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.

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Charlottesville vacation rentals

1. SONSAK - MONTICELLO

Charlottesville

Jonathan

￥19,756 total

includes taxes & fees

Nov 12 - Nov 13

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

￥39,396 total

includes taxes & fees

Nov 12 - Nov 13

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

3. The 1st Street Bungalow

Ridge St.

￥77,814 total

includes taxes & fees

Nov 30 - Dec 1

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

￥89,956 total

includes taxes & fees

Dec 8 - Dec 9

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

￥164,545 total

includes taxes & fees

Nov 15 - Nov 16

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

6. Ranchito

Troy

￥162,731 total

includes taxes & fees

Nov 25 - Nov 26

A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

7. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Stanardsville

Rachel

￥29,897 total

includes taxes & fees

Dec 10 - Dec 11

8. Valley Extended Suites

Fishersville

Jamie

￥20,138 total

includes taxes & fees

Nov 15 - Nov 16

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

9. Artisan's Cottage

Afton

￥47,383 total

includes taxes & fees

Nov 29 - Nov 30

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

10. Love Ridge Mountain Lodging

Lyndhurst

Josh

￥28,930 total

includes taxes & fees

Dec 10 - Dec 11

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

11. Afton Mountain Vineyards

Afton

Jennifer

￥64,608 total

includes taxes & fees

Nov 22 - Nov 23

12. Modern Nellysford Getaway on 40 Private Acres!

Nellysford

￥102,712 total

includes taxes & fees

Nov 24 - Nov 25

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

￥38,363 total

includes taxes & fees

Nov 12 - Nov 13

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

￥80,308 total

includes taxes & fees

Nov 23 - Nov 24

15. The Guest Wing at Kateri

Waynesboro

Barbara

￥54,854 total

includes taxes & fees

Nov 16 - Nov 17

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

16. Afton View Lodge

Afton

￥95,159 total

includes taxes & fees

Nov 30 - Dec 1

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

17. Little Haven Cottage

Afton

Elizabeth

￥70,976 total

includes taxes & fees

Nov 16 - Nov 17

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

18. Pine and Vine

Gordonsville

￥135,396 total

includes taxes & fees

Dec 1 - Dec 2

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

19. The Reserve at 151

Afton

￥101,776 total

includes taxes & fees

Nov 16 - Nov 17

A cabin with a porch, surrounded by trees.

20. Nelson Cozy Cabin

Nellysford

￥71,060 total

includes taxes & fees

Nov 12 - Nov 13

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 bar area with a long counter, multiple bar stools, and hanging pendant lights.

Kimpton The Forum Hotel by IHG

UVA

10/10 Excellent

Todd

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

Iris Inn and Cabins

Waynesboro

10/10 Excellent

Rachel

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

Hyatt Place Charlottesville

Hydraulic

10/10 Excellent

John

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 spacious restaurant with high ceilings, exposed ductwork, and a central staircase. Tables are set with wine glasses and menus.

The Draftsman, Charlottesville, University, Autograph Collection Hotel

10th and Page

10/10 Excellent

Jennifer

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

Search for holiday rentals in Charlottesville on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlottesville using one of the methods below:

View our selection of featured holiday rentals in Charlottesville
Use the map to find apartments and other holiday homes in the Charlottesville neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Charlottesville while they last

Look no further and take a look at our great range of rental properties in Charlottesville!

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.

Charlottesville Vacation Rentals

Change your mind

Treat yourself

Be picky

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

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?