Default HTG hotel image

Sherando Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Sherando holiday rentals

Private kitchen

Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.4 out of 10, Exceptional, (63 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is HK$619
HK$689 total
includes taxes & fees
5 Jul - 6 Jul
Affordable Suites of America Waynesboro
Street view

Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (245 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is HK$894
HK$995 total
includes taxes & fees
29 Jun - 30 Jun
Valley Extended Suites
Exterior

Kateri

Kateri
2.0 star property
Waynesboro
Kateri
Interior detail

Afton Mountain Vineyards

Afton Mountain Vineyards
3.0 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 HK$3,059
HK$3,435 total
includes taxes & fees
1 Jul - 2 Jul
Afton Mountain Vineyards
Terrace/patio

Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (18 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is HK$1,162
HK$1,776 total
includes taxes & fees
15 Jul - 16 Jul
Love Ridge Mountain Lodging
Interior

Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is HK$1,921
HK$4,769 total
includes taxes & fees
30 Jun - 1 Jul
Modern Nellysford Getaway on 40 Private Acres!
Exterior

The Reserve at 151

The Reserve at 151
2.0 star property
Afton
The price is HK$1,796
HK$4,438 total
includes taxes & fees
25 Jun - 26 Jun
The Reserve at 151
Front of property

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
4.0 star property
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Really nice and convenient condo. Great amenities. Would definitely stay again."
United States
Matthew
The price is HK$957
HK$2,609 total
includes taxes & fees
25 Jun - 26 Jun
Wintergreen Ski Resort Condo w/ Golf Access!
Exterior

Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is HK$902
HK$2,113 total
includes taxes & fees
30 Jun - 1 Jul
Bluebird Cottage
Exterior

Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is HK$1,435
HK$3,196 total
includes taxes & fees
30 Jun - 1 Jul
Bear Tracks Cottage
Interior

The Farmhouse at Wellington

The Farmhouse at Wellington
2.0 star property
Waynesboro
The price is HK$1,905
HK$4,521 total
includes taxes & fees
25 Jun - 26 Jun
The Farmhouse at Wellington
Exterior

Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is HK$933
HK$2,149 total
includes taxes & fees
13 Jul - 14 Jul
Artisan's Cottage
Lounge

Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is HK$1,411
HK$2,686 total
includes taxes & fees
8 Jul - 9 Jul
Firefly on The Ridge
1 bedroom

Swannanoa Guest House

Swannanoa Guest House
2.0 star property
Afton
The price is HK$2,650
HK$5,564 total
includes taxes & fees
8 Jul - 9 Jul
Swannanoa Guest House
Exterior

The Hunker Down

The Hunker Down
2.0 star property
Staunton
The price is HK$1,059
HK$1,888 total
includes taxes & fees
25 Jun - 26 Jun
The Hunker Down
Exterior

Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is HK$1,176
HK$1,321 total
includes taxes & fees
29 Jun - 30 Jun
Branch and Barrel
Terrace/patio

Staunton Underground

Staunton Underground
2.0 star property
Staunton
The price is HK$698
HK$1,660 total
includes taxes & fees
5 Jul - 6 Jul
Staunton Underground
Shared kitchen

Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
The price is HK$1,325
HK$3,056 total
includes taxes & fees
25 Jun - 26 Jun
Little Haven Cottage
Exterior

Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
The price is HK$745
HK$2,012 total
includes taxes & fees
19 Jul - 20 Jul
Laurelwood Hollow
Terrace/patio

Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
Tucked Inn: Upper Unit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherando Hotel Reviews

Hotel 24 South

Hotel 24 South

10/10 Excellent
"Great place to stay. Close to several nice restaurants."
David 1-night trip
Posted 17 hours ago
Hotel 24 South

Find out more about Sherando

Search for holiday rentals in Sherando on Expedia! You can easily find your home rentals, villas, holiday apartments in Sherando using one of the methods below:

  • View our selection of featured holiday rentals in Sherando
  • Use the map to find apartments and other holiday homes in the Sherando neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sherando while they last

Look no further and take a look at our great range of rental properties in Sherando!

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 are some of the best holiday rentals that Sherando has to offer?

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia: This holiday home rental outside of Sherando is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Swannanoa Palace.

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.