Search Condos Rentals in Middlebrook from CA $301

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Middlebrook condo rentals

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, (107 reviews)
"Very nice, updated place with everything we needed. We would definitely stay here again!"
United States
Kimberly M.
The price is CA $254
CA $483 total
includes taxes & fees
May 12 - May 13
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Property grounds

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)
"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "
United States
Lloyd F.
The price is CA $111
CA $301 total
includes taxes & fees
Apr 20 - Apr 21
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Fridge, microwave, oven, stovetop

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Amazing spot! Ski in - out was so convenient and a quick walk to the village! Phyllis was amazing and the condo was beautiful! Would definitely book this condo again! "
United States
Susan J.
The price is CA $209
CA $559 total
includes taxes & fees
Apr 19 - Apr 20
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.8 out of 10, Exceptional, (42 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is CA $191
CA $404 total
includes taxes & fees
Apr 20 - Apr 21
Panoramic Peak: Wintergreen Condo with Views
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (33 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is CA $157
CA $366 total
includes taxes & fees
Apr 17 - Apr 18
Wintergreen Condo -Steps to Ski and restaurants
Fireplace

The Modern Mountain Condo

The Modern Mountain Condo
Wintergreen Resort
10.0 out of 10, Exceptional, (48 reviews)
"Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing. "
United States
Joyce B.
The price is CA $129
CA $324 total
includes taxes & fees
Apr 22 - Apr 23
The Modern Mountain Condo
Fridge, microwave, oven, stovetop

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Cozy, clean very attentive host Paul was amazingThis cozy kid friendly family home was very accommodating. Def will be back again!!"
United States
Pamela P.
The price is CA $142
CA $426 total
includes taxes & fees
Apr 17 - Apr 18
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining
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, (151 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $151
CA $344 total
includes taxes & fees
Apr 22 - Apr 23
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Exterior

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
The price is CA $177
CA $311 total
includes taxes & fees
Apr 19 - Apr 20
Mountain Inn Studio 96 with Wintergreen Advantage
Exterior

Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
The price is CA $225
CA $414 total
includes taxes & fees
Apr 17 - Apr 18
Three Ridges 64 With Wintergreen Advantage
Exterior

Highridge Court 24 with Wintergreen Advantage

Highridge Court 24 with Wintergreen Advantage
Chestnut Springs
8.0 out of 10, Very good, (1 review)
"Nice place with a great view. Take your own Keurig machine though."
United States
James C.
The price is CA $225
CA $412 total
includes taxes & fees
Apr 19 - Apr 20
Highridge Court 24 with Wintergreen Advantage

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, (317 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $142
CA $350 total
includes taxes & fees
Apr 28 - Apr 29
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Exterior

Mountain Inn Lodge 54 with Wintergreen Advantage

Mountain Inn Lodge 54 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"We were in the area looking to possibly relocate and this loft on the mountain was a beautiful stay. Convenient to restaurants within walking distance. We would definitely book again!"
United States
Erin C.
The price is CA $191
CA $347 total
includes taxes & fees
Apr 19 - Apr 20
Mountain Inn Lodge 54 with Wintergreen Advantage
Exterior

Diamond Hill Studio 09 with Wintergreen Advantage

Diamond Hill Studio 09 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"Great location and cozy condo! "
United States
Molly M.
The price is CA $218
CA $368 total
includes taxes & fees
Apr 19 - Apr 20
Diamond Hill Studio 09 with Wintergreen Advantage
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful condo"
United States
Mary C.
The price is CA $191
CA $399 total
includes taxes & fees
Apr 19 - Apr 20
Mountain View Vista: Resort Condo w/ Views
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, (30 reviews)
"Wonderful cozy condo close to the golf course and the slopes. "
United States
Deborah R.
The price is CA $165
CA $345 total
includes taxes & fees
Apr 20 - Apr 21
Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course
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, (126 reviews)
"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "
United States
David L.
The price is CA $159
CA $355 total
includes taxes & fees
Apr 20 - Apr 21
Escape to the Blue Ridge Mountains at Wine-tergreen!
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, (28 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.
The price is CA $187
CA $430 total
includes taxes & fees
Apr 19 - Apr 20
Luxury Condo in the Sky! Finest in Wintergreen!
Property grounds

Spacious 3BR 3BA Pet Friendly Resort Condo

Spacious 3BR 3BA Pet Friendly Resort Condo
Wintergreen Resort
9.8 out of 10, Exceptional, (8 reviews)
"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "
United States
Lance B.
The price is CA $229
CA $558 total
includes taxes & fees
Apr 21 - Apr 22
Spacious 3BR 3BA Pet Friendly Resort Condo
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, (1 review)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
The price is CA $155
CA $372 total
includes taxes & fees
Apr 19 - Apr 20
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

Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

8/10 Good
"Parking was convenient and I felt safe. Breakfast was ok. I don’t eat processed foods or a lot of carbs. The sunset was spectacular "
Joan 2-night trip
Posted 9 hours ago
Howard Johnson by Wyndham Lexington

Find out more about Middlebrook

Middlebrook Condo Rentals information

Number of reviews
926
Accommodation
312 Condo Rentals
Lowest Price
CA $301
Highest Price
CA $559

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