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, (59)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
$296 nightly
The price is $338
Sep 2 - Sep 3
Total with taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards

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

9.4 out of 10, Exceptional, (75)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (38)
"Perfect location for winery, golf, dining and shopping in the Crozet and Charlottesville area. I would definitely recommend and consider staying here again."
$263 nightly
The price is $301
Sep 2 - Sep 3
Total with taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (87)
"Historic property just minutes from Monticello (sightseeing) and the Clifton Inn (dinner). While a bit small, it is a very cozy and appealing place. And very quiet. Having your own hot tub and hammock, and practically your own salt pool, is very special."
1802 cottage once part of Monticello and owned by Thomas Jefferson

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (13)
"The location and very clean cottage"
$245 nightly
The price is $280
Sep 2 - Sep 3
Total with taxes and fees
Mechum Hill Cottage: Central to Crozet & Cville

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

10.0 out of 10, Exceptional, (245)
"Thanks for a wonderful stay at your beautiful farm! Great location for visiting wineries and Charlottesville."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"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

Postcard Cabins Shenandoah

2.0 star property
9.8 out of 10, Exceptional, (29)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
$144 nightly
The price is $163
Sep 2 - Sep 3
Total with taxes and fees
Postcard Cabins Shenandoah

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

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

10.0 out of 10, Exceptional, (14)
"Nice time exploring the area"
Relax in Natures Beauty: Private Log Cabin with Spacious Open Living Area

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!

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."
$165 nightly
The price is $187
Sep 3 - Sep 4
Total with taxes and fees
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Afton Mountain Vineyards

2.5 star property
$301 nightly
The price is $339
Sep 7 - Sep 8
Total with taxes and fees
Afton Mountain Vineyards

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
$243 nightly
The price is $266
Sep 2 - Sep 3
Total with taxes and fees
Love Ridge Mountain Lodging

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

10.0 out of 10, Exceptional, (63)
"Our stay could not have been better! Highly recommend "
$374 nightly
The price is $413
Sep 2 - Sep 3
Total with taxes and fees
🏔Mountain retreat⛷ 400Mbps | Hot Tub | BBQ | Pets | Deck | 3300ft2 | King Bed

Cozy Cabin with private HOT TUB!

10.0 out of 10, Exceptional, (25)
"Very nice and relaxing...Will definitely reccommend to friends."
Cozy Cabin with private HOT TUB!

Massanutten Chalet

10.0 out of 10, Exceptional, (40)
"Beautiful home and in close proximity to Massanutten Ski Resort!! "
$322 nightly
The price is $355
Sep 2 - Sep 3
Total with taxes and fees
Massanutten Chalet

The House in the Holla at the foot of Shenandoah National Park

9.6 out of 10, Exceptional, (60)
"Dana’s place was a perfect base camp for our trip to Shenandoah. Super easy access to go north or south in the park and a very peaceful environment during our downtime. We loved the outdoor fire pits and being able to listen to the stream at night made for such a lovely stay!"
$217 nightly
The price is $246
Sep 4 - Sep 5
Total with taxes and fees
The House in the Holla at the foot of Shenandoah National Park
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

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 $163 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 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 Resort by Tripforth: You might want to consider this vacation home rental near Charlottesville, which 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. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Charlottesville?

With 160 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.