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Search Chalets in Middlebrook

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Chalets in Middlebrook

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
Fridge, microwave, oven, stovetop

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

9.8 out of 10, Exceptional, (9)
"I loved this place! There was plenty of space for family and the cabin was beautiful! We enjoyed the porch and firepit and the fireplace inside. The cabin was easy to find. I would stay here again."
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK
House on the slopes Ski-in/out
Fridge, microwave, oven, stovetop

House on the slopes Ski-in/out

9.4 out of 10, Exceptional, (41)
"Great location for a quick weekend getaway. Amenities were a plus and great access to Wintergreen resort. "
House on the slopes Ski-in/out
Majestic Mtn Cabin w quick hiking access & short distance to overlook!
Smart TV, fireplace, books

Majestic Mtn Cabin w quick hiking access & short distance to overlook!

10.0 out of 10, Exceptional, (3)
"We had a pleasant stay at the property. It was quiet and peaceful, exactly what we needed since we had a busy event scheduled."
Majestic Mtn Cabin w quick hiking access & short distance to overlook!
Elk Mountain Overlook: Breathtaking Views
Fireplace

Elk Mountain Overlook: Breathtaking Views

2.0 out of 10, (1)
"The location and view (and privacy) were outstanding. The house is cute, easily accommodates 2 people (4 would be ok, but bathroom sharing amongst 4 could be a challenge), and has all of the amenneties to ensure maximimum comfort (blue tooth speaker, decently stocked kitchen, coffee and related items, cute decor, and plenty of towels and hot water."
Elk Mountain Overlook: Breathtaking Views
Luxury Chalet, Best Views in Virginia
Outdoor spa tub

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (28)
"Great house, great owner, incredible views. As good as it gets in the entire mid-Atlantic"
Luxury Chalet, Best Views in Virginia
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Outdoor spa tub

Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

10.0 out of 10, Exceptional, (14)
"Superb experience! "
The price is SAR 2,248
SAR 3,794 total
includes taxes & fees
30 Jun - 1 Jul
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Dining

Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

10.0 out of 10, Exceptional, (3)
"My family and I recently spent a long weekend in August at this family-friendly chalet in Wintergreen and loved every moment. The owners really thought of everything! Highly recommend! "
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Interior

Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

10.0 out of 10, Exceptional, (9)
"Just like the pictures, don't hesitate! Just book!!"
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub
Wintergreen Ridge Retreat
Exterior

Wintergreen Ridge Retreat

2.0 star property
9.4 out of 10, Exceptional, (3)
"This house was very spacious and well stocked. It was close to all of our activities. "
Wintergreen Ridge Retreat
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Property grounds

Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

10.0 out of 10, Exceptional, (117)
"We had a fantastic stay! Location is great, very clean and comfortable. Would not hesitate to return! "
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Exterior

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

9.4 out of 10, Exceptional, (3)
"We live locally but had friends and family coming to town for my birthday so we rented Riley’s retreat. Our weekend was filled with visits to all the food and beverages on 151. I loved the fun amenities at the house ( hot tub, pool table, games, etc). My initial investigation I didn’t realize we we so far up Wintergreen but in the end it did not matter and was a perfect house for the weekend ! Thank you !!"
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Sleepy Bear Chalet
Property grounds

Sleepy Bear Chalet

8.0 out of 10, Very Good, (3)
"The location was great for a ski vacation - an easy walk to the main lodge even with kids.The property itself is dated and could use a number of upgrades. Very basic amenities and light blankets on the beds - would definitely recommend bringing extra blankets (and towels) if you plan to stay for a cold weekend. The listing noted that there is access to an indoor pool which we found out was not the case and the property does not have resort access. "
Sleepy Bear Chalet
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
Exterior

Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis

10.0 out of 10, Exceptional, (3)
"The communication was excellent before and during the stay - they checked in and followed up with us. The property had everything we needed for a great weekend. A quick 2 minute drive to the Wintergreen restaurants and small store. "
Hot Tub EV Charger Golden Tee Gig WiFi Pool Tennis
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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