Search Chalets in Round Top from CA $148

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Round Top Chalets

"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "

CA $262 total

includes taxes & fees

Aug 10 - Aug 11

"Perfect, cozy place to stay for a ski weekend!"

CA $297 total

includes taxes & fees

Aug 10 - Aug 11

"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "

"What a great place! Comfortable, quiet, and secluded. A wonderful place for a getaway. Thank you!"

"Easy trip to the mountain. Beautiful view. Plenty of room. "

"Worked out perfectly"

"Cozy stay for our family of four!"

"Cozy great view close to the mountain"

CA $262 total

includes taxes & fees

Aug 10 - Aug 11

"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."

CA $2,016 total

includes taxes & fees

Aug 11 - Aug 12

"Great location and lots of space for a large group! Beautiful views and large yard for kids to run around. Comfortable beds and spacious rooms/bathrooms. "

"The property is very clean. The management is very responsive. We absolutely enjoyed our time."

"Nice little house to stay in if you're looking to spend time in the mountains. It's old, for sure, but it was comfortable and conveniently located. Hosts were great about communicating. It was a nice, chill vacation."

"Everything was as advertised and do easy to use. It was luxurious and modern yet cozy and accessible. Steve was a delight and so helpful as a host. We will absolutely be back."

"We had an amazing stay at this lovely cozy home in the Catskills during our visit to the Rhinebeck sheep and wool festival (about an hour away). The views in this area were superb during the peak autumn season. The home was clean and had every amenity one could think of. The hot tub was clean and relaxing. Catherine was easy to get in contact with and very responsive. Although, all information about our stay was very thorough and organized we didn't have many questions. Will definitely consider...

"Very clean, stylish and retro chalet was a pleasure to stay in. Kitchen was well stocked and plenty of places to sleep for our crew of 8 adults, though some slept on bunks (very comfy ones though!) You could see two neighbors from the house, but it was nice and tucked away and felt private. Owners were communicative and pleasant to work with. Great location with proximity to food shopping and outdoor activities. Would definitely stay again."