Holiday Rentals in Charlottesville

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Holiday Rentals in Charlottesville

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (234)
"A beautiful historic property and working farm, it was the perfect getaway for some lifelong friends looking to get away. Bill and Cynthia are wonderful hosts and the home has everything you could need. It is very large and can easily accommodate a large family or group event.We were even given samples of maple water from the frees, and farm-fresh eggs! We would definitely stay here again.Thank you Bill and Cynthia for a perfect weekend."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (38)
"We spent a fun girls weekend at the cottage. It’s exactly as described. Very cute and cozy. It was just far enough away from the bustle of the city but close enough that driving out to the heart of Charlottesville was only 20 mins away. The beds were comfortable and it had everything you needed. "
The price is €355
includes taxes & fees
17 Feb - 18 Feb
Ivy Rose Cottage nestled b/t Cville & Vineyards

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

9.8 out of 10, Exceptional, (77)
"We were visiting family iver the Holiday and needed our own place. This apartment wss heaven. It was close to everything, had free parking, was in a great neighborhood with exceptional views, lots of space, very clean and modern and had all the essentials. We were five people and had beds for all with space to seoerate. Also two full bathrooms was a great plus. The trails behind the building were also a great treat. Know its in the third level with no elevator. That was fine for us thoygh. Would...
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (202)
"Very nice property and online pics matched the room, which is nice. Parking could be an issue at times. "
Massanutten's Woodstone Meadows by Tripforth

Postcard Cabins Shenandoah

2.0 star property
10.0 out of 10, Exceptional, (2)
"It was so wonderful to enjoy the starry and silent night."
The price is €97
includes taxes & fees
2 Mar - 3 Mar
Postcard Cabins Shenandoah

The Summit at Massanutten Resort by Tripforth

3.5 star property
9.2 out of 10, Wonderful, (54)
"Checkout at 10 am and having activities planned still at their property was a little skittish but otherwise love this place"
The Summit at Massanutten Resort by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (130)
"Everything worked well in the villa we stayed in. Some minor improvements would be coat hangers on the wall and door mats to clean snowy boots on. The pillows werent that comfortable, bring your own. Great space for a small family. Lots of deer hanging around, beautiful views. "
Massanuttens Shenandoah Villas by Tripforth

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

9.0 out of 10, Wonderful, (264)
"We really appreciate the cleanliness and location of this property! We had a great stay and look forward to returning! Ps love the art!! "
The price is €237
includes taxes & fees
17 Feb - 18 Feb
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (149)
"Massanutten itself is a great facility, but a bit dated in a lot of ways. They keep adding new things, but do not really keep what they have current or updated. "
Massanutten Resort by Tripforth

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (173)
"We have stayed here twice in the last two months. Both rooms were immaculately clean! Front office staff was pleasant and accommodating both times (It was the same woman both times...I just can't remember her name. ) If you are going to stay here, you so need to bring a hair dryer, conditioner (shampoo is provided), creamer( if you don't like French vanilla)"
The price is €121
includes taxes & fees
17 Feb - 18 Feb
Valley Extended Suites

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

9.6 out of 10, Exceptional, (293)
"Cozy, Clean and Convenient!"
The price is €373
includes taxes & fees
19 Feb - 20 Feb
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

10.0 out of 10, Exceptional, (44)
"This cottage was in a charming location with a creek out back, lovely grounds, and total privacy. We stayed in the late fall; it must be even better in the spring or summer. It is the best-equipped -i.e., amenities - of any place we’ve ever stayed. Comfortably furnished. Nice appliances. Would happily return. "
Charming cottage retreat by Shenandoah National Park and Madison Run Trailhead

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (11)
"The cabin was very nicely set up, clean, and comfortable. The property manager was in constant contact with me to make sure I had everything I needed. I would highly recommend this place to anyone looking for a quiet relaxing escape. "
The price is €249
includes taxes & fees
17 Feb - 18 Feb
Love Ridge Mountain Lodging

Hot Tub, Scenic Views, Pet Friendly!

9.8 out of 10, Exceptional, (185)
"Me and my extended family really enjoyed staying here. We have stayed once prior and had to come back!"
Hot Tub, Scenic Views, Pet Friendly!

Massanutten's Regal Vistas by Tripforth

3.5 star property
8.6 out of 10, Excellent, (52)
"Loved our stay before Christmas. Check in was a breeze, house was beautiful and comfy. I loved being able to grill and that I could do laundry before returning home."
Massanutten's Regal Vistas by Tripforth

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (309)
"Heather’s place was cozy, well-stocked with every detail considered. Heather was communicative and helpful. Great stay."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!

8.8 out of 10, Excellent, (46)
"Overall a wonderstay. House has plenty of room and everything was clean. "
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!

Massanutten Chalet

10.0 out of 10, Exceptional, (33)
"Beautiful home and in close proximity to Massanutten Ski Resort!! "
The price is €359
includes taxes & fees
18 Feb - 19 Feb
Massanutten Chalet

Ski at nearby Massanutten Just $99/night at Bear Escape Cottage

9.8 out of 10, Exceptional, (89)
"I stayed here for a quick overnight stop during my ski trip and it was perfect for what I needed. I arrived around 8 PM and left by checkout time. The two bedroom unit was spacious and comfortable with my room being well decorated and featuring a huge bathroom. The bed was super comfy, and the vanity was great for getting ready. The only thing I suggest is adding a mirror in the second room as my friend noticed it was a bit lacking and decoration. The shower in my room was large with two shower...
The price is €129
includes taxes & fees
17 Feb - 18 Feb
Ski at nearby Massanutten Just $99/night at Bear Escape Cottage

Cub Cabin on Massanutten Resort- Fully Renovated Log Cabin- Hot Tub & Fire Pit

10.0 out of 10, Exceptional, (76)
"We enjoyed our stay here - cabin was neat and clean and had everything we needed for a fun weekend at Massanutten! "
Cub Cabin on Massanutten Resort- Fully Renovated Log Cabin- Hot Tub & Fire Pit
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, (2063)
"Great place to stay, stay there almost monthly for appointments with UVa hospital. "
The price is €107
includes taxes & fees
17 Feb - 18 Feb
English Inn of Charlottesville

Omni Charlottesville Hotel

4.0 star property
9.0 out of 10, Wonderful, (1000)
"My stays have always been very pleasant. "
The price is €173
includes taxes & fees
9 Mar - 10 Mar
Omni Charlottesville Hotel

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

3.0 star property
9.0 out of 10, Wonderful, (1040)
"Second time staying. Lots of travel nurses when I arrived to the property! Great location to the hospital. "
The price is €101
includes taxes & fees
23 Feb - 24 Feb
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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 Charlottesville Ice Park, 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's Woodstone Meadows by Tripforth: This holiday home rental outside Charlottesville is located near skiing, and has an outdoor pool, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals will I find in Charlottesville?

With 171 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 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.