Charlottesville Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Charlottesville, Virginia, USA

Secluded, Romantic Mountain Cabin for 2, fully equipped
Cabin
Secluded, Romantic Mountain Cabin for 2, fully equipped
From US $247 per night
10.0 (237 Reviews)
1 Bedroom 2 Guests
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Bluebird Mountain Home
House
Bluebird Mountain Home
From US $258 per night
10.0 (9 Reviews)
4 Bedrooms 8 Guests
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The Crossroads Inn
Bed & Breakfast
The Crossroads Inn
From US $235 per night
|
10.0 (33 Reviews)
1 Bedroom 2 Guests
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Farm living at it's best!
House
Farm living at it's best!
From US $220 per night
|
10.0 (8 Reviews)
3 Bedrooms 6 Guests
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Hollymead House
Bed & Breakfast
Hollymead House
From US $225 per night
10.0 (6 Reviews)
1 Bedroom 2 Guests
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The Natchez - quiet front porch & rockers.
Cabin
The Natchez - quiet front porch & rockers.
From US $156 per night
10.0 (137 Reviews)
2 Bedrooms 4 Guests
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Spacious Home 10 Miles to Wintergreen Resort!
House
Spacious Home 10 Miles to Wintergreen Resort!
From US $208 per night
|
10.0 (5 Reviews)
3 Bedrooms 6 Guests
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Pet-friendly Wintergreen Resort Condo w/Patio!
Apartment
Pet-friendly Wintergreen Resort Condo w/Patio!
From US $272 per night
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
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5 bedroom, Lakeside Family Getaway with Playground
House
5 bedroom, Lakeside Family Getaway with Playground
From US $315 per night
|
10.0 (4 Reviews)
5 Bedrooms 13 Guests
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Relax at 3100 feet and enjoy the peace and tranquility
Cottage
Relax at 3100 feet and enjoy the peace and tranquility
From US $183 per night
10.0 (78 Reviews)
2 Bedrooms 4 Guests
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VA Wine and Horse Country Cottage, Near UVA
House
VA Wine and Horse Country Cottage, Near UVA
From US $114 per night
|
10.0 (4 Reviews)
2 Bedrooms 4 Guests
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La Maison des Ours
House
La Maison des Ours
From US $272 per night
|
10.0 (3 Reviews)
3 Bedrooms 5 Guests
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Waterfront Cabin 20 Mins to National Park & Massanutten!
House
Waterfront Cabin 20 Mins to National Park & Massanutten!
From US $518 per night
|
10.0 (3 Reviews)
3 Bedrooms 8 Guests
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Charming Retreat in Charlottesville with Deck!
House
Charming Retreat in Charlottesville with Deck!
From US $432 per night
|
10.0 (3 Reviews)
4 Bedrooms 8 Guests
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Private Guest Suite by Wineries/Orchards/Cville
Apartment
Private Guest Suite by Wineries/Orchards/Cville
From US $233 per night
10.0 (43 Reviews)
1 Bedroom 4 Guests
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CloudPointe Retreat Treehouse
Ski Chalet
CloudPointe Retreat Treehouse
From US $347 per night
|
10.0 (3 Reviews)
1 Bedroom 2 Guests
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Newly renovated entire guest suite in Orange County.
House
Newly renovated entire guest suite in Orange County.
From US $133 per night
10.0 (43 Reviews)
1 Bedroom 5 Guests
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Stoney Creek Cottage Waterfront Hot Tub, Fire Pit
House
Stoney Creek Cottage Waterfront Hot Tub, Fire Pit
From US $159 per night
|
10.0 (3 Reviews)
2 Bedrooms 6 Guests
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Log Cabin on the River
House
Log Cabin on the River
From US $400 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Suite Maharaja
Apartment
Suite Maharaja
From US $100 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Mountaintop Wintergreen Resort Home with Deck, Views
House
Mountaintop Wintergreen Resort Home with Deck, Views
From US $489 per night
|
10.0 (2 Reviews)
4 Bedrooms 10 Guests
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Bright Wintergreen Resort Home Deck and Grill!
House
Bright Wintergreen Resort Home Deck and Grill!
From US $398 per night
|
10.0 (2 Reviews)
6 Bedrooms 12 Guests
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Waterfront Cabin 20 Mins to National Park & Massanutten!
Cabin
Waterfront Cabin 20 Mins to National Park & Massanutten!
From US $342 per night
10.0 (28 Reviews)
2 Bedrooms 10 Guests
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The Lodge in Sugar Hollow
Cabin
The Lodge in Sugar Hollow
From US $525 per night
10.0 (2 Reviews)
4 Bedrooms 10 Guests
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Rare Find: Private Animal Sanctuary & Tiny Cottage
Apartment
Rare Find: Private Animal Sanctuary & Tiny Cottage
From US $180 per night
10.0 (22 Reviews)
1 Bedroom 4 Guests
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Grand Chalet with Hot Tub - Near Wintergreen Resort
House
Grand Chalet with Hot Tub - Near Wintergreen Resort
From US $618 per night
|
10.0 (1 Review)
4 Bedrooms 12 Guests
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Hot tub, Firepit, Beautiful Mountain Views!
Cabin
Hot tub, Firepit, Beautiful Mountain Views!
From US $414 per night
10.0 (19 Reviews)
2 Bedrooms 4 Guests
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Wintergreen Springjacuzzifirepitpool Access
House
Wintergreen Springjacuzzifirepitpool Access
From US $606 per night
|
10.0 (1 Review)
1 Bedroom 8 Guests
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Country Cottage with Modern Amenities
Cottage
Country Cottage with Modern Amenities
From US $248 per night
10.0 (16 Reviews)
2 Bedrooms 5 Guests
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Adventure Awaits - Family Home
House
Adventure Awaits - Family Home
From US $458 per night
|
10.0 (1 Review)
4 Bedrooms 13 Guests
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Hollywood Suite - Rm. 204
House
Hollywood Suite - Rm. 204
From US $300 per night
10.0 (15 Reviews)
1 Bedroom 4 Guests
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Vineyard Carriage House with High Speed Internet.
Cottage
Vineyard Carriage House with High Speed Internet.
From US $260 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
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Cozy 2 bedroom on Main St in Gordonsville
House
Cozy 2 bedroom on Main St in Gordonsville
From US $233 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
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Mountain View Hideaway | 1 Bed, 1 Bath
House
Mountain View Hideaway | 1 Bed, 1 Bath
From US $391 per night
10.0 (14 Reviews)
1 Bedroom 4 Guests
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Lydia Schoolhouse Rm. 112
House
Lydia Schoolhouse Rm. 112
From US $200 per night
10.0 (14 Reviews)
1 Bedroom 4 Guests
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Cabin at Rabbit Hollow
Cabin
Cabin at Rabbit Hollow
From US $278 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
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Getaway with Lake Views near Wintergreen Resort!
House
Getaway with Lake Views near Wintergreen Resort!
From US $324 per night
|
10.0 (1 Review)
4 Bedrooms 8 Guests
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Wintergreen Resort Condo: Walk to Ski Lift!
Apartment
Wintergreen Resort Condo: Walk to Ski Lift!
From US $200 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Renovated Studio on 5 Acres - Near Vineyards!
Apartment
Renovated Studio on 5 Acres - Near Vineyards!
From US $158 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Ski-inski-out, Pet-ok Condo, Walk To Wintergreen
House
Ski-inski-out, Pet-ok Condo, Walk To Wintergreen
From US $203 per night
|
10.0 (1 Review)
1 Bedroom 5 Guests
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Blackwood Chalet
Cabin
Blackwood Chalet
From US $363 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Cozy Hillside Hideaway in Wintergreen Resort!
House
Cozy Hillside Hideaway in Wintergreen Resort!
From US $492 per night
|
10.0 (1 Review)
3 Bedrooms 8 Guests
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The Greene Hills Vista House
House
The Greene Hills Vista House
From US $341 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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Stunning Wintergreen Resort Home Ski and Golf!
House
Stunning Wintergreen Resort Home Ski and Golf!
From US $416 per night
|
10.0 (1 Review)
4 Bedrooms 10 Guests
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The Cabin on the Climb
Cabin
The Cabin on the Climb
From US $1,173 per night
10.0 (1 Review)
1 Bedroom 16 Guests
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Countryside Barndominium in Virginia with Patio
House
Countryside Barndominium in Virginia with Patio
From US $283 per night
|
10.0 (1 Review)
2 Bedrooms 5 Guests
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Shenandoah Crossing™ - 2 Bedroom 1 Bath Yurt
Condo
Shenandoah Crossing™ - 2 Bedroom 1 Bath Yurt
From US $316 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Serene Apt Along James River with BBQ and Gazebo!
Apartment
Serene Apt Along James River with BBQ and Gazebo!
From US $265 per night
|
10.0 (1 Review)
2 Bedrooms 5 Guests
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Second Wind | 0 Bed, 1 Bath
Cabin
Second Wind | 0 Bed, 1 Bath
From US $312 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Diamond Hill Studio 09 with Wintergreen Advantage
House
Diamond Hill Studio 09 with Wintergreen Advantage
From US $254 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
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Chapman on the Rail
Apartment
Chapman on the Rail
From US $255 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Greensview Apt 2 Bedroom, 2 Bath - Beautiful views!
Apartment
Greensview Apt 2 Bedroom, 2 Bath - Beautiful views!
From US $228 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
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Bali Suite at the White Lotus
Apartment
Bali Suite at the White Lotus
From US $118 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Patio and Pool Access Wintergreen Resort Getaway!
Apartment
Patio and Pool Access Wintergreen Resort Getaway!
From US $213 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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Spacious 1-bedroom apartment in Scottsville.
Apartment
Spacious 1-bedroom apartment in Scottsville.
From US $105 per night
10.0 (1 Review)
1 Bedroom 1 Guest
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Mountain Inn Studio 92 with Wintergreen Advantage
House
Mountain Inn Studio 92 with Wintergreen Advantage
From US $172 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
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Wine Country Cottage
Cottage
Wine Country Cottage
From US $213 per night
9.8 (157 Reviews)
2 Bedrooms 6 Guests
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Retreat At Wintergreen, Pool Access, Grill
House
Retreat At Wintergreen, Pool Access, Grill
From US $575 per night
10.0 (1 Review)
1 Bedroom 7 Guests
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About Charlottesville Vacation Rentals

Explore over 2436 vacation rentals in Charlottesville with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Charlottesville for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Charlottesville. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Charlottesville tailored to your preferences. On average, these rentals offer 1046.47 ft² of space, and are priced at an average of US $376 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Charlottesville at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Charlottesville, VA


Nelson County 1,174 Properties
Nellysford 800 Properties
Louisa County 534 Properties
Albemarle County 414 Properties
Wintergreen 344 Properties
Roseland 167 Properties
Greene County 165 Properties
North Downtown 165 Properties
Stanardsville 133 Properties
Orange County 85 Properties
Chestnut Springs 83 Properties
Tyro 81 Properties

Frequently Asked Questions About Charlottesville?

What are the top vacation rentals in Charlottesville?

How many SunSkiResorts vacation rentals or resorts are available in Charlottesville?

Discover the ideal vacation rental in Charlottesville with SunSki Resorts™. We provide an extensive selection of over 2436 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Charlottesville.

Nearby Neighborhood (16)

Neighborhood Property Count
North Downtown Vacation Rentals in Charlottesville, Virginia 165
Belmont Vacation Rentals in Charlottesville, Virginia 25
Treeloft Vacation Rentals in Charlottesville, Virginia 1034
Fry's Spring Vacation Rentals in Charlottesville, Virginia 354
Martha Jefferson Vacation Rentals in Charlottesville, Virginia 414
Woolen Mills Vacation Rentals in Charlottesville, Virginia 369
Fifeville Vacation Rentals in Charlottesville, Virginia 396
Starr Hill Vacation Rentals in Charlottesville, Virginia 411
Venable Vacation Rentals in Charlottesville, Virginia 408
Jefferson Park Avenue Vacation Rentals in Charlottesville, Virginia 388
Ridge St. Vacation Rentals in Charlottesville, Virginia 382
Barracks Rugby Vacation Rentals in Charlottesville, Virginia 410
Locust Grove Vacation Rentals in Charlottesville, Virginia 380
Barracks Road Vacation Rentals in Charlottesville, Virginia 392
Lewis Mountain Vacation Rentals in Charlottesville, Virginia 391
Royal Acres Vacation Rentals in Charlottesville, Virginia 234

There are 2436 Charlottesville, VA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Charlottesville