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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Condo Rentals in Sherando

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, (281)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
$217 nightly
The price is $244
Jul 2 - Jul 3
Total includes taxes and fees
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, (77)
"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. "
$282 nightly
The price is $317
Jun 30 - Jul 1
Total includes taxes and fees
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, (69)
"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
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Miscellaneous

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (237)
"Absolutely loved my second stay at the gorgeous property! The sunrise and sunset views can’t be beat. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Top of Mountain 2 BR Condo, Short Walk to Highlands Ski Lift and Scenic Views
Miscellaneous

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, (25)
"It was great. "
$261 nightly
The price is $293
Jun 29 - Jun 30
Total includes taxes and fees
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, (141)
"Wonderful, quiet condo with plenty of space and amenities. Gorgeous mountain views!"
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Interior

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

10.0 out of 10, Exceptional, (24)
"The location is very convenient with amazing views of the slopes and terrain park. "
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
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!!"
$219 nightly
The price is $246
Jun 30 - Jul 1
Total includes taxes and fees
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
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, (172)
"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. 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"
$241 nightly
The price is $270
Jul 1 - Jul 2
Total includes taxes and fees
Wintergreen. Sunset Vista Villa - Sea of Mountains
Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
Miscellaneous

Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside

10.0 out of 10, Exceptional, (15)
"Our stay was fantastic. All the little details made the stay even better. Hand soap, bathroom and kitchen supplies, extra blankets. Beds were very comfortable too! Will definitely stay here again. "
Prime Spring Retreat: Walk, Sip, Hike, Relax, Explore at Dobie Slopeside
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Miscellaneous

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, (3)
"Beautiful view!"
$254 nightly
The price is $285
Jul 7 - Jul 8
Total includes taxes and fees
*NEW* Mountain View Vista: Resort Condo w/ Views
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
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Property grounds

You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!

9.8 out of 10, Exceptional, (183)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
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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