hunter Mountain, Wyndham Mountain, Roaring Kill Trail, Platte Clove Preserve, Colgate Lake Wild Forest Park, Mountain Top Arboretum, and so much more!

Sep 27 – Oct 4

G$30,403 GYD per night