Shadwell Holiday Rentals

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Holiday Rentals in Shadwell

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (111)
"My husband and I LOVED the staycation we got to have at the Natchez Cabin! The cabin was bigger and cozier than we expected and the fireplace and rocking chairs were great highlights of our weekend. We would highly recommend this place for a restful and peaceful break from everyday life! "
The Natchez - quiet front porch & rockers.

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (30)
"The cottage was charming, the grounds beautiful and peaceful. I wish we could have stayed longer."
The price is AU$567
includes taxes & fees
8 Dec - 9 Dec
Ivy Rose Cottage nestled b/t Cville & Vineyards

Lovely Wooded Cabin with Numerous Trails On-Site!

10.0 out of 10, Exceptional, (62)
"Very clean, cozy, as it appeared in the pictures! "
Lovely Wooded Cabin with Numerous Trails On-Site!

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

9.8 out of 10, Exceptional, (75)
"Great location. Nice play to stay."
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (68)
"My lifelong friend and I came for a girls weekend in October and this property did not disappoint!! It is an absolutely beautiful place; peaceful and quiet. There were two other groups of guests staying in the other two rentals, but they were all awesome. My only regret is that we weren't able to stay longer. I would absolutely recommend this property to anyone looking to escape the hustle and bustle and just unwind for a bit. The fall foliage was absolutely stunning, there were deer roaming...
1802 cottage once part of Monticello and owned by Thomas Jefferson

RiverFront Country Home with Blue Mountain Views

9.8 out of 10, Exceptional, (23)
"Plenty of space for everyone. Grandchildren loved the playground and the big yard. "
RiverFront Country Home with Blue Mountain Views

Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

8.2 out of 10, Very good, (18)
"We enjoyed walking to Virginia University…we looked at properties"
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (23)
"Really enjoyed our stay at this unique property, it is very pretty cottage in a nice area. Stayed here with my wife and parents to attend a wedding in Crozet. Very close to Monticello and some very cool walking trails. The host were very responsive and accommodating."
The price is AU$443
includes taxes & fees
1 Dec - 2 Dec
Unique Cypress cottage, close to Charlottesville with mountain views.

Charming Farmhouse Cottage with Mountain Views

8.6 out of 10, Excellent, (15)
"Our 14-member family stayed on the entire property (farmhouse, cabin and cottage) and had a wonderful time. This cottage is small and cozy and has beautiful views of green pastures. 2 fox kits came out to frolic in front of the cottage each morning, their den must be nearby. This cabin is perfect for a lone traveler or a couple."
Charming Farmhouse Cottage with Mountain Views

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

10.0 out of 10, Exceptional, (231)
"Everything was perfect... We hope to stay again!"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

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

9.0 out of 10, Wonderful, (91)
"I stayed at this VRBO because of the proximity to my son who I was visiting. It was easy to get to, clean, quiet, comfortable, and I felt safe. It suited my needs perfectly. And it was close to multiple restaurant options in Zion Crossing. I would stay here again on future trips."
The price is AU$283
includes taxes & fees
2 Dec - 3 Dec
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Penthouse Apartment Overlooking Downtown Mall

10.0 out of 10, Exceptional, (28)
"WONDERFUL! This was an outstanding property located in a perfect location. Parking wasn’t hard to find but it was 2 blocks. There was outside noise you can hear at night but having lived in NYC we didn’t mind. We reallly enjoyed the comfort the Penthouse offered and are looking to book again for a longer stay.."
Penthouse Apartment Overlooking Downtown Mall

Bright and spacious townhouse.

9.8 out of 10, Exceptional, (48)
"Never had stayed in VRBO that was also someone’s home so appreciated the detail regarding that as it set expectations. "
Bright and spacious townhouse.

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (37)
"We stayed at this property steps away from downtown Charlottesville. Charming, quiet and comfortable.. "
The price is AU$557
includes taxes & fees
1 Dec - 2 Dec
Historic Beauty and Walkable to Everywhere

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

9.6 out of 10, Exceptional, (45)
"Such a unique, amazing stay. We are so happy we found this property for an early Thanksgiving getaway in Charlottesville to visit our family. The kitchen was stocked with enough pots and pans and appliances that it was perfect for making a full Thanksgiving meal. We loved it!"
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

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

9.8 out of 10, Exceptional, (35)
"Loved the walkability to Belmont and dowtown, and check in process was a breeze. Just right for our visit and would definately stay again."
The price is AU$373
includes taxes & fees
4 Dec - 5 Dec
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, (64)
"Cozy getaway for 2 with a scenic view. Spotless and very well designed. Comfortable bed and very nice large screen tv. The deck was perfect for a romantic drink under the stars. Our host did an exceptional job to make us feel welcomed. This was our 2nd stay with many more to come. "
HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Private Woodside Cottage Lower Level - Minutes from downtown

7.0 out of 10, Good, (6)
"The apartment was spacious, super clean, and the host was nice and responsive. However, the kitchen is not super well equipped (for example there is only one mug, only one knife, no cutting boards, only one small pot and one small pan, etc.) and there are a list of rules that are not advertised when booking such as no alcohol, quiet hours, no eating in bed, taking shoes off at entrance etc. The check in process was ok except we did not get check in info until after 3 which caused some confusion....
The price is AU$227
includes taxes & fees
2 Dec - 3 Dec
Private Woodside Cottage Lower Level - Minutes from downtown

Bloomingdale Honeymoon Cabin Vintage Retreat with Mountain Views

9.4 out of 10, Exceptional, (13)
"The cabin was the perfect way to spend a weekend getaway. The views at sunrise and sunset were to die for. It was just as nice spending time in the cabin as it was hiking in Shenandoah and exploring nearby Orange. The entire weekend was such a nice escape from the city. I wholeheartedly recommend staying here."
Bloomingdale Honeymoon Cabin Vintage Retreat with Mountain Views

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (25)
"My wife and I stayed here and it was lovely! Very clean, cozy, and had everything we needed! During the day we visited local wineries and also spent the day at Monticello. We spent the evenings by a warm fire. We highly recommend!"
Stonemont Farm Cabin - in Keswick by 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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Other types of properties in Shadwell you may be interested in

English Inn of Charlottesville

3.0 star property
9.0 out of 10, Wonderful, (2066)
"Great place to stay "
The price is AU$148
includes taxes & fees
1 Dec - 2 Dec
English Inn of Charlottesville

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3.0 star property
9.0 out of 10, Wonderful, (1119)
"Very clean nice place value is good"
The price is AU$168
includes taxes & fees
11 Dec - 12 Dec
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

The Doyle Hotel

3.5 star property
8.6 out of 10, Excellent, (659)
"Great place, we really enjoyed our stay! It was great to have both dining & drinks with our friends after a long drive in the comfort of own hotel!!"
The price is AU$218
includes taxes & fees
28 Nov - 29 Nov
The Doyle Hotel
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Shadwell?

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

What’s there to see and do in Shadwell?

While exploring the area, visit family-friendly sights like Virginia Discovery Museum, or get outside and enjoy nature at Carter Mountain Orchard. In the wider area, you’ll find Jefferson Vineyards and Monticello.

What are holiday rentals like in Shadwell?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shadwell. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.