Charlottesville Vacation Rentals

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Vacation Rentals in Charlottesville

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (47)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
$207 nightly
The price is $236
Jul 29 - Jul 30
Total includes taxes and fees
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (79)
"We absolutely loved our stay here! Absolutely beautiful property inside and out, perfect cozy spot, caught the snow which was beautiful! Only 15 minutes from town. We will definitely be back, and we loved the Alley Light suggestion from the owner which was incredible! All around it was a perfect stay, thank you!"
1802 cottage once part of Monticello and owned by Thomas Jefferson

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (55)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
$319 nightly
The price is $365
Aug 18 - Aug 19
Total includes taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

9.8 out of 10, Exceptional, (83)
"Perfectly located for dinners in historic district and visiting wine country."
$289 nightly
The price is $314
Jul 27 - Jul 28
Total includes taxes and fees
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Your Centrally Located C-Ville Home Away From Home Vacation Rental

9.0 out of 10, Wonderful, (2)
"The property accurately matches the online description. The rooms were spacious and cozy and the location was perfect for getting downtown and around to different wineries. The living room is a bit sparse for comfortable seating and there is no communal TV. This was fine for us though as we didn’t spend much time at the house except to sleep (though some of the guys in our group would’ve appreciated it to catch some of the football games!). We had some initial bumps with the check in process and...
$735 nightly
The price is $840
Jul 20 - Jul 21
Total includes taxes and fees
Your Centrally Located C-Ville Home Away From Home Vacation Rental

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

9.4 out of 10, Exceptional, (22)
"Beautiful property the cabin is so cute perfectly situated the hot tub is awesome very clean just a beautiful getaway and not a far drive highly highly recommend"
Cowboy hide-a-way cottage with hot tub on historic farm close to everything

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (16)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
$184 nightly
The price is $208
Jul 20 - Jul 21
Total includes taxes and fees
Postcard Cabins Shenandoah

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (216)
"Nice and quiet place to stay over the weekend and food was great "
Massanutten's Woodstone Meadows by Tripforth

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (189)
"I liked that it's has regular door keys. Loved it!"
$104 nightly
The price is $116
Jul 29 - Jul 30
Total includes taxes and fees
Valley Extended Suites

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (152)
"The condo was very nice and clean. It accommodated our needs for the weekend. "
Massanutten Resort by Tripforth

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

9.0 out of 10, Wonderful, (113)
"Owners were easy to reach and very kind!! Place was clean and easy to locate. Everything about it rocked!"
$192 nightly
The price is $202
Jul 22 - Jul 23
Total includes taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (13)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (283)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
$217 nightly
The price is $244
Jul 20 - Jul 21
Total includes taxes and fees
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
$249 nightly
The price is $272
Jul 22 - Jul 23
Total includes taxes and fees
Love Ridge Mountain Lodging

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (311)
"Exactly as advertised. Clean, everything worked, great location."
$374 nightly
The price is $420
Aug 7 - Aug 8
Total includes taxes and fees
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.2 out of 10, Wonderful, (62)
"I love this resort…sad that there was a pizza crust that was old under the couch. "
The Summit at Massanutten Resort by Tripforth

Numerous On-Site Trails: Earlysville Wooded Cabin

10.0 out of 10, Exceptional, (71)
"Wonderful cabin in the woods near Shenandoah NP. It was lovely to hear the birds in the morning. The porch is a wonderful place for coffee. The bed was comfortable. The hosts were friendly and check in was easy. Be sure to plan ahead food wise, there aren’t restaurants or stores nearby. This was a wonderful retreat!"
Numerous On-Site Trails: Earlysville Wooded Cabin

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

9.0 out of 10, Wonderful, (144)
"Spent 4 days here with my fiancé and two friends , and we absolutely loved it, it was so relaxing and refreshing , the property is gorgeous Only negatives i have to say , if youre bad at following directions (which i was given) you end up on a very hard to pass road and will likely get stuck if you dont know what youre doing .. if you follow the owner directions properly you get a very easily passable road (like i said , my fault not theres but just for anyone in the future that makes the same...
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

10.0 out of 10, Exceptional, (58)
"Enjoyed our stay at this lovely getaway - clean, pleasant and roomy home. "
$395 nightly
The price is $436
Aug 17 - Aug 18
Total includes taxes and fees
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

10.0 out of 10, Exceptional, (31)
"We had a beautiful stay and very secluded. We would love to come back. "
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.
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

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 acclaimed theater scene 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 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. Another good choice for your trip to Charlottesville is Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!.

How many vacation rentals will I find in Charlottesville?

With 167 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.