A large brick building with a dome and columns, surrounded by a well-maintained lawn and colorful tulips.

Charlottesville Vacation Rentals

Q: 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.

Dates

November 2026

December 2026

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Our top choices for Charlottesville vacation rentals

1. SONSAK - MONTICELLO

Charlottesville

Jonathan

$121 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Jefferson Park Avenue

Lisa

$217 nightly

Nov 8 - Nov 9

Total with taxes and fees

A house with a stone facade, a wooden front door, and a mailbox.

3. The 1st Street Bungalow

Ridge St.

$429 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Fifeville

$477 nightly

Dec 8 - Dec 9

Total with taxes and fees

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

Barracks Rugby

$889 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

6. Ranchito

Troy

$769 nightly

Nov 9 - Nov 10

Total with taxes and fees

A glass enclosure with a view of a forest interior, including a bed and various plants.

7. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Stanardsville

Rachel

$167 nightly

Dec 7 - Dec 8

Total with taxes and fees

8. Valley Extended Suites

Fishersville

Jamie

$114 nightly

Nov 8 - Nov 9

Total with taxes and fees

A fire pit with chairs, a small house with stairs, and trees in a yard.

9. Artisan's Cottage

Afton

$266 nightly

Nov 9 - Nov 10

Total with taxes and fees

A two-story house with a deck, large windows, and a garage.

10. Love Ridge Mountain Lodging

Lyndhurst

Josh

$186 nightly

Nov 18 - Nov 19

Total with taxes and fees

An outdoor seating area with a fire pit, wicker chairs, and a view of the landscape.

11. Afton Mountain Vineyards

Afton

Jennifer

$405 nightly

Nov 15 - Nov 16

Total with taxes and fees

12. Modern Nellysford Getaway on 40 Private Acres!

Nellysford

$579 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Waynesboro

$217 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Nellysford

$451 nightly

Nov 23 - Nov 24

Total with taxes and fees

15. The Guest Wing at Kateri

Waynesboro

Barbara

$311 nightly

Nov 8 - Nov 9

Total with taxes and fees

A log cabin with a large deck, surrounded by trees.

16. Afton View Lodge

Afton

$533 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

17. Little Haven Cottage

Afton

Elizabeth

$400 nightly

Nov 8 - Nov 9

Total with taxes and fees

A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

18. Pine and Vine

Gordonsville

$760 nightly

Nov 8 - Nov 9

Total with taxes and fees

A wooden cabin with a sliding door, a hot tub, and string lights.

19. The Reserve at 151

Afton

$571 nightly

Nov 8 - Nov 9

Total with taxes and fees

A cabin with a porch, surrounded by trees.

20. Nelson Cozy Cabin

Nellysford

$399 nightly

Nov 8 - Nov 9

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Charlottesville Hotel Reviews

SONSAK - MONTICELLO

Charlottesville

10/10 Excellent

Jonathan

A balcony with a table set for a meal, two chairs, and a scenic view of a vineyard.

Woodville Bed and Breakfast

Esmont

10/10 Excellent

Juliana

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance.

Inn at Willow Grove

Orange

10/10 Excellent

Anonymous traveler

A dining table with breakfast items, two chairs, and a window with a view of greenery.

Foxfield Inn

Charlottesville

10/10 Excellent

Cynthia

A modern living room with a fireplace, dark blue and grey furniture, and a large abstract painting on the wall.

Kimpton The Forum Hotel by IHG

UVA

10/10 Excellent

Todd

A large house with a spacious lawn, a driveway, and a view of rolling hills.

The Crossroads Inn

North Garden

10/10 Excellent

Patty

A wooden porch with two rocking chairs and a white fence.

The Farmhouse at Veritas

Afton

10/10 Excellent

Carlos

A swimming pool with a blue and white color scheme, surrounded by a lounge area with seating and a staircase.

Hampton Inn By Hilton Gordonsville

Gordonsville

10/10 Excellent

The hotel is modern, clean, and convenient, and it's a great value. The staff, especially the General Manager Mr. Abdul Rab, is a gem. **pedia basically screwed up this booking due to website errors during payment ("Oops, something went wrong on our end, please try again"). They ended up booking the hotel five times, all on the wrong dates which had apparently re-loaded from the previous cached page for the booking I had just completed at a different hotel, for the day before this one. What a...

Norm

A spacious living room with a stone fireplace, large windows, and a high ceiling.

Iris Inn and Cabins

Waynesboro

10/10 Excellent

Rachel

A modern cafe with seating arrangements, a counter, and a large window providing a view.

Holiday Inn Express & Suites Charlottesville by IHG

Pantops

10/10 Excellent

James

A modern lobby with a fireplace, comfortable seating, and a large window.

Residence Inn by Marriott Charlottesville Downtown

Starr Hill

10/10 Excellent

Anonymous traveler

A multi-story hotel with a glass entrance and a parking lot.

Hyatt Place Charlottesville

Hydraulic

10/10 Excellent

John

A courtyard with a brick pathway, surrounded by neatly trimmed hedges and trees, leading to a building with a tiled roof and brick walls.

English Inn of Charlottesville

The Meadows

10/10 Excellent

Tina

A covered porch with a rocking chair and a table with a vase of flowers.

Prospect Hill Inn & Restaurant

Louisa

10/10 Excellent

This is a charming bed and breakfast. Anmenities are high end, so is the service. We stayed in a room circa 1752. The bedding however was more recent and very luxurious. The grounds are impeccable, with flowers and trimmed hedges everywhere. There are fields and even a little nature trail in the woods on the property. Its ideally located in Virginia wine country and in proximity to the homes of three past presidents, all of which you can visit. If you feel like shopping or eating out,...

Yves

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 $134 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

Things to do in Charlottesville
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Charlottesville Vacation Rentals

Bundle & Save

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Upfront pricing

Check prices for these dates

Our top choices for Charlottesville vacation rentals

1. SONSAK - MONTICELLO

2. Cavalier Cocoon

3. The 1st Street Bungalow

4. Oasis on 5th

5. Hardwood Hall

6. Ranchito

7. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

8. Valley Extended Suites

9. Artisan's Cottage

10. Love Ridge Mountain Lodging

11. Afton Mountain Vineyards

12. Modern Nellysford Getaway on 40 Private Acres!

13. Blue Ridge Hideaway

14. Mountaintop Wintergreen Resort Home w/ Deck, Views

15. The Guest Wing at Kateri

16. Afton View Lodge

17. Little Haven Cottage

18. Pine and Vine

19. The Reserve at 151

20. Nelson Cozy Cabin

Find vacation rentals that suit your style

Top Charlottesville Hotel Reviews

SONSAK - MONTICELLO

10/10 Excellent

Find out more about Charlottesville

Everything you need to know about Charlottesville vacation rentals

Charlottesville vacation rentals: An excellent choice for every season

How to find incredible deals on Charlottesville rentals

Frequently Asked Questions

Can I find vacation rentals in Charlottesville?

What's the top vacation rental in Charlottesville?

How many vacation rentals will I find in Charlottesville?

What’s there to see and do in Charlottesville?

What’s a vacation rental in Charlottesville like?

Explore a world of travel with Expedia