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Charlottesville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Charlottesville vacation rentals

Room

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
$121 nightly
The price is $138
Nov 11 - Nov 12
Total with taxes and fees
SONSAK - MONTICELLO
A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

2. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
$217 nightly
The price is $248
Nov 11 - Nov 12
Total with taxes and fees
Cavalier Cocoon
A house with a stone facade, a wooden front door, and a mailbox.

3. The 1st Street Bungalow

The 1st Street Bungalow
2.0 star property
Ridge St.
$429 nightly
The price is $490
Nov 11 - Nov 12
Total with taxes and fees
The 1st Street Bungalow
A house with a red door, a porch with two rocking chairs and a small table, and a window above the door.

4. Oasis on 5th

Oasis on 5th
2.0 star property
Fifeville
$505 nightly
The price is $578
Dec 8 - Dec 9
Total with taxes and fees
Oasis on 5th
A spacious kitchen with wooden flooring, a dining area with a table and chairs, and a large window with a view of trees.

5. Hardwood Hall

Hardwood Hall
2.0 star property
Barracks Rugby
$889 nightly
The price is $1,016
Nov 11 - Nov 12
Total with taxes and fees
Hardwood Hall
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

6. Ranchito

Ranchito
2.0 star property
Troy
$902 nightly
The price is $1,031
Nov 25 - Nov 26
Total with taxes and fees
Ranchito
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

7. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (156 reviews)
"Picture perfect, seemless check in and the coffee and maple oatmeal were my cherry on top!"
United States
Rachel
$167 nightly
The price is $189
Dec 10 - Dec 11
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Street view

8. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (282 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
$114 nightly
The price is $127
Nov 11 - Nov 12
Total with taxes and fees
Valley Extended Suites
A fire pit with chairs, a small house with stairs, and trees in a yard.

9. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
$266 nightly
The price is $299
Nov 29 - Nov 30
Total with taxes and fees
Artisan's Cottage
A two-story house with a deck, large windows, and a garage.

10. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
$182 nightly
The price is $197
Nov 18 - Nov 19
Total with taxes and fees
Love Ridge Mountain Lodging
An outdoor seating area with a fire pit, wicker chairs, and a view of the landscape.

11. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
$405 nightly
The price is $454
Nov 15 - Nov 16
Total with taxes and fees
Afton Mountain Vineyards
Interior

12. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
$579 nightly
The price is $650
Nov 11 - Nov 12
Total with taxes and fees
Modern Nellysford Getaway on 40 Private Acres!
A spacious living area with a staircase, a brown leather sofa, a globe on a wooden stand, and a dining table with a tray.

13. Blue Ridge Hideaway

Blue Ridge Hideaway
2.0 star property
Waynesboro
$217 nightly
The price is $242
Nov 12 - Nov 13
Total with taxes and fees
Blue Ridge Hideaway
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

14. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
$451 nightly
The price is $506
Nov 23 - Nov 24
Total with taxes and fees
Mountaintop Wintergreen Resort Home w/ Deck, Views
Exterior

15. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
$311 nightly
The price is $346
Nov 11 - Nov 12
Total with taxes and fees
The Guest Wing at Kateri
A log cabin with a large deck, surrounded by trees.

16. Afton View Lodge

Afton View Lodge
3.0 star property
Afton
$533 nightly
The price is $598
Nov 29 - Nov 30
Total with taxes and fees
Afton View Lodge
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

17. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
$400 nightly
The price is $449
Nov 15 - Nov 16
Total with taxes and fees
Little Haven Cottage
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

18. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
$760 nightly
The price is $853
Nov 30 - Dec 1
Total with taxes and fees
Pine and Vine
A wooden cabin with a sliding door, a hot tub, and string lights.

19. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
$571 nightly
The price is $641
Nov 11 - Nov 12
Total with taxes and fees
The Reserve at 151
A cabin with a porch, surrounded by trees.

20. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
$399 nightly
The price is $448
Nov 11 - Nov 12
Total with taxes and fees
Nelson Cozy Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlottesville Hotel Reviews

Room
SONSAK - MONTICELLO

SONSAK - MONTICELLO

SONSAK - MONTICELLO
Charlottesville

10/10 Excellent

Excellent For Couples Getaways!!!
United States
Jonathan
Reviewed October 14, 2026
SONSAK - MONTICELLO

Find out more about Charlottesville

Everything you need to know about Charlottesville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlottesville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlottesville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlottesville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlottesville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlottesville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlottesville rentals

At Expedia, we put the best Charlottesville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charlottesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlottesville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlottesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Charlottesville?

Yes, there are vacation rentals in Charlottesville near Carter Mountain Orchard, or you can select a secluded option if you're looking for extra privacy while you relax. Visitors to Charlottesville like the majestic mountain landscape and great live music this destination is known for. While you're here, don't miss the college campus and array of shops.

What's the top vacation rental in Charlottesville?

Massanutten Resort by Tripforth: You might want to consider this vacation home rental near Charlottesville, which is located near skiing and has an outdoor pool, an arcade game room, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Charlottesville?

With 182 Expedia vacation rentals, you're sure to find just the right place for your Charlottesville stay.

What’s there to see and do in Charlottesville?

Family-friendly attractions include Virginia Discovery Museum and Charlottesville Ice Park, whereas Carter Mountain Orchard and Ix Art Park are a couple of great spots to enjoy the outdoors. While here, Ting Pavilion and Historic Court Square are other places worth a visit.

What’s a vacation rental in Charlottesville like?

Vacation rentals are private properties you can book for a long or short time in Charlottesville. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.

Explore a world of travel with Expedia