Round Top Rentals

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253 Houses

Tentrr - Abandoned Zoo Overlook

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$157

Tentrr - Glen Fall House Twin Falls Campsite

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$232

Tentrr - Abandoned Zoo Mountain View Maze

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$158

Tentrr - Glen Fall House Cliffside Cantilever

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$232

Tentrr - Abandoned Zoo Wooded Site

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$158

Tentrr - Glen Fall House Babbling Brook

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$232

Tentrr - Abandoned Zoo Fido's Vineyard

Round Top tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$158

Great rentals within 20 miles that match your search

A Stream Side Cottage- Near Woodstock NY

Saugerties house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$413

Tentrr - Vista Valley Sites 2

Annandale on Hudson tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$132

charming house in the catskills

Jewett house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$285

Wonderful Woodstock Garden House w large firepit!

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$257

Tentrr - Moon Song Farm

East Durham tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$132

The Xenia

Windham house

4 bedrooms / 3 bathrooms / sleeps 16

Price per night from

$570

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$114

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

Price per night from

$337

Tentrr - Pleasant Valley Maplecroft Camp

Windham tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

Woodstock Hillside House With Unparalleled Views!

Saugerties house

4 bedrooms / 5 bathrooms / sleeps 11

Price per night from

$513

Relax by the pool at Serenity Villa then take a dip in the hot tub!

Woodstock house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$428

Winter Rental For Upstate New York

Hunter apartment

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$134

The Waterfall House - near Woodstock NY

Saugerties house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$531

Tentrr - Schoharie Creek Meadows

Elka Park tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

mile hill b and b

Kinderhook house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$211

Meadows, Birdsong, Peace and Quiet

Medusa house

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$171

Hunter Mountain House of Hunter

Lanesville house

6 bedrooms / 4 bathrooms / sleeps 12

“Great Place for our Large Group!” We recently stayed at this house with our large group of 14! There was plenty of room for everyone in this spacious home. We had such a fun time playing pool and enjoying the bar. We especially enjoyed the back deck area, spending a majority of our time there. The grill was amazing,and the kitchen had everything we needed. Rich and Lorry were extremely friendly and if we needed anything, they were quick to respond. We look forward to staying here again next year.

Responds fast! avg. 1 hour 33 minutes

Price per night from

$570

Tumblin' Falls House

Catskill house

5 bedrooms / 4 bathrooms / sleeps 12

“A Perfect Getaway Home!!!” You could feel the warmth as soon as you walk in the door. Absolutely charming home with breathtaking views and cozy decor (I could only imagine what it looks like in the summer). The photos do not do this home justice. The rooms are well-decorated, well-maintained and clean. The wood-burning stove/fireplace offers a cozy and warm welcome upon return from the slopes. The outdoor hot tub situated on the 2nd of the 3 tier deck was relaxing after a long day of skiing and tubing at Windham. We also went snowmobiling near Hunter Mountain. We had a barbeque one evening utilizing the propane grill on the deck. We rented out the entire home and there were six adults and three teenagers, as well as my small dog and there was still plenty of room. There is wi-fi throughout the home so the kids were really happy. Believe it or not, the kids actually played board games with us which are stored in a closet in the living room. The kitchen is fully loaded. It has spices, pots, pans, bowls, dishes, etc,, all the amenities you need to cook...just bring the food! The hosts, Linda and Hugh are so pleasant. They are always available to answer any and all questions, which was important and made us feel at ease. Our experience here was very enjoyable. This place certainly exceeded our expectations. Thank you so much Linda and Hugh!

Responds fast! avg. 1 hour 12 minutes

Price per night from

$684

Near Rhinebeck and BARD - a Modern Country Classic

Germantown house

3 bedrooms / 2 bathrooms / sleeps 5

“Excellent holiday week in the country.” The location of this rental could not be better. You feel like you're away from it all, yet close enough to various outdoor and cultural activities, as well as shopping in small villages. I would say, however, if you are a sports fan, you will not be watching any sports as there is only Apple TV available. Other than that, there are no downsides to this fantastic little gem.

Price per night from

$257

Woodstock Peace, Privacy, Views

Woodstock house

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$1,141

Cozy Hunter Mountain Townhouse

Tannersville townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$228

Gracious 3-BR Garden Apt. in the Heart of Hudson

Hudson apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$285

Margaret's Cottage in Woodstock Village

Woodstock log cabin

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$189

DeWitt Oak Hill, Historic 1865 Inn

Oak Hill guest house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$802

HITS Best location.

Saugerties b&b

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$171

charming woodstock cottage with outdoor hottub

Willow cottage

2 bedrooms / 1 bathroom / sleeps 4

“Charming, lovely setting, romantic + hot tub!!” We had a great, romantic weekend. The home was spotless, well-maintained and cute! The location was tucked away in an easy to find place. The outdoor deck and hot tub were just wonderful! Only thing we regret: leaving!

Price per night from

$201

Downtown Tannersville Apt - 3 Mi to Hunter Mtn

Tannersville apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 49 minutes

Price per night from

$178

Tentrr - Vista Valley Sites

Annandale on Hudson apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$172

A 50 Mile View in the Hudson Valley

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 4

“Ideal scenic getaway” This lovely spot was the ideal weekend getaway from the city. Wish we could've stayed longer! The view is even more beautiful than it looks in the pictures, the place is extremely clean and cozy, and the location is minutes away from downtown Woodstock. There is also great hiking in the area only 15 minutes away! Very nice host who was very helpful in suggesting activities and was very flexible with check-in and check-out.

Responds fast! avg. 3 hours 52 minutes

Price per night from

$155

Mile Hill Bed and Breakfast

Kinderhook b&b

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$229

NEW! Large House w/Deck - 3 Miles to Hunter Mtn!

Elka Park house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 49 minutes

Price per night from

$172

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