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Middleburgh Vacation Rentals

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Browse Select Middleburgh Vacation Homes

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 $161
CA $284 total
includes taxes & fees
Aug 14 - Aug 15
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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

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

Located in the beautiful Heldebergs, This is a cute little house you will love.

10.0 out of 10, Exceptional, (91)
"Very cool and private!"
Located in the beautiful Heldebergs, This is a cute little house you will love.

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!

Cozy Waterfall Home | Close to All Mountains/Hikes

3.0 star property
10.0 out of 10, Exceptional, (3)
"The host is very responsive and the listing is accurate about what to expect with the property."
The price is CA $157
CA $411 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Waterfall Home | Close to All Mountains/Hikes

Come and stay at our Catskill Hideaway!<br>Freehold, NY

10.0 out of 10, Exceptional, (17)
"Great Stay. Just what we needed and just as described."
Come and stay at our Catskill Hideaway!<br>Freehold, NY

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

10.0 out of 10, Exceptional, (7)
"Killian and lisa are amazing . The home is to die for . Cant wait to come back !"
Near SUNY Cobleskill, Oneonta, Dreams Park, Cooperstown

Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

9.4 out of 10, Exceptional, (6)
"The cabin is perfect…cozy yet sleeps 13, clean, nice decor, minutes to Hunter Mtn, and lots games to entertain the teens (pool, ping pong, darts, shuffle board, etc)! Would definitely recommend this property! "
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!

Family Home w/ Yard & Fire Pit in Middleburgh!

9.6 out of 10, Exceptional, (4)
"Nice house! I it has everything you need to spend wonderful weekend with your family and friends! "
Family Home w/ Yard & Fire Pit in Middleburgh!

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.

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 $485 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Waterfall Oasis + Firepit

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

10.0 out of 10, Exceptional, (102)
"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

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."
The price is CA $558
CA $974 total
includes taxes & fees
Aug 10 - Aug 11
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (10)
"Nice cozy home"
Magical Home Located in Windham and Catskills

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

10.0 out of 10, Exceptional, (5)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

Redwood Retreat in Windham - Pool! Tennis!

9.8 out of 10, Exceptional, (56)
"Beautiful location. Perfect place to relax. Everything you need is within 5 miles or less."
Redwood Retreat in Windham - Pool! Tennis!

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

9.8 out of 10, Exceptional, (16)
"The house is very spacious and very well stocked with beds, sheets, towels, comforters, and even blow-up beds. I would definitely recommend this to others looking for a spacious setting."
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Katskill Mountain Lodge- Hot Tub, Game Room & Theater

10.0 out of 10, Exceptional, (4)
"It was amazing me and my family really enjoyed everything "
Katskill Mountain Lodge- Hot Tub, Game Room & Theater
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