Explore Sherando Golf Retreats
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
US $272/Night
7 Nights - US $1,902
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
US $1,183/Night
7 Nights - US $8,279
Apartment
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
Kitchen
Parking
US $200/Night
7 Nights - US $1,400
Condo
- Charlottesville
- ·
- Nellysford
- 2.88 mi to center
10.0Exceptional
(165 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $223/Night
7 Nights - US $1,563
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
US $398/Night
7 Nights - US $2,786
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
US $178/Night
7 Nights - US $1,244
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
US $324/Night
7 Nights - US $2,268
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
US $293/Night
7 Nights - US $2,051
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
US $337/Night
7 Nights - US $2,358
Luxury Places to Stay in Sherando
Over 1466+ Luxury Places to Stay in or Near Sherando
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
US $2,279/Night
7 Nights - US $15,954
House
- Charlottesville
- ·
- Nellysford
- 3.55 mi to center
9 Bedrooms
9 Baths
18 Guests
7844 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,164/Night
7 Nights - US $15,148
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
US $2,082/Night
7 Nights - US $14,576
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
1 Bath
16 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $2,032/Night
7 Nights - US $14,224
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
US $1,694/Night
7 Nights - US $11,858
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
US $1,558/Night
7 Nights - US $10,907
House
- Charlottesville
- ·
- Pedlars Edge
- 0.18 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $1,416/Night
7 Nights - US $9,913
Ski Chalet
- Charlottesville
- ·
- Chestnut Springs
- 0.17 mi to center
10.0Exceptional
(10 Reviews)
8 Bedrooms
4 Baths
23 Guests
4500 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $1,343/Night
7 Nights - US $9,401
House
- Charlottesville
- ·
- Wintergreen
- 1.69 mi to center
3 Bedrooms
3 Baths
6 Guests
1431.6 ft²
- Skiing
- Pool
- Parking
Air Conditioner
US $1,339/Night
7 Nights - US $9,371
Top-Rated Villas with a Pool in Sherando
Over 863+ Top-Rated Private Villas with a Pool in or Near Sherando
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
US $413/Night
7 Nights - US $2,888
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
US $496/Night
7 Nights - US $3,472
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
US $887/Night
7 Nights - US $6,210
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
US $989/Night
7 Nights - US $6,926
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
US $479/Night
7 Nights - US $3,353
House
- Charlottesville
- ·
- Wintergreen
- 2.16 mi to center
10.0Exceptional
(99 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $770/Night
7 Nights - US $5,389
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
US $440/Night
7 Nights - US $3,078
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
US $370/Night
7 Nights - US $2,589
House
10.0Exceptional
(69 Reviews)
4 Bedrooms
2 Baths
8 Guests
1600 ft²
Private Pool- Fireplace/Heating
- Pool
- Ocean View
US $429/Night
7 Nights - US $3,003
Pet-Friendly Villas in Sherando
Over 411+ Pet-Friendly Private Villas 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
US $267/Night
7 Nights - US $1,868
House
- Charlottesville
- ·
- Laurel Ridge
- 0.07 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
13 Guests
2098.96 ft²
- Fireplace/Heating
- Pool
View- Pet Friendly
US $458/Night
7 Nights - US $3,204
Apartment
- Charlottesville
- ·
- Nellysford
- 3.04 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $229/Night
7 Nights - US $1,603
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
US $285/Night
7 Nights - US $1,997
Ski Chalet
- Charlottesville
- ·
- Pedlars Edge
- 0.07 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
10 Guests
2002.09 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $296/Night
7 Nights - US $2,070
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
US $188/Night
7 Nights - US $1,315
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
US $198/Night
7 Nights - US $1,387
Condo
- Charlottesville
- ·
- Roseland
- 8.68 mi to center
9.8Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
4 Guests
1298 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $286/Night
7 Nights - US $2,002
Condo
- Charlottesville
- ·
- Treeloft
- 0.05 mi to center
9.8Exceptional
(8 Reviews)
1 Bedroom
1 Bath
5 Guests
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $370/Night
7 Nights - US $2,589
Large Private Villas in Sherando
Over 317+ Large Villas in or Near Sherando for Groups and Families
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
US $932/Night
7 Nights - US $6,527
House
- Charlottesville
- ·
- Chestnut Springs
- 0.18 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
2529.52 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $445/Night
7 Nights - US $3,117
Ski Chalet
- Charlottesville
- ·
- Wintergreen
- 0.99 mi to center
6 Bedrooms
5 Baths
16 Guests
5000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $1,479/Night
7 Nights - US $10,352
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
US $668/Night
7 Nights - US $4,677
House
9.7Exceptional
(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2701.74 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $242/Night
7 Nights - US $1,696
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
US $687/Night
7 Nights - US $4,811
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
US $948/Night
7 Nights - US $6,634
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
US $256/Night
7 Nights - US $1,794
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
US $317/Night
7 Nights - US $2,216
Wheelchair Accessible Holiday Homes in Sherando
Over 35+ Wheelchair Accessible Villas and 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
US $419/Night
7 Nights - US $2,931
Hotel
- Staunton
- ·
- Waynesboro
- 3.58 mi to center
8.8Fabulous
(339 Reviews)
13 Baths
322.09 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $199/Night
7 Nights - US $1,393
Hotel
- Staunton
- ·
- Waynesboro
- 3.48 mi to center
7.8Very Good
(7 Reviews)
1 Bath
Breakfast- Kitchen
- Parking
- Air Conditioner
US $112/Night
7 Nights - US $787
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.26 mi to center
1 Bedroom
1 Bath
2 Guests
1136 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $298/Night
7 Nights - US $2,086
Hotel
- Staunton
- ·
- Waynesboro
- 3.64 mi to center
7.5Very Good
(203 Reviews)
1 Bath
409.03 ft²
- Skiing
- Breakfast
- Pet Friendly
- Parking
US $150/Night
7 Nights - US $1,053
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
US $417/Night
7 Nights - US $2,920
House
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
9 Guests
2596 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $503/Night
7 Nights - US $3,522
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.28 mi to center
3 Bedrooms
3 Baths
6 Guests
1483 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $551/Night
7 Nights - US $3,855
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
US $217/Night
7 Nights - US $1,517
Sherando Villas, Airbnb and Holiday Homes Under $200
Over 262+ Sherando Private Villas, Airbnb and Holiday Homes Under $200
House
10.0Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $193/Night
7 Nights - US $1,352
House
- Charlottesville
- ·
- Nellysford
- 3.18 mi to center
9.7Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
- Spa
- Fireplace/Heating
- Pool
- Pet Friendly
US $182/Night
7 Nights - US $1,274
Apartment
- Charlottesville
- ·
- Nellysford
- 2.96 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $167/Night
7 Nights - US $1,169
Condo
- Charlottesville
- ·
- Wintergreen
- 1.74 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $162/Night
7 Nights - US $1,132
Cabin
- Charlottesville
- ·
- Nellysford
- 3.29 mi to center
9.3Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
624.31 ft²
Oceanfront- Spa
- Skiing
- Pool
US $125/Night
7 Nights - US $875
Condo
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $156/Night
7 Nights - US $1,095
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $188/Night
7 Nights - US $1,315
Condo
- Charlottesville
- ·
- Nellysford
- 2.96 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
1126 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $148/Night
7 Nights - US $1,034
Condo
- Charlottesville
- ·
- Nellysford
- 2.43 mi to center
9.8Exceptional
(82 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $189/Night
7 Nights - US $1,325
Instantly Bookable Villa Rentals in Sherando
Over 769+ Instantly Bookable Private Villas in or Near Sherando
Cottage
10.0Exceptional
(66 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $243/Night
7 Nights - US $1,699
House
- Charlottesville
- ·
- Laurel Ridge
- 0.13 mi to center
5 Bedrooms
3 Baths
16 Guests
3024 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $814/Night
7 Nights - US $5,699
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
US $307/Night
7 Nights - US $2,150
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
US $285/Night
7 Nights - US $1,995
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
US $208/Night
7 Nights - US $1,455
Apartment
- Charlottesville
- ·
- Wintergreen
- 1.90 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
3 Guests
- Skiing
- Fireplace/Heating
- Air Conditioner
- Internet
US $204/Night
7 Nights - US $1,431
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
US $215/Night
7 Nights - US $1,503
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
US $246/Night
7 Nights - US $1,723
Condo
- Charlottesville
- ·
- Nellysford
- 3.07 mi to center
9.8Exceptional
(61 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $150/Night
7 Nights - US $1,052
Book a Last Minute Place to Stay in Sherando
About Sherando Vacation Rentals
Explore over 1475 golf accommodation rentals in Sherando. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Sherando.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Sherando. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Sherando offer approximately 1187.39 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Sherando typically ranges around US $398.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Sherando. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in Sherando
| Type | Count |
|---|---|
| Vacation Homes | 730 |
| Cabin Rentals | 81 |
| Holiday Apartments | 74 |
| Cottages | 32 |
| Ski Chalet Rentals | 26 |
| B&B | 1 |
| Others | 1 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Sherando
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat 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
Activities Sherando Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Sherando Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Frequently Asked Questions About Sherando?
What are the best golf resorts, luxury villas, and vacation rentals in Sherando?
Looking for a place to stay in Sherando? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- 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.
- Modern Mountain Retreat: Hot Tub, Chef's Kitchen, Game Room & Ski Access
- Calm Creek Retreat - minutes from slopes, hot tub, large cozy family room!
- Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
- Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
How many golf stays with private pools are available in Sherando?
Find exceptional golf retreats with private pools near Sherando on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Escape to Wintergreen Resort! Our pet & kid-friendly 2BR/2BA townhome is steps from skiing, dining & the Market. Hike, ski, swim, or sip at nearby wineries & breweries—adventure awaits year-round!
- Wingate by Wyndham Waynesboro
- One of the Best Views in Wintergreen!
- Cozy House at Wintergreen with hot tub/firepit/fireplace & all amenities included and pool access!
What are the top-rated golf retreats in Sherando for family stays?
Searching for a family-friendly golf retreat in Sherando? Explore these top-rated options, each loved by families and groups who have stayed in Sherando:
- Travelers' Rest-Your Wintergreen Retreat in the Center of it All!
- Pet-Friendly Retreat Walk to Slopes & Village
- Grand Chalet w/Hot Tub - Near Wintergreen Resort
How many StayAndPlay golf vacation rentals are available in Sherando?
StayAndPlay, as of 2026, features over 1475 unique golf villas, golf hotels, golf resorts, and more in Sherando. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 1475 stunning properties in Sherando, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 1475 premier golf accommodations in Sherando. Find your ideal golf-retreat and play your best game with StayAndPlay.
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