Holiday Rentals in Sherando

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Holiday Rentals in Sherando

Love Ridge Mountain Lodging

3.0 star property
Montebello
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is €226
includes taxes & fees
2 Dec - 3 Dec
Love Ridge Mountain Lodging

Bluebird Cottage: Near 151 + Appalachian Trail

2.0 star property
Roseland
8.4 out of 10, Very good, (9)
"I contacted the owners to see if my family and I could check in earlier and they were about to accommodate for us. The home was clean, spacious, and had everything we needed for our stay."
United States
Sa'Mone M.
The price is €256
includes taxes & fees
14 Dec - 15 Dec
Bluebird Cottage: Near 151 + Appalachian Trail

Valley Extended Suites

3.0 star property
Fishersville
9.0 out of 10, Wonderful, (216)
"I liked the cleanliness of the suite, the fully staffed kitchen, the large bathroom, the comfortable bed, the ease and safety of the parking area."
United States
Tammy
The price is €109
includes taxes & fees
2 Dec - 3 Dec
Valley Extended Suites

Unique Cypress cottage, close to Charlottesville with mountain views.

Charlottesville
10.0 out of 10, Exceptional, (45)
"Lovely stay. Clean, comfortable, quaint, and roomy. Perfect location for our family!"
United States
kim E.
The price is €249
includes taxes & fees
2 Dec - 3 Dec
Unique Cypress cottage, close to Charlottesville with mountain views.

Whimsical Creekside Cabin

Vesuvius
9.8 out of 10, Exceptional, (39)
"Had a very quiet relaxing stay "
United States
Joyce I.
The price is €174
includes taxes & fees
2 Dec - 3 Dec
Whimsical Creekside Cabin

Cozy cabin for 2 w/ great mt views & walking trails!

Schuyler
10.0 out of 10, Exceptional, (171)
"Gorgeous spot, and the cabin is very cozy and clean and has all the essentials, including smart TV and WiFi! Close to hiking trails, and not a far drive from wineries, breweries and a few restaurants. Sunsets are beautiful out back, and the location is quiet and peaceful."
United States
Lauren
The price is €154
includes taxes & fees
2 Dec - 3 Dec
Cozy cabin for 2 w/ great mt views & walking trails!

Mechum Hill Cottage: Central to Crozet & Cville

Charlottesville
9.6 out of 10, Exceptional, (17)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
United States
Steven
The price is €248
includes taxes & fees
2 Dec - 3 Dec
Mechum Hill Cottage: Central to Crozet & Cville

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Roseland
10.0 out of 10, Exceptional, (88)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is €173
includes taxes & fees
3 Dec - 4 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

Afton
10.0 out of 10, Exceptional, (128)
"We loved our stay at Murphy's Place. It was quiet, cozy, and spacious for our 2-night stay. "
United States
Julie W.
Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.

The Bohemian Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (6)
"It was really nice. A bit pricey. "
United States
Bonny
The price is €138
includes taxes & fees
2 Dec - 3 Dec
The Bohemian Suite

High Street | Walk to Everything Crozet | Pet-Friendly

Crozet
9.8 out of 10, Exceptional, (104)
"reaturants walking distance, just wish the water pressure was better"
United States
ann l.
The price is €294
includes taxes & fees
2 Dec - 3 Dec
High Street | Walk to Everything Crozet | Pet-Friendly

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Ivy
10.0 out of 10, Exceptional, (40)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is €165
includes taxes & fees
2 Dec - 3 Dec
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

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

Waynesboro
10.0 out of 10, Exceptional, (19)
"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"
United States
Melissa
The price is €151
includes taxes & fees
7 Dec - 8 Dec
The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Afton
9.8 out of 10, Exceptional, (10)
"Very tranquil place. "
United States
Thomas K.
The price is €281
includes taxes & fees
2 Dec - 3 Dec
Afton Cottage w/ Hot Tub, Firepit, Mountain Views

Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

2.0 star property
Wintergreen Resort
10.0 out of 10, Exceptional, (24)
"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "
United States
Cassie H.
The price is €261
includes taxes & fees
2 Dec - 3 Dec
Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

Guesthouse

Crozet
10.0 out of 10, Exceptional, (67)
"The property was the perfect place for a weekend trip to Crozet! The beds were comfy, the place was beautifully decorated, and the location was ideal. Plus, Joanna was super responsive throughout the entire process. We will definitely keep this lovely guesthouse in mind for future trips! "
United States
MaryJo M.
The price is €142
includes taxes & fees
2 Dec - 3 Dec
Guesthouse

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

Waynesboro
9.6 out of 10, Exceptional, (44)
"We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. "
United States
Virginia W.
The price is €182
includes taxes & fees
2 Dec - 3 Dec
NEW! Cheerful 2 bd bungalow with hot tub. Must see!

The Cottage @ Afton Mountain- Close to Wineries!

Afton
10.0 out of 10, Exceptional, (17)
"Great place"
United States
Beverly
The price is €297
includes taxes & fees
2 Dec - 3 Dec
The Cottage @ Afton Mountain- Close to Wineries!

The Pop Inn: Family Destination, Walk Dwntwn

Staunton
10.0 out of 10, Exceptional, (16)
"We had a great stay at The Pop Inn. Very clean, good location, check-in and check-out were a breeze and all we needed for cooking simple meals was provided. "
United States
Janelle B.
The price is €201
includes taxes & fees
2 Dec - 3 Dec
The Pop Inn: Family Destination, Walk Dwntwn

The Shenandoah Suite

2.0 star property
Staunton
10.0 out of 10, Exceptional, (5)
"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 €138
includes taxes & fees
2 Dec - 3 Dec
The Shenandoah 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

Find out more about Sherando

Everything you need to know about Sherando holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sherando holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sherando holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sherando holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sherando. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherando holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sherando holiday rentals we have selected for you start as low as €109 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherando rentals

At Expedia, we put the best Sherando holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sherando rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sherando holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sherando. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Large and Luxurious Exec 5BR Chalet: This holiday home rental outside of Sherando is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 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 Humpback Rocks and Raven's Roost Overlook.

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.