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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Sherando holiday homes

A hotel room with a bed, a nightstand with a lamp, a blue tissue box, and a window with a curtain.

1. Rockwell Ridge | Inn with Afton Mountain Views

Rockwell Ridge | Inn with Afton Mountain Views
Afton
The price is £296
includes taxes & fees
3 Nov - 4 Nov
Rockwell Ridge | Inn with Afton Mountain Views
A house with a white exterior, a window with a hanging plant, and a garden with hydrangea flowers.

2. The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
Waynesboro
10.0 out of 10, Exceptional, (25 reviews)
"Great host and beautifully decorated property."
United States
Elisa G.
The price is £144
includes taxes & fees
20 Oct - 21 Oct
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!
A bathroom with a glass shower enclosure, white shelves with folded towels, and two green bottles on the shelf.

3. The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (74 reviews)
"Nice stay. Perfect for the solo traveler"
United States
David H
The price is £90
includes taxes & fees
12 Oct - 13 Oct
The Firefly Springhouse
An outdoor dining area with wicker chairs, a table with plates and glasses, a fire pit, and a barbecue grill.

4. Secluded 20+ Acre Retreat Near Brew & Wine Trails

Secluded 20+ Acre Retreat Near Brew & Wine Trails
Afton
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exactly as stated. We loved the house and the close proximity to the 151. We will definitely come back! "
United States
Harold R.
The price is £289
includes taxes & fees
13 Oct - 14 Oct
Secluded 20+ Acre Retreat Near Brew & Wine Trails
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

5. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is £212
includes taxes & fees
12 Oct - 13 Oct
Tucked Inn: Lower Unit
A dining area with a wooden table and chairs, a chandelier, and a view of the outdoors through a window.

6. Rockwell Ridge | Private Retreat w/ Mountain Views

Rockwell Ridge | Private Retreat w/ Mountain Views
Afton
The price is £577
includes taxes & fees
3 Nov - 4 Nov
Rockwell Ridge | Private Retreat w/ Mountain Views
A swimming pool with a shark float.

7. Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
Waynesboro
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful day we really enjoyed the pool and hot tub during our stay! This is centrally located and well furnished! The hosts were great with communication!"
United States
Cameron V.
The price is £378
includes taxes & fees
11 Oct - 12 Oct
Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

8. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (60 reviews)
"Awesome location with 4 bed, 4 bath. Lots of room."
United States
Maija
The price is £365
includes taxes & fees
14 Oct - 15 Oct
Spacious + Serene Mtn Top Escape, 4 En Suites
A hot tub with a control panel, surrounded by a backyard with trees and a house in the background.

9. NEW! Cheerful 2 bd bungalow with hot tub. Must see!

NEW! Cheerful 2 bd bungalow with hot tub. Must see!
Waynesboro
9.8 out of 10, Exceptional, (64 reviews)
"The hot tub was excellent! Such a cute, cozy, and accommodating weekend!"
United States
Sally A.
The price is £159
includes taxes & fees
20 Oct - 21 Oct
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
A circular fire pit with a metal rim and a flat top, surrounded by a stone border.

10. Rockwell Ridge | Chestnut Suite with Lux Bathroom

Rockwell Ridge | Chestnut Suite with Lux Bathroom
Afton
10.0 out of 10, Exceptional, (1 review)
"This property was spotlessly clean, carefully and well furnished, with clear instructions about everything. The location was peaceful and quiet, and we were treated to seeing a doe and young fawn not long after arriving. With no traffic or other noise, we had a restful stay.The host's communications were welcoming and comprehensive.While off the main roads, it is still convenient to attractions and amenities in Waynesboro. This is a perfect place to unwind; with several more rooms on the...
United States
Peter & Stephanie R.
The price is £160
includes taxes & fees
3 Nov - 4 Nov
Rockwell Ridge | Chestnut Suite with Lux Bathroom
A circular stone fire pit with two Adirondack chairs around it, set on a gravel surface.

11. Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Afton
10.0 out of 10, Exceptional, (21 reviews)
"Great property, the kids enjoyed the games, hot tub, and creek. Highly recommend!"
United States
Amber
The price is £373
includes taxes & fees
14 Oct - 15 Oct
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
A cabin with a large window, surrounded by trees.

12. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (35 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
The price is £294
includes taxes & fees
2 Nov - 3 Nov
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
A cozy living room with wooden paneling, a fireplace, a grey sofa, and a round coffee table.

13. Afton Farmhouse - Mountain Views off Route 151

Afton Farmhouse - Mountain Views off Route 151
Afton
9.8 out of 10, Exceptional, (29 reviews)
"Conveniently ;located and very easy to access. Very comfortable house and relaxing atmosphere."
United States
Traci S.
The price is £388
includes taxes & fees
4 Nov - 5 Nov
Afton Farmhouse - Mountain Views off Route 151
A wooden deck with a blue planter table holding a yellow flower pot.

14. Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Great location quiet area"
United States
Scott P.
The price is £206
includes taxes & fees
18 Oct - 19 Oct
Historic Bungalow 30 minutes from Wintergreen
A modern kitchen with white cabinets, a central island with stools, stainless steel appliances, and pendant lighting.

15. Afton Farmhouse

Afton Farmhouse
2.0 star property
Afton
The price is £234
includes taxes & fees
12 Oct - 13 Oct
Afton Farmhouse
A bathtub filled with water and rose petals, surrounded by a forest.

16. Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia

Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
Afton
10.0 out of 10, Exceptional, (1 review)
"The property is beautiful. The host somehow outshines that. The communications tool needs to come up to their level. If your need to relax and recharge, this is a perfect space."
United States
Shannon P.
The price is £216
includes taxes & fees
12 Oct - 13 Oct
Charming Vacation Rental in a Barn on a Horse Farm near Afton Mountain in Virginia
A covered patio with a round table and chairs, a sofa, and a view of a grassy yard through large windows.

17. Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
9.8 out of 10, Exceptional, (34 reviews)
"Fantastic stay. Happy to return next time."
United States
Sam B.
The price is £290
includes taxes & fees
13 Oct - 14 Oct
Rosé All Day: Wine Country Getaway! Walk to Dining
A lush garden with a variety of plants and trees, a well-maintained lawn, and a distant mountain range under a partly cloudy sky.

18. Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries

Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries
Afton
9.6 out of 10, Exceptional, (4 reviews)
"The house was beautiful and had everything we needed for a great Christmas vacation. "
United States
Catherine S.
The price is £480
includes taxes & fees
14 Oct - 15 Oct
Amazing Mountain Views, Hot Tub and Close to Wineries and Breweries
A laundry room with two stacked washing machines and a drying machine.

19. Little Yellow House: Walk to Downtown Staunton

Little Yellow House: Walk to Downtown Staunton
Staunton
10.0 out of 10, Exceptional, (11 reviews)
"I loved the location and the extra amenities !"
United States
Miriam
The price is £222
includes taxes & fees
2 Nov - 3 Nov
Little Yellow House: Walk to Downtown Staunton
A spacious kitchen with a central island, a dining area with a table and chairs, and a black leather sofa.

20. Blue Ridge Beau, Lost In The View

Blue Ridge Beau, Lost In The View
Afton
10.0 out of 10, Exceptional, (8 reviews)
"Awesome place, beautiful views, and really nice touches throughout the house. Would definitely stay again!"
United States
Michael V.
The price is £447
includes taxes & fees
4 Nov - 5 Nov
Blue Ridge Beau, Lost In The View
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

Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

8/10 Good
"The restaurant only served a breakfast buffet for $15.00/adult. That is a lot to pay for a quick breakfast. I would have preferred a menu option for say coffee, juice, bagel/muffin instead an intire buffet of which we would never get $15.00 worth of food, so we skipped it."
Dennis 3-night trip
Posted less than an hour ago
Holiday Inn Staunton Conference Center by IHG

Find out more about Sherando

Sherando Holiday Homes information

Number of reviews
357
Accommodation
514 Holiday Homes
Lowest Price
£90
Highest Price
£577