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Our top choices for Middlebrook condo rentals

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$230 nightly
The price is $258
Jun 21 - Jun 22
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (155 reviews)
"Lisa we are happy for staying at your places it awesome and we had great time, thank you let us use your home"
United States
Issac S.
$219 nightly
The price is $246
Jun 21 - Jun 22
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (45 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
$258 nightly
The price is $290
Jun 21 - Jun 22
Total with taxes and fees
Panoramic Peak: Wintergreen Condo with Views

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
10.0 out of 10, Exceptional, (53 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
$182 nightly
The price is $204
Jun 24 - Jun 25
Total with taxes and fees
Where the Trail Ends

Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
United States
Madison D.
$201 nightly
The price is $226
Jun 22 - Jun 23
Total with taxes and fees
Timbers Studio 46 with Wintergreen Advantage

Mountain Inn Lodge 78 with Wintergreen Advantage

Mountain Inn Lodge 78 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"Had so much fun! Perfect stay!"
United States
Megan O.
$225 nightly
The price is $253
Jun 22 - Jun 23
Total with taxes and fees
Mountain Inn Lodge 78 with Wintergreen Advantage

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
$199 nightly
The price is $223
Jun 23 - Jun 24
Total with taxes and fees
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

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

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (324 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$237 nightly
The price is $266
Jun 20 - Jun 21
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Endless Mountain Top Views from All The Way Up!

Endless Mountain Top Views from All The Way Up!
Wintergreen Resort
10.0 out of 10, Exceptional, (108 reviews)
"Nice place!"
United States
Gregory G.
$207 nightly
The price is $232
Jun 21 - Jun 22
Total with taxes and fees
Endless Mountain Top Views from All The Way Up!

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (35 reviews)
"Condo was as advertised, perfect for a quick trip up to Wintergreen!"
United States
Jason L.
$230 nightly
The price is $258
Jun 23 - Jun 24
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (116 reviews)
"Great location"
United States
Chrissy R.
$244 nightly
The price is $274
Jun 22 - Jun 23
Total with taxes and fees
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"We had an incredible stay this past week. The condo "
United States
Holly M.
$374 nightly
The price is $413
Jun 22 - Jun 23
Total with taxes and fees
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (39 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
$275 nightly
The price is $308
Jun 21 - Jun 22
Total with taxes and fees
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Vistas 71 with Wintergreen Advantage

Vistas 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Love to escape to Wintergreen anytime of the year!!!"
United States
Annemarie T.
$267 nightly
The price is $300
Jun 22 - Jun 23
Total with taxes and fees
Vistas 71 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
$201 nightly
The price is $226
Jun 22 - Jun 23
Total with taxes and fees
Mountain Inn Studio 96 with Wintergreen Advantage

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
$245 nightly
The price is $257
Jul 5 - Jul 6
Total with taxes and fees
Laurelwood Hollow

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.6 out of 10, Exceptional, (14 reviews)
"This was a wonderful stay, the unit was clean, comfortable, and the property managers were immediate to respond with any questions. We will definitely stay here again. The 2nd full bathroom was a plus!And the view, was breathtaking any time of day!Our stay was quiet and peaceful, just what was needed!!"
United States
Judy M.
$259 nightly
The price is $291
Jun 23 - Jun 24
Total with taxes and fees
Mountain View Vista: Resort Condo w/ Views

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
Roseland
9.8 out of 10, Exceptional, (31 reviews)
"Everything was perfect! "
United States
Danielle B.
$199 nightly
The price is $223
Jul 1 - Jul 2
Total with taxes and fees
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

Overlook 43 with Wintergreen Advantage

Overlook 43 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Clean, beautiful views, lots to do! "
United States
Tara Elizabeth M.
$375 nightly
The price is $421
Jun 22 - Jun 23
Total with taxes and fees
Overlook 43 with Wintergreen Advantage

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
$264 nightly
The price is $296
Jun 21 - Jun 22
Total with taxes and fees
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
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 Middlebrook Hotel Reviews

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Middlebrook Condo Rentals information

Number of reviews
Accommodation
333 Condo Rentals
Lowest Price
$257
Highest Price
$343

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