House vacation rentals in Round Top

My friends and I spent the long weekend here for my bachelorette, we definitely could not have found a better place! Each room has been decorate with such style and care, everyone was blown away that it was even cuter in person. There was plenty of space for everyone to be comfortable, and the two living spaces were perfect for us to hang out and play games. We were also able to put to use the included kayaks as well at the hot tub, which was perfect for the unexpectedly chilly end to our weekend. Vincent’s instructions were super clear and communicated ahead of time, not to mention, it felt like all of our needs were anticipated with included toiletries and kitchen/bar supplies. The stay was seamless start to finished. We definitely hope to stay here again!

The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Awesome property for a weekend getaway from the city. Sonny made this place into a fun playground - the pond is amazing, the hot tub, sauna, and back deck felt like a spa, and we enjoyed the fire pit and taking a short hike to the creek. The house itself is simple but has everything you need and we even managed to order Uber eats once from Kingston. The area is great, and we enjoyed the villages and a nice hike in the area. We will definitely come back.

Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

The house is really gorgeous. Everything was very new/modern, clean, and comfortable. We enjoyed cooking meals in the kitchen overlooking the stunning view out the back. The hot tub and fire put were nice amenities to enjoy. The BBQ seemed to not be working, but other than that, no complaints. Location wise, the property is located in the northwest Catskills, near Stamford, NY, and convenient to many hiking spots in the area as well as nearby towns. The property itself its up on a hill, in what felt like a secluded and private spot, which made it feel like a real getaway and retreat. In sum, recommend this Airbnb for the nice amenities, modern touches, and amazing view.

We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

The cabin is incredibly charming, comfortable, and relaxing. Located on beautiful grounds, very private, but a fairly short and beautiful drive to nearby towns. I hope to stay again!

Enjoyed a fun and peaceful stay. Janet and Bernard were communicative and helpful, and the house has an amazing indoor bathtub and relaxing outdoor hot tub. Game room downstairs was also fun! I had some issues with allergy/asthma triggers--my fault for not noticing that the house is listed as "pet friendly" and has carpets in the bedroom (everything was EXTREMELY clean, but I'm just really sensitive to residual allergens). Although the house is located on a street with other nearby houses, the hot tub and back porch have fences to maintain a private atmosphere. I recommend dining and hiking in the Hudson area, which is a short ride away. Overall, a very relaxing and enjoyable place to stay, with fantastic hosts!

Erika's home was perfect for our stay! It was very convenient, and they provided a good list of things today, including restaurants! Great job, and will definitely look to stay there again!

This is by far the best Airbnb we’ve ever stayed at! You can truly feel the love and care the host has put into every corner of the home. We came here with friends and had the most relaxing and cozy few days, enjoying nature, great company, and everything the house has to offer. We even got to roast marshmallows outside, which made it extra special! The host was incredibly kind and responsive, always quick to answer any questions we had. It really made the whole experience smooth and welcoming. Highly recommended for anyone looking for a peaceful getaway with friends!

My boyfriend and I stayed here for 2 nights, wishing we booked for longer. From the second we walked through the door we were super relaxed. The whole house is decorated for a very cozy feel and the house was super clean. We did not leave once we got there until check-out and never felt bored or like we needed to get out of the house. This house has everything you need to cook, relax there is also plenty of things to do. We loved the air hockey table and I spent most of my time in the hot tub which is right next to the river. If you book this place you won’t be disappointed!

We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

We came back to Daniel’s place. It is very convenient and very nice place. We will consider it again in the future. Thanks Daniel!

I had the best stay in Alex's home with my family and while working. It was spacious, comfortable and homey. The walk to the creek is unparallel, cant wait to come swim in the summer! Alex was also super accommodating with early check-in and a last-minute booking. Looking forward to exploring again soon! Go eat at Julias Local while you're nearby!!!

Great location - close to friends we were visiting. Nice cozy home that was well-supplied with towels, kitchen equipment, and even condiments! Nice outdoor space. Theres were 5 of us and there was plenty of room (2 bathrooms!). We would definitely stay here again!

Had a great weekend staying at this airbnb. The host was very helpful and communicative. The location was lush green and tranquil this time of the year, the house was cozy and comfortable, some great hiking trails close by too, would highly recommend.

I had a lovely stay at this beautiful home. The house is charming, comfortable, and set in a peaceful, scenic location — perfect for a relaxing getaway. The hosts were thoughtful and communicative, which made the experience smooth and enjoyable. Thank you for a wonderful stay!

We loved our stay. The house was well maintained and structured. Joey communicated very well with all the details and was responsive and friendly. We were allowed a flexible check out time as well. Overall happy with the stay 🤟🏼

We had a great stay, the house was beautifully decorated and we enjoyed the hot tub and soaking tub. Views were stunning too!

Really enjoyed our quick stay! The house was bright and welcoming and had some nice amenties! Bathrooms were clean with great updated features! The amount of space is very deceiving from the outside. Erica was a great host and was quick with all communication. We had lousy weather so didnt get to enjoy the swing by the firepit. Hopfully we'll be back.

Jessica’s house is likely my best Airbnb stay out of nearly 100 so far! The place feels so much like home, with many warm and personal touches. I can’t say enough about the beautiful surroundings. The property consists of a large lawn, very nicely maintained, and surrounded by woods. We encountered rabbits and deer, apart from the calming sounds of birds all around. The creek is a short walk away, and holes to the waterfalls are close by. If I had a choice, I would never leave! We had an absolutely amazing stay, I recommend this to anyone who likes peace and nature.

This is a really special place and a hidden gem in Hudson Valley. With its modern architecture, well curated furniture, engaging art, beautiful open fields and a canopy of tall trees all add up to create a truly unique experience. The place has a full kitchen, a big and cozy living room, a patio perfect for lounging and very comfy bedrooms. The strategically positioned glass windows blur the indoor / outdoors. Michael is the perfect host with clear and responsive communication. My wife and I look forward to our next visit!