Woodridge Vacation Rentals

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Vacation Rentals in Woodridge

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"Loved staying here!"
$296 nightly
The price is $338
Sep 10 - Sep 11
Total with taxes and fees
Ivy Rose Cottage nestled b/t Cville & Vineyards

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

9.8 out of 10, Exceptional, (158)
"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

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (39)
"Perfect location for winery, golf, dining and shopping in the Crozet and Charlottesville area. I would definitely recommend and consider staying here again."
$257 nightly
The price is $294
Sep 10 - Sep 11
Total with taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.

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

9.4 out of 10, Exceptional, (76)
"Great Quite getaway near down town"
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (2)
"We had a wonderfully peaceful stay! The house was beautiful and location was amazing. The house was clean and had everything we needed. We look forward to staying again!"
Cottage at Deer Ridge Farm

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (88)
"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

9.6 out of 10, Exceptional, (15)
"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."
$245 nightly
The price is $280
Sep 10 - Sep 11
Total with taxes and fees
Mechum Hill Cottage: Central to Crozet & Cville

Family-friendly single home/Walking distance to shopping center and restaurants

9.6 out of 10, Exceptional, (29)
"Perfect location close to UVA and other points of interest. Happy with the stay."
Family-friendly single home/Walking distance to shopping center and restaurants

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

9.0 out of 10, Wonderful, (118)
"Very convenient location, comfortable and great for the pup. "
$192 nightly
The price is $212
Sep 10 - Sep 11
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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

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

10.0 out of 10, Exceptional, (36)
"Had a very pleasant stay!! The host was super nice and very helpful- definitely recommend this property if you are planning a visit to Charlottesville "
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

The Poseidon - Studio apartment attached to Downtown Mall

9.6 out of 10, Exceptional, (34)
"Stayed one night to see a concert at JPJ arena. Lovely apartment in walking distance to all the fun shops and restaurants. "
$187 nightly
The price is $214
Sep 10 - Sep 11
Total with taxes and fees
The Poseidon - Studio apartment attached to Downtown Mall

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

10.0 out of 10, Exceptional, (246)
"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

Pryor-Haynes House | 4 Bed, 4.5 Bath

9.6 out of 10, Exceptional, (110)
"We had a friend reunion and stayed at the house. Everyone loved it! We love the decor! "
Pryor-Haynes House | 4 Bed, 4.5 Bath

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

Stylish Belmont Studio: Walk to Downtown Mall

9.6 out of 10, Exceptional, (96)
"Beautiful place and great location. We will be back!"
Stylish Belmont Studio: Walk to Downtown Mall

Charming Cottage on beautiful Farm & Vineyard

10.0 out of 10, Exceptional, (31)
"Great stay, great place!"
Charming Cottage on beautiful Farm & Vineyard

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

Rugby Road Residential -RRR- near UVa and downtown

10.0 out of 10, Exceptional, (34)
"We had a great stay. The owners are kind and responsive, and the property was just as depicted in the photos. We would absolutely stay here again."
$223 nightly
The price is $255
Sep 16 - Sep 17
Total with taxes and fees
Rugby Road Residential -RRR- near UVa and downtown

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (23)
"The cottage was nice, and the setting was lovely. We enjoyed our stay and would return again! "
Stonemont Farm Cottage in Keswick near 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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Find out more about Woodridge

Find out more about Woodridge

Everything you need to know about Woodridge 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 Woodridge 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 Woodridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodridge. 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 Woodridge 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 $212 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 Woodridge rentals

At Expedia, we put the best Woodridge 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 Woodridge 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 Woodridge 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 Woodridge. 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 Woodridge?

Yes, we have vacation rentals close to the most popular sights in Woodridge, or you can go with a secluded option if you're looking for a relaxing stay.

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

Cottage at Deer Ridge Farm: This vacation home rental outside of Woodridge is located in a rural location and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 larger area.

What are vacation rentals like in Woodridge?

Vacation rentals are privately owned properties you can book for a couple days or more in Woodridge. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips.