Holiday Rentals in Charlottesville

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Holiday 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. "
The price is €208
includes taxes & fees
29 Jul - 30 Jul
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!!! "
The price is €322
includes taxes & fees
17 Aug - 18 Aug
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."
The price is €278
includes taxes & fees
27 Jul - 28 Jul
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...
The price is €742
includes taxes & fees
18 Jul - 19 Jul
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. "
The price is €179
includes taxes & fees
30 Jul - 31 Jul
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!"
The price is €109
includes taxes & fees
20 Jul - 21 Jul
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!"
The price is €176
includes taxes & fees
11 Aug - 12 Aug
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."
The price is €207
includes taxes & fees
14 Aug - 15 Aug
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. "
The price is €225
includes taxes & fees
22 Jul - 23 Jul
Love Ridge Mountain Lodging

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

9.6 out of 10, Exceptional, (310)
"Exactly as advertised. Clean, everything worked, great location."
The price is €345
includes taxes & fees
12 Aug - 13 Aug
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, (61)
"Great location and it was quiet and clean. Easy check in"
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, (143)
"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. "
The price is €383
includes taxes & fees
17 Aug - 18 Aug
🏔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 stayed at Just Us during the week of my son’s spring break and had an amazing time just relaxing in the mountains and enjoying some peace and quiet. The cabin is very private which is nice and has all the necessary amenities (plus a few extras!) we will definitely be coming back in the future! "
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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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 acclaimed theatre scene 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. Another good choice for your trip to Charlottesville is Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!.

How many holiday rentals will I find in Charlottesville?

With 167 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 Historic Court Square 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.