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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Middlebrook condo rentals

Property grounds

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!
1 bedroom, desk, internet, bed sheets

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
Property grounds

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
Exterior

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

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.
$241 nightly
The price is $271
Jun 24 - Jun 25
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Fireplace

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
Outdoor dining

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!
Fridge, microwave, oven, stovetop

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
Property grounds

Luxury Condo in the Sky! Finest in Wintergreen!

Luxury Condo in the Sky! Finest in Wintergreen!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Amazing place with even more amazing views. Very comfortable and beautiful place. We had high expectations based on the pictures in the listing, and the place exceeded these high expectations. Fantastic place."
United States
missy s.
$277 nightly
The price is $311
Jun 21 - Jun 22
Total with taxes and fees
Luxury Condo in the Sky! Finest in Wintergreen!
Fridge, microwave, oven, stovetop

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!
Terrace/patio

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
Interior

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
Smart TV, fireplace, books

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo

Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"A great place to stay for a couple days. Small kitchen but equipped. Very clean place. Attentive service from the host."
United States
Jean H.
$218 nightly
The price is $245
Jun 30 - Jul 1
Total with taxes and fees
Walk to Slopes and Restaurants - Cozy 1 Bedroom Condo
1 bedroom, iron/ironing board, free WiFi, bed sheets

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
TV, fireplace

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
Roseland
10.0 out of 10, Exceptional, (2 reviews)
"It is a lovely property. Very comfortable. We had a wonderful time"
United States
Mathew M.
$291 nightly
The price is $324
Jun 21 - Jun 22
Total with taxes and fees
Wintergreen Ski Resort Condo w/ Golf Access!
Terrace/patio

Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (4 reviews)
"The place was great and we enjoyed our stay! Super comfy and cozy. Would definitely stay again!"
United States
Christopher H.
$282 nightly
The price is $286
Jun 23 - Jun 24
Total with taxes and fees
Cozy Lux Condo at Wintergreen Resort
Outdoor dining

Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
$244 nightly
The price is $280
Jun 21 - Jun 22
Total with taxes and fees
Overlook 180 degree views w/Peloton!
Fridge, microwave, oven, stovetop

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
Wintergreen Resort
9.4 out of 10, Exceptional, (15 reviews)
"The condo was beautiful and clean and worked perfectly for our group."
United States
Eric W.
$287 nightly
The price is $322
Jun 21 - Jun 22
Total with taxes and fees
Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf
TV, fireplace

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
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

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
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

Clarion Pointe Staunton East

Clarion Pointe Staunton East

10/10 Excellent
"Clean fresh room. Two queens. Spacious room. Nice breakfast, eggs, sausage, cereal, bagels, biscuits, juice, coffee much more. No dogs whizzing in bushes outside! Outside doesn’t smell of nasty dirty kennel! Stayed here reason being NO pets! Will stay again for that reason."
Eric 1-night trip
Posted 2 hours ago
Clarion Pointe Staunton East

Find out more about Middlebrook

Middlebrook Condo Rentals information

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

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