A historic brick building with columns and a central entrance.

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Charlottesville holiday rentals

Luxury Apartment, Multiple Beds, Non Smoking, Garden View | Egyptian cotton sheets, premium bedding, memory-foam beds

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
The price is ฿3,815
฿4,361 total
includes taxes & fees
2 Aug - 3 Aug
SONSAK - MONTICELLO
House, Private Bathroom (Hardwood Hall) | Dining

2. Hardwood Hall

Hardwood Hall
2.0 star property
Barracks Rugby
The price is ฿12,984
฿31,530 total
includes taxes & fees
2 Aug - 3 Aug
Hardwood Hall
House, Private Bathroom (Ranchito) | Shared kitchen | Kitchen islands

3. Ranchito

Ranchito
2.0 star property
Troy
The price is ฿11,649
฿23,328 total
includes taxes & fees
2 Aug - 3 Aug
Ranchito
House, Private Bathroom (Oasis on 5th) | Exterior

4. Oasis on 5th

Oasis on 5th
2.0 star property
Fifeville
The price is ฿8,712
฿16,633 total
includes taxes & fees
26 Aug - 27 Aug
Oasis on 5th
Apartment, Private Bathroom (Cavalier Cocoon) | Interior

5. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
The price is ฿3,310
฿7,605 total
includes taxes & fees
1 Sept - 2 Sept
Cavalier Cocoon
Suite, 1 Queen Bed | 1 bedroom, desk, laptop workspace, bed sheets

6. 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, (118 reviews)
"Loved this place and can’t wait to go back there."
United States
Susannah
The price is ฿5,307
฿7,526 total
includes taxes & fees
24 Aug - 25 Aug
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Street view

7. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (249 reviews)
"Stay here 2 times a year, and doesn’t disappoint."
United States
Kate
The price is ฿3,805
฿4,235 total
includes taxes & fees
2 Aug - 3 Aug
Valley Extended Suites
House, Private Bathroom (Kateri) | Exterior

8. Kateri

Kateri
2.0 star property
Waynesboro
The price is ฿14,344
฿15,965 total
includes taxes & fees
3 Aug - 4 Aug
Kateri
Standard Suite, 1 Queen Bed | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, oven

9. Affordable Suites of America Waynesboro

Affordable Suites of America Waynesboro
2.5 star property
Waynesboro
9.2 out of 10, Wonderful, (67 reviews)
"Very good value, would definitely stay again"
United States
Frank
The price is ฿2,637
฿2,935 total
includes taxes & fees
16 Aug - 17 Aug
Affordable Suites of America Waynesboro
Interior detail

10. Afton Mountain Vineyards

Afton Mountain Vineyards
3.0 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
The price is ฿13,024
฿14,626 total
includes taxes & fees
2 Aug - 3 Aug
Afton Mountain Vineyards
House | 4 bedrooms

11. Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger
2.0 star property
Nellysford
The price is ฿7,540
฿17,104 total
includes taxes & fees
2 Aug - 3 Aug
Stoney Creek Cottage Wintergreen w EV Charger
House (3 Bedrooms) | Interior

12. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is ฿9,112
฿20,321 total
includes taxes & fees
4 Aug - 5 Aug
Modern Nellysford Getaway on 40 Private Acres!
Ravens Roost, 3 Bedrooms, Hot Tub, Mountain View | Terrace/patio

13. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
10.0 out of 10, Exceptional, (22 reviews)
"Very quiet and peaceful stay. "
United States
Timika
The price is ฿4,949
฿7,560 total
includes taxes & fees
17 Aug - 18 Aug
Love Ridge Mountain Lodging
House, Private Bathroom (Afton Bliss) | Exterior

14. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The price is ฿8,745
฿21,066 total
includes taxes & fees
2 Aug - 3 Aug
The Reserve at 151
House, Private Bathroom (Afton Clubhouse) | Shared kitchen

15. Afton Clubhouse

Afton Clubhouse
2.0 star property
Afton
The price is ฿9,663
฿18,361 total
includes taxes & fees
2 Aug - 3 Aug
Afton Clubhouse
Cabin, Private Bathroom (Bear Tracks Cottage) | Exterior

16. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is ฿6,108
฿13,607 total
includes taxes & fees
2 Aug - 3 Aug
Bear Tracks Cottage
House, Private Bathroom (Tucked Inn: Lower Unit) | Exterior

17. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is ฿3,338
฿9,371 total
includes taxes & fees
2 Aug - 3 Aug
Tucked Inn: Lower Unit
House, Private Bathroom (Pine and Vine) | Exterior

18. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
The price is ฿10,848
฿26,239 total
includes taxes & fees
13 Aug - 14 Aug
Pine and Vine
Apartment, Private Bathroom (Laurelwood Hollow) | Exterior

19. Laurelwood Hollow

Laurelwood Hollow
2.0 star property
Nellysford
The price is ฿3,745
฿9,221 total
includes taxes & fees
3 Aug - 4 Aug
Laurelwood Hollow
House, Private Bathroom (Tucked Inn: Upper Unit) | Terrace/patio

20. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is ฿3,505
฿9,558 total
includes taxes & fees
3 Aug - 4 Aug
Tucked Inn: Upper Unit
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"The outside look is great. Staff was super friendly. Location is excellent. Will definitely stay there again. Best free breakfast we ever had at a motel."
Grover 2-night trip
Posted 5 hours ago
English Inn of Charlottesville

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 holiday rentals in Charlottesville?

Yes, there are holiday rentals in Charlottesville close to Carter Mountain Orchard, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Charlottesville like the majestic mountain landscape and entertainment choices this destination is known for. While you're here, don't miss the university campus and array of shops.

What are some of the best holiday rentals that Charlottesville has to offer?

Massanutten Resort by Tripforth: This holiday home rental outside of Charlottesville is located near skiing, and has an outdoor pool, an arcade/games room and free WiFi to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Charlottesville?

With 185 Expedia holiday rentals, you're guaranteed 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 Rivanna Trails are a couple of great spots to enjoy the outdoors. While here, Ting Pavilion and Downtown Mall are other places worth a visit.

What’s a holiday rental in Charlottesville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlottesville. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.