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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Middleburgh Vacation Homes

Cozy year round retreat! Close to skiing, hiking and swimming.
Outdoor dining

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (48)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $155
CA $277 total
includes taxes & fees
Aug 12 - Aug 13
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Terrace/patio

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Terrace/patio

Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay

9.6 out of 10, Exceptional, (76)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
Heart of Hunter Village; across MT!FaLL Special3rd nt half OFF!”wknd stay
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Terrace/patio

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is CA $149
CA $532 total
includes taxes & fees
Aug 12 - Aug 13
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (130)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Fridge, microwave, oven, stovetop

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
A world where time stands still, close to Belleayre Ski & Wedding venues.
Fridge, microwave, oven, stovetop

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.6 out of 10, Exceptional, (18)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
The price is CA $246
CA $737 total
includes taxes & fees
Aug 18 - Aug 19
A world where time stands still, close to Belleayre Ski & Wedding venues.
2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Exterior

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes

2025 Log Home- Ski Chalet w/ Luxury Amenities. direct Views of Hunter Slopes
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Interior

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (43)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains
Property grounds

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (9)
"Tons of activities in house beautiful area."
The price is CA $799
CA $1,467 total
includes taxes & fees
Aug 20 - Aug 21
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains
Your peaceful, private retreat, escape with friends & family! Incredible views!
Fridge, microwave, oven, stovetop

Your peaceful, private retreat, escape with friends & family! Incredible views!

10.0 out of 10, Exceptional, (38)
"Clean, comfortable, well-appointed and cozy, We had a wonderful stay. We had all kinds of weather while we were there and were able to enjoy the beautiful grounds, the hot tub, the sunny front porch and the cozy living room. The beds were comfortable and the kitchen stocked with everything you might need. Will definitely be returning."
Your peaceful, private retreat, escape with friends & family! Incredible views!
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Smart TV, fireplace, computer monitors

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (30)
"Had a great 2 night stay. Location is close to Hunter. "
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Mountainside home with amazing views
Interior

Mountainside home with amazing views

10.0 out of 10, Exceptional, (8)
"Such a great house! We really enjoyed our stay! "
Mountainside home with amazing views
Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown
Terrace/patio

Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown

10.0 out of 10, Exceptional, (8)
"Killian and lisa are amazing . The home is to die for . Cant wait to come back !"
Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
Exterior

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

10.0 out of 10, Exceptional, (52)
"Our family had an excellent winter getaway at this cabin. The check-in process was easy and access to the mountain and the towns made for a great stay. Highly recommend for families with multiple young children."
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths AC close to everything
Cozy Waterfall Oasis + Firepit
Fridge, microwave, oven, toaster

Cozy Waterfall Oasis + Firepit

9.6 out of 10, Exceptional, (10)
"Great home close to why we were there. Host very communicative and attentive. Highly recommend!"
The price is CA $180
CA $484 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Waterfall Oasis + Firepit
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
Property grounds

Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish

8.8 out of 10, Excellent, (27)
"Elizabeth is very hospitable and the property is very nice. Would definitely stay here again. "
Catskill Mountain House private 5 acre backyard, Golf, Ski, Hike, Boating, Fish
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Interior

6BR/7bath Luxury home Hot Tub in Hunter Catskills

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay on a weekend trip with family. 6bed rooms and 7 bathrooms. Clean rooms and amenities. Hot Tub and BBQ grill a plus."
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability

10.0 out of 10, Exceptional, (104)
"A sublime weekend in a truly magical and beautiful estate. The al fresco dining and the nonstop outdoor activities will make for a memorable stay for any group!"
Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability
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 Middleburgh Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Great comfortable room"
Ute 1-night trip
Posted 2 days ago
Hotel Vienna