Holiday Homes in Round Top

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Featured Holiday Homes in Round Top

View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (152)
"this was one of the most comfortable, easy to navigate vacation homes we have ever had. we used the grill, kitchen had everything you need, the deep sinks made washing dishes easy, (there was a dishwasher. but we didn't use it), windows allowed a 180 degree view of the back yard and forest beyond, where we saw a family of deer. Everyone slept like babies on mattresses that were heavenly! Or was super available and responsive to questions. A hannaford super market is 2.3 miles away. Bread Alone...
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Property grounds
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
10.0 out of 10, Exceptional, (64)
"This is our 4th time staying here! And it won't be the last. Weather perfect for sitting on the deck with coffee and cocktails watching the creek slowly flow by. Beds are super comfortable with the BEST pillows. Everything you need for a relaxing stay. O.J, incredible bread with butter and strawberry preserves to greet you! Only a mile from town. An easy walk. Will see you again soon!"
Woodstock Design-Waterfront, Deck, Private Dock Kayak, Swim
Property grounds
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
10.0 out of 10, Exceptional, (105)
"Great location. Comfortable space. The only drawback was the downstairs bedroom mattress."
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
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Fridge, microwave, oven, stovetop
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
10.0 out of 10, Exceptional, (1)
"This place is such a great value—beautiful, private, well thought out. Upon entering the cozy home, we were greeted with warmth and comfort. House has everything you need to make you feel at home. One of the highlights of our stay was the well-equipped kitchen. We prepared delicious meals and enjoyed our creations in the charming dining area. I recommend this house to anyone seeking a cozy getaway with friends and family."
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
Exterior
5-Star New Barn Home - Music Studio, Views & Hot Tub
10.0 out of 10, Exceptional, (18)
"The house is amazing, it delivers on everything stated in the listing and then some. This was our second time staying at Stephen's place and it just keeps getting better. Can't wait for the next one. If you love to listen and play music, its a must."
5-Star New Barn Home - Music Studio, Views & Hot Tub
Property grounds
Catskill Vacation Rental: Private Deck & Fire Pit
10.0 out of 10, Exceptional, (2)
"This is a great place. The interior furnishings are welcoming and a cool retro style. The household goods are top notch. Super convenient for groceries, drug stores, restaurants. An easy hop to Albany. The fire pit is a nice place to relax. We'll return!"
Catskill Vacation Rental: Private Deck & Fire Pit
Fridge, microwave, oven, stovetop
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
10.0 out of 10, Exceptional, (82)
"Great country house, well situated near town, with stream in the rear. Would definitely stay here agin. Excellent communication with the owner, whose attention to detail helps to make this a comfortable stay. Well equipped kitchen -- pretty much everything you might need. This is a cozy house, not a fancy house. Very comfortable for a family. Stairs are a bit steep for little kids with kids beds upstairs."
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
Exterior
Last minute deal!! Scandinavian BBQ hut and Hot tub
10.0 out of 10, Exceptional, (55)
"My family and I stayed here for an early spring getaway with our dog. The property is very cute and perfect for a family. The pizza oven was a fun addition and made for a nice evening with delicious food. The hot tub is also very nice. The house is not far from access to several walks and hikes."
Last minute deal!! Scandinavian BBQ hut and Hot tub
Property grounds
The 212 Escape - Main House
10.0 out of 10, Exceptional, (1)
"This stunning, sun-drenched property had ample space for all of our guests and unique amenities (yoga room, sauna, etc.) that made it stand out from other rentals. Each of the bedrooms are well-sized and beautifully decorated."
The 212 Escape - Main House
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is AU$2,702
per night
23 May - 24 May
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (27)
"This is our third stay in this property, and each time we had a fabulous time."
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Property grounds
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (208)
"House came with great amenities and host was very communicative and flexible"
The price is AU$1,072
per night
22 May - 23 May
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Fridge, microwave, stovetop, dishwasher
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
10.0 out of 10, Exceptional, (48)
"Loved the house and it was perfect for our old friends hiking weekend"
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
Fridge, microwave, stovetop, dishwasher
Saugerties Home: 3 Decks & Hudson River View
9.8 out of 10, Exceptional, (9)
"This is a great place to stay. Clean and comfy and in a beautiful area. We didn't find the promised linens for the sofa bed, but maybe we just weren't looking in the right place. Other than that, we were very pleased... do pay attention to the notes about the stairs... there are a fair few of them."
Saugerties Home: 3 Decks & Hudson River View
Aerial view
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
9.8 out of 10, Exceptional, (67)
"We travel to the Catskills at least once a year and stay at various locations. What sets this property apart is the true seclusion and absolutely no distractions from the nature around you. Even though it is close to hubs like Wyndham and Hunter (less than 20 to both) when sitting outside it feels like you are in the middle of nowhere. Inside is clean, cosey by the fire, and lots of fun things to do with our teenagers. Definitely would stay again."
Waterfront home w/swimming, kayaking and more; plus Hot Tub!!
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
9.8 out of 10, Exceptional, (80)
"Natalya was a great host! Property was very nice and great location to Hunter!"
The price is AU$1,210
per night
22 May - 23 May
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Beach nearby, sun-loungers
Special Second Day November discounts @ the River. Text host for discount
9.8 out of 10, Exceptional, (12)
"Beautiful views of the river and was close to all. Place was a bit dusty and the larger bedroom had a very hard bed. Owner was kind and communicative."
Special Second Day November discounts @ the River. Text host for discount
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (188)
"It was a great family time. Play and rest"
Beautiful House 0,5 Mile From Hunter Mountain
Interior
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
9.8 out of 10, Exceptional, (13)
"I recently had the pleasure of renting this fantastic house, and I cannot recommend it enough! From the moment I arrived, I was impressed by the thoughtful amenities and stunning surroundings. The fire pit and fireplace were perfect for cozy evenings, creating a warm and inviting atmosphere. Being near hiking trails added a touch of adventure to my stay, allowing me to explore the beautiful natural surroundings conveniently. The host's attention to detail was exceptional. They provided a...
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Round Top

Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (196)
"The hostess reached out well before our stay with check in details and other local information. We stayed in early May. The main house and cottage are located down a long drive. The cottage sits a little off to the side with the bedroom/office facing the river. The layout of the cottage is very efficient. We especially enjoyed the front mudroom and staging area perfect for storing muddy hiking boots and backpacks. Our week long state was magical. Coffee in the Adirondack chairs next to the river...
The price is AU$487
per night
20 May - 21 May
Streamside Cottage Walking Distance to Town of Woodstock
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
Balcony
Micosta Leisure Inn
3.0 star property
8.8 out of 10, Excellent, (71)
"super nice and clean I think I will return the only thing is that it is under construction."
The price is AU$202
per night
19 May - 20 May
Micosta Leisure Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Round Top Holiday Homes information

Number of reviews
733
Accommodation
654 Holiday Homes
Lowest Price
AU$476
Highest Price
AU$1,210

Recent Reviews in Round Top
Expedia verified reviews