
House vacation rentals in Round Top
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Top-rated house rentals in Round Top
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Popular amenities for Round Top house rentals
House rentals with a pool

Perfect Family Retreat•Pool•Volleyball•Firepit
Highly recommend Sarah’s house. We stayed in the spring and it was beautiful. Spacious outdoor area with lots to do. There was plenty of space, lots of activities and stuff for our kids to play with; super family friendly. Also very close to all the towns we wanted to visiting and natural attractions up in Hudson River valley. We would stay again thank you !

Lux Woodstock Pool/ Pvt/Fireplaces /4 mins 2 town
Yanna's house exceeded all expectations. Immaculate throughout the spacious layout offered plenty of room for two families with children. My 10yo son said the bed was the most comfortable bed he ever slept in. Master bedrooms far enough apart so adults can have some privacy. Large kitchen with dining table perfect to cook and hang out. We skied at Belleayre both days (easy drive on 28) and less than 10 min from Woodstock if you want to go out. Also very close to a large grocery store. Would love to stay there again!

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

The Round House w/ Heated Pool
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
A pretty mountain home with great views from the decks. The place was clean and well appointed.

Harrison Field Weekend GetAway FirePit Hike 10Acre
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!

MODERN FARMHOUSE in the WOODS
We had a terrific stay. The house was exactly as advertised.

Catskill Home w/ private Pool, Sauna,Mountain view
Our group really enjoyed our stay at JunkO and Ryo’s place! It was def one of the better ones and we’ve been to 30+ upstate. The recently renovated open concept house is roomy, squeaky clean, and decorated and furnished beautifully. The windows and new sliding doors provide a full panoramic view of the mountains while you sit and eat. The sauna downstairs is also very relaxing and gets hot quickly. They provide robes, spa towels, slippers, and has its own private shower a few steps away. Beds are super comfy and there’s no shortage of linens, towels or anything you may need. Kitchen was also fully stocked. Location is 10-15 mins from anything and everything. Oh and it is VERY baby friendly With very little excess clutter, and they provided all the necessary items (crib,highchair,child gates, tub etc) Don’t hesitate to stay here, We look forward to visiting again soon.
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195
A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

The Martin House, Catskills
Could not have found a better place for our trip to Hudson! The spot was gorgeous, spacious, well-located, etc.

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI
we stay for about a month and absolutely adored this place! 🥰

Mountain House Family Getaway!
We had an incredible weekend at Vanda’s home. It was even more spacious and beautiful than the photos and very comfortably accommodated our group of 13. We all fit at the long dining table and there were plenty of beds. The upstairs living room was our main hangout spot, it was cozy (multiple stoves in the house and a beautiful fireplace) and the view through the windows was stunning. And it was very warm despite the cold weather outside! The kitchen had everything you’d need as well. We didn’t have to go anywhere! I would definitely emphasize cars with 4wd for winter visits, the driveway was steep and the snow/freezing rain we got made it difficult even with 4wd. Our hosts kindly sent someone to plow for us, recommended someone to help us tow a car out that got stuck at the bottom of the driveway, and were very flexible and responsive. Be prepared for winter conditions but it’s worth the trip! Overall our stay was really awesome, I’d highly recommend this house for large groups.

Perfect Abbey Road Retreat
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!

Modern Mountain Retreat with Views on 18 Acres
We have been to the Catskills numerous times but our stay here outshined all the rest. The home was amazing, the bathrooms were stunning and the location was very private. Clearly Paul and Michael put a lot of time and effort into decorating and making the place feel like home. There was also a guide with recommended restaurants, hikes, nearby farms, and things to do that was so helpful. We would 100% come back just to stay here again.

Catskill Mountain Cabin Waterfall Retreat
I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.
Private house rentals

Our Place - A Big Little House
My husband & I stayed at Patti's place for a long weekend to celebrate our anniversary. First, the photos do not do this place justice - the construction, fixtures, and detail are high-end even down to the radiant heat in the cement floors. The setting is quiet, peaceful & serene with deer & bunnies all around. Yet, great restaurants & activities are within a 10-20 minute drive. We enjoyed being able to sit on the covered patio, even while it poured rain & enjoyed the hot tub right outside the bedroom. They even provide comfy robes & slippers to use for going in & out to the hot tub! Patti provided excellent driving directions, restaurant & activity recommendations & flexible check-in. If you're looking for a peaceful weekend in nature, definitely stay here.

Secluded Open Air Cabin
This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

Secluded Oasis w/ Fire Place In Stone Ridge
Loved the location, wooded and quiet, and a short drive to Stone Ridge. The house was comfortable and the kitchen had everything needed to cook in-house. Jane met us at check in and answered any questions, very responsive host. There were hiking trails nearby and there was even a park pass available to use at nearby state parks.

FOUR SEASON Huge Catskills Home-Secret Waterfall
We had a lovely time at the house. Great amenities and location!

Beautiful Fall cabin, North Catskills/Greenville
When I first pulled up to Kliment's, I literally teared up - that's how breath-taking his spot is. It was just what the doctor ordered... if doctors actually treated your mind, body, and soul and not just your body :) Seriously though, Kliment's place was an oasis for me: private, quiet, peaceful, with amazing views of the Catskill mountains. His home itself was beautifully decorated, simple yet super cozy, and had everything I needed and then some. (And the chickens were lovely company as well!) Kliment is one of the best Airbnb hosts I have ever had, hands down. With a very hectic schedule, Kliment was flexible, responsive, kind and patient with accommodating my many change requests and needs throughout my stay. Kliment is not just a wonderful host, but also a truly wonderful person - the world needs more people like him. In short: I can't recommend Kliment's home or him as a host enough! If you are hovering over the "Reserve Now" button, book it!!! You won't regret it! :)

The Gatehouse at Raspberry Ridge
If your looking for a great quiet stay while visiting Hudson or other local places this home is it. Very clean, super dog friendly. Close to the highways and hidden enough to really be apart of nature.

Home Sweet Hudson: A Retreat - Pond House
Amazing cabin in a remote location with all necessary amenities far away from the city. Our best AirBnB experience so far and would love to go back

Near Hudson-Gorgeous Sunsets+Catskill Mt Views
Great stay at Amy and Joshua’s place, they were amazing hosts! - the home was clean and well stocked with linens and basic necessities. The views were amazing and the stay was comfortable, would highly recommend for families looking for a quick getaway. The pictures are true to life and would love to visit again.
Quick stats about house rentals in Round Top
Total rentals
20 properties
Nightly prices starting at
$223 CAD before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Rentals with a washer and dryer Round Top
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- Family-friendly rentals Round Top
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Howe Caverns
- Albany Center Gallery
- Taconic State Park
- John Boyd Thacher State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Kent Falls State Park
- Pineridge Cross Country Ski Area
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Bousquet Mountain Ski Area
- Thaddeus Hait Farm