Charlottesville Holiday Rentals

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Our top choices for Charlottesville holiday rentals

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (1 review)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
The price is NZ$229
includes taxes & fees
29 June - 30 June
SONSAK - MONTICELLO

Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
The price is NZ$438
includes taxes & fees
14 July - 15 July
Cavalier Cocoon

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (33 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is NZ$257
includes taxes & fees
12 July - 13 July
Unit 5 - Cozy Lower Level Studio Suite

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (48 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is NZ$358
includes taxes & fees
29 June - 30 June
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (26 reviews)
"Very nice space. Clean, quiet, and comfortable. Host very responsive to any questions or information needs. Would definitely consider staying here again."
United States
Brian T.
The price is NZ$386
includes taxes & fees
28 June - 29 June
Unit 3 - Luxury King Suite with Private Balcony

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
Charlottesville
10.0 out of 10, Exceptional, (60 reviews)
"Great little place! I fit our needs perfectly."
United States
Betsy D.
The price is NZ$290
includes taxes & fees
13 July - 14 July
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (70 reviews)
"The apartment was beautifully decorated and immaculately clean. It was close to everything we intended to get to and we appreciated how easy it was to check in and check out. It was so comfortable and homey. "
United States
Natalie
The price is NZ$428
includes taxes & fees
30 June - 1 July
Stay in Crozet Train Suite in Downtown Crozet

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards
Charlottesville
10.0 out of 10, Exceptional, (81 reviews)
"The cabin was very clean. Very cozy. We definitely enjoyed our time there and would love to come back."
United States
jeramy p.
The price is NZ$598
includes taxes & fees
1 July - 2 July
Ivy Rose Cottage nestled b/t Cville & Vineyards

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
10.0 out of 10, Exceptional, (26 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
Rosé All Day: Wine Country Getaway! Walk to Dining

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (58 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is NZ$528
includes taxes & fees
21 July - 22 July
Unique Cypress cottage, close to Charlottesville with mountain views.

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (110 reviews)
"The house was very centrally located in Crozet, an easy walk to restaurants and the brewery. It was very cosy and had lots of little extras like coffee and dog treats! We were there for one night for the walk through for our daughters wedding at one of the local vineyards and it was perfect for our needs. "
United States
Helen S.
The price is NZ$575
includes taxes & fees
25 June - 26 June
High Street | Walk to Everything Crozet | Pet-Friendly

Stay in Crozet Mountain Suite in Downtown Crozet

Stay in Crozet Mountain Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (123 reviews)
"Nice and clean, Charming Studio and right above a great coffee shop! Slept great and will stay again next time I'm in Crozet!"
United States
Matt C.
The price is NZ$424
includes taxes & fees
25 June - 26 June
Stay in Crozet Mountain Suite in Downtown Crozet

Spacious Studio | Free Breakfast + Pool Access

Spacious Studio | Free Breakfast + Pool Access
Hollymead
The price is NZ$245
includes taxes & fees
9 July - 10 July
Spacious Studio | Free Breakfast + Pool Access

Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Great place we loved it! "
United States
Al B.
The price is NZ$384
includes taxes & fees
25 June - 26 June
Charming Eastham Guesthouse

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (35 reviews)
"If you like farm animals you will enjoy the ducks, chickens including several roosters, turkeys, dog, and cat you will enjoy this place."
United States
Linda
The price is NZ$352
includes taxes & fees
26 June - 27 June
Moonfire Farm Shenandoah region cozy getaway

Oasis on 5th

Oasis on 5th
2.0 star property
Fifeville
The price is NZ$877
includes taxes & fees
30 June - 1 July
Oasis on 5th

7 Mins to UVA Grounds, Peaceful 3BR House

7 Mins to UVA Grounds, Peaceful 3BR House
The Meadows
The price is NZ$378
includes taxes & fees
14 July - 15 July
7 Mins to UVA Grounds, Peaceful 3BR House

Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (19 reviews)
"Conveniently located for travelers stopping to visit Monticello. "
United States
Kelly G.
The price is NZ$492
includes taxes & fees
30 June - 1 July
Charming Historic Carriage House Studio Apartment

Near University of Virginia + CHO | Free Breakfast, Indoor Pool!

Near University of Virginia + CHO | Free Breakfast, Indoor Pool!
Hollymead
The price is NZ$295
includes taxes & fees
15 July - 16 July
Near University of Virginia + CHO | Free Breakfast, Indoor Pool!

Prime Downtown Mall Flat with Free Parking - #306

Prime Downtown Mall Flat with Free Parking - #306
North Downtown
9.6 out of 10, Exceptional, (78 reviews)
"Great location and space! We feel we lucked out with this spot. "
United States
McLean P.
The price is NZ$414
includes taxes & fees
21 July - 22 July
Prime Downtown Mall Flat with Free Parking - #306
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charlottesville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charlottesville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Charlottesville. Seeing all the best attractions is bound to make you fall in love with Charlottesville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Charlottesville short-term rentals, that won’t be hard to do.

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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 acclaimed theatre scene 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 Resort by Tripforth: This holiday home rental outside of Charlottesville is located near skiing, and has an outdoor pool, an arcade/games room and free WiFi to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Charlottesville?

With 184 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.