Stuarts Draft Holiday Rentals
Cabin
10.0Exceptional
(63 Reviews)
2 Bedrooms
1 Bath
5 Guests
580 ft²
Parking
Ocean View
Balcony/Terrace
View
£214/Night
7 Nights - £1,497
House
- Charlottesville
- ·
- Roseland
- 5.19 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1323.96 ft²
Hot Tub- Parking
- Balcony/Terrace
Air Conditioner
£234/Night
7 Nights - £1,638
Cabin
- Lexington
- ·
- Montebello
- 4.83 mi to center
10.0Exceptional
(22 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
£167/Night
7 Nights - £1,170
RV Rental
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
£152/Night
7 Nights - £1,062
House
- Charlottesville
- ·
- Nellysford
- 0.09 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1603.82 ft²
- Parking
- Internet
Sports/Activities
Security/Safety
£154/Night
7 Nights - £1,076
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£300/Night
7 Nights - £2,099
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
245 ft²
Breakfast- Kitchen
- Air Conditioner
- Internet
£151/Night
7 Nights - £1,057
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
271 ft²
- Breakfast
- Kitchen
- Air Conditioner
- Internet
£143/Night
7 Nights - £1,000
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
452 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
£158/Night
7 Nights - £1,107
Luxury Holiday Rentals in Stuarts Draft
Over 2116+ Luxury Holiday Rentals in or Near Stuarts Draft
New
House
- Charlottesville
- ·
- Roseland
- 8.16 mi to center
6 Bedrooms
6 Baths
20 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
Unlock the Best Price
House
12 Bedrooms
12 Baths
28 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£4,231/Night
7 Nights - £29,620
House
- Charlottesville
- ·
- Nellysford
- 3.55 mi to center
10.0Exceptional
(1 Review)
9 Bedrooms
9 Baths
18 Guests
7844 ft²
- Hot Tub
- Parking
Pool- Balcony/Terrace
£1,899/Night
7 Nights - £13,292
House
- Charlottesville
- ·
- Chestnut Springs
- 0.35 mi to center
8.0Excellent
(1 Review)
10 Bedrooms
10 Baths
20 Guests
7644 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£1,860/Night
7 Nights - £13,017
House
- Charlottesville
- ·
- Chestnut Springs
- 0.35 mi to center
10 Bedrooms
10 Baths
20 Guests
7642.38 ft²
- Parking
- Pool
- Spa
Skiing
£1,850/Night
7 Nights - £12,950
House
- Charlottesville
- ·
- Nellysford
- 3.55 mi to center
9 Bedrooms
9 Baths
18 Guests
7846.89 ft²
- Parking
- Pool
- Spa
- Skiing
£1,742/Night
7 Nights - £12,193
Ski Chalet
- Charlottesville
- ·
- Nellysford
- 3.61 mi to center
10.0Exceptional
(8 Reviews)
9 Bedrooms
10 Baths
18 Guests
6200 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£1,615/Night
7 Nights - £11,302
House
- Charlottesville
- ·
- Nellysford
- 2.94 mi to center
10.0Exceptional
(11 Reviews)
6 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Parking
- Pool
- Spa
£1,455/Night
7 Nights - £10,187
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
14 Guests
5500.36 ft²
Oceanfront- Hot Tub
- Parking
- Pool
£1,328/Night
7 Nights - £9,299
Top-Rated Holiday Rentals with a Pool in Stuarts Draft
Over 976+ The Best Private Villas and Holiday Rentals in Stuarts Draft with a Pool
House
- Charlottesville
- ·
- Pedlars Edge
- 0.14 mi to center
10.0Exceptional
(258 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Parking
- Pool
- Skiing
- Balcony/Terrace
£415/Night
7 Nights - £2,904
House
- Charlottesville
- ·
- Nellysford
- 3.00 mi to center
10.0Exceptional
(223 Reviews)
6 Bedrooms
4 Baths
16 Guests
3800 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£805/Night
7 Nights - £5,634
Condo
- Charlottesville
- ·
- Nellysford
- 2.88 mi to center
10.0Exceptional
(174 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Skiing
- Balcony/Terrace
£176/Night
7 Nights - £1,230
Condo
- Charlottesville
- ·
- Wintergreen
- 1.73 mi to center
10.0Exceptional
(156 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£190/Night
7 Nights - £1,327
Apartment
10.0Exceptional
(151 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£156/Night
7 Nights - £1,095
Condo
- Charlottesville
- ·
- Nellysford
- 2.97 mi to center
10.0Exceptional
(122 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£201/Night
7 Nights - £1,408
Condo
- Charlottesville
- ·
- Nellysford
- 2.90 mi to center
10.0Exceptional
(119 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£228/Night
7 Nights - £1,593
Other
10.0Exceptional
(112 Reviews)
5 Bedrooms
3 Baths
12 Guests
2200 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
£545/Night
7 Nights - £3,816
House
- Charlottesville
- ·
- Nellysford
- 3.43 mi to center
10.0Exceptional
(112 Reviews)
4 Bedrooms
3 Baths
10 Guests
2750 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£316/Night
7 Nights - £2,214
Pet-Friendly Holiday Rentals in Stuarts Draft
Over 663+ Pet-Friendly Holiday Rentals in or Near Stuarts Draft
House
4 Bedrooms
1 Bath
8 Guests
18299 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£707/Night
7 Nights - £4,950
House
- Charlottesville
- ·
- Treeloft
- 0.10 mi to center
10.0Exceptional
(2 Reviews)
8 Bedrooms
8 Baths
28 Guests
21151.08 ft²
- Hot Tub
- Breakfast
- Parking
- Spa
£681/Night
7 Nights - £4,767
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
- Parking
- Internet
Pet Friendly
Child Friendly
£306/Night
7 Nights - £2,143
Condo
- Charlottesville
- ·
- Wintergreen
- 1.79 mi to center
10.0Exceptional
(88 Reviews)
2 Bedrooms
2 Baths
6 Guests
972 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£235/Night
7 Nights - £1,644
House
- Charlottesville
- ·
- Chestnut Springs
- 0.31 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
4 Baths
12 Guests
2583.34 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
£378/Night
7 Nights - £2,646
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.28 mi to center
10.0Exceptional
(86 Reviews)
2 Bedrooms
2 Baths
6 Guests
1179 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£239/Night
7 Nights - £1,676
New
Condo
- Charlottesville
- ·
- Nellysford
- 3.05 mi to center
10.0Exceptional
(76 Reviews)
2 Bedrooms
2 Baths
6 Guests
1370 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£247/Night
7 Nights - £1,733
Cabin
- Lexington
- ·
- Montebello
- 1.55 mi to center
10.0Exceptional
(68 Reviews)
1 Bedroom
1 Bath
3 Guests
516 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£156/Night
7 Nights - £1,089
Condo
- Charlottesville
- ·
- Nellysford
- 2.90 mi to center
10.0Exceptional
(52 Reviews)
2 Bedrooms
2 Baths
6 Guests
1150 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£237/Night
7 Nights - £1,658
Large Holiday Rentals and Private Villas in Stuarts Draft
Over 424+ Large Holiday Rentals and Private Villas in or Near Stuarts Draft
House
5 Bedrooms
5 Baths
12 Guests
3500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£995/Night
7 Nights - £6,967
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
11 Guests
2895.49 ft²
EV Charge Station- Parking
- View
- Air Conditioner
£468/Night
7 Nights - £3,279
Ski Chalet
- Charlottesville
- ·
- Wintergreen
- 0.99 mi to center
6 Bedrooms
5 Baths
16 Guests
5000 ft²
- Hot Tub
- Parking
- Pool
- Spa
£1,093/Night
7 Nights - £7,648
Cabin
- Lexington
- ·
- Montebello
- 0.65 mi to center
10.0Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£474/Night
7 Nights - £3,317
Ski Chalet
- Charlottesville
- ·
- Treeloft
- 0.09 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
1797.57 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£204/Night
7 Nights - £1,427
House
- Charlottesville
- ·
- Nellysford
- 3.35 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£222/Night
7 Nights - £1,554
Cottage
- Lexington
- ·
- Montebello
- 2.11 mi to center
9.8Exceptional
(21 Reviews)
2 Bedrooms
1 Bath
100 Guests
896 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£169/Night
7 Nights - £1,182
House
- Charlottesville
- ·
- Roseland
- 8.46 mi to center
10.0Exceptional
(146 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£552/Night
7 Nights - £3,866
House
- Charlottesville
- ·
- Nellysford
- 3.21 mi to center
10.0Exceptional
(132 Reviews)
4 Bedrooms
3 Baths
10 Guests
2847 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£396/Night
7 Nights - £2,774
Wheelchair Accessible Holiday Homes in Stuarts Draft
Over 84+ Wheelchair Accessible Holiday Homes in or Near Stuarts Draft
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.25 mi to center
2 Bedrooms
2 Baths
4 Guests
1136 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
£375/Night
7 Nights - £2,624
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1539.24 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
£140/Night
7 Nights - £977
Bed & Breakfast
9.8Exceptional
(36 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
£286/Night
7 Nights - £2,000
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.26 mi to center
1 Bedroom
1 Bath
2 Guests
1136 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
£266/Night
7 Nights - £1,860
Resort
- Staunton
- ·
- Waynesboro
- 3.63 mi to center
9.7Exceptional
(3 Reviews)
7 Baths
16 Guests
395.19 ft²
- Hot Tub
- Breakfast
- EV Charge Station
- Parking
£330/Night
7 Nights - £2,310
New
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.23 mi to center
2 Bedrooms
2 Baths
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£184/Night
7 Nights - £1,286
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.16 mi to center
10.0Exceptional
(19 Reviews)
3 Bedrooms
3 Baths
6 Guests
1650 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£405/Night
7 Nights - £2,833
House
9.6Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
9 Guests
2596 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£371/Night
7 Nights - £2,595
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.28 mi to center
3 Bedrooms
3 Baths
6 Guests
1483 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£493/Night
7 Nights - £3,452
Stuarts Draft Private Villas and Holiday Homes Under $200
Over 427+ Stuarts Draft Private Villas and Holiday Homes Under $200
Cabin
- Charlottesville
- ·
- Roseland
- 6.36 mi to center
10.0Exceptional
(113 Reviews)
1 Bedroom
1 Bath
5 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£145/Night
7 Nights - £1,017
House
- Charlottesville
- ·
- Wintergreen
- 1.75 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
936.46 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
£126/Night
7 Nights - £885
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
Laundry
£132/Night
7 Nights - £921
Condo
- Charlottesville
- ·
- Nellysford
- 2.58 mi to center
10.0Exceptional
(40 Reviews)
1 Bedroom
1 Bath
4 Guests
- Skiing
- Kitchen
- Air Conditioner
- Internet
£128/Night
7 Nights - £895
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
1345.49 ft²
- Parking
- Internet
- Child Friendly
- Sports/Activities
£122/Night
7 Nights - £853
Cottage
- Charlottesville
- ·
- Nellysford
- 1.25 mi to center
10.0Exceptional
(39 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£146/Night
7 Nights - £1,023
Condo
- Charlottesville
- ·
- Wintergreen
- 1.74 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£144/Night
7 Nights - £1,011
Condo
- Charlottesville
- ·
- Wintergreen
- 1.71 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£139/Night
7 Nights - £976
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£125/Night
7 Nights - £877
Instantly Bookable Holiday Homes in Stuarts Draft
Over 1112+ Instantly Bookable Holiday Homes in or Near Stuarts Draft
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
284 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
£151/Night
7 Nights - £1,057
House
- Charlottesville
- ·
- Nellysford
- 3.39 mi to center
9.4Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
9 Guests
1847 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£261/Night
7 Nights - £1,826
House
1 Bedroom
1 Bath
3 Guests
464 ft²
- Breakfast
- Parking
- Kitchen
- Air Conditioner
£275/Night
7 Nights - £1,922
House
4 Bedrooms
4 Baths
9 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£808/Night
7 Nights - £5,657
Cabin
- Charlottesville
- ·
- Tyro
- 5.17 mi to center
10.0Exceptional
(242 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£173/Night
7 Nights - £1,211
Condo
- Charlottesville
- ·
- Chestnut Springs
- 0.33 mi to center
10.0Exceptional
(91 Reviews)
2 Bedrooms
2 Baths
5 Guests
1237 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£219/Night
7 Nights - £1,533
Cabin
- Lexington
- ·
- Montebello
- 1.87 mi to center
10.0Exceptional
(68 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
£270/Night
7 Nights - £1,891
Cottage
10.0Exceptional
(66 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£184/Night
7 Nights - £1,290
Condo
- Charlottesville
- ·
- Nellysford
- 3.29 mi to center
10.0Exceptional
(49 Reviews)
1 Bedroom
1 Bath
4 Guests
615 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£154/Night
7 Nights - £1,080
Book a Last Minute Place to Stay in Stuarts Draft
About Casai's Private Villas and Holiday Rentals in Stuarts Draft
Discover more than 2125 vacation rentals available in Stuarts Draft. 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 Stuarts Draft.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Stuarts Draft, 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 Stuarts Draft. On average, places to stay near Stuarts Draft offer 1034.26 ft², with nightly prices averaging £301.
With Casai, finding and comparing holiday rentals in Stuarts Draft 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 Stuarts Draft
| Type | Count |
|---|---|
| Vacation Homes | 1032 |
| Holiday Apartments | 220 |
| Cottages | 66 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Stuarts Draft
★ 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 Stuarts Draft.
Weather in Stuarts Draft, VA
View the weather forecast for Stuarts Draft before booking your Stuarts Draft 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 Stuarts Draft, VA
Casai offers a large selection of top attractions around Stuarts Draft . Research things to do on your vacation before you visit Stuarts Draft.
Other Places to Stay in Stuarts Draft, VA
Frequently Asked Questions About Stuarts Draft?
What are the top holiday rentals in Stuarts Draft?
With numerous options available in Stuarts Draft, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Stuarts Draft:
- Large and Luxurious Exec 5BR Chalet
- Deer Run - Mountain Getaway
- Reconnect with family & friends at our large, private, stylish Wintergreen home
- Highlands Condo Views for days! Tons of details listed ⬇️☺️
- Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.
- Murphy’s Place 2-bedroom apartment near hiking skiing wineries and breweries.
- Unbeatable Views Atop Wintergreen Resort
- Shenandoah Valley Farm House near BR pkway & Skyline , UVA, Staunton, wineries
- Calm Creek Retreat - minutes from slopes, hot tub, large cozy family room!
- Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
How many holiday rentals have private pools in Stuarts Draft?
Discover a selection of holiday rentals with private pools near Stuarts Draft 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.
- Pepper’s Mountain Pad, nestled in the Blue Ridge Mountains at Wintergreen Resort
- Hotel 24 South
- Steeles Tavern Manor
- Walk to Market/Private community outdoor pool!
Which holiday homes in Stuarts Draft are best for families?
If you're searching for a family-friendly holiday home in Stuarts Draft, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Stuarts Draft:
- Luxury Condo in the Sky! Finest in Wintergreen!
- Timbers Studio 48 With Wintergreen Advantage
- Osceola Mill
How many Casai.uk holiday rentals are available in Stuarts Draft?
As of 2026, Casai boasts over 2125 properties listed in the Stuarts Draft area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Stuarts Draft.
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