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Browse Select Round Top Lodges

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Relax by the fire pit in a serene mountain setting, surrounded by comfortable seating and a rustic pergola.

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (160)
"My group was blown away by this home! The kitchen was fully stocked with appliances, cookware, and servingware, and there were easily enough beds and space for our group of 17. The property is sprawling and beautiful, just as pictured or better. Communication with the host was the best I've ever experienced - he was so accommodating, helpful, and proactive (we never met in person). Hope to return someday!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite
Experience the serene atmosphere of this historic transportation hub, where a curved roof and ornate metalwork create a sense of tradition.

HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite

2.0 star property
10.0 out of 10, Exceptional, (4)
"My neice got married"
HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite
Large 9 Bed 11 Bath Private Lodge, 1.5 Miles To Hunter Mountain W Bar & Games
Stunning mountain views surround this two-story residence with a balcony.

Large 9 Bed 11 Bath Private Lodge, 1.5 Miles To Hunter Mountain W Bar & Games

9.6 out of 10, Exceptional, (32)
"Thanks for a great stay!"
Large 9 Bed 11 Bath Private Lodge, 1.5 Miles To Hunter Mountain W Bar & Games
HollyKissHudsonValley Fully Renovated Lodge- Private Guest Suite
Stroll under the pavilion's curved roof, surrounded by a serene winter wonderland.

HollyKissHudsonValley Fully Renovated Lodge- Private Guest Suite

10.0 out of 10, Exceptional, (2)
"Enjoyed our overnight stay at HollyKiss. The living space is spacious with lots of windows that look out over the lovely property. Enjoyed sitting on the front porch long into the evening.The owner, Mark, is a great host! Responded quickly to our needs and showed us around the property.HollyKiss is located close to Catskill and Hudson.Great space for large group as well as a single visitor.Thanks Mark for sharing HollyKiss."
HollyKissHudsonValley Fully Renovated Lodge- Private Guest Suite
7 Rooms in Historic Lodge with Bistro and Cocktails. Over 21 Property.
Relax in our rustic bar area, featuring a wooden bar counter, metal sink, and vintage decor.

7 Rooms in Historic Lodge with Bistro and Cocktails. Over 21 Property.

2.0 star property
7 Rooms in Historic Lodge with Bistro and Cocktails. Over 21 Property.
HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft
Stunning two-story house with a gabled roof and symmetrical facade, surrounded by a beautifully maintained garden.

HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft

HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft
Catskill Mountain Lodge
Lobby sitting area

Catskill Mountain Lodge

2.5 star property
7.8 out of 10, Good, (532)
"Fun place, simple accommodations, reasonably priced, located in a great area"
Catskill Mountain Lodge
HollyKissHudsonValley Grand Suite in 1900 Renovated Lodge
Stunning two-story house with a gabled roof and symmetrical facade, surrounded by a beautifully maintained garden.

HollyKissHudsonValley Grand Suite in 1900 Renovated Lodge

2.0 star property
HollyKissHudsonValley Grand Suite in 1900 Renovated Lodge
Impeccable Log Home! Large Groups Welcome! Games!
Relax on the outdoor deck with a barbecue grill and seating area under a gazebo.

Impeccable Log Home! Large Groups Welcome! Games!

Impeccable Log Home! Large Groups Welcome! Games!
Beautiful Lodge Suite, Center of Hunter Mt 13
Relax in a serene outdoor setting with Adirondack chairs surrounding a central fire pit.

Beautiful Lodge Suite, Center of Hunter Mt 13

Beautiful Lodge Suite, Center of Hunter Mt 13
3Br Suite /w Gameroom Across from Hunter
Enjoy casual dining and socializing at the central island with bar stools.

3Br Suite /w Gameroom Across from Hunter

3Br Suite /w Gameroom Across from Hunter
Mountain Views Lodge in front of Hunter MT 8
Playhouse with a green slide, nestled among trees and shrubs on a grassy lawn.

Mountain Views Lodge in front of Hunter MT 8

Mountain Views Lodge in front of Hunter MT 8
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.
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Top Round Top Hotel Reviews

Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

10/10 Excellent
"Every thing was fine Suggest better television options Suggest refrigerator in room"
John 2-night trip
Posted 1 day ago
Kaatskill Mountain Club at Hunter Mountain