Photo by Marina Timo

Holiday Homes in Middleburgh

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Featured Holiday Homes in Middleburgh

Vacation home just 11 minutes from MVP Arena

2.0 star property
9.4 out of 10, Exceptional, (9)
"Nice place "
Vacation home just 11 minutes from MVP Arena

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

9.8 out of 10, Exceptional, (7)
"Our stay was really nice. The house was clean and had everything we needed. We loved being able to walk into town. "
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Studio 3 BEDS-SLEEPS 3

9.4 out of 10, Exceptional, (27)
"Very accommodating. Easiely accessible. Loved the balcony!"
The price is AU$203
includes taxes & fees
24 Nov - 25 Nov
Studio 3 BEDS-SLEEPS 3

TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

9.0 out of 10, Wonderful, (38)
"I would totally recommend! It was a very practical apartment. I stayed with my spouse and my parents. The location was great, the manager was very arranging with the check-in time, and we really appreciated that we had two floors and two full bathrooms, one for my parents, and one for me and my spouse. Wish we had stayed longer to take advantage of the nice balcony"
The price is AU$302
includes taxes & fees
25 Nov - 26 Nov
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is AU$1,152
includes taxes & fees
24 Nov - 25 Nov
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (90)
"The house and its amenities were perfect for our group, and the host was easy to communicate. "
The price is AU$1,074
includes taxes & fees
25 Nov - 26 Nov
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (26)
"Beautiful historic house in Windham NY, great for large gatherings. Plenty of bedrooms with multiple beds and private baths. Spacious common area to relax at the end of the day. Large dining room that will accommodate all your guests and a large well stocked kitchen with everything you need to cook and serve. Relax on the covered front porch and enjoy nature or challenge your guests in a game of pool. The house was very clean on arrival with easy check in access. All in all it’s a great place...
A'Neils Windham Ski Lodge & Family Retreat

Catskill Mountain Retreat -- private, beautiful views

9.8 out of 10, Exceptional, (98)
"Location was great. Very peaceful "
Catskill Mountain Retreat -- private, beautiful views

Guest House Catskill Mountains Private Backyard Fire Pit BBQ Grill Ski Golf Hike

9.8 out of 10, Exceptional, (175)
"My friend and I came to New York to visit the different Watchtower facilities. But added a few days to enjoy the country around the Catskills and the changing of the leaves. Liz was very helpful with recommendations and we entered the house welcomed by a warm fire insert. So homey. Really enjoyed our stay. "
Guest House Catskill Mountains Private Backyard Fire Pit BBQ Grill Ski Golf Hike

Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

10.0 out of 10, Exceptional, (3)
"Such a beautiful and convenient location for all of us who were attending a wedding at the Windham Manor! The outside deck and fire pit were a wonderful place to relax and just be together! Thanks for a great stay in the Catskills! "
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes

10.0 out of 10, Exceptional, (4)
"We stayed here in late fall to enjoy some nature, railway adventures and home cooking and Isabel’s rental was absolutely perfect for our group! We enjoyed the hot tub, cozy living room, walking about the yard and the pool table/bar lounge in the basement as well. The whole home is decorated so nicely and kitchen was stocked with everything we needed to cook eat and drink all that we brought. Bonus points for adorable and comfortable bedrooms (especially pillows) and friendly neighbors! We look...
The price is AU$934
includes taxes & fees
24 Nov - 25 Nov
Charming 3-bedroom house in marvelous Hunter. Hot Tub, Pool Table, Ski, Lakes

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (260)
"This place is the best! We’ll keep coming back. "
The price is AU$1,287
includes taxes & fees
24 Nov - 25 Nov
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

10.0 out of 10, Exceptional, (39)
"Thank you for having us, the house was clean, well appointed and provided a great place for our friend group to get together for a weekend!"
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything

Cozy Country Farmhouse Along the Catskill Scenic Trail

10.0 out of 10, Exceptional, (116)
"Perfect stay, exactly what we needed, exactly what we wanted, exactly what we hoped, far better than what we expected. Wonderful house, gorgeous location."
The price is AU$495
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Farmhouse Along the Catskill Scenic Trail

Mountain Getaway w/ Hottub, Views, Gamesroom, Fire Pit

10.0 out of 10, Exceptional, (20)
"Our weekend getaway was absolutely amazing! From the fire pit to the hot tub, this house did not disappoint. The house was very clean and cozy. Our host, Craig, was very responsive and even gave us recommendations for dining, fishing and hiking which was so thoughtful. It was a much needed weekend away. Thank you Craig for sharing your wonderful home with us. "
Mountain Getaway w/ Hottub, Views, Gamesroom, Fire Pit

HS Internet Home Nestled In A Perfect Postcard Setting ~ Pet-Friendly And Clean!

10.0 out of 10, Exceptional, (77)
"Randi and Lisa were the perfect hosts. Everything was great and the cabin and location were fantastic!"
HS Internet Home Nestled In A Perfect Postcard Setting ~ Pet-Friendly And Clean!

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (5)
"Two couples, old friends, went north for a cosy, quiet and comfortable long weekend. The Windam Site was exactly what we needed, all the comforts of home and close enough to lots of things to see, places to eat, walks in the woods, etc. No, we don't ski any more, but Windam will always hold a place in our hearts, and Vrboi will always be our "Go-to" for recommendations and reservations...they make it easy!"
Magical Home Located in Windham and Catskills

The Ultimate Windham Getaway With Hot Tub & Sauna

2.0 star property
10.0 out of 10, Exceptional, (1)
"Jon and Marion continue to be amazing hosts. Every year we spend a nice long girls weekend with all the great amenities you could ever need. Can't wait for next year. Highly recommend! "
The Ultimate Windham Getaway With Hot Tub & Sauna
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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Other property types in Middleburgh

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

10.0 out of 10, Exceptional, (143)
"A Big House has enough rooms and beds. Had mostly everything needed, and owner able to answer questions and solve problem in time. the backyard and forest would be better view in spring or summber. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter

Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

9.8 out of 10, Exceptional, (76)
"For a large family and two dogs in a love with the water this was a perfect location for us. The property was well cared for. Any issues the property manager was easily available. Lake was a little small for our taste but overall was able to get some sailing in on a sunfish and lots of paddle boarding and kayaks. Thanks to Troy for his hospitality"
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Spacious, beautiful apartment in the center of town

10.0 out of 10, Exceptional, (21)
"We stay here everytime we visit the area. It is like a large, well appointed home."
The price is AU$311
includes taxes & fees
1 Dec - 2 Dec
Spacious, beautiful apartment in the center of town
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.