Charlottesville Vacation Rentals

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Vacation Rentals in Charlottesville

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (86)
"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, (70)
"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 CA $248
CA $470 total
includes taxes & fees
Aug 24 - Aug 25
Ivy Rose Cottage nestled b/t Cville & Vineyards

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (57)
"Super accommodating host and very nice property— clean and comfortable. "
The price is CA $281
CA $611 total
includes taxes & fees
Aug 24 - Aug 25
Charming Updated 3 Bedroom Home Near Downtown

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 CA $183
CA $415 total
includes taxes & fees
Sep 2 - Sep 3
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, (26)
"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 CA $193
CA $273 total
includes taxes & fees
Aug 24 - Aug 25
Postcard Cabins Shenandoah

Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

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."
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

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

Massanutten Resort by Tripforth

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

Massanuttens Shenandoah Villas by Tripforth

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

🏔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 CA $187
CA $578 total
includes taxes & fees
Aug 25 - Aug 26
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

Afton Mountain Vineyards

2.5 star property
The price is CA $486
CA $545 total
includes taxes & fees
Aug 25 - Aug 26
Afton Mountain Vineyards

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

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 CA $146
CA $327 total
includes taxes & fees
Sep 14 - Sep 15
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.8 out of 10, Exceptional, (39)
"Great place...beautiful property and it was cozy and clean."
The price is CA $200
CA $258 total
includes taxes & fees
Aug 25 - Aug 26
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

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

The Cabin at the Lake

9.8 out of 10, Exceptional, (29)
"Being so close to the lake was lovely! Our dogs had such a great time!"
The price is CA $219
CA $402 total
includes taxes & fees
Aug 25 - Aug 26
The Cabin at the Lake

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

9.6 out of 10, Exceptional, (132)
"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 CA $153
CA $347 total
includes taxes & fees
Aug 24 - Aug 25
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
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 entertainment choices 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's Woodstone Meadows 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 a barbecue grill 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 vacation rentals will I find in Charlottesville?

With 171 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.