Search Condos Rentals in Sherando from CA $138

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Sherando Condo Rentals

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, (288)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is CA $145
CA $336 total
includes taxes & fees
Aug 12 - Aug 13
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Fridge, microwave, oven, stovetop

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (42)
"We took our two kids and our poodle, Rocky, for a few days of hiking and unplugging! It was the perfect spot!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (321)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
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, (238)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
Interior

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10.0 out of 10, Exceptional, (71)
"What a beautiful view and location! We appreciated the details Della shared prior to our arrival and made navigating our weekend getaway super simple and enjoyable! Beautiful view! "
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Property grounds

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

9.8 out of 10, Exceptional, (185)
"Great condo with a great view, would definitely stay here again."
You deserve it all! Awesome Views, Comfy Condo & Elevator!
Wintergreen Condo -Steps to Ski and restaurants
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (21)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is CA $152
CA $353 total
includes taxes & fees
Aug 20 - Aug 21
Wintergreen Condo -Steps to Ski and restaurants
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
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, (130)
"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 CA $152
CA $339 total
includes taxes & fees
Aug 7 - Aug 8
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Mountain View Vista: Resort Condo w/ Views
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

10.0 out of 10, Exceptional, (4)
"Beautiful view!"
The price is CA $191
CA $405 total
includes taxes & fees
Aug 11 - Aug 12
Mountain View Vista: Resort Condo w/ Views
Ski-In/Ski-Out Comfy Condo
Fridge, microwave, oven, stovetop

Ski-In/Ski-Out Comfy Condo

10.0 out of 10, Exceptional, (24)
"We We're able. To cook and hand have a good time there"
Ski-In/Ski-Out Comfy Condo
Charming 2-bedroom condo in beautiful Wintergreen Resort
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom condo in beautiful Wintergreen Resort

10.0 out of 10, Exceptional, (1)
"We stayed here for a couple of nights over July 4th and it was a nice short getaway. The condo is in a good location - 5 min walk to resort restaurants - and is very comfortable. The kitchen is well-equipped with plenty of cooking tools. The living room seating space was comfortable and allowed for just hanging out. We really enjoyed our stay! "
The price is CA $207
CA $524 total
includes taxes & fees
Aug 7 - Aug 8
Charming 2-bedroom condo in beautiful Wintergreen Resort
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
View from the Top
Property grounds

View from the Top

10.0 out of 10, Exceptional, (60)
"Great quick stay in a lovely area with an amazing view"
View from the Top
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*
Wintergreen. Sunset Vista Villa - Sea of Mountains
Interior

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (75)
"Everything was great!"
The price is CA $161
CA $362 total
includes taxes & fees
Aug 7 - Aug 8
Wintergreen. Sunset Vista Villa - Sea of Mountains
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

9.8 out of 10, Exceptional, (49)
"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
The Modern Mountain Condo
Property grounds

The Modern Mountain Condo

10.0 out of 10, Exceptional, (27)
"Ideal location for skiing at Wintergreen. "
The price is CA $138
CA $330 total
includes taxes & fees
Aug 7 - Aug 8
The Modern Mountain Condo
Wintergreen Resort Vacation Rental w/ Balcony!
Interior

Wintergreen Resort Vacation Rental w/ Balcony!

10.0 out of 10, Exceptional, (12)
"Its a very nice and quiet area with lovely views. Its close Boldrock and Devils backbone "
Wintergreen Resort Vacation Rental w/ Balcony!
Escape to the Blue Ridge Mountains at Wine-tergreen!
Outdoor dining

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (117)
"Good place for 4 people would rent again"
The price is CA $148
CA $336 total
includes taxes & fees
Aug 17 - Aug 18
Escape to the Blue Ridge Mountains at Wine-tergreen!
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 Sherando Hotel Reviews

Sleep Inn Staunton

Sleep Inn Staunton

10/10 Excellent
"This was a basic hotel off the highway. It was clean. The staff was great and the bed was extremely comfortable. The coffee and breakfast were very good. "
Elizabeth 1-night trip
Posted 1 day ago
Sleep Inn Staunton