Charlottesville Vacation Rentals

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Vacation Rentals in Charlottesville

Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (61)
"Loved staying here!"
$308 nightly
The price is $352
Oct 26 - Oct 27
Total with taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards
Loveshack, a charming tiny house on a 5 acre farm
9.6 out of 10, Exceptional, (9)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
Mechum Hill Cottage: Central to Crozet & Cville
9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
$245 nightly
The price is $280
Nov 3 - Nov 4
Total with taxes and fees
Mechum Hill Cottage: Central to Crozet & Cville
Unique Cypress cottage, close to Charlottesville with mountain views.
10.0 out of 10, Exceptional, (41)
"The cabin was beautiful and a perfect place for us to relax. The location was phenomenal and closely located to Shenandoah and many amazing towns to explore."
$257 nightly
The price is $294
Oct 27 - Oct 28
Total with taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (43)
"Great cabin!! "
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
10.0 out of 10, Exceptional, (15)
"Family was in town for a baseball tournament. Was a great quiet place that was clean and well maintained. Pond was fun to fish in. Lots of nice areas to hang out outside or inside. Would definitely come back!"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (293)
"Great view and very clean."
$216 nightly
The price is $243
Oct 19 - Oct 20
Total with taxes and fees
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, (157)
"Spacious facility, quiet/peaceful atmosphere "
Massanutten Resort by Tripforth
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (66)
"Beautiful resort, clean & spacious condo. Lots of activities for the family to enjoy. I recommend staying away from the timeshare presentation they offer guest. "
The Summit at Massanutten Resort by Tripforth
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
9.8 out of 10, Exceptional, (65)
"Everything was perfect and clean and exactly as expected. My family loved staying here. We would definitely recommend it and will book it again if we return to the area."
$381 nightly
The price is $420
Oct 28 - Oct 29
Total with taxes and fees
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed
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
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
10.0 out of 10, Exceptional, (63)
"Loved our stay - the house, location, and amenities were perfect for us!"
$635 nightly
The price is $713
Oct 27 - Oct 28
Total with taxes and fees
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!
Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (120)
"The condo was very nice . Had all the conveniences you need but, not really for over 60 years of age. Loved the area didn’t like the stairs. Would recommend it to anyone not old."
$219 nightly
The price is $246
Oct 19 - Oct 20
Total with taxes and fees
Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (330)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
$289 nightly
The price is $318
Oct 20 - Oct 21
Total with taxes and fees
Love Ridge Mountain Lodging
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
9.6 out of 10, Exceptional, (4)
"Loved it, clean and as described, great farm."
$101 nightly
The price is $111
Oct 16 - Oct 17
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
The perfect getaway for coffee lovers & hikers with gorgeous mountain views!
9.4 out of 10, Exceptional, (34)
"Beautiful property great stay "
$329 nightly
The price is $357
Nov 13 - Nov 14
Total with taxes and fees
The perfect getaway for coffee lovers & hikers with gorgeous mountain views!
Be Our Guest at Massanutten Resort
10.0 out of 10, Exceptional, (157)
"We had a great trip! The house was a perfect size for our family. "
Be Our Guest at Massanutten Resort
Cozy Cabin with private HOT TUB!
10.0 out of 10, Exceptional, (26)
"This location was a nice place to relax and enjoy family time."
Cozy Cabin with private HOT TUB!
The Modern Mountain Condo
10.0 out of 10, Exceptional, (30)
"Ideal location for skiing at Wintergreen. "
$214 nightly
The price is $240
Oct 16 - Oct 17
Total with taxes and fees
The Modern Mountain Condo
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

Find out more about Charlottesville

Everything you need to know about Charlottesville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlottesville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlottesville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlottesville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlottesville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlottesville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlottesville rentals

At Expedia, we put the best Charlottesville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charlottesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlottesville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlottesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 great live music 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?

The Summit at Massanutten Resort by Tripforth: Visitors like this Charlottesville vacation home rental. It is located near skiing and has an outdoor pool, an arcade game room, and free WiFi to put you at ease in your new surroundings. Amenities like a stovetop and free parking are also available for your convenience.

How many vacation rentals will I find in Charlottesville?

With 158 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.