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Charlottesville Holiday Rentals

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Our top choices for Charlottesville holiday rentals

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet
2.0 star property
Charlottesville
9.0 out of 10, Wonderful, (2)
"Check in was super convenient and seamless and the house was in a fantastic location with a beautiful sunrise over the road. Hosts were fantastic and hugely supportive when unexpected maintenance issues came up. Very communicative and helpful!"
United States
Danielle D.
The price is NZ$933
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious Estate on 6 acres, King Suite + Efficiency convenient to I-64 in Crozet

Mechum Hill Cottage: Central to Crozet & Cville

Mechum Hill Cottage: Central to Crozet & Cville
Charlottesville
9.6 out of 10, Exceptional, (17)
"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."
United States
Steven
The price is NZ$692
includes taxes & fees
29 Dec - 30 Dec
Mechum Hill Cottage: Central to Crozet & Cville

Westerly Haven B: Walk to Scott Stadium!

Westerly Haven B: Walk to Scott Stadium!
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (5)
"Was a great place. "
United States
Tripp C.
The price is NZ$657
includes taxes & fees
4 Jan - 5 Jan 2026
Westerly Haven B: Walk to Scott Stadium!

Oasis on 5th: walk to downtown Cville & UVA

Oasis on 5th: walk to downtown Cville & UVA
2.0 star property
Fifeville
The price is NZ$996
includes taxes & fees
14 Jan - 15 Jan 2026
Oasis on 5th: walk to downtown Cville & UVA

Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet
9.4 out of 10, Exceptional, (38)
"Great location! We enjoyed exploring Crozet! Accommodations were perfect for a family of three. "
United States
Felicia E.
The price is NZ$906
includes taxes & fees
27 Dec - 28 Dec
Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Charming Eastham Guesthouse

Charming Eastham Guesthouse
2.0 star property
Charlottesville
9.6 out of 10, Exceptional, (4)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is NZ$381
includes taxes & fees
6 Jan - 7 Jan 2026
Charming Eastham Guesthouse

Piedmont Place 402 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Piedmont Place 402 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet
10.0 out of 10, Exceptional, (12)
"lovely place and location in Crozet. safe, secure and accomodating lodging and town! "
United States
sarah s.
Piedmont Place 402 | Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

The Carriage House at Wine Cellar Circle

The Carriage House at Wine Cellar Circle
2.0 star property
North Downtown
The price is NZ$721
includes taxes & fees
27 Dec - 28 Dec
The Carriage House at Wine Cellar Circle

The Green House: Short and Midterm + Walk to UVA

The Green House: Short and Midterm + Walk to UVA
2.0 star property
10th and Page
10.0 out of 10, Exceptional, (1)
"The house was warm and welcoming and nicely decorated. Every amenity was provided which was nice since we traveled with minimal accessories. We definitely felt at home. The house was very clean and functional. Support staff were very accomodating."
United States
James
The price is NZ$680
includes taxes & fees
29 Dec - 30 Dec
The Green House: Short and Midterm + Walk to UVA

The Four Elements in Virginia

The Four Elements in Virginia
Hollymead
The price is NZ$809
includes taxes & fees
6 Jan - 7 Jan 2026
The Four Elements in Virginia

Montrose Manor- In the heart of Belmont!

Montrose Manor- In the heart of Belmont!
2.0 star property
Belmont
9.2 out of 10, Wonderful, (5)
"Nice stay. Well appointed finishes."
United States
Julie F.
The price is NZ$810
includes taxes & fees
30 Dec - 31 Dec
Montrose Manor- In the heart of Belmont!

Cozy Charlottesville Loft

Cozy Charlottesville Loft
2.0 star property
Fifeville
The price is NZ$318
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Charlottesville Loft

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (30)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is NZ$344
includes taxes & fees
27 Dec - 28 Dec
Moonfire Farm Shenandoah region cozy getaway

Unit 2_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (10)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is NZ$419
includes taxes & fees
5 Jan - 6 Jan 2026
Unit 2_Expansive Luxury Suite for up to 4 Persons

Locust Garden, A North Downtown C'ville Guesthouse

Locust Garden, A North Downtown C'ville Guesthouse
2.0 star property
Locust Grove
8.0 out of 10, Very good, (1)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
United States
Susan K.
The price is NZ$623
includes taxes & fees
6 Jan - 7 Jan 2026
Locust Garden, A North Downtown C'ville Guesthouse

High Street Inn W High St Room | 1 Bed, 1 Bath

High Street Inn W High St Room | 1 Bed, 1 Bath
2.0 star property
North Downtown
The price is NZ$265
includes taxes & fees
6 Jan - 7 Jan 2026
High Street Inn W High St Room | 1 Bed, 1 Bath

Charming Downtown 2 BR Apartment Steps from Downtown Mall

Charming Downtown 2 BR Apartment Steps from Downtown Mall
North Downtown
10.0 out of 10, Exceptional, (2)
"The host was very welcoming and responsive to questions. The apartment is in a perfect location and within walking distance of UVA and the downtown mall. "
United States
Mary P.
The price is NZ$573
includes taxes & fees
28 Dec - 29 Dec
Charming Downtown 2 BR Apartment Steps from Downtown Mall

Affordable Suites Charlottesville

Affordable Suites Charlottesville
2.0 star property
Fry's Spring
8.0 out of 10, Very good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveller
Affordable Suites Charlottesville

Barndominium with Mountain Views & Hot tub! Pets Welcome!

Barndominium with Mountain Views & Hot tub! Pets Welcome!
North Garden
9.8 out of 10, Exceptional, (6)
"Great views, a nice private hot tub, and a beautiful barn condo! I’d love to return in the future!"
United States
Dennis K.
The price is NZ$781
includes taxes & fees
11 Jan - 12 Jan 2026
Barndominium with Mountain Views & Hot tub! Pets Welcome!

Ivy Rose Cottage nestled b/t Cville & Vineyards

Ivy Rose Cottage nestled b/t Cville & Vineyards
Charlottesville
10.0 out of 10, Exceptional, (66)
"Loved staying here!"
United States
Rebecca E.
The price is NZ$579
includes taxes & fees
5 Jan - 6 Jan 2026
Ivy Rose Cottage nestled b/t Cville & Vineyards
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlottesville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charlottesville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlottesville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlottesville holiday rentals we have selected for you start as low as NZ$270 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlottesville rentals

At Expedia, we put the best Charlottesville holiday 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 holiday.

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 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 great live music 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?

The Summit at 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. Amenities such as a stovetop and free parking are also available for your convenience. Another good choice for your trip to Charlottesville is Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious.

How many holiday rentals will I find in Charlottesville?

With 185 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.