Holiday Rentals in Charlottesville

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Holiday Rentals in Charlottesville

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (74)
"Great location for Monticello and other places to visit. Enjoyed our stay "
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (25)
"We had a great time, property was very clean when we came in. "
The price is €344
includes taxes & fees
25 Nov - 26 Nov
Ivy Rose Cottage nestled b/t Cville & Vineyards
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
9.6 out of 10, Exceptional, (45)
"It's close enough to get to all the UVA events, but remote so you feel like you're getting away. Place is very clean and well appointed."
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (231)
"Everything was perfect... We hope to stay again!"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
1802 cottage once part of Monticello and owned by Thomas Jefferson
9.4 out of 10, Exceptional, (68)
"My lifelong friend and I came for a girls weekend in October and this property did not disappoint!! It is an absolutely beautiful place; peaceful and quiet. There were two other groups of guests staying in the other two rentals, but they were all awesome. My only regret is that we weren't able to stay longer. I would absolutely recommend this property to anyone looking to escape the hustle and bustle and just unwind for a bit. The fall foliage was absolutely stunning, there were deer roaming...
1802 cottage once part of Monticello and owned by Thomas Jefferson
Ridgeview Cottage: Mtn Views and Fall Foliage!
9.2 out of 10, Wonderful, (10)
"It’s perfect for a family of 4 or two couples. The pool is amazing, the ambiance, the lighting just perfect for pictures. Also, the cottage equipped with everything needed. We were able to get instacart & DoorDash to deliver. Good time in deed and plan on going back next year for sure. "
The price is €352
includes taxes & fees
14 Nov - 15 Nov
Ridgeview Cottage: Mtn Views and Fall Foliage!
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
9.2 out of 10, Wonderful, (5)
"Stayed with another couple for two nights. Cleanliness and communication was excellent. The main floor bedroom was excellent. The other queen beds are upstairs without a bathroom which we missed when we booked. A second bath is on a bungalow in the back, requiring going outside to visit. Location was excellent."
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (188)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (170)
"Great place!! Very impressed!! If I’m in the area again, will definitely stay"
The price is €104
includes taxes & fees
11 Nov - 12 Nov
Valley Extended Suites
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (145)
"Beautiful area! Check in took us over a hour. Not enough details on the rental information "
Massanutten Resort by Tripforth
Massanuttens Shenandoah Villas by Tripforth
4.0 star property
7.6 out of 10, Good, (124)
"Very nice and perfect getaway "
Massanuttens Shenandoah Villas by Tripforth
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (49)
"Will stay again "
The Summit at Massanutten Resort by Tripforth
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (255)
"This is a great place with an incredible view. The unit is nicely appointed with quality dishware, glasses, towels etc. We had a small problem with the TV when we checked in and the owner drove 2-3 hours to deliver a new TV the next morning. You just cannot beat that kind of service. We had a few guests during our month-long stay and every one was very taken with the place. Highly recommend."
The price is €208
includes taxes & fees
5 Dec - 6 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (280)
"Great place to relax. Much better than a Condo."
The price is €362
includes taxes & fees
12 Nov - 13 Nov
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
10.0 out of 10, Exceptional, (63)
"This cabin had everything we were looking for. Its location was perfect for the event we attended at Devil's Backbone. The setting is so relaxing. We enjoyed sitting on the screened porch, sipping the locally roasted coffee the host provided, and watching the wildlife. We hope to return next year."
The price is €186
includes taxes & fees
4 Dec - 5 Dec
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (293)
"met son and grandsons had a great time"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
7.8 out of 10, Good, (74)
"We had a great time getting away and having a secluded, private and peaceful place to stay. We drove around Shenandoah’s Sky Line Dr and came back to amazing weather and spent a few hours in the hot tub. Accessing the property was easy peasy and the property manager was super quick to respond to any questions. Very relaxing, exactly what we needed! With that being said…the cleanliness was my biggest issue. The futon in the living room is red with black stains all over it, just filthy. We had...
Secluded Log Cottage Hot tub on Deck Two Person Whirlpool Tub Fire Place wifi
Relax at 3100 feet and enjoy the peace and tranquility
10.0 out of 10, Exceptional, (67)
"Property and hosts are superb!! We had a great time with a beautiful view. The sunrises were awesome. The drive in a little tricky but once in well worth it and after a time or two not bad at all. House was quiet and secluded. Very nice for time with my wife. We were 1/2 hour from the park, were treated very well and would highly recommend this property to anyone!! It was wonderful !!"
Relax at 3100 feet and enjoy the peace and tranquility
The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, (108)
"Our 2nd stay was wonderful, especially with the fall foliage! Lake had plenty of little fish to catch too Our daughter goes to UVA and this is a perfect little getaway for her and for us! Close to campus for parents weekend. We went to a couple of wineries close by this time as well Very clean and all amenities you would need! Enjoyed the fire pit every night! Thank you! "
The Natchez - quiet front porch & rockers.
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
10.0 out of 10, Exceptional, (75)
"Lovely cottage for the fall/winter! "
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
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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Other types of properties in Charlottesville you may be interested in

English Inn of Charlottesville
3.0 star property
9.2 out of 10, Wonderful, (1921)
"WENT TO FOOTBALL GAME. CLOSE TO STADIUM. PLENTY PLACES TO EAT NEAR BY. WOULD STAY AGAIN."
The price is €113
includes taxes & fees
6 Nov - 7 Nov
English Inn of Charlottesville
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
9.0 out of 10, Wonderful, (1012)
"Everything was perfect during our overnight stay."
The price is €100
includes taxes & fees
1 Dec - 2 Dec
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
The Doyle Hotel
3.5 star property
8.6 out of 10, Excellent, (633)
"Stayed in the Loft Suite, beautiful room and bath tub. Wish we stayed longer as it was a midway stop for a wedding in North Carolina. Great find and excellent restaurants all around "
The price is €130
includes taxes & fees
6 Nov - 7 Nov
The Doyle Hotel
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.

Frequently asked questions

Can I find holiday rentals in Charlottesville?

Yes, there are holiday rentals in Charlottesville close to Virginia Discovery Museum, 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 168 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.