Holiday Rentals in Charlottesville

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Holiday Rentals in Charlottesville

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (84)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (69)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (57)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is €296
includes taxes & fees
25 Aug - 26 Aug
Ivy Rose Cottage nestled b/t Cville & Vineyards

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 €231
includes taxes & fees
20 Aug - 21 Aug
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

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

9.8 out of 10, Exceptional, (84)
"The property was great! It was clean, had a great location. Will be back!"
The price is €261
includes taxes & fees
2 Sept - 3 Sept
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

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

9.4 out of 10, Exceptional, (25)
"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, (24)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
The price is €168
includes taxes & fees
20 Aug - 21 Aug
Postcard Cabins Shenandoah

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (14)
"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

Massanutten Resort by Tripforth

3.0 star property
7.8 out of 10, Good, (153)
"Nice"
Massanutten Resort by Tripforth

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

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (191)
"Quite and Accommodating.office staff was great "
The price is €108
includes taxes & fees
20 Aug - 21 Aug
Valley Extended Suites

Massanuttens Shenandoah Villas by Tripforth

4.0 star property
7.6 out of 10, Good, (143)
"It was nice."
Massanuttens Shenandoah Villas by Tripforth

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

Afton Mountain Vineyards

2.5 star property
The price is €336
includes taxes & fees
20 Aug - 21 Aug
Afton Mountain Vineyards

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

10.0 out of 10, Exceptional, (63)
"Enjoyed the location, spaciousness, and amenities close by. House is comfortable and great for families. There are 2 stairs, if you are traveling with toddlers. A hot outdoor jacuzzi and fire pit made it really fun. "
The price is €365
includes taxes & fees
25 Aug - 26 Aug
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

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

9.0 out of 10, Wonderful, (290)
"The condo has just the right amenities, nicely decorated, and yes, a million dollar view."
The price is €214
includes taxes & fees
20 Aug - 21 Aug
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

The Cabin at the Lake

9.8 out of 10, Exceptional, (28)
"Being so close to the lake was lovely! Our dogs had such a great time!"
The price is €253
includes taxes & fees
25 Aug - 26 Aug
The Cabin at the Lake

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (131)
"This was such a beautiful, clean space. Every item had been thought of; there was even a closet with dog treats, flashlights, extra toothbrushes, etc! Parking and check in were a breeze. The host was incredibly responsive. Take the short walk to Fire and Frost for delicious pizza!"
The price is €218
includes taxes & fees
20 Aug - 21 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Great Five-Bedroom Massanutten Lodge for You to Relax -Military Discounts Avail

8.0 out of 10, Very good, (109)
"Perfect house for three family groups. 5 bedrooms & lots of space. We cooked all meals at home over our 3 night stay. The adults & kids enjoyed the pool at fitness center , and mini golf.kids enjoyed"
Great Five-Bedroom Massanutten Lodge for You to Relax -Military Discounts Avail

Numerous On-Site Trails: Earlysville Wooded Cabin

9.8 out of 10, Exceptional, (73)
"Great place to stay to visit Shenandoah national Park and surrounding area. Host was a great communicator and made sure we had everything we needed. Would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin
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 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 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 of 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. 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 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 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.