Photo by Marina Timo

Search Vacation Homes in Middleburgh

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 379 Vacation Homes in Middleburgh with updated reviews, rates, and availability.

Magical Home Located in Windham and Catskills
Exterior

Magical Home Located in Windham and Catskills

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location and clean and owner was generous. "
Magical Home Located in Windham and Catskills
The Tipsy Gypsy
Exterior

The Tipsy Gypsy

9.8 out of 10, Exceptional, (20)
"Great location. Very clean and cozy. Very nice people to work with. My kids loved it as well."
The price is AED 826
AED 1,667 total
includes taxes & fees
2 Feb - 3 Feb
The Tipsy Gypsy
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
View from the balcony

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

9.4 out of 10, Exceptional, (28)
"Wonderful coszy spot perfect location for singles and couples even family "
The price is AED 349
AED 533 total
includes taxes & fees
3 Feb - 4 Feb
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)
Terrace/patio

Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)

10.0 out of 10, Exceptional, (59)
"This house was beautifully appointed! Spotless and comfortable, the hostess is lovely and should write a handbook on “How to be a VRBO Hostess”"
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)
Vacation home just 11 minutes from MVP Arena
Kitchen

Vacation home just 11 minutes from MVP Arena

2.0 star property
9.6 out of 10, Exceptional, (12)
"Nii's place was very clean and served its purpose for our visit to Delmar. The property was exactly as the pictures showed it."
Vacation home just 11 minutes from MVP Arena
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

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

10.0 out of 10, Exceptional, (148)
"We went with 3 families (kids 4-14) and had the best time !! Great house for a group. We were 18 total. Awesome location. The kids loved playing in the snow and visiting with the cows! The grounds were really beautiful. The house had plenty of room. The bunk rooms were awesome for kids. Upstairs master has a tiny room a one single bed off of it, perfect for a toddler or baby. Two living rooms for multiple sports game watching. Short drive to the mountain and restaurants. We even brought food...
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
A world where time stands still, close to Belleayre Ski & Wedding venues.
Living room

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

10.0 out of 10, Exceptional, (6)
"Beautiful log cabin with a great and easy to function fireplace. The host has a shed filled with firewood, starter wood and charcoal which was such a tremendous and pleasant surprise. The sunroom facing the mountains and a backyard that drops into the woods is a phenomenal place to have a morning cup of coffee or just chill in anytime. Huge master bedroom and 2 additional bedrooms offer plenty of space for a family of 4. Kitchen has all of the needed appliances/accessories. Great washer and...
The price is AED 845
AED 2,091 total
includes taxes & fees
19 Feb - 20 Feb
A world where time stands still, close to Belleayre Ski & Wedding venues.
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Living area

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

9.6 out of 10, Exceptional, (21)
"Had a great 2 night stay. Location is close to Hunter. "
The price is AED 878
AED 1,853 total
includes taxes & fees
18 Feb - 19 Feb
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Cozy Country Farmhouse Along the Catskill Scenic Trail
The farmhouse in summer.

Cozy Country Farmhouse Along the Catskill Scenic Trail

10.0 out of 10, Exceptional, (119)
"Great house, bucolic setting, nice proximity to ski slopes! Very gracious and helpful host and house caretakers. Would stay here again."
The price is AED 643
AED 1,151 total
includes taxes & fees
2 Mar - 3 Mar
Cozy Country Farmhouse Along the Catskill Scenic Trail
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Exterior

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

10.0 out of 10, Exceptional, (213)
"Excellent communication. Cozy home. Really enjoyed our stay. "
The price is AED 1,465
AED 2,887 total
includes taxes & fees
4 Feb - 5 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
Our backyard In winter; view of mountains and frozen pond!!!

Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!

9.8 out of 10, Exceptional, (73)
"We had a great time. Nice house. Quiet and comfortable. Thank you. "
Modern Cabin CLOSE to skiing, w/mountain & pond views, Hot Tub, games and more!!
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

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

10.0 out of 10, Exceptional, (262)
"The property was great for our family of 15. Everyone had enough space. The kids enjoyed the bunk room and the games. Our only issue was there was dog hair on a large rug in the kitchen which was dealt with very quickly once the host received my message but it was also in the master bedroom. We had someone in our party who is highly allergic to dogs and the house is not pet friendly in the listing. All in all, great weekend away with the whole family. "
The price is AED 1,462
AED 2,817 total
includes taxes & fees
3 Feb - 4 Feb
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
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, (127)
"Clean, "
Beautiful new house 3/4 mile from Hunter Mountain
Beautiful House 1 Mile From Hunter Mountain
Exterior

Beautiful House 1 Mile From Hunter Mountain

9.6 out of 10, Exceptional, (121)
"My family really enjoyed their stay at this house. The kids were super excited about the game room. The house is very clean and in a perfect location for the activities you want to do. They have everything you need to make your vacation as enjoyable as possible. Communication with the host was excellent, he was an accessible person. Highly recommended."
Beautiful House 1 Mile From Hunter Mountain
Hunter Mountain Home w/ Game Room: 1 Mi to Skiing!
Hunter Vacation Rental | 3BR | 2BA | 1,860 Sq Ft | Stairs Required

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

10.0 out of 10, Exceptional, (3)
"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!
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Welcome to The Mountaintop Lookout. Inspired by Nature, crafted with Love

Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay- 3 families with 6 adults and 3 kids. Clean and fun and great area- we hiked and went to hunter mountain!"
Mountaintop Lookout with Hot Tub under the Stars - Ultimate Family Getaway!
Tuscan Year Round Beauty - Pickleball Court
Exterior

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

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

10.0 out of 10, Exceptional, (98)
"This place is very unique to the location near the slopes, the house is beautiful and the decoration is very homely … my family and I will be back again "
The price is AED 1,091
AED 2,156 total
includes taxes & fees
3 Feb - 4 Feb
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Balcony

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

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 AED 588
AED 882 total
includes taxes & fees
3 Feb - 4 Feb
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Terrace/patio

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

9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
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.
Don't see what you're looking for?
See all available properties in Middleburgh
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middleburgh

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Living area

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place to stay for skiing hunter mt and would do it again ….thanks "
The price is AED 577
AED 995 total
includes taxes & fees
5 Feb - 6 Feb
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Dancing Horse Farm Lodge | Spring

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

10.0 out of 10, Exceptional, (148)
"We went with 3 families (kids 4-14) and had the best time !! Great house for a group. We were 18 total. Awesome location. The kids loved playing in the snow and visiting with the cows! The grounds were really beautiful. The house had plenty of room. The bunk rooms were awesome for kids. Upstairs master has a tiny room a one single bed off of it, perfect for a toddler or baby. Two living rooms for multiple sports game watching. Short drive to the mountain and restaurants. We even brought food...
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
Exterior

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

10.0 out of 10, Exceptional, (213)
"Excellent communication. Cozy home. Really enjoyed our stay. "
The price is AED 1,465
AED 2,887 total
includes taxes & fees
4 Feb - 5 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim
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.