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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 890 Vacation Homes in Round Top with updated reviews, rates, and availability.

Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (25)
"This place was just what we needed for one night. We were comfortable in the lower bedroom. We were unable to manage the loft bed. "
The price is AED 569
AED 884 total
includes taxes & fees
30 Apr - 1 May
Esopus Creek modern Tiny house Retreat!
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Terrace/patio

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (94)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

9.8 out of 10, Exceptional, (18)
"Chose this beautiful home for my best friend’s Bachelorette party, and it was such a wonderful experience from start to finish. Anyone who has ever had to plan a party knows how complicated the process can be, but this was the easiest experience. Sami was really great at communicating and answering my 100 questions, and was really understanding of our requests. We would absolutely stay here again and have already started planning a return trip!"
Hamptons on the Hudson in South Saugerties
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (128)
"Always a great stay at this beautiful house!"
Beautiful new house 3/4 mile from Hunter Mountain
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Fridge, microwave, oven, stovetop

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (117)
"Host was awesome , house was amazing the couches and bed were so comfortable. Extremely clean and perfect for what we needed! 10/10 would rent again "
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Smart TV, fireplace, computer monitors

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (24)
"2nd time this year we rented this condo. Great condo & owners."
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat
7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf
Outdoor spa tub

7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

10.0 out of 10, Exceptional, (217)
"We had a great stay at the Bobcat Lodge. The house was very clean, had plenty of space, and great communal spaces where we could all hang out and enjoy each other's company. The game room and hot tub came in handy during the trip as well. The location was great with access to hiking m, downtown Hunter and Tannersville. Valentyna was also a very attentive hostess with great attention to detail that we enjoyed our stay. We will definitely look to stay again. "
The price is AED 1,634
AED 3,348 total
includes taxes & fees
5 May - 6 May
7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Private kitchen

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

10.0 out of 10, Exceptional, (10)
"The home was very clean, well equipped, and the beds were comfortable. It was convenient to Bard College where we attended our daughter's recital."
The price is AED 426
AED 1,230 total
includes taxes & fees
28 Apr - 29 Apr
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Quaint Cottage w/ Peloton & Sauna near Hiking
Property grounds

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (17)
"Peaceful and quiet, well situated off the main road, a great place for my retreat."
Quaint Cottage w/ Peloton & Sauna near Hiking
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
TV, fireplace, books

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (22)
"This was the perfect cozy home for a few nights away. Gorgeous property and welcoming vibes. "
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna
Outdoor dining

◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

9.6 out of 10, Exceptional, (5)
"Property is beautiful - hot tub, sauna, heated toilet seats, abundant spaces to meet and hang out. Only drawback was uneven temperatures in house - heaters in every room but it was cold almost everywhere. "
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Aerial view

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.2 out of 10, Wonderful, (44)
"Loved the location right downtown close to restaurants and a quick drive to the mountain. Lots of space in a unique old building. Would absolutely stay here again. "
The price is AED 404
AED 726 total
includes taxes & fees
27 Apr - 28 Apr
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Outdoor pool, a heated pool

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

10.0 out of 10, Exceptional, (47)
"Bassinova-on-Hudson is a gorgeous and well-kept property, and Jean and her staff are very responsive and welcoming. The home features everything a group could want in a secluded getaway - a gated, private entrance, 5 bedrooms, a game room with billiards table, a home theater, sonos throughout the house, a steam shower, and an enormous kitchen and outdoor grill.When I arrived with my wife and 19 month old, Kat gave us a quick tour of the house and explained how everything worked, and the basic...
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Experience Woodstock charm while staying in a cozy cabin in the woods
Interior

Experience Woodstock charm while staying in a cozy cabin in the woods

9.8 out of 10, Exceptional, (26)
"This was our second stay at this property - very comfortable and love the location, so easy to get to Woodstock and Saugerties. Would love to come back in the summer and try the pool!"
Experience Woodstock charm while staying in a cozy cabin in the woods
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Fridge, microwave, oven, stovetop

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (24)
"Beautiful, remote property perfect for large groups! We'll definitely try get back there in the summer!"
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Exterior

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (35)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Game Room + Deck: Secluded Catskills Retreat
Fridge, microwave, stovetop, dishwasher

Game Room + Deck: Secluded Catskills Retreat

10.0 out of 10, Exceptional, (4)
"They've done a great job with this house. New home that is family friendly, with all amenities that you need. We're very happy to know that this house is there for whenever we are in the area visiting family."
Game Room + Deck: Secluded Catskills Retreat
The Best 3-bedroom house in Tivoli
Outdoor pool, a heated pool

The Best 3-bedroom house in Tivoli

The Best 3-bedroom house in Tivoli
Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles
Terrace/patio

Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great pool on the river! Loved watching th La ge barges go by! "
Cozy Hudson River Waterfront, 3 Bdrm Pool/Quiet Street/Great Views/HITS 2 miles
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.
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Other property types in Round Top

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"A must visit!! "
The price is AED 459
AED 635 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Lovely, and quiet, with water nearby. Everything was nice and worked, and owner responded to communication quickly. Will visit again! "
The price is AED 477
AED 515 total
includes taxes & fees
13 May - 14 May
Micosta Leisure Inn
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (25)
"This place was just what we needed for one night. We were comfortable in the lower bedroom. We were unable to manage the loft bed. "
The price is AED 569
AED 884 total
includes taxes & fees
30 Apr - 1 May
Esopus Creek modern Tiny house Retreat!
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.