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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

Condo Rentals in Middlebrook

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

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

9.0 out of 10, Wonderful, (279)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is SAR 394
SAR 915 total
includes taxes & fees
19 Jun - 20 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Endless Mountain Top Views from All The Way Up!
Property grounds

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (76)
"Even on a rainy and foggy weekend we had a great stay. The place had every thing we needed. We stopped at a few wineries and had dinner in. We would book again. "
The price is SAR 742
SAR 1,474 total
includes taxes & fees
13 Jul - 14 Jul
Endless Mountain Top Views from All The Way Up!
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Interior

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10.0 out of 10, Exceptional, (67)
"The property was clean. We had beautiful views. The owner communicated well with us and made sure we had everything we needed. "
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Property grounds

Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Property grounds

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

10.0 out of 10, Exceptional, (142)
"Wonderful experience close to all of the action at Wintergreen. Everything you need is in the condo and the 2 min walk to the market is super convenient! Will come again for sure."
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
Panoramic Peak: Wintergreen Condo with Views
Living area

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (24)
"It was great. "
The price is SAR 522
SAR 1,100 total
includes taxes & fees
17 Jun - 18 Jun
Panoramic Peak: Wintergreen Condo with Views
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Dining

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

10.0 out of 10, Exceptional, (139)
"Wonderful, quiet condo with plenty of space and amenities. Gorgeous mountain views!"
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Serene haven "The Nest" in Wintergreen, close to activities and restaurants.
Smart TV, fireplace

Serene haven "The Nest" in Wintergreen, close to activities and restaurants.

10.0 out of 10, Exceptional, (11)
"Great location & lodging!"
Serene haven "The Nest" in Wintergreen, close to activities and restaurants.
Slopeside Serenity , For Graduation & Easter
Smart TV, fireplace

Slopeside Serenity , For Graduation & Easter

10.0 out of 10, Exceptional, (1)
"Excellent location, clean and beautifully decorated condo with a view. Property manager was most helpful!"
Slopeside Serenity , For Graduation & Easter
Walk to Lifts: Wintergreen Resort Condo
Exterior

Walk to Lifts: Wintergreen Resort Condo

7.6 out of 10, Good, (5)
"We love being close to the Market and the slopes. The property was clean, comfortable and perfect for our weekend trip! "
Walk to Lifts: Wintergreen Resort Condo
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

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

9.6 out of 10, Exceptional, (127)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is SAR 413
SAR 927 total
includes taxes & fees
17 Jun - 18 Jun
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Wintergreen. Sunset Vista Villa - Sea of Mountains
Interior

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (68)
"Great location and property"
The price is SAR 694
SAR 1,273 total
includes taxes & fees
16 Jul - 17 Jul
Wintergreen. Sunset Vista Villa - Sea of Mountains
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Property grounds

Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

10.0 out of 10, Exceptional, (171)
"We had another great stay at this property and already rebooked for next year!"
Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Fridge, microwave, stovetop, coffee/tea maker

Wintergreen Resort Studio w/ Deck & Ski-Out Access

9.8 out of 10, Exceptional, (33)
"Awesome spot! Very clean, super close to the slopes like 1 minute walk."
Wintergreen Resort Studio w/ Deck & Ski-Out Access
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Exterior

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

10.0 out of 10, Exceptional, (46)
"Had a great stay! Easy check-in/departure process. Great views and easy access to the slopes! 10/10 would recommend again. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
*NEW* Mountain View Vista: Resort Condo w/ Views
Fireplace

*NEW* Mountain View Vista: Resort Condo w/ Views

10.0 out of 10, Exceptional, (2)
"This was the perfect place for a getaway. Updated amenities with an amazing view! We can’t wait to come back for another vacation!"
The price is SAR 522
SAR 1,100 total
includes taxes & fees
17 Jun - 18 Jun
*NEW* Mountain View Vista: Resort Condo w/ Views
Walk to Market/Private community outdoor pool!
Fridge, microwave, oven, stovetop

Walk to Market/Private community outdoor pool!

9.6 out of 10, Exceptional, (69)
"Nice condo, near all the Wintergreen activities."
Walk to Market/Private community outdoor pool!
Downtown Loft - King Beds - Walk to WLU & VMI!
Fridge, microwave, oven, stovetop

Downtown Loft - King Beds - Walk to WLU & VMI!

9.6 out of 10, Exceptional, (8)
"We loved everything about our stay! The location is excellent, amenities outstanding, and check-in/check out was super smooth! The location makes it easy to walk around town for all the great shops and restaurants. We would absolutely stay again!!"
The price is SAR 814
SAR 1,802 total
includes taxes & fees
22 Jun - 23 Jun
Downtown Loft - King Beds - Walk to WLU & VMI!
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
Fridge, microwave, oven, stovetop

Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts

2.0 star property
9.6 out of 10, Exceptional, (5)
"Great stay and nice place."
Upscale Wintergreen Getaway. Golf View Deck, Pool, and Modern Comforts
Highridge Court 36 with Wintergreen Advantage
TV

Highridge Court 36 with Wintergreen Advantage

10.0 out of 10, Exceptional, (2)
"Great stay. Other than the wind was wild and nervewracking, the sound at night."
Highridge Court 36 with Wintergreen Advantage
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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