Title: Round Top Vacation Rentals from CA $199: Short-Term Rentals for 2026 | Expedia.ca

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![Sunset Over the Catskill Mountains](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/153475/a87acdfa-427c-43b3-aa65-7ee3b0490073.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=153475&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Round Top vacation rentals

![View from property](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/87fd867b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/e46ce1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d71945c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

Catskill

9.6/10

Exceptional

(147 reviews)

"I loved every single part of the stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Srijana

CA $176

CA $250 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/5d3c366a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![8. The Riverview Room](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/40f18d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/4eca1141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39670000/39665000/39664922/818a652c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Micosta Leisure Inn

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

Hudson

9.4/10

Exceptional

(136 reviews)

"Very pleasent stay , and kind helpful staff ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin

CA $178

CA $199 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Hudson-Hotels-Micosta-Leisure-Inn.h39664922.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=153475&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Round+Top%2C+New+York%2C+United+States+of+America&regionId=153475&latLong=42.258166%2C-74.041006&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Round Top Hotel Reviews

![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg)

### Hotel Vienna

10/10 Excellent

"Excellent room and shower"

[](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information)

![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg)

### Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent

"We enjoy "

[](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information)

![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg)

### Hampton Inn Kingston

10/10 Excellent

"Cleanliness and comfortable bed"

[](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information)

![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg)

### Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"The room was very clean and spacious, and the bathroom looked newly renovated. The decor had a country/ mountain vibe. A little dark, but got a good night sleep on the comfortable mattress and pillows. Appreciated the amenities like coffee station in the front and fireplace with area to hang out. "

[](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information)

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg)

### Woodstock Way Hotel

10/10 Excellent

"For"

[](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information)

### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"It was an amazing experience. Finding the cabin was a little difficult because I arrived at night time. "

[](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information)

![Courtyard by Marriott Kingston](https://images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg)

### Courtyard by Marriott Kingston

10/10 Excellent

"Everything about cleanliness and comfort was very good. Was there during three days with the recent storm. Food was quite an issue. Was looking for complimentary breakfast. Wheee do young driving looking for food if there is a state of emergency and roads are dangerous?!"

[](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information)

![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg)

### Hotel Mountain Brook

10/10 Excellent

"I loved everything! Great and clean room, great breakfast, very nice staffs. :)"

[](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information)

![Eastwind Windham](https://images.trvl-media.com/lodging/92000000/91910000/91907200/91907167/6052e62a_y.jpg)

### Eastwind Windham

10/10 Excellent

"Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be. "

[](https://expedia.ca/Windham-Hotels-Eastwind-Windham.h91907167.Hotel-Information)

## Find out more about Round Top

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Round Top. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Round Top ](https://expedia.ca/Round-Top-Private-Vacation-Homes.d153475-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Round Top ](https://expedia.ca/Round-Top-Cottages.d153475-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Round Top ](https://expedia.ca/Round-Top-Cabins.d153475-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Round Top ](https://expedia.ca/Round-Top-Apartments.d153475-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Round Top ](https://expedia.ca/Round-Top-Condos.d153475-aaCondos.Travel-Guide-Accommodation)
- [Chalets in Round Top ](https://expedia.ca/Round-Top-Chalets.d153475-aaChalets.Travel-Guide-Accommodation)
- [Farmstay in Round Top ](https://expedia.ca/Round-Top-Agritourism.d153475-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Round Top ](https://expedia.ca/Round-Top-Bed-And-Breakfast.d153475-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Round Top ](https://expedia.ca/Round-Top-Motels.d153475-aaMotels.Travel-Guide-Accommodation)
- [Lodges in Round Top ](https://expedia.ca/Round-Top-Lodges.d153475-aaLodges.Travel-Guide-Accommodation)
- [Guest Houses in Round Top ](https://expedia.ca/Round-Top-Guest-Houses.d153475-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Round Top ](https://expedia.ca/Round-Top-Villas.d153475-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Round Top ](https://expedia.ca/Round-Top-Houseboats.d153475-aaHouseboats.Travel-Guide-Accommodation)
- [RV Parks in Round Top ](https://expedia.ca/Round-Top-RV-Parks.d153475-aaRVParks.Travel-Guide-Accommodation)
- [Aparthotels in Round Top ](https://expedia.ca/Round-Top-Apart-Hotels.d153475-aaApartHotels.Travel-Guide-Accommodation)
- [Inns in Round Top ](https://expedia.ca/Round-Top-Inns.d153475-aaInns.Travel-Guide-Accommodation)
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## Frequently asked questions

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### What's the top vacation rental that Round Top has to offer?

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