Holiday Rentals in Woodridge

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Woodridge

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (86)
"This is a great place to stay. Close to town but out on a large very private farm. Highly recommend. "
1802 cottage once part of Monticello and owned by Thomas Jefferson

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (36)
"The Ivy Rose Cottage was very comfortable and creatively decorated. The kitchen is nicely supplied for cooking simple meals. The trains did not disturb us and were fun to watch, especially the Amtrak. Great pizza and local brewery in nearby Crozet plus an excellent Harris Teeter grocery. Highly recommend this location for anyone looking for an out-of-town stay. "
The price is €257
includes taxes & fees
26 Aug - 27 Aug
Unique Cypress cottage, close to Charlottesville with mountain views.

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (57)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is €296
includes taxes & fees
28 Aug - 29 Aug
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, (72)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

9.0 out of 10, Wonderful, (117)
"Very convenient location, comfortable and great for the pup. "
The price is €187
includes taxes & fees
4 Sept - 5 Sept
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (35)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

Pet-Friendly Lake Monticello Home w/ Perks!

Pet-Friendly Lake Monticello Home w/ Perks!

Old Met #306 | 1 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (62)
"Great spot and roomy apartment!"
The price is €207
includes taxes & fees
26 Aug - 27 Aug
Old Met #306 | 1 Bedroom, 2 Bath

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

9.8 out of 10, Exceptional, (48)
"This was a perfect spot for exploring Charlottesville for a few days. Loved being so close to the downtown mall, an easy walk to explore shops and restaurants there, and also the great restaurants in the Belmont neighborhood. "
The price is €231
includes taxes & fees
2 Sept - 3 Sept
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

10.0 out of 10, Exceptional, (68)
"Perfect location and space for a weekend away in Charlottesville. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (57)
"Super accommodating host and very nice property— clean and comfortable. "
The price is €385
includes taxes & fees
26 Aug - 27 Aug
Charming Updated 3 Bedroom Home Near Downtown

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

9.8 out of 10, Exceptional, (84)
"The property was great! It was clean, had a great location. Will be back!"
The price is €262
includes taxes & fees
2 Sept - 3 Sept
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

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

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (233)
"Charming cabin retreat with all the modern amenities and rustic charm. The owner was terrific and very responsive to some questions. Enjoyed hiking and proximity to wineries, cool evenings by the fire pit. "
Restored Double Log Cabin on 400 Mountain Acres

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Cozy cabin for 2 w/ great mt views & walking trails!

10.0 out of 10, Exceptional, (163)
"Host and property were both lovely! Exactly as described, right in the woods, and home was incredibly clean. "
The price is €152
includes taxes & fees
26 Aug - 27 Aug
Cozy cabin for 2 w/ great mt views & walking trails!

Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C

9.8 out of 10, Exceptional, (29)
"Everything was perfect for our stay! Very accurate description, clean, and tidy. Great location! Quick drive into town"
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (157)
"My sister and I hubbed out of Charlottesville for three days as we traveled around Western VA visiting family. The cottage is quiet, in a safe little neighborhood a block from West Main St, where we found lots of great dining and shopping options. It was a perfect little base from which to explore the nearby mountains and countryside. "
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (1)
"as advertised"
Cottage at Deer Ridge Farm

Stadium Hill House

9.6 out of 10, Exceptional, (24)
"A wonderful home with plenty of outdoor space to hang with friends. "
Stadium Hill House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Woodridge Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Woodridge?

Yes, there are holiday rentals close to the most popular sights in Woodridge, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodridge has to offer?

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!: This holiday home rental outside of Woodridge is located in the city centre, and offers a patio, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

What can I see and do in Woodridge?

While exploring the area, visit family-friendly sights like Charlottesville Ice Park, or get outside and enjoy nature at Carter Mountain Orchard. Trump Winery and Jefferson Vineyards are a couple of places you'll find in the wider area.

What are holiday rentals like in Woodridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodridge. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family getaway.