Middleburgh Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Middleburgh vacation rentals

Interior

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (1 review)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is ￥27,567
￥50,258 total
includes taxes & fees
Feb 1 - Feb 2
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Exterior

Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is ￥42,882
￥94,377 total
includes taxes & fees
Feb 16 - Feb 17
Creekside Catskills Cabin
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (5 reviews)
"Great place to get away. "
United States
Joshua
The price is ￥18,072
￥43,225 total
includes taxes & fees
Feb 3 - Feb 4
Cozy Cabin-Catskills secluded Mountain retreat
Smart TV, fireplace

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (1 review)
"Good experience the agent saqib was excellent and very helpful "
United States
Rabih
The price is ￥17,405
￥99,537 total
includes taxes & fees
Feb 3 - Feb 4
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Reception

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is ￥33,318
￥47,469 total
includes taxes & fees
Feb 1 - Feb 2
cozy retreat with modern amenties
TV, fireplace, books

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!

Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
Lanesville
10.0 out of 10, Exceptional, (2 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is ￥27,414
￥47,812 total
includes taxes & fees
Feb 8 - Feb 9
Only Ski In Out on Hunter Mtn | Panoramic Views! Hike, Golf, Fish, Unwind!
TV, fireplace, video games, stereo

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Relax!

Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Relax!
Hunter Highlands
10.0 out of 10, Exceptional, (18 reviews)
"The condo cabin was so cute and cozy it was in a perfect area to to spend a weekend in the mountains. Everything was so clean and communication was amazing :) "
United States
Maya T.
Only Ski In Out on Hunter Mtn, Panoramic Views! Hike, Golf, Fish, Relax!
Fridge, microwave, oven, stovetop

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (11 reviews)
"Michael is a great host. Check-in was super easy and the cabin is pretty clean:) "
United States
Bainan X.
The price is ￥26,036
￥45,149 total
includes taxes & fees
Feb 22 - Feb 23
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Outdoor dining

Redwood Retreat in Windham - minutes to Mtn!

Redwood Retreat in Windham - minutes to Mtn!
Windham
9.6 out of 10, Exceptional, (60 reviews)
"We had such a wonderful and relaxing stay. Our kids really enjoyed the time here, and we were happy to find a helpful binder with things to do and great suggestions for places to eat. The hosts were eager to make sure we were happy and checked in on us throughout our stay, which made us feel well cared for. We’ve already decided we’ll be returning next year!"
United States
Sonia M.
Redwood Retreat in Windham - minutes to Mtn!
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (14 reviews)
"Good place with close proximity to Greyfox"
United States
Joseph M.
The price is ￥20,282
￥55,317 total
includes taxes & fees
Feb 1 - Feb 2
Cozy Waterfall Oasis + Firepit
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is ￥27,429
￥61,379 total
includes taxes & fees
Feb 1 - Feb 2
Spacious Catskill Mountains ski cabin with fire pit
Smart TV, fireplace, foosball, offices

Windham A-Frame • Hot Tub, Game Room & Lake Views

Windham A-Frame • Hot Tub, Game Room & Lake Views
Hensonville
10.0 out of 10, Exceptional, (1 review)
"We arrived on a cold, rainy day. The house was so warm and cozy!"
United States
Minhye L.
The price is ￥21,420
￥103,518 total
includes taxes & fees
Feb 3 - Feb 4
Windham A-Frame • Hot Tub, Game Room & Lake Views
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (41 reviews)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is ￥14,549
￥23,983 total
includes taxes & fees
Mar 3 - Mar 4
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Interior

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
10.0 out of 10, Exceptional, (1 review)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
The price is ￥344,588
￥517,047 total
includes taxes & fees
Feb 10 - Feb 11
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Interior

West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (16 reviews)
"Great stay"
United States
Vijay S.
The price is ￥45,179
￥92,294 total
includes taxes & fees
Feb 21 - Feb 22
West Kill Barnhouse: Ski, Work & Unwind
1 bedroom, desk, iron/ironing board, travel crib

Historic Schoolhouse w/ Hot Tub, Fireplace & King Bed

Historic Schoolhouse w/ Hot Tub, Fireplace & King Bed
Amsterdam
10.0 out of 10, Exceptional, (5 reviews)
""This property was absolutely beautiful and had everything we needed — it truly felt just like home. The hot tub was a wonderful highlight, perfect for relaxing after a day out. Conveniently located only 10 minutes from both a grocery store and a gas station, it made our stay effortless. I highly recommend this place to anyone looking for comfort, convenience, and a touch of luxury.""
United States
Tracy C.
The price is ￥26,051
￥54,218 total
includes taxes & fees
Feb 3 - Feb 4
Historic Schoolhouse w/ Hot Tub, Fireplace & King Bed
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
8.8 out of 10, Excellent, (17 reviews)
"Clean, cozy studio very close to the ski mountain!"
United States
John
The price is ￥29,099
￥45,486 total
includes taxes & fees
Feb 1 - Feb 2
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior

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

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (55 reviews)
"Nice place and great little town "
United States
PAUL V.
The price is ￥22,054
￥36,720 total
includes taxes & fees
Feb 3 - Feb 4
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (4 reviews)
"Nice location and very comfortable/homey feel. Spacious, very clean and lots of amenities, as described. Janet was readily available to answer questions and a pleasure to communicate with. Highly recommended!"
United States
Kimberley V.
The price is ￥38,594
￥103,542 total
includes taxes & fees
Feb 1 - Feb 2
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Smart TV, fireplace

Fox Hollow at Carter Bridge Estate

Fox Hollow at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"The unit was extremely clean,nice, everything we needed for a great time it was well stocked with all you needed close to town. Getting in touch with checking in was as easy as it could be. I would definitely visi again. Than you"
United States
Matthew E.
The price is ￥33,080
￥116,939 total
includes taxes & fees
Feb 3 - Feb 4
Fox Hollow at Carter Bridge Estate
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburgh Hotel Reviews

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

10/10 Excellent
"Lovely hotel and a friendly welcome by the owners. Some small issues arose which we were not affected by, but we were always kept informed. Sadly, we couldn't enjoy the breakfast due to a bereavement in the family but am looking forward to it on our next visit. Thank you and here's hoping to come back soon. "
Michele 2-night trip
Posted 2 days ago
Albergo Allegria Hotel & Breakfast Restaurant

Find out more about Middleburgh

Search for holiday rentals in Middleburgh on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburgh using one of the methods below:

  • View our selection of featured holiday rentals in Middleburgh
  • Use the map to find apartments and other holiday homes in the Middleburgh neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleburgh while they last

Look no further and take a look at our great range of rental properties in Middleburgh!

Frequently asked questions

Are there vacation rentals in Middleburgh?

Yes, we offer vacation rentals close to popular points of interest in Middleburgh, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Middleburgh has to offer?

Spacious 5-bedroom house in delightful Windham with Stunning View of Ski Area: This vacation home rental outside of Middleburgh offers an outdoor pool, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals will I find in Middleburgh?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Middleburgh stay.

What can I see and do in Middleburgh?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Vroman's Nose Trailhead. Max V. Shaul State Park and Iroquois Indian Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Middleburgh?

Vacation rentals are privately owned properties you can book for a short or long stay in Middleburgh. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.