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Woodridge Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Woodridge vacation rentals

Room

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Clean and well-maintained and picturesque. Will book again."
United States
Ramin
The price is AED 400
AED 457 total
includes taxes & fees
1 Nov - 2 Nov
SONSAK - MONTICELLO
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

2. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (53 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is AED 533
AED 847 total
includes taxes & fees
11 Nov - 12 Nov
Private Guest Suite by Wineries/Orchards/Cville
A modern kitchen with a large island, a built-in oven, and a window with curtains.

3. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
The price is AED 459
AED 895 total
includes taxes & fees
13 Oct - 14 Oct
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Directly Across Historic Michie Tavern

4. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for a short stay."
United States
Gaye W.
The price is AED 417
AED 560 total
includes taxes & fees
1 Nov - 2 Nov
Unit 5 - Cozy Lower Level Studio Suite
Directly Across Historic Michie Tavern

5. Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is AED 1,041
AED 1,362 total
includes taxes & fees
1 Nov - 2 Nov
Unit 1_Expansive Luxury Suite for up to 4 Persons
Directly Across Historic Michie Tavern

6. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Very nice property. Quiet, clean, efficient. Great place to stay."
United States
martha a.
Unit 3 - Luxury King Suite with Private Balcony
Directly Across Historic Michie Tavern

7. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is AED 694
AED 907 total
includes taxes & fees
18 Oct - 19 Oct
Unit 4 - Luxury King Suite with Private Balcony
A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

8. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

The Country Retreat – Cozy Comfort Meets Peaceful Countryside
Scottsville
9.4 out of 10, Exceptional, (6 reviews)
"Nice clean place out in the country. We were there for Memorial Day weekend and had a nice relaxing time."
United States
Michael L.
The Country Retreat – Cozy Comfort Meets Peaceful Countryside
A natural landscape with trees and wildflowers.

9. Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Cozy and charmy. Enjoyed the stay and would do again."
United States
Michael I.
The price is AED 519
AED 1,059 total
includes taxes & fees
19 Oct - 20 Oct
Charming Historic Carriage House Studio Apartment
Directly Across Historic Michie Tavern

10. 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, (15 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is AED 1,157
AED 1,511 total
includes taxes & fees
22 Oct - 23 Oct
Unit 2_Expansive Luxury Suite for up to 4 Persons
A modern kitchen with a large island, bar stools, stainless steel appliances, and pendant lighting.

11. Beautiful New Townhome with Mountain Views. Close to downtown!

Beautiful New Townhome with Mountain Views. Close to downtown!
Charlottesville
9.0 out of 10, Wonderful, (24 reviews)
"Very beautiful property with plenty of space and nice accommodations. Close to downtown as well!"
United States
Channing B.
The price is AED 982
AED 1,668 total
includes taxes & fees
20 Oct - 21 Oct
Beautiful New Townhome with Mountain Views. Close to downtown!
A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

12. Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (94 reviews)
"We enjoyed our stay. Great location and host was great with communication. Would recommend!"
United States
Jason W.
The price is AED 1,023
AED 1,405 total
includes taxes & fees
13 Oct - 14 Oct
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

13. Ranchito

Ranchito
2.0 star property
Troy
The price is AED 1,282
AED 2,725 total
includes taxes & fees
1 Nov - 2 Nov
Ranchito
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (150 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is AED 551
AED 786 total
includes taxes & fees
19 Oct - 20 Oct
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
A hallway with a door leading to a dining area, a potted plant, and a welcome sign on the wall.

15. Hill Street House walk to UVA Stadium/Fry's Spring

Hill Street House walk to UVA Stadium/Fry's Spring
Fry's Spring
10.0 out of 10, Exceptional, (38 reviews)
"Great place to stay. "
United States
Christopher L.
Hill Street House walk to UVA Stadium/Fry's Spring
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

16. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
The price is AED 1,543
AED 2,062 total
includes taxes & fees
12 Oct - 13 Oct
Visit Monticello, Wineries, UVA & More
An outdoor deck with a round wooden table and four chairs, surrounded by a wooden railing with string lights.

17. Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin

Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin
Schuyler
10.0 out of 10, Exceptional, (191 reviews)
"The property was everything we were looking for and then some for our quiet getaway. Spent so much time on the porch listening to the rain and watching the humming birds. It was just the reset my mind needed. Highly recommend as my wife and I will be coming back!"
United States
Patrick O.
The price is AED 1,286
AED 2,242 total
includes taxes & fees
11 Nov - 12 Nov
Total Privacy Enjoyed on 100 Acres - H’Owl at the Moon Farm & Cabin
A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

18. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Great place we loved it! "
United States
Al B.
The price is AED 533
AED 819 total
includes taxes & fees
12 Oct - 13 Oct
Charming Eastham Guesthouse
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

19. Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.4 out of 10, Exceptional, (6 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
The price is AED 661
AED 899 total
includes taxes & fees
12 Oct - 13 Oct
Pine Grove Apartment: Visit Monticello, wineries, UVA
A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

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

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (65 reviews)
"Cozy house, close to the downtown mall."
United States
JOEL H.
The price is AED 584
AED 999 total
includes taxes & fees
4 Nov - 5 Nov
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
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 Woodridge Hotel Reviews

Holiday Inn Express & Suites Charlottesville by IHG

Holiday Inn Express & Suites Charlottesville by IHG

10/10 Excellent
"Booked this hotel for some family members attending a wedding. I did not stay here but the front desk staff was amazing accommodating our group and making sure an elderly relative was well taken care of. Thanks so much!"
Melissa 3-night trip
Posted 10 hours ago
Holiday Inn Express & Suites Charlottesville by IHG

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?

Charming Updated 3 Bedroom Home Near Downtown: This vacation home rental outside of Woodridge is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Woodridge?

While exploring the area, visit family-friendly sights like Virginia Discovery Museum, 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.