House holiday rentals in Round Top

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!

It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.

The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

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.***

Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.

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!

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 husband and I were blown away by the beauty and thought that was put into this private destination. The moment you step on property, the freshness of the air and sounds of the creek are immediately calming. Diana was incredibly nice and very communicative before and during the entire stay. Activities: The sauna, creek, hot tub, pizza oven, grill, fire place/pits, hammocks- the amenities are amazing and unlike any other Airbnb I have ever been in before. So much that besides a quick dinner out one night (12 min away) and a nice walk around the Mountain Top Arboretum with our dog, we wanted to spend our time at the property. We called it our personal sanctuary spa!! The home: The home style is minimalistic but homey and every single item is top notch quality. There are no shortcuts- the entire place is a work of art. The bedroom and bathroom inspired me to reanalyze my own bedroom style. Thank you for upping the Airbnb game!! Can’t wait to come back to this magical spot! ✨

Another review said it was more beautiful than the pictures and I agree! The home and space was so serene even though it was a bit rainy. My partner and I felt safe and visited some food recommendations. We highly recommend mornings! And We hope to go back! Paul was truly an amazing and responsive host

Nice and cozy place, large open space. Was able to reach Daniel immediately response. (did not know where to put trash outside). Ground keeper/ maintance man was extremely helpful and very helpful. Bedrooms were small, but had a queen bed and a dresser with draws and to hang clothes, that is all that was needed. Nice large walk in shower.

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!

The house was beautiful and very cozy! Kitchen was fully stocked with anything you might need. Hot tub was perfect! Towels and bedding were all extremely comfortable. Host was extremely attentive and responsive! Would definitely stay again!

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

The cabin was beautiful, spacious, and well stocked! I had such a great time and hope to come back soon.

Peaceful and comfortable place. Perfect for what I needed and lovely property.

We stayed at Patrick's place to celebrate my 30th birthday with five of my closest girlfriends, and it was truly perfect from start to finish. The house is tucked away in a peaceful, private setting, but still feels incredibly stylish and thoughtfully designed. Every detail was perfect—from the decor to the hot tub and Sonos sound system that kept the fun and relaxing vibes going all weekend. The kitchen was gorgeous and became the heart of the house—we cooked, laughed, and danced around it all weekend. The outdoor space was just as stunning and gave us the perfect spot to relax and soak it all in. The home was spotless, comfortable, and had everything we needed. Patrick was proactive, communicative, and provided very clear directions that made check-in and our whole stay seamless. Would absolutely come back again—such a special place for a special weekend!

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!!!

I’ve stayed at many cabins upstate, and I can genuinely say this was the most magical, breathtaking, and special experience I’ve ever had. The view of the mountains is absolutely stunning—you could truly stare at it for hours. The cozy cabin, the fireplace, the kitchen, and the incredible location made it all feel like a dream. I honestly can’t wait to come back. So happy to have found a cabin I know I’ll return to again and again!

This house was absolutely amazing and perfect for a weekend getaway with friends. We felt right at home. Very modern decor, beautiful kitchen and outdoor area had everything you could possibly want. Plenty of room for up to 6 people. The bedrooms were spacious and comfortable. House is located on a dead end road, so very private and peaceful. Dmytro was extremely responsive and a great host. Will definitely use this house again when staying in the area.