Sherando Holiday Rentals

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Our top choices for Sherando holiday rentals

10.0 out of 10, Exceptional, (5 reviews)
"Very good stay. Quiet and as advertised!"
United States
Robert B.
The price is NZ$274
includes taxes & fees
19 Jan - 20 Jan
Brand new serene luxury cottage just off the Brew Ridge Trail

Cabin in Lyndhurst

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (15 reviews)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is NZ$347
includes taxes & fees
19 Jan - 20 Jan
Love Ridge Mountain Lodging

Cabin in Vesuvius

Whimsical Creekside Cabin
10.0 out of 10, Exceptional, (45 reviews)
"Private cabin, super clean and neat. Nature was beautiful. Love the creek next to it! "
United States
Katherine V.
The price is NZ$334
includes taxes & fees
21 Jan - 22 Jan
Whimsical Creekside Cabin
2.0 star property
8.4 out of 10, Very good, (9 reviews)
"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 NZ$547
includes taxes & fees
28 Jan - 29 Jan
Bluebird Cottage: Near 151 + Appalachian Trail
10.0 out of 10, Exceptional, (41 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is NZ$326
includes taxes & fees
20 Jan - 21 Jan
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
9.6 out of 10, Exceptional, (45 reviews)
"loved the quiet location, sunny private back yard, and well-stocked kitchen"
United States
George D.
The price is NZ$355
includes taxes & fees
19 Jan - 20 Jan
NEW! Cheerful 2 bd bungalow with hot tub. Must see!
9.6 out of 10, Exceptional, (5 reviews)
"The lodge was an amazing getaway. Exactly as pictured, it had everything we needed. Love the fact that it was dog friendly, quiet, and well equipped / modernized on the inside. Will definitely stay here again in the future!"
United States
Sean M.
The price is NZ$598
includes taxes & fees
20 Jan - 21 Jan
Acute Lodge: Boho, Romantic Getaway in Nelson Co.
10.0 out of 10, Exceptional, (45 reviews)
"Lovely stay. Clean, comfortable, quaint, and roomy. Perfect location for our family!"
United States
kim E.
The price is NZ$485
includes taxes & fees
18 Jan - 19 Jan
Unique Cypress cottage, close to Charlottesville with mountain views.
10.0 out of 10, Exceptional, (11 reviews)
"Very tranquil place. "
United States
Thomas K.
The price is NZ$545
includes taxes & fees
19 Jan - 20 Jan
Afton Cottage w/ Hot Tub, Firepit, Mountain Views
9.8 out of 10, Exceptional, (104 reviews)
"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"
United States
Polly H.
The price is NZ$568
includes taxes & fees
18 Jan - 19 Jan
High Street | Walk to Everything Crozet | Pet-Friendly
9.8 out of 10, Exceptional, (20 reviews)
"Great place"
United States
Beverly
The price is NZ$546
includes taxes & fees
20 Jan - 21 Jan
The Cottage @ Afton Mountain- Close to Wineries!
10.0 out of 10, Exceptional, (90 reviews)
"Great spot for a stay, hostess was amazing, highly recommend!!"
United States
Charles R.
The price is NZ$344
includes taxes & fees
19 Jan - 20 Jan
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Apartment in Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"
United States
Alexander H.
The price is NZ$486
includes taxes & fees
20 Jan - 21 Jan
Laurelwood Hollow: Walk to Ski & Swim

Holiday Home in Staunton

The Firefly Springhouse
9.8 out of 10, Exceptional, (47 reviews)
"Great cottage for 2 and peaceful setting. Host was helpful with great dinner recommendations "
United States
Joseph
The price is NZ$199
includes taxes & fees
21 Jan - 22 Jan
The Firefly Springhouse
10.0 out of 10, Exceptional, (68 reviews)
"The property was clean and well stocked for visitors. A very enjoyable stay"
United States
Michael K.
The price is NZ$421
includes taxes & fees
18 Jan - 19 Jan
Stay in Crozet Train Suite in Downtown Crozet
10.0 out of 10, Exceptional, (24 reviews)
"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "
United States
Jody W.
The price is NZ$845
includes taxes & fees
11 Feb - 12 Feb
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Holiday Home in Roseland

Cozy Country small two bedroom home.
9.8 out of 10, Exceptional, (18 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is NZ$426
includes taxes & fees
17 Jan - 18 Jan
Cozy Country small two bedroom home.
10.0 out of 10, Exceptional, (32 reviews)
"Fantastic property with all the amenities near UVA, and lots of wineries."
United States
roberto c.
The price is NZ$723
includes taxes & fees
20 Jan - 21 Jan
Hillside Haven: Modern Retreat, Mountain Views
10.0 out of 10, Exceptional, (56 reviews)
"The space was incredibly well furnished. Wi-Fi worked from the jump, check in was easy, host was very communicative. Great spot to stay!"
United States
Samuel M.
The price is NZ$289
includes taxes & fees
18 Jan - 19 Jan
Private studio apartment in the heart of Ivy, Virginia
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay. "
United States
Kelly H
The price is NZ$401
includes taxes & fees
19 Jan - 20 Jan
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
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, 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 NZ$221 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?

Unbeatable Views Atop Wintergreen Resort: 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 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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.