Sherando Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Sherando holiday rentals

Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (16 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is S$326
includes taxes & fees
10 Feb - 11 Feb
Love Ridge Mountain Lodging
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (217 reviews)
"Clean room great location quiet area"
United States
Krista
The price is S$147
includes taxes & fees
22 Feb - 23 Feb
Valley Extended Suites
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
2.5 star property
Afton
10.0 out of 10, Exceptional, (2 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is S$500
includes taxes & fees
10 Feb - 11 Feb
Afton Mountain Vineyards
Lounge

The Storefront

The Storefront
3.5 star property
Staunton
8.8 out of 10, Excellent, (58 reviews)
"Great location, fun place to stay!"
United States
Carol
The price is S$288
includes taxes & fees
10 Feb - 11 Feb
The Storefront
4 bedrooms

Waynesboro Home Near Wintergreen Charlottesville

Waynesboro Home Near Wintergreen Charlottesville
2.0 star property
Waynesboro
The price is S$963
includes taxes & fees
10 Feb - 11 Feb
Waynesboro Home Near Wintergreen Charlottesville
Miscellaneous

Fishersville Oasis

Fishersville Oasis
2.0 star property
Fishersville
The price is S$255
includes taxes & fees
10 Feb - 11 Feb
Fishersville Oasis
Lobby

The Bohemian Suite

The Bohemian Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"It was really nice. A bit pricey. "
United States
Bonny
The price is S$212
includes taxes & fees
10 Feb - 11 Feb
The Bohemian Suite
Exterior

The Serendipity Suite

The Serendipity Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (6 reviews)
"Everything from start to finish was great"
United States
Heidi
The price is S$212
includes taxes & fees
10 Feb - 11 Feb
The Serendipity Suite
Interior

Secret Garden Studio

Secret Garden Studio
2.0 star property
Staunton
9.4 out of 10, Exceptional, (3 reviews)
"Great studio, more spacious than I expected. Great thought put into design and decor! Hosts were very responsive and I would definitely rent again!"
United States
Kathleen
The price is S$222
includes taxes & fees
1 Mar - 2 Mar
Secret Garden Studio
Exterior

The Urban Cowboy

The Urban Cowboy
2.0 star property
Staunton
8.6 out of 10, Excellent, (7 reviews)
"The space,the location,the parking,the details! It truly felt like my apartment away from home! This place is a must stay!"
United States
Dorothy
The price is S$215
includes taxes & fees
22 Feb - 23 Feb
The Urban Cowboy
Bathroom

North Central Loft

North Central Loft
2.0 star property
Staunton
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, fun, well appointed and thoughtful details. A great place. "
United States
Stacey
The price is S$531
includes taxes & fees
22 Feb - 23 Feb
North Central Loft
4 bedrooms

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
The price is S$697
includes taxes & fees
10 Feb - 11 Feb
Stoney Creek Cottage Wintergreen w EV Charger
Exterior

The Shenandoah Suite

The Shenandoah Suite
2.0 star property
Staunton
10.0 out of 10, Exceptional, (5 reviews)
"Well-appointed, large space conveniently located within walking distance to downtown. Comfy bed and all the expected amenities. Excellent communication. "
United States
Jani
The price is S$212
includes taxes & fees
24 Feb - 25 Feb
The Shenandoah Suite
Exterior

The Bons Amis Suite

The Bons Amis Suite
2.0 star property
Staunton
9.4 out of 10, Exceptional, (3 reviews)
"Quiet homey environment in a great location. Clean and cozy. Really appreciated the coffee and other amenities. Would definitely stay here again !"
United States
Areej
The price is S$212
includes taxes & fees
5 Mar - 6 Mar
The Bons Amis Suite
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

Hotel 24 South

Hotel 24 South

10/10 Excellent
"All good. Very Happy with room. Just wish they had water fill stations . Other than that totally wonderful stay. "
Barbara 1-night trip
Posted 2 days ago
Hotel 24 South

Frequently asked questions

Can I find holiday rentals in Sherando?

Yes, there are holiday rentals close to the most popular sights in Sherando, or you can select a more secluded option if you're looking for a relaxing stay. Sherando is known for its parks.

What’s there to see and do in Sherando?

Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like George Washington National Forest. In the wider area, you’ll find Raven's Roost Overlook and Afton Mountain Vineyards.

What’s a holiday rental in Sherando like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sherando. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.