Photo by www.visitcharlottesville.org

Search Holiday Rentals in Charlottesville

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Charlottesville holiday rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (54)
"Everything is wonderful and comfortable!"
United States
Yasmine
The price is 2.604.888 ₫
4.143.797 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Aerial view
The Summit at Massanutten Resort by Tripforth

Holiday Home in McGaheysville

The Summit at Massanutten Resort by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (67)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
United States
Shaunte'
The Summit at Massanutten Resort by Tripforth
Indoor pool, outdoor pool
Massanutten Resort by Tripforth

Holiday Home in McGaheysville

Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (158)
"Spacious facility, quiet/peaceful atmosphere "
United States
Lisa
Massanutten Resort by Tripforth
Apartment, 1 Bedroom | Exterior
Massanutten's Woodstone Meadows by Tripforth

Holiday Home in McGaheysville

Massanutten's Woodstone Meadows by Tripforth
4.0 star property
8.8 out of 10, Excellent, (220)
"Nice and quiet place to stay over the weekend and food was great "
United States
Pablo
Massanutten's Woodstone Meadows by Tripforth
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging

Cabin in Montebello

Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay I had, very peaceful and very quiet. "
United States
Abby
The price is 4.725.671 ₫
6.885.349 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Love Ridge Mountain Lodging
Interior detail
Afton Mountain Vineyards

Cabin in Afton

Afton Mountain Vineyards
2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
United States
Kristin
The price is 9.207.450 ₫
10.339.967 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Afton Mountain Vineyards
Indoor pool, outdoor pool
Massanuttens Shenandoah Villas by Tripforth

Aparthotel in McGaheysville

Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (144)
"It was nice."
United States
MICHELLE
Massanuttens Shenandoah Villas by Tripforth
Indoor pool, outdoor pool
Massanutten's Regal Vistas by Tripforth

Holiday Home in McGaheysville

Massanutten's Regal Vistas by Tripforth
3.5 star property
8.8 out of 10, Excellent, (58)
"This was one of the best places we’ve stayed. The space was immaculate, with all the amenities provided. Scenery is breathtaking, shopping mall is amazing and there were so many activities to keep us busy the entire time! We will definitely be back! "
United States
Meedra
Massanutten's Regal Vistas by Tripforth
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlottesville Hotel Reviews

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

10/10 Excellent
"Check in staff was absolutely terrific! Great customer service! She was thorough but didn’t speak too fast instead relayed all pertinent info for my stay in a conversational manner with politeness. Room was great. "
Cindy 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

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 great live music this destination is known for. While you're here, don't miss the university campus and array of shops.

How many holiday rentals will I find in Charlottesville?

With 183 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 Charlottesville Ice Park and Virginia Discovery Museum, whereas Carter Mountain Orchard and Ix Art Park 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.