
Holiday rentals near Jefferson Vineyards
We found 483 holiday rentals — enter your dates for availability
Choose the right holiday home that's near Jefferson Vineyards. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Jefferson Vineyards
Showing deals for:10 Oct - 17 Oct
Image gallery for Visit Monticello, Wineries, UVA: Room for a Crowd

9.09.0 out of 10 rating
Wonderful
(15 reviews)
Visit Monticello, Wineries, UVA: Room for a Crowd
Zion Crossroads, VA
22% off
Price is AU$5,389
AU$5,389
AU$770 per night
includes taxes & fees
Image gallery for “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

1010 out of 10 rating
Exceptional
(32 reviews)
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville, VA
8% off
Price is AU$2,876
AU$2,876
AU$411 per night
includes taxes & fees
Image gallery for Family-friendly single home/Walking distance to shopping center and restaurants

9.69.6 out of 10 rating
Exceptional
(28 reviews)
Family-friendly single home/Walking distance to shopping center and restaurants
Charlottesville, VA
26% off
Price is AU$3,730
AU$3,730
AU$533 per night
includes taxes & fees
Image gallery for Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA

1010 out of 10 rating
Exceptional
(26 reviews)
Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
Ruckersville, VA
8% off
Price is AU$4,972
AU$4,972
AU$710 per night
includes taxes & fees
Image gallery for 1700"s Summer Kitchen Cottage #147 Pool & Spa

9.89.8 out of 10 rating
Exceptional
(50 reviews)
1700"s Summer Kitchen Cottage #147 Pool & Spa
Gordonsville, VA
8% off
Price is AU$1,708
AU$1,708
AU$244 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin

1010 out of 10 rating
Exceptional
(168 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is AU$7,481
AU$7,481
AU$1,069 per night
includes taxes & fees
Image gallery for Loveshack, a charming tiny house on a 5 acre farm

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Loveshack, a charming tiny house on a 5 acre farm
Charlottesville, VA
8% off
Price is AU$2,610
AU$2,610
AU$373 per night
includes taxes & fees
Image gallery for Rosé All Day: Wine Country Getaway! Walk to Dining

1010 out of 10 rating
Exceptional
(12 reviews)
Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet, VA
8% off
Price is AU$4,302
AU$4,302
AU$615 per night
includes taxes & fees
Image gallery for Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Private Hot Tub, Pool, Firepit 3 Bdrm/2 Bth in Wine Region of Year
Charlottesville, VA
8% off
Price is AU$6,443
AU$6,443
AU$920 per night
includes taxes & fees
Image gallery for Honey House—beautiful detached Modern loft near UVA, Downtown and Monticello

1010 out of 10 rating
Exceptional
(49 reviews)
Honey House—beautiful detached Modern loft near UVA, Downtown and Monticello
Charlottesville, VA
13% off
Price is AU$2,432
AU$2,432
AU$347 per night
includes taxes & fees
Image gallery for Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet, Virginia
7% off
Price is AU$3,016
AU$3,016
AU$431 per night
includes taxes & fees
Image gallery for Enderly - c1859 - English Basement Apartment

1010 out of 10 rating
Exceptional
(28 reviews)
Enderly - c1859 - English Basement Apartment
Charlottesville, VA
8% off
Price is AU$3,711
AU$3,711
AU$530 per night
includes taxes & fees
Image gallery for 106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

1010 out of 10 rating
Exceptional
(45 reviews)
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Scottsville, VA
10% off
Price is AU$2,651
AU$2,651
AU$379 per night
includes taxes & fees
Image gallery for Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

1010 out of 10 rating
Exceptional
(33 reviews)
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Charlottesville, VA
8% off
Price is AU$3,369
AU$3,369
AU$481 per night
includes taxes & fees
Image gallery for Beautiful, Relaxing Getaway for Family and Friends

1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful, Relaxing Getaway for Family and Friends
Charlottesville, VA
8% off
Price is AU$9,591
AU$9,591
AU$1,370 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom on Main St in Gordonsville

1010 out of 10 rating
Exceptional
(15 reviews)
Cozy 2 bedroom on Main St in Gordonsville
Gordonsville, VA
8% off
Price is AU$2,569
AU$2,569
AU$367 per night
includes taxes & fees
Image gallery for Walkable to UVA, and Fontaine Research park, Newly Renovated Home.

8.28.2 out of 10 rating
Very good
(27 reviews)
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Charlottesville, VA
24% off
Price is AU$2,446
AU$2,446
AU$349 per night
includes taxes & fees
Image gallery for Visit Monticello, Wineries, UVA & More

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Visit Monticello, Wineries, UVA & More
Zion Crossroads, VA
22% off
Price is AU$4,174
AU$4,174
AU$596 per night
includes taxes & fees
Image gallery for Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

1010 out of 10 rating
Exceptional
(31 reviews)
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK
Palmyra, VA
6% off
Price is AU$1,602
AU$1,602
AU$229 per night
includes taxes & fees
Image gallery for Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa

1010 out of 10 rating
Exceptional
(84 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is AU$2,951
AU$2,951
AU$422 per night
includes taxes & fees
Image gallery for Country Cottage with Modern Amenities

1010 out of 10 rating
Exceptional
(16 reviews)
Country Cottage with Modern Amenities
Gordonsville, VA
8% off
Price is AU$2,985
AU$2,985
AU$426 per night
includes taxes & fees
Image gallery for Rugby Hills-Walk to University Rotunda/Downtown

9.89.8 out of 10 rating
Exceptional
(96 reviews)
Rugby Hills-Walk to University Rotunda/Downtown
Charlottesville, VA
8% off
Price is AU$3,213
AU$3,213
AU$459 per night
includes taxes & fees
Image gallery for Secluded, Countryside Apt near UVA, wineries, and C'ville; 2 Kings or King+twins

1010 out of 10 rating
Exceptional
(12 reviews)
Secluded, Countryside Apt near UVA, wineries, and C'ville; 2 Kings or King+twins
Charlottesville, VA
8% off
Price is AU$2,409
AU$2,409
AU$344 per night
includes taxes & fees
Image gallery for Rugby Road Residential -RRR- near UVa and downtown

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Rugby Road Residential -RRR- near UVa and downtown
Charlottesville, VA
12% off
Price is AU$3,648
AU$3,648
AU$521 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Jefferson Vineyards
Sunset Hill House, next to UVA!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind
Sleeps 14 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Stadium Hill House
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Ivy Rose Cottage nestled b/t Cville & Vineyards
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Unique Cypress cottage, close to Charlottesville with mountain views.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Charming 2 bedroom Brick Cottage in Charlottesville, minutes from Scott Stadium
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value