Sherando Vacation Rentals

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Check prices for these dates

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14

Vacation Rentals in Sherando

Valley Extended Suites
Studio Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (193)
"Quite and Accommodating.office staff was great "
The price is ￥13,915
￥15,487 total
includes taxes & fees
Sep 1 - Sep 2
Valley Extended Suites
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Exterior

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (29)
"Great place to stay while enjoying the mountains."
The price is ￥21,322
￥33,523 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area
Property grounds

Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

10.0 out of 10, Exceptional, (14)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (292)
"We stayed at the condo in end of May. Beautiful view, nice location in hills. "
The price is ￥15,440
￥35,174 total
includes taxes & fees
Sep 14 - Sep 15
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Afton Mountain Vineyards
Interior detail

Afton Mountain Vineyards

2.5 star property
The price is ￥51,468
￥57,798 total
includes taxes & fees
Sep 1 - Sep 2
Afton Mountain Vineyards
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Pool

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (133)
"Very clean place and very accommodating host"
The price is ￥16,176
￥36,826 total
includes taxes & fees
Sep 1 - Sep 2
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Smart TV, fireplace, DVD player

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (52)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Family Friendly Log Cabin Nestled in Blue Ridge Foothills
Dining

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

2.0 star property
9.8 out of 10, Exceptional, (10)
"Very well equipped and clean! The owner was super nice and responsive! Great stay!"
Family Friendly Log Cabin Nestled in Blue Ridge Foothills
Wow! What A View!
Exterior

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!
Cozy Cabin with private HOT TUB!
Property grounds

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (25)
"Adult girls weekend visiting local wineries, Breweries, and, of course, Bold Rock Cidery. Great location. Beautiful mountain views on the way up to the cabin. The hot tub was perfect for evening relaxation. Plenty of room, and well-appointed kitchen. "
Cozy Cabin with private HOT TUB!
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (37)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is ￥23,528
￥44,205 total
includes taxes & fees
Sep 2 - Sep 3
Unique Cypress cottage, close to Charlottesville with mountain views.
Bear Tracks Cottage: New Hot Tub + Fire Pit
Outdoor spa tub

Bear Tracks Cottage: New Hot Tub + Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (20)
"Great for taking advantage of all Nelson County's attractions. "
The price is ￥26,910
￥64,239 total
includes taxes & fees
Sep 1 - Sep 2
Bear Tracks Cottage: New Hot Tub + Fire Pit
Panoramic Peak: Wintergreen Condo with Views
TV, fireplace

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (27)
"With its breathtaking views, this property is a hidden gem. It is also very well maintained. "
The price is ￥20,440
￥41,946 total
includes taxes & fees
Sep 8 - Sep 9
Panoramic Peak: Wintergreen Condo with Views
Ivy Rose Cottage nestled b/t Cville & Vineyards
Fridge, microwave, oven, stovetop

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is ￥26,337
￥49,768 total
includes taxes & fees
Sep 1 - Sep 2
Ivy Rose Cottage nestled b/t Cville & Vineyards
Aftonshire Cottage - Heart of Afton's Wine Region
Fridge, microwave, oven, stovetop

Aftonshire Cottage - Heart of Afton's Wine Region

10.0 out of 10, Exceptional, (4)
"Place was nice an quite and had a good view of the horses outback. The location was great and close to restaurants and wineries. "
Aftonshire Cottage - Heart of Afton's Wine Region
The Firefly Springhouse
Exterior

The Firefly Springhouse

10.0 out of 10, Exceptional, (32)
"The cottage was cute and the host was very friendly and helpful. The perfect place to stay for a couple nights."
The price is ￥12,176
￥16,826 total
includes taxes & fees
Sep 1 - Sep 2
The Firefly Springhouse
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Property grounds

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

9.8 out of 10, Exceptional, (48)
"Great place to stay in Wintergreen!"
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Exterior

Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi

10.0 out of 10, Exceptional, (51)
"Great place to stay. "
The price is ￥20,911
￥35,875 total
includes taxes & fees
Sep 2 - Sep 3
Magical Log Cabin, streams in private yard, 4 bedrooms, pet friendly, WiFi
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Miscellaneous

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (239)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Deer Run - Mountain Getaway
Property grounds

Deer Run - Mountain Getaway

10.0 out of 10, Exceptional, (229)
"Scenery was beautiful and house was well equipped and very clean. Location was great. "
Deer Run - Mountain Getaway
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

Find out more about Sherando

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Frequently asked questions

Can I find vacation rentals in Sherando?

Yes, we have vacation rentals close to well known points of interest in Sherando, or you can select a secluded option if you're looking for relaxation. Sherando is known for its parks.

What are some of the best vacation rentals in Sherando?

Aftonshire Cottage - Heart of Afton's Wine Region: This vacation home rental near Sherando offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area, you’ll find Raven's Roost Overlook and Swannanoa Palace.

What’s a vacation rental in Sherando like?

A vacation rental is a private property you can stay in for a couple of days or more in Sherando. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for small groups.