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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Sherando condo rentals

A mountainous landscape with dense green forests and a clear sky.

1. 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, (338 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
$216 nightly
The price is $242
Nov 9 - Nov 10
Total with taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
A garden with a variety of flowers and trees at dusk.

2. 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, (163 reviews)
"Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area."
United States
Kathleen K.
$220 nightly
The price is $247
Nov 12 - Nov 13
Total with taxes and fees
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
A two-story house with a front porch, a mailbox, and a wooden fence.

3. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.

2 minutes from the shops and activities; Cozy 1 bedroom end unit.
Wintergreen
9.4 out of 10, Exceptional, (129 reviews)
"Clean property that was well equipped, and easy check in."
United States
Joseph Blaine
$205 nightly
The price is $230
Nov 8 - Nov 9
Total with taxes and fees
2 minutes from the shops and activities; Cozy 1 bedroom end unit.
A set of stone steps leading up to a house with a light-colored exterior.

4. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.6 out of 10, Exceptional, (132 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
$219 nightly
The price is $246
Nov 11 - Nov 12
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
A living room with a fireplace, a sofa, a TV, and a dining area with a table and chairs.

5. Updated! Cozy and clean two bedroom condo.

Updated! Cozy and clean two bedroom condo.
Wintergreen Resort
9.2 out of 10, Wonderful, (38 reviews)
"Great stay for my family!"
United States
Joel M.
$215 nightly
The price is $241
Nov 12 - Nov 13
Total with taxes and fees
Updated! Cozy and clean two bedroom condo.
A two-story wooden cabin with a wooden deck and a small porch.

6. Walk to Market/Private community outdoor pool!

Walk to Market/Private community outdoor pool!
Wintergreen Resort
9.8 out of 10, Exceptional, (85 reviews)
"Great location. Enjoyed our stay."
United States
Alice W.
$215 nightly
The price is $241
Nov 8 - Nov 9
Total with taxes and fees
Walk to Market/Private community outdoor pool!
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

7. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
$263 nightly
The price is $295
Nov 23 - Nov 24
Total with taxes and fees
Panoramic Peak
A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.

8. Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (39 reviews)
"It was a fine place for our family to stay during our staycation!"
United States
Alicia G.
$257 nightly
The price is $289
Nov 7 - Nov 8
Total with taxes and fees
Wintergreen Condo -Steps to Ski and restaurants
Exterior

9. Stoneridge 43 with Wintergreen Advantage

Stoneridge 43 with Wintergreen Advantage
Wintergreen
$239 nightly
The price is $268
Nov 7 - Nov 8
Total with taxes and fees
Stoneridge 43 with Wintergreen Advantage
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

10. Northridge 07 With Wintergreen Advantage

Northridge 07 With Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Good Stay! Clean, need to have a lock on master bathroom. Door slides"
United States
William M.
$237 nightly
The price is $266
Nov 8 - Nov 9
Total with taxes and fees
Northridge 07 With Wintergreen Advantage
An aerial view of a large estate with multiple buildings surrounded by dense forest and mountains in the background.

11. Three Ridges 64 With Wintergreen Advantage

Three Ridges 64 With Wintergreen Advantage
Chestnut Springs
$237 nightly
The price is $266
Nov 8 - Nov 9
Total with taxes and fees
Three Ridges 64 With Wintergreen Advantage
Exterior

12. Highridge Court 30 with Wintergreen Advantage

Highridge Court 30 with Wintergreen Advantage
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
$255 nightly
The price is $287
Nov 8 - Nov 9
Total with taxes and fees
Highridge Court 30 with Wintergreen Advantage
Exterior

13. Mountain Inn Studio 94 with Wintergreen Advantage

Mountain Inn Studio 94 with Wintergreen Advantage
Wintergreen
$192 nightly
The price is $215
Nov 8 - Nov 9
Total with taxes and fees
Mountain Inn Studio 94 with Wintergreen Advantage
Exterior

14. Mountain Inn Lodge 55 with Wintergreen Advantage

Mountain Inn Lodge 55 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"The condo is located very close to the ski slopes and several restaurants. Good for a short weekend stay!"
United States
Sarah H.
$215 nightly
The price is $241
Nov 8 - Nov 9
Total with taxes and fees
Mountain Inn Lodge 55 with Wintergreen Advantage
Gather around the stone fireplace after a day on the mountain, with a large-screen TV above and the deck just steps away.

15. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails

Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Wintergreen Resort
10.0 out of 10, Exceptional, (9 reviews)
$280 nightly
The price is $315
Nov 18 - Nov 19
Total with taxes and fees
Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails
Exterior

16. Vistas 71 with Wintergreen Advantage

Vistas 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Love to escape to Wintergreen anytime of the year!!!"
United States
Annemarie T.
$255 nightly
The price is $287
Nov 8 - Nov 9
Total with taxes and fees
Vistas 71 with Wintergreen Advantage
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

17. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
$266 nightly
The price is $299
Nov 15 - Nov 16
Total with taxes and fees
Mountain View Vista
A modern kitchen with white cabinetry, a black stove, and a dining area with a chandelier.

18. 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.
$256 nightly
The price is $288
Nov 9 - Nov 10
Total with taxes and fees
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Exterior

19. Cliffs 21 with Wintergreen Advantage

Cliffs 21 with Wintergreen Advantage
Wintergreen
$255 nightly
The price is $287
Nov 9 - Nov 10
Total with taxes and fees
Cliffs 21 with Wintergreen Advantage
An aerial view of a residential area with multiple houses surrounded by dense forest, featuring a central building with a prominent roof and a well-lit driveway.

20. Mountain Inn Lodge 77 with Wintergreen Advantage

Mountain Inn Lodge 77 with Wintergreen Advantage
Wintergreen
8.0 out of 10, Very good, (1 review)
"The stairs inside the property makes hard to lug the suitcases around little hard."
United States
Bhaskar
$215 nightly
The price is $241
Nov 8 - Nov 9
Total with taxes and fees
Mountain Inn Lodge 77 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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Top Sherando Hotel Reviews

Days Inn by Wyndham Staunton

Days Inn by Wyndham Staunton

8/10 Good
"Room was dated but clean. Staff helpful. Breakfast was good"
Claire 1-night trip
Posted 13 hours ago
Days Inn by Wyndham Staunton

Find out more about Sherando

Sherando Condo Rentals information

Number of reviews
555
Accommodation
335 Condo Rentals
Lowest Price
$215
Highest Price
$315

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