Campus Legends - Vacation Rentals in Sherando

Dreamy Afton Cottage By Shenandoah Natl Park From US $189
         

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10.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Wintergreen Resort Condo: Walk to Ski Lift! From US $200
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
COZY SKI COTTAGE-SKI IN SKI OUT From US $399
         

9.6 (89 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Ridge Mountain Retreat in Wintergreen From US $1,119
         

Luxury Places to Stay in Sherando

Over 1431+ Luxury Places to Stay in or Near Sherando
Dragon's Back, 9BR 10BA in Wintergreen From US $2,984
         

New
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Wine Country Modern Farmhouse on 10 Acres and Pool From US $1,798
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Spa Experience + Fun & Games for 16 Guests From US $1,680
         

10.0 (6 Reviews)
House
  • Pool
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Sherando

Over 812+ Top-Rated Vacation Rentals with a Pool in or Near Sherando
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes From US $138
         

Large and Luxurious Exec 5BR Chalet From US $550
         

10.0 (250 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Sherando

Over 405+ Pet-Friendly Vacation Rentals in or Near Sherando
Bluebird Mountain Home From US $258
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Afton Mountain Vineyards From US $393
         

10.0 (1 Review)
Cabin
  • Parking
  • Pet Friendly
  • TV
Come and enjoy a beautiful view and relaxing time at Windy Knoll. From US $277
         

10.0 (215 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location. From US $368
         

10.0 (120 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Sherando on PetFriendly.io

Large Vacation Homes & Villas in Sherando

Over 311+ Large Vacation Homes & Villas in or Near Sherando
Unbeatable Views Atop Wintergreen Resort From US $556
         

10.0 (134 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Elegant Afton Getaway Near Trails and Vineyards From US $655
         

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New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Wintergreen Resort Home w/Deck: Walk to Slopes From US $618
         

Lewis Catherine House From US $790
         

10.0 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14 From US $632
         

10.0 (54 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Grand Chalet w/Hot Tub - Near Wintergreen Resort From US $650
         

Wheelchair Accessible Vacation Homes in Sherando

Over 34+ Wheelchair Accessible Vacation Homes in or Near Sherando
View from the Top From US $265
         

10.0 (69 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Iris Inn and Cabins From US $311
         

9.7 (3 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
The Farmhouse at Veritas From US $365
         

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9.8 (33 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
180 Degree Breathtaking Views From US $417
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Sherando Varoom and Airbnb Places to Stay Under $200

Over 257+ Sherando Varoom and Airbnb Places to Stay Under $200
Cozy Mountain Retreat with Heated Floors From US $158
         

10.0 (30 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Stoney Creek Cottage Waterfront Hot Tub, Fire Pit From US $159
         

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10.0 (3 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Wintergreen Resort Vacation Rental w/Balcony! From US $193
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful, Remodeled Cottage in the Heart of Afton From US $165
         

10.0 (65 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Wow! What A View! From US $192
         

10.0 (55 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Afton escape centrally located on the brew trail From US $191
         

10.0 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Ski-In/Ski-Out Comfy Condo From US $193
         

10.0 (30 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety

Instantly Bookable Vacation Homes in Sherando

Over 737+ Instantly Bookable Vacation Homes in or Near Sherando
Slope Views, Aspen Suite — 2 Fireplaces From US $259
         

10.0 (73 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

About Sherando Vacation Rentals

With more than 812 Sherando vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Campuslegends and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Sherando.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Campuslegends Sherando, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Sherando. Places to stay near Sherando are 1513.9 ft² on average, with prices averaging $465 a night.

Campuslegends makes it easy and safe to find and compare vacation rentals in Sherando with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Sherando

Type Count
Vacation Homes 699
Holiday Apartments 96
Hotels with Suites 16
B&B 1

Use these Quick Filters to Find a Vacation Rental in Sherando

Pro Tip: Campuslegends makes it easy to compare the best listings on Campuslegends homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Campuslegends homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sherando.

Weather in Sherando

View the weather forecast for Sherando before booking your Sherando Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F