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Compare 13 Chalets in Middlebrook with updated reviews, rates, and availability.

House on the slopes Ski-in/out

9.6 out of 10, Exceptional, (40)
"Home was in perfect location for intermediate skiers. Ski in right behind house. Parking was terrible. The house shares parking lot with neighbors and they had 5 vehicles parked there over the weekend in a lot that will hold 3. They did leave us one spot. We found parking areas along the street. We had no firewood for the fireplace, couldn't find any trash bags or dish washer detergent so we used our own and washed dishes by hand. Would be helpful if there were directions to operate the heating...
House on the slopes Ski-in/out

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

10.0 out of 10, Exceptional, (13)
"This place absolutely lives up to its descriptions. Unbeatable views. Also the game room is amazing. "
The price is SAR 2,249
SAR 3,757 total
includes taxes & fees
27 Apr - 28 Apr
Epic Mountain Views, Hot Tub and Privacy at Harvest Moon Lodge and Retreat!

Wintergreen Ridge Retreat

2.0 star property
9.4 out of 10, Exceptional, (3)
"We stayed with another family, 8 people total. The layout of the house was perfect and very accommodating for 4 teenagers. The house was clean. The kitchen was well stocked. The beds were very comfortable. We all enjoyed the hot tub. Holly was very kind and quick to respond to my messages. The only thing that was a little confusing, was the place was advertised as “ski in/ski out”. We did not ever see where that was possible? The house was not close enough to the slope to be considered ski...
The price is SAR 969
SAR 2,117 total
includes taxes & fees
13 Apr - 14 Apr
Wintergreen Ridge Retreat

Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

9.8 out of 10, Exceptional, (8)
"The place was beautiful however a few issues arouse that weren't previously known until rental agreement with no refund possible. Jets in jacuzzi tub were broken, gas grill filthy, gas fire place regulator was broken, so only worked if you held knob down. Ash bucket from fireplace was full from previous rentals. Beautiful place that needs better upkeep. However these small complaints I would recommend!"
Hansel 'n Gretel: Wood Stove Grill Firepit Dogs OK

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

10.0 out of 10, Exceptional, (2)
"We had a great two day stay at the cabin with our family and friends! The property was clean, had ample sleeping space and in a great location-5 min drive to Wintergreen Resort. The host was responsive when we had questions during the stay and even beforehand. Would recommend for those with families! "
Majestic Mtn Cabin w quick hiking access & short distance to overlook!

Chalet-Valley view-Private Bathroom

2.0 out of 10, (1)
Chalet-Valley view-Private Bathroom

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

10.0 out of 10, Exceptional, (9)
"We all loved the home. We were so comfortable and enjoyed all of the upgrades throughout the house. It was perfect for our gathering, and we hated to leave. The host was remarkably responsive, and went out of his way to ensure that we had a pleasant stay."
Opulent Retreat Amidst Blue Ridge's Serenity * Dog Friendly * Hot Tub

Luxury Chalet, Best Views in Virginia

9.8 out of 10, Exceptional, (28)
"Quiet neighborhood with a heavenly view. It snowed while we were there, and the area roads management was impressive.Property is reasonably well-appointed. Perhaps geared more toward an adult party venue, we did find family-oriented supplies limited. Bring your own games, books. I would not recommend this property for families with young children for obvious reasons. The price of the view is a higher risk of slip/falls on the back incline, especially in snow.This rental is a special blessing...
Luxury Chalet, Best Views in Virginia

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

10.0 out of 10, Exceptional, (3)
"Chris was a wonderful host. The house is clean and very well proportioned. Our kids had a blast playing games and enjoying the other amenities. "
Fam-Friendly Mountain Chalet: Hot Tub, Sauna, Gameroom, Adventure Bunkbeds

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

10.0 out of 10, Exceptional, (117)
"The cabin is exactly as pictured- it is beautiful, spacious yet cozy, and very clean. The host was attentive and pleasant. Three generations were in the house and all were very pleased. We thoroughly enjoyed our stay!"
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.

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

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

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
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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Other property types in Middlebrook

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (270)
"Property was in a great location!"
The price is SAR 394
SAR 915 total
includes taxes & fees
16 Apr - 17 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

10.0 out of 10, Exceptional, (39)
"The cabin was incredibly cozy and a complete joy to stay in. What an incredibly historical place"
The price is SAR 518
SAR 878 total
includes taxes & fees
13 Apr - 14 Apr
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (177)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is SAR 377
SAR 419 total
includes taxes & fees
11 May - 12 May
Valley Extended Suites
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.