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Browse Select Charlottesville Holiday Homes

The Franklin Estate - Suite B-Private Apt-King Bed
Situated in the mountains, this holiday home is 2.8 mi (4.5 km) from Rapidan River and within 9 miles (15 km) of Barboursville Vineyards and Reynard Florence ...
5/5 Exceptional! (1 review)
Great stay on the wine trail!
"Clean, quiet, and a wonderful location - TONS of space! Really comfortable and a perfect location for touring around to wineries, Charlottesville, and such!"

Reviewed on 12 Oct 2021

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The Franklin Estate - Suite B-Private Apt-King Bed
Guesthouse
6852 Castleberry Ct, Crozet, VA
The price is £167 per night from 5 Dec to 5 Dec
Situated on the riverfront, this romantic holiday home is 2.3 mi (3.7 km) from King Family Vineyards and within 6 miles (10 km) of Pollak Vineyards and Starr ...
5/5 Exceptional! (4 reviews)
"great hospitality with tranquil environment and very clean room. Thanks so much for trying to fully meet our requests!"

Reviewed on 24 Oct 2021

Guesthouse
Historic Rugby Walk to All Things UVA
3 out of 5
803 Rugby Rd, Charlottesville, VA
The price is £169 per night from 30 Nov to 30 Nov
Located in Venable, this holiday home is within 1 mi (2 km) of University of Virginia and John Paul Jones Arena. Scott Stadium and Downtown Mall are also within ...
3/5 (2 reviews)
"Nice little studio. Off street parking"

Reviewed on 14 Nov 2021

Historic Rugby Walk to All Things UVA
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Georgian-style Mansion In The Blue Ridge Mountains
Situated in Scottsville, this holiday home is within 6 miles (10 km) of Pine Knot, Trump Winery and Blenheim Vineyards. University of Virginia and Kluge Estate ...
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Georgian-style Mansion In The Blue Ridge Mountains
The Franklin Estate - Suite A-Private Apt-King Bed
Situated in the mountains, this romantic holiday home is 2.8 mi (4.5 km) from Rapidan River and within 9 miles (15 km) of Barboursville Vineyards and Reynard ...
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The Franklin Estate - Suite A-Private Apt-King Bed
Rivanna River Retreat in Downtown Charlottesville!
1304 Belleview Ave, Unit B, Charlottesville, VA
Located in Locust Grove, this holiday home is within 3 miles (5 km) of Historic Court Square, Downtown Mall and University of Virginia. Albemarle County Court ...
4.6/5 Wonderful! (7 reviews)
Cool spot!
"A cozy set up with a nice patio!"

Reviewed on 28 Oct 2021

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Rivanna River Retreat in Downtown Charlottesville!
3bdr Home near Monticello w/ free breakfast
1585 Coles Rolling Rd, Scottsville, VA
This family-friendly Scottsville holiday home is located in a rural location, within 3 mi (5 km) of Pine Knot and First Colony Winery. University of Virginia ...
5/5 Exceptional! (2 reviews)
"Very clean and comfortable"

Reviewed on 25 Oct 2021

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3bdr Home near Monticello w/ free breakfast
The Franklin Estate - Suite D-Private Apt-King Bed
589 Moore Rd, Suite D, Ruckersville, VA
Situated in the mountains, this holiday home is 2.8 mi (4.5 km) from Rapidan River and within 9 miles (15 km) of Barboursville Vineyards and Reynard Florence ...
5/5 Exceptional! (1 review)
"Perfect little getaway! Would highly recommend."

Reviewed on 15 Nov 2021

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The Franklin Estate - Suite D-Private Apt-King Bed
The Franklin Estate - Suite E- Private Apt-KingBed
Situated in the mountains, this holiday home is 2.8 mi (4.5 km) from Rapidan River and within 9 miles (15 km) of Barboursville Vineyards and Reynard Florence ...
4.5/5 Wonderful! (2 reviews)
No window to open
"Overall, we had a great stay. This particular room (Suite E) had no thermostat so we were at the mercy of someone else's temperature choice. Fortunately, whoever had the thermostat wasn't too drastic with the heat. There was no window to open to enjoy the cool air at night which was disappointing. ..."

Reviewed on 3 Nov 2021

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The Franklin Estate - Suite E- Private Apt-KingBed
Mount Pleasant Manor with pool
5931 Blenheim Rd, Scottsville, VA
Situated in Scottsville, this holiday home is within 6 miles (10 km) of Pine Knot, Trump Winery and Blenheim Vineyards. Kluge Estate Winery and Vineyard and ...
5/5 Exceptional! (2 reviews)
Beautiful property in the country
"We loved the beautiful views and comfy beds at this excellent stay! The property manager was so accommodating and helpful!"

Reviewed on 8 Nov 2021

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Mount Pleasant Manor with pool
The Catterton House- historic home in wine country
The price is £894 per night from 30 Nov to 30 Nov
Located in Free Union, this family-friendly holiday home is 3.1 mi (4.9 km) from Glass House Winery, and within 9 mi (15 km) of Mountfair Vineyards and Oakencroft ...
4.9/5 Exceptional! (21 reviews)
Great place to spend a weekend
"This place is a bit remote, but well worth the effort to get there. The building is vintage 1826 and is exquisitely furnished with fine antiques. Staying there is like going back in time. We happened to go there in November. The changing leaves and surrounding countryside were gorgeous. And there ..."

Reviewed on 26 Nov 2021

The Catterton House- historic home in wine country
Dowtown Mall / Best Location in C-Ville - Rare House just off Main Street
Located in the centre of Charlottesville, this family-friendly holiday home is within a 15-minute walk of Charlottesville Pavilion, Downtown Mall and University ...
4.9/5 Exceptional! (93 reviews)
Great location, loved the condo.
"Perfect for the 3 of us. Great walking distance to downtown shopping, restaurants, markets etc. Cozy for hanging out at home later. Thanks for sharing your home."

Reviewed on 22 Nov 2021

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Dowtown Mall / Best Location in C-Ville - Rare House just off Main Street
BEAUTIFUL HOME in the heart of wine country, STOCKED BASS POND w/ dock
Located in the mountains, this family-friendly holiday home is within 12 mi (20 km) of Reynard Florence Vineyard, Rapidan River and Four County Players. Barboursville ...
4.6/5 Exceptional! (29 reviews)
"Very nice, lots of room, home away from home"

Reviewed on 28 Nov 2021

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BEAUTIFUL HOME in the heart of wine country, STOCKED BASS POND w/ dock
Turkey Saddle | Unique Modern Home Nestled In The Woods
Situated in a rural location, this romantic holiday home is within 9 miles (15 km) of Stinson Vineyards, Oakencroft Vineyard and Winery and Grace Estate Winery. ...
4/5 Very Good! (4 reviews)
Disappointing experience
"We came here with a few other friends intending to work remotely for a few days during the week. When we arrived the internet did not work at all and the property manager was not responsive. We continued to have issues with the wifi all week. There's also ZERO cell service at this location. Those ..."

Reviewed on 2 Sep 2020

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Turkey Saddle | Unique Modern Home Nestled In The Woods
Early`s Guest House | Short Drive From UVA<br><br>Early's Guest House | Short Drive From UVA
The price is £334 per night from 30 Nov to 30 Nov
Located in Earlysville, this family-friendly holiday home is 3.1 mi (5 km) from Fashion Square Mall, and within 6 mi (10 km) of Charlottesville Ice Park and ...
4.9/5 Exceptional! (24 reviews)
Cville retreat - 5 stars
"Great accommodations, quiet neighborhood, clean home, plenty of amenities including games and toys for little ones. We'll be back!"

Reviewed on 10 Nov 2021

Early`s Guest House | Short Drive From UVA<br><br>Early's Guest House | Short Drive From UVA
3 Bedroom  1.5 bath Free Breakfast Country Home
1585 Coles Rolling Rd, Scottsville, VA
This family-friendly Scottsville holiday home is located in a rural location, within 3 mi (5 km) of Pine Knot and First Colony Winery. University of Virginia ...
5/5 Exceptional! (2 reviews)
Nice and clean home
"Very peaceful and a nice change from a busy 9-5 life. The property manager was amazing and quick to respond to any questions we had."

Reviewed on 12 Oct 2021

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3 Bedroom 1.5 bath Free Breakfast Country Home
4 BR Cozy Home near UVA, Downtown & Wineries
131 old fifth circle, Charlottesville, VA
The price is £667 per night from 6 Dec to 6 Dec
Located in the mountains, this slopeside Fry's Spring holiday home offers ski-in/ski-out access within 2 miles (3 km) of Biscuit Run State Park, Downtown Mall ...
4.3/5 Excellent! (8 reviews)
Nice experience
"The location was very good. Wedding we attended was downtown and it was a easy Uber ride. The owner was very helpful. He always answered our questions promptly. The only problem we had was with TV. Never could get it to work. Also there was too much food in the refrigerator. We could hardly get our ..."

Reviewed on 26 Oct 2021

4 BR Cozy Home near UVA, Downtown & Wineries
Modern Farmhouse
16615 Spotswood Trail, Barboursville, VA
Located in the mountains, this Barboursville holiday home offers ski-in/ski-out access within 9 mi (15 km) of Reynard Florence Vineyard, Rapidan River and Barboursville ...
3/5 (1 review)
Ruckersville
"First of all, the house was beautifully decorated and was clean and had lots of towels. However, the rental description is very misleading. It makes it sound like you might have access to some of the 66 acres the property is located on; however, this is not the case. The house is on a working farm ..."

Reviewed on 28 Sep 2021

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Modern Farmhouse
Rugby Hills-Walk  to University Rotunda/Downtown
1616 Cambridge Cir, Charlottesville, VA
Located in Barracks Rugby, this holiday home is within 2 miles (3 km) of Peterson Health Center, University of Virginia and Downtown Mall. John Paul Jones Arena ...
4.8/5 Exceptional! (60 reviews)
Cozy and Welcoming Cottage in the City
"We could not have enjoyed our stay more. The house was incredibly cozy and comfortable and we immediately felt right at home. The welcoming message we received had all the information we needed, and we wanted for nothing while we were in the house. We were easily able to fit a pack and play in the ..."

Reviewed on 23 Nov 2021

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Rugby Hills-Walk to University Rotunda/Downtown
 Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Located in a rural location, this family-friendly holiday home is within 9 mi (15 km) of Ragged Branch Distillery, Ruby Canody Gallery and King Family Vineyards. ...
5/5 Exceptional! (143 reviews)
Best Thanksgiving yet!
"The McCaskills are excellent hosts! Their warm welcome started our stay off perfectly. The home is clean and had everything we needed for our thanksgiving feast. My boys had a great time helping with the animals and learning about the farm. We enjoyed the proximity to Charlottesville… it was close ..."

Reviewed on 27 Nov 2021

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

Other property types in Charlottesville

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

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

3 out of 5
1600 Emmet Street, Charlottesville, VA
The price is £85 per night from 5 Dec to 5 Dec
4.5/5 Wonderful! (1,138 reviews)
"We really enjoy our stay. My husband is a vegetarian and the staff made him a special meatless omelette. Thank you!"

Reviewed on 26 Nov 2021

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

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
The price is £106 per night from 19 Dec to 19 Dec
4.4/5 Excellent! (972 reviews)
"Everything was great. Thanks to all of the staff."

Reviewed on 15 Nov 2021

Omni Charlottesville Hotel
Graduate Charlottesville

Graduate Charlottesville

4 out of 5
1309 W Main St, Charlottesville, VA
The price is £71 per night from 6 Dec to 6 Dec
4.2/5 Excellent! (980 reviews)
"Cool decor. Central"

Reviewed on 13 Nov 2021

Graduate Charlottesville
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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