Charlottesville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 3 - Oct 5
In one month
Oct 17 - Oct 19
In two months
Nov 14 - Nov 16
In three months
Dec 12 - Dec 14

Vacation Rentals in Charlottesville

Postcard Cabins Shenandoah
1 bedroom, desk, laptop workspace, bed sheets

Postcard Cabins Shenandoah

2.0 star property
9.8 out of 10, Exceptional, (33)
"Great cabin!! "
The price is P6,773
P9,931 total
includes taxes & fees
Sep 22 - Sep 23
Postcard Cabins Shenandoah
Massanutten Resort by Tripforth
Indoor pool, outdoor pool

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (156)
"Spacious facility, quiet/peaceful atmosphere "
Massanutten Resort by Tripforth
Massanutten's Woodstone Meadows by Tripforth
Exterior

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (218)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth
The Summit at Massanutten Resort by Tripforth
Aerial view

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (64)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
The Summit at Massanutten Resort by Tripforth
Massanuttens Shenandoah Villas by Tripforth
Indoor pool, outdoor pool

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (143)
"It was nice."
Massanuttens Shenandoah Villas by Tripforth
Love Ridge Mountain Lodging
Terrace/patio

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is P11,208
P16,000 total
includes taxes & fees
Sep 24 - Sep 25
Love Ridge Mountain Lodging
Massanutten's Regal Vistas by Tripforth
Indoor pool, outdoor pool

Massanutten's Regal Vistas by Tripforth

3.5 star property
8.8 out of 10, Excellent, (56)
"Have a great time!"
Massanutten's Regal Vistas by Tripforth
Afton Mountain Vineyards
Interior detail

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. "
The price is P22,698
P25,490 total
includes taxes & fees
Oct 19 - Oct 20
Afton Mountain Vineyards
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

Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

10/10 Excellent
"This is a new property that opened in the spring of 2025. It still had the shine of newness. It has very basic decor and limited amenities, this is by the brands design. We chose based on value and pet friendliness. All in, it was at least $100 less expensive (and for many properties the delta was much greater) than other options. We were in Charlottesville for a UVA football game and many hotels were priced accordingly. We chose value over other amenities, especially since we were not on property all that much over the weekend."
Raymond 2-night trip
Posted 3 days ago
Extended Stay America Premier Suites - Charlottesville

Find out more about 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 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 entertainment choices 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: Visitors like this Charlottesville vacation home rental. It 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 154 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 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 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.