Holiday Rentals in Charlottesville
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check rental availability in Charlottesville
Holiday Rentals in Charlottesville

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

1802 cottage once part of Monticello and owned by Thomas Jefferson

Ivy Rose Cottage nestled b/t Cville & Vineyards

Unique Cypress cottage, close to Charlottesville with mountain views.

Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

Charlottesville Retreat for Family & Friends

Massanutten's Woodstone Meadows by Tripforth

Postcard Cabins Shenandoah

The Summit at Massanutten Resort by Tripforth

Massanutten Resort by Tripforth

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Secluded Zen River Retreat

The Natchez - quiet front porch & rockers.

Log Cabin on the River

Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

Valley Extended Suites

Best views on Mountain! Breathtaking 5 Star. APRIL-Spring available! BOOK NOW!

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
Other types of properties in Charlottesville you may be interested in

English Inn of Charlottesville
Holiday Accommodation Charlottesville
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Charlottesville are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Charlottesville itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Charlottesville holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Charlottesville, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Charlottesville with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Charlottesville
Top 20 Charlottesville Hotels
More destinations for you
^Eligibility requirements and conditions apply