Sherando Holiday Rentals
Condo
- Charlottesville
- ·
- Nellysford
- 3.15 mi to center
10.0Exceptional
(196 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
Skiing
Fireplace/Heating
Pool
Balcony/Terrace
£203/Night
7 Nights - £1,419
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
11 Guests
2895.49 ft²
- Fireplace/Heating
View
Parking
Air Conditioner
£754/Night
7 Nights - £5,276
Apartment
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Kitchen- Parking
£149/Night
7 Nights - £1,045
Condo
- Charlottesville
- ·
- Nellysford
- 2.88 mi to center
10.0Exceptional
(165 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£167/Night
7 Nights - £1,166
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
14 Guests
5500.36 ft²
Oceanfront
Hot Tub- Pool
Ocean View
£1,342/Night
7 Nights - £9,392
Condo
- Charlottesville
- ·
- Wintergreen
- 1.73 mi to center
10.0Exceptional
(155 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£133/Night
7 Nights - £928
Apartment
10.0Exceptional
(146 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£129/Night
7 Nights - £904
Condo
- Charlottesville
- ·
- Nellysford
- 2.97 mi to center
10.0Exceptional
(114 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£242/Night
7 Nights - £1,693
Condo
- Charlottesville
- ·
- Nellysford
- 2.90 mi to center
10.0Exceptional
(105 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
£219/Night
7 Nights - £1,531
Luxury Holiday Rentals in Sherando
Over 1466+ Luxury Holiday Rentals in or Near Sherando
House
- Charlottesville
- ·
- Chestnut Springs
- 0.35 mi to center
10 Bedrooms
10 Baths
20 Guests
7642.38 ft²
- Skiing
- Pool
- Balcony/Terrace
- Parking
£1,869/Night
7 Nights - £13,080
House
- Charlottesville
- ·
- Nellysford
- 3.55 mi to center
9 Bedrooms
9 Baths
18 Guests
7846.89 ft²
- Skiing
- Pool
- Parking
- Air Conditioner
£1,759/Night
7 Nights - £12,316
House
- Charlottesville
- ·
- Chestnut Springs
- 0.35 mi to center
8.0Excellent
(1 Review)
10 Bedrooms
10 Baths
20 Guests
7644 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£1,701/Night
7 Nights - £11,906
House
- Charlottesville
- ·
- Nellysford
- 3.55 mi to center
9 Bedrooms
9 Baths
18 Guests
7844 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£1,615/Night
7 Nights - £11,304
Ski Chalet
- Charlottesville
- ·
- Nellysford
- 3.61 mi to center
10.0Exceptional
(7 Reviews)
9 Bedrooms
10 Baths
18 Guests
6200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£1,554/Night
7 Nights - £10,877
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
1 Bath
16 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£1,516/Night
7 Nights - £10,615
House
- Charlottesville
- ·
- Wintergreen
- 1.41 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
14 Guests
31538 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
£1,264/Night
7 Nights - £8,849
House
- Charlottesville
- ·
- Roseland
- 8.91 mi to center
10.0Exceptional
(43 Reviews)
7 Bedrooms
9 Baths
18 Guests
7700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£1,163/Night
7 Nights - £8,139
House
- Charlottesville
- ·
- Roseland
- 8.43 mi to center
10.0Exceptional
(9 Reviews)
6 Bedrooms
5 Baths
16 Guests
5027 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£1,145/Night
7 Nights - £8,017
Top-Rated Holiday Rentals with a Pool in Sherando
Over 862+ The Best Private Villas and Holiday Rentals in Sherando with a Pool
House
- Charlottesville
- ·
- Nellysford
- 3.45 mi to center
10.0Exceptional
(309 Reviews)
4 Bedrooms
3 Baths
12 Guests
2850 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£308/Night
7 Nights - £2,155
House
- Charlottesville
- ·
- Pedlars Edge
- 0.14 mi to center
10.0Exceptional
(257 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£370/Night
7 Nights - £2,591
House
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
10.0Exceptional
(223 Reviews)
6 Bedrooms
4 Baths
16 Guests
3800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£662/Night
7 Nights - £4,634
House
- Charlottesville
- ·
- Pedlars Edge
- 0.18 mi to center
10.0Exceptional
(135 Reviews)
5 Bedrooms
5 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£738/Night
7 Nights - £5,169
Ski Chalet
- Charlottesville
- ·
- Nellysford
- 3.09 mi to center
10.0Exceptional
(121 Reviews)
3 Bedrooms
2 Baths
8 Guests
1900 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£357/Night
7 Nights - £2,502
House
- Charlottesville
- ·
- Wintergreen
- 2.16 mi to center
10.0Exceptional
(99 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£574/Night
7 Nights - £4,022
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.28 mi to center
10.0Exceptional
(82 Reviews)
2 Bedrooms
2 Baths
6 Guests
1179 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£251/Night
7 Nights - £1,760
House
- Charlottesville
- ·
- Laurel Ridge
- 0.14 mi to center
10.0Exceptional
(76 Reviews)
3 Bedrooms
2 Baths
8 Guests
1600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£328/Night
7 Nights - £2,297
House
- Charlottesville
- ·
- Pedlars Edge
- 0.25 mi to center
10.0Exceptional
(72 Reviews)
4 Bedrooms
3 Baths
8 Guests
2184 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£276/Night
7 Nights - £1,932
Pet-Friendly Holiday Rentals in Sherando
Over 414+ Pet-Friendly Holiday Rentals in or Near Sherando
Condo
- Charlottesville
- ·
- Nellysford
- 2.90 mi to center
10.0Exceptional
(48 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£199/Night
7 Nights - £1,394
House
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
8 Bedrooms
8 Baths
28 Guests
21151.08 ft²
- Hot Tub
Spa- Skiing
- Fireplace/Heating
£883/Night
7 Nights - £6,178
Apartment
- Charlottesville
- ·
- Nellysford
- 3.04 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£171/Night
7 Nights - £1,196
House
- Charlottesville
- ·
- Wintergreen
- 1.50 mi to center
10.0Exceptional
(32 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£213/Night
7 Nights - £1,490
House
- Charlottesville
- ·
- Chestnut Springs
- 0.31 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
12 Guests
2583.34 ft²
- Pet Friendly
- Parking
Internet
Child Friendly
£297/Night
7 Nights - £2,079
Condo
- Charlottesville
- ·
- Wintergreen
- 1.75 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
£149/Night
7 Nights - £1,041
House
- Charlottesville
- ·
- Nellysford
- 3.35 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
10 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£224/Night
7 Nights - £1,570
Condo
- Charlottesville
- ·
- Wintergreen
- 1.69 mi to center
9.8Exceptional
(148 Reviews)
2 Bedrooms
1 Bath
6 Guests
784 ft²
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£140/Night
7 Nights - £981
Condo
- Charlottesville
- ·
- Wintergreen
- 1.72 mi to center
9.8Exceptional
(91 Reviews)
2 Bedrooms
1 Bath
4 Guests
970 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£148/Night
7 Nights - £1,035
Large Holiday Rentals and Private Villas in Sherando
Over 315+ Large Holiday Rentals and Private Villas in or Near Sherando
House
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
10.0Exceptional
(54 Reviews)
4 Bedrooms
3 Baths
12 Guests
2876 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£696/Night
7 Nights - £4,871
Ski Chalet
- Charlottesville
- ·
- Treeloft
- 0.09 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
1797.57 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
£206/Night
7 Nights - £1,442
Ski Chalet
- Charlottesville
- ·
- Wintergreen
- 0.99 mi to center
6 Bedrooms
5 Baths
16 Guests
5000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£1,104/Night
7 Nights - £7,725
Cabin
- Charlottesville
- ·
- Nellysford
- 3.21 mi to center
10.0Exceptional
(23 Reviews)
5 Bedrooms
3 Baths
12 Guests
3300 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£499/Night
7 Nights - £3,490
House
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
12 Guests
2873.96 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Parking
£559/Night
7 Nights - £3,916
Ski Chalet
- Charlottesville
- ·
- Nellysford
- 3.06 mi to center
10.0Exceptional
(10 Reviews)
6 Bedrooms
4 Baths
17 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£513/Night
7 Nights - £3,590
Cabin
- Charlottesville
- ·
- Chestnut Springs
- 0.31 mi to center
10.0Exceptional
(2 Reviews)
9 Bedrooms
6 Baths
25 Guests
4300 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£707/Night
7 Nights - £4,951
House
- Charlottesville
- ·
- Nellysford
- 3.13 mi to center
9.8Exceptional
(111 Reviews)
4 Bedrooms
2 Baths
10 Guests
1900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£191/Night
7 Nights - £1,339
House
- Charlottesville
- ·
- Nellysford
- 3.04 mi to center
9.8Exceptional
(59 Reviews)
4 Bedrooms
3 Baths
10 Guests
2352 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£236/Night
7 Nights - £1,654
Wheelchair Accessible Holiday Homes in Sherando
Over 35+ Wheelchair Accessible Holiday Homes in or Near Sherando
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.25 mi to center
2 Bedrooms
2 Baths
4 Guests
1136 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
£312/Night
7 Nights - £2,187
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1539.24 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
£141/Night
7 Nights - £987
Hotel
- Staunton
- ·
- Waynesboro
- 3.66 mi to center
8.6Fabulous
(1000 Reviews)
1 Bath
- Pool
Breakfast- Kitchen
- Parking
£79/Night
7 Nights - £554
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.26 mi to center
1 Bedroom
1 Bath
2 Guests
1136 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
£222/Night
7 Nights - £1,557
Resort
- Staunton
- ·
- Waynesboro
- 3.63 mi to center
9.7Exceptional
(3 Reviews)
7 Baths
16 Guests
395.19 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
£375/Night
7 Nights - £2,625
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.16 mi to center
10.0Exceptional
(19 Reviews)
3 Bedrooms
3 Baths
6 Guests
1650 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£311/Night
7 Nights - £2,179
House
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
9 Guests
2596 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£375/Night
7 Nights - £2,628
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.28 mi to center
3 Bedrooms
3 Baths
6 Guests
1483 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£411/Night
7 Nights - £2,877
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.27 mi to center
9.8Exceptional
(205 Reviews)
2 Bedrooms
2 Baths
4 Guests
1226 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£162/Night
7 Nights - £1,132
Sherando Private Villas and Holiday Homes Under $200
Over 261+ Sherando Private Villas and Holiday Homes Under $200
Condo
- Charlottesville
- ·
- Nellysford
- 2.58 mi to center
10.0Exceptional
(39 Reviews)
1 Bedroom
1 Bath
4 Guests
- Skiing
- Fireplace/Heating
- Kitchen
- Air Conditioner
£96/Night
7 Nights - £671
House
- Charlottesville
- ·
- Wintergreen
- 1.75 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
936.46 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Parking
£138/Night
7 Nights - £966
Apartment
- Charlottesville
- ·
- Nellysford
- 2.96 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£125/Night
7 Nights - £872
House
10.0Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£144/Night
7 Nights - £1,009
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
1345.49 ft²
- Parking
- Internet
- Child Friendly
Sports/Activities
£123/Night
7 Nights - £862
Condo
- Charlottesville
- ·
- Wintergreen
- 1.88 mi to center
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
405 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£123/Night
7 Nights - £859
Condo
- Charlottesville
- ·
- Wintergreen
- 1.74 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£121/Night
7 Nights - £845
Condo
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£117/Night
7 Nights - £817
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£140/Night
7 Nights - £981
Instantly Bookable Holiday Homes in Sherando
Over 768+ Instantly Bookable Holiday Homes in or Near Sherando
Cottage
10.0Exceptional
(66 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£181/Night
7 Nights - £1,268
House
- Charlottesville
- ·
- Nellysford
- 3.17 mi to center
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£276/Night
7 Nights - £1,930
Condo
- Charlottesville
- ·
- Wintergreen
- 2.00 mi to center
10.0Exceptional
(37 Reviews)
2 Bedrooms
2 Baths
5 Guests
907 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£229/Night
7 Nights - £1,604
Condo
- Charlottesville
- ·
- Nellysford
- 2.97 mi to center
10.0Exceptional
(32 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£213/Night
7 Nights - £1,489
Condo
- Charlottesville
- ·
- Nellysford
- 2.72 mi to center
10.0Exceptional
(17 Reviews)
2 Bedrooms
2 Baths
8 Guests
1140 ft²
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£155/Night
7 Nights - £1,086
House
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£295/Night
7 Nights - £2,065
Apartment
- Charlottesville
- ·
- Wintergreen
- 1.90 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
3 Guests
- Skiing
- Fireplace/Heating
- Air Conditioner
- Internet
£153/Night
7 Nights - £1,068
Condo
- Charlottesville
- ·
- Wintergreen
- 1.96 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
£160/Night
7 Nights - £1,122
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.26 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
1136 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£184/Night
7 Nights - £1,286
Book a Last Minute Place to Stay in Sherando
About Casai's Private Villas and Holiday Rentals in Sherando
Discover more than 1475 vacation rentals available in Sherando. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Sherando.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Sherando, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Sherando. On average, places to stay near Sherando offer 1187.39 ft², with nightly prices averaging £297.
With Casai, finding and comparing holiday rentals in Sherando is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Sherando
| Type | Count |
|---|---|
| Vacation Homes | 730 |
| Holiday Apartments | 74 |
| Cottages | 32 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Sherando
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Sherando.
Weather in Sherando, VA
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
Top Attractions Around Sherando, VA
Casai offers a large selection of top attractions around Sherando . Research things to do on your vacation before you visit Sherando.
Frequently Asked Questions About Sherando?
What are the top holiday rentals in Sherando?
With numerous options available in Sherando, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Sherando:
- Wintergreen Retreat - bespoke luxury post & beam home on Devils Knob loop
- Large and Luxurious Exec 5BR Chalet
- Reconnect with family & friends at our large, private, stylish Wintergreen home
- Cozy Mountain vibes @ Dobie condos, - location location location!
- Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
- Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
- Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
- Custom Builder just completely remodeled this Mountain Chalet! .with Hot Tub!
- Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access
- Calm Creek Retreat - minutes from slopes, hot tub, large cozy family room!
How many holiday rentals have private pools in Sherando?
Discover a selection of holiday rentals with private pools near Sherando with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Ideal Location: 1-bedroom condo. Top of Wintergreen Resort. Easy walk all around
- Holiday Inn Express & Suites Waynesboro East
- Walk to Market/Private community outdoor pool!
- Wingate by Wyndham Waynesboro
Which holiday homes in Sherando are best for families?
If you're searching for a family-friendly holiday home in Sherando, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Sherando:
- Uncork and unwind Mountain Retreat -Wintergreen Resort
- Wintergreen springJacuzzifirepitpool access
- Grand Chalet w/Hot Tub - Near Wintergreen Resort
How many Casai.uk holiday rentals are available in Sherando?
As of 2026, Casai boasts over 1475 properties listed in the Sherando area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Sherando.
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