Sherando Vacation Rentals

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Check prices for these dates

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Jul 13 - Jul 14
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Jul 14 - Jul 15
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Jul 18 - Jul 20
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Jul 25 - Jul 27

Vacation Rentals in Sherando

Barndominium with Mountain Views & Hot tub! Pets Welcome!
Property grounds

Barndominium with Mountain Views & Hot tub! Pets Welcome!

9.6 out of 10, Exceptional, (4)
"Cozy spot close to Charlottesville with a hot tub! Thank you!"
The price is ￥41,929
￥53,148 total
includes taxes & fees
Jul 22 - Jul 23
Barndominium with Mountain Views & Hot tub! Pets Welcome!
Barn Suite, Mountain Views & Hot tub, Pets OK!
Outdoor dining

Barn Suite, Mountain Views & Hot tub, Pets OK!

The price is ￥29,339
￥38,422 total
includes taxes & fees
Jul 20 - Jul 21
Barn Suite, Mountain Views & Hot tub, Pets OK!
Hillside Haven: Modern Retreat, Mountain Views
Outdoor dining

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (28)
"Very nice place to stay and located within 30 minutes of Monticello and winery’s! Very quite area and fully stocked kitchen!!"
The price is ￥26,390
￥61,590 total
includes taxes & fees
Jul 14 - Jul 15
Hillside Haven: Modern Retreat, Mountain Views
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Terrace/patio

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

2.0 star property
The price is ￥50,126
￥80,886 total
includes taxes & fees
Jul 27 - Jul 28
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
Fridge, microwave, oven, dishwasher

Faber Farmhouse: Hot Tub Near & Wineries/Breweries

The price is ￥48,062
￥101,656 total
includes taxes & fees
Jul 27 - Jul 28
Faber Farmhouse: Hot Tub Near & Wineries/Breweries
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Outdoor dining

Tucked Inn: Lower Unit - NEW Nelson Co Getaway

2.0 star property
The price is ￥16,070
￥44,702 total
includes taxes & fees
Jul 14 - Jul 15
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Outdoor dining

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

10.0 out of 10, Exceptional, (3)
"We had a brief stay but it had all the amenities we needed and was very clean and welcoming. Thank you."
The price is ￥16,070
￥44,702 total
includes taxes & fees
Jul 14 - Jul 15
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
Outdoor dining

Pilotview Hollow - *NEW* Luxury Nelson Co Retreat

The price is ￥57,350
￥128,809 total
includes taxes & fees
Jul 14 - Jul 15
Pilotview Hollow - *NEW* Luxury Nelson Co Retreat
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Outdoor spa tub

Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views

10.0 out of 10, Exceptional, (17)
"Great little spot, close to main road, near many of the 151 breweries. "
The price is ￥24,659
￥67,594 total
includes taxes & fees
Jul 14 - Jul 15
Peaceful Retreat w/ Hot Tub, Fire Pit, Mountain Views
Afton Bliss: Sleeps 10 on 151 with Game Room
TV

Afton Bliss: Sleeps 10 on 151 with Game Room

9.8 out of 10, Exceptional, (6)
"The house was very clean and had all the amenities we needed for our stay. Host was quick to communicate and answer any questions."
The price is ￥27,864
￥77,816 total
includes taxes & fees
Jul 14 - Jul 15
Afton Bliss: Sleeps 10 on 151 with Game Room
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
Property grounds

Pickleball | Sleeps 14 | 151 Brew Trail | Firepit

10.0 out of 10, Exceptional, (1)
"This property is beautiful and the house was better than it appears in photos. Plenty of space for the 7 of us that stayed there to have our own space as well as gather together. "
The price is ￥41,015
￥82,365 total
includes taxes & fees
Jul 24 - Jul 25
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
Exterior

Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail

10.0 out of 10, Exceptional, (1)
"Extended family vacation with multi-generational members. There was something for everyone with a beautiful pickle-ball court, a table top shuffle board, fooz ball, and other games. Plenty of space for everyone. Clean, comfortable, and a highly responsive host. "
The price is ￥47,167
￥115,032 total
includes taxes & fees
Jul 24 - Jul 25
Pickleball | 2 Homes | Sleeps 20 | 151 Brew Trail
Pickleball | 2 Master Suites | Fire Pit | Game Rm
TV, fireplace

Pickleball | 2 Master Suites | Fire Pit | Game Rm

The price is ￥23,505
￥55,795 total
includes taxes & fees
Aug 4 - Aug 5
Pickleball | 2 Master Suites | Fire Pit | Game Rm
Afton Awaits: Pool & Hot Tub/Central to Wineries
Exterior

Afton Awaits: Pool & Hot Tub/Central to Wineries

10.0 out of 10, Exceptional, (2)
"Afton Awaits is a beautiful home set in such a serene location. Our group of friends had such a lovely time here. The home is conveniently located to downtown Charlottesville as well as many vineyards."
The price is ￥51,011
￥104,381 total
includes taxes & fees
Jul 28 - Jul 29
Afton Awaits: Pool & Hot Tub/Central to Wineries
Afton Farmhouse - Mountain Views off Route 151
Property grounds

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (20)
"Beautiful location and property!"
The price is ￥24,242
￥67,622 total
includes taxes & fees
Jul 14 - Jul 15
Afton Farmhouse - Mountain Views off Route 151
Clonmel Acres: Private Pond + Hot Tub + Mtn Views
Outdoor spa tub

Clonmel Acres: Private Pond + Hot Tub + Mtn Views

10.0 out of 10, Exceptional, (6)
"The rooms were huge and made the stay very comfortable for our large group. We did a group yoga class by the pond on Saturday morning, which was gorgeous. Convenient to 151 and Crozet for all the wineries and breweries!"
Clonmel Acres: Private Pond + Hot Tub + Mtn Views
Afton Clubhouse: 151 Beer/Wine Trail + Hot Tub
Outdoor spa tub

Afton Clubhouse: 151 Beer/Wine Trail + Hot Tub

9.6 out of 10, Exceptional, (9)
"Great place. Loved everything about it!"
The price is ￥42,607
￥91,888 total
includes taxes & fees
Jul 14 - Jul 15
Afton Clubhouse: 151 Beer/Wine Trail + Hot Tub
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains
Interior

Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (9)
"We had a great time at Boogie Nights!! Jeremy was very responsive. "
The price is ￥28,087
￥63,662 total
includes taxes & fees
Jul 14 - Jul 15
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains
Saddleback Sanctuary: Indoor Pool + beside Veritas
Indoor pool, a heated pool

Saddleback Sanctuary: Indoor Pool + beside Veritas

2.0 star property
8.0 out of 10, Very Good, (2)
"We had a terrific stay at Saddleback Sanctuary. The Hugh Newell Jacobson house is a joy to visit and the property has lots of places to explore and discover. Only two things were a preponderance of dead bugs near the windows and the CO detectors went off during our stay. The staff was exceedingly responsive though, so we felt in good hands and things were resolved."
The price is ￥85,215
￥180,300 total
includes taxes & fees
Jul 15 - Jul 16
Saddleback Sanctuary: Indoor Pool + beside Veritas
Blue Ridge Beau, Lost In The View
Terrace/patio

Blue Ridge Beau, Lost In The View

10.0 out of 10, Exceptional, (2)
"We met up with a group of college friends for a trip in wine country and to catch up with everyone. The house was great for our group of 6 1 toddler. Location is phenomenal if you're looking to go vineyard hopping. The view from the house is gorgeous. "
The price is ￥39,069
￥73,461 total
includes taxes & fees
Jul 14 - Jul 15
Blue Ridge Beau, Lost In The View
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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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?

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.: This vacation home rental near Sherando is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Sherando?

Explore the area and family-friendly sights such as Beverley Cigar Store, or get out into nature at a spot like George Washington National Forest. In the larger area, you’ll find Swannanoa Palace and Afton Mountain Vineyards.

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.