Search Holiday Homes in Round Top

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Round Top holiday homes

Interior

Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
The price is £351
includes taxes & fees
1 Jun - 2 Jun
Modern Family Retreat in the Catskills Wilderness
TV, fireplace, stereo

Catskills Escape! Hot Tub, Massage Chairs & Games

Catskills Escape! Hot Tub, Massage Chairs & Games
Round Top
10.0 out of 10, Exceptional, (9 reviews)
"The house is in immaculate condition! Our party had an amazing time and we were so impressed by the cleanliness and modern amenities. We cannot wait to return!"
United States
Flora D.
The price is £796
includes taxes & fees
28 May - 29 May
Catskills Escape! Hot Tub, Massage Chairs & Games
Interior

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (79 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is £181
includes taxes & fees
2 Jun - 3 Jun
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is £227
includes taxes & fees
31 May - 1 Jun
Peaceful Cabin w/ Fire Pit & Creek Access
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is £108
includes taxes & fees
7 Jun - 8 Jun
All the comforts of home
Living area

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is £387
includes taxes & fees
1 Jun - 2 Jun
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Interior

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

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Lake Katrine
9.8 out of 10, Exceptional, (21 reviews)
"Clean and convenient with gorgeous scenery, well accommodated. "
United States
Brian R.
The price is £307
includes taxes & fees
1 Jun - 2 Jun
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"Everything was perfect!"
United States
Jen C.
The price is £239
includes taxes & fees
28 May - 29 May
Cozy Waterfall Oasis + Firepit
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is £255
includes taxes & fees
1 Jun - 2 Jun
Modern Luxurious Cabin, Catskills - The Tiny Nook
Exterior

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

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Lovely hosts "
United States
Tyler G.
The price is £155
includes taxes & fees
28 May - 29 May
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"Clean and comfortable house in a great location — and with fantastic communication. Highly recommend!"
United States
Cha R.
The price is £310
includes taxes & fees
1 Jun - 2 Jun
Catskill Stay w/ Deck & Fire Pit
Interior

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Durham
10.0 out of 10, Exceptional, (3 reviews)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is £313
includes taxes & fees
28 May - 29 May
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Terrace/patio

Lakefront Luxe Retreat | Beach, Pools, Pickleball

Lakefront Luxe Retreat | Beach, Pools, Pickleball
Athens
10.0 out of 10, Exceptional, (2 reviews)
"The house was wonderful. It was clean, well-appointed, and the kitchen was fully stocked. The neighborhood was great, too."
United States
Kevin M.
The price is £572
includes taxes & fees
3 Jun - 4 Jun
Lakefront Luxe Retreat | Beach, Pools, Pickleball
Property grounds

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is £274
includes taxes & fees
28 May - 29 May
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Outdoor spa tub

Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful stay! The space was beautifully organized, with thoughtful touches and everything clearly labeled. It was spotless, the beds were incredibly comfortable, and the location was lovely. Every detail was considered, and we’re already planning our return!"
United States
Elaine V.
The price is £329
includes taxes & fees
2 Jun - 3 Jun
Peaceful Riverfront Cottage with Private Hot tub
Interior

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is £319
includes taxes & fees
1 Jun - 2 Jun
Midnight Fox
Outdoor dining

Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.

Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
Hudson’
The price is £221
includes taxes & fees
9 Jun - 10 Jun
Pet friendly 3-bedroom. About a mile from downtown. Fenced-in backyard.
Terrace/patio

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is £548
includes taxes & fees
1 Jun - 2 Jun
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Pool

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Hudson
10.0 out of 10, Exceptional, (6 reviews)
"Our host was fantastic! She allowed us to check in early and check out late. The house was cozy and perfect for my girls weekend! "
United States
Kim W.
The price is £377
includes taxes & fees
9 Jun - 10 Jun
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Smart TV

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking
Catskill
10.0 out of 10, Exceptional, (1 review)
"Very clean; loved the spacious living room/kitchen/ dining area. Hope to stay here again. "
United States
Anonymous traveller
The price is £270
includes taxes & fees
9 Jun - 10 Jun
Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Round Top Hotel Reviews

St. Charles Hotel

St. Charles Hotel

10/10 Excellent
"Zach at front desk was very friendly and gave me great recommendations. Location was nearby everything I needed. Restaurants. Gas."
FRAN 2-night trip
Posted 9 hours ago
St. Charles Hotel

Find out more about Round Top

Round Top Holiday Homes information

Number of reviews
298
Accommodation
765 Holiday Homes
Lowest Price
£108
Highest Price
£796