
Holiday rentals near Jefferson Vineyards
We found 481 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:1 Aug - 8 Aug
Image gallery for Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

1010 out of 10 rating
Exceptional
(23 reviews)
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Charlottesville, VA
18% off
Price is £1,175
£1,175
£168 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin

1010 out of 10 rating
Exceptional
(167 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is £2,058
£2,058
£294 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!

1010 out of 10 rating
Exceptional
(15 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
7% off
Price is £2,010
£2,010
£287 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
(80 reviews)
Pop’s Cottage. A private and serene setting in the country 10 minutes from UVa
North Garden, VA
8% off
Price is £1,485
£1,485
£212 per night
includes taxes & fees
Image gallery for Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

1010 out of 10 rating
Exceptional
(31 reviews)
Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
Charlottesville, VA
16% off
Price is £2,212
£2,212
£316 per night
includes taxes & fees
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!

1010 out of 10 rating
Exceptional
(20 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
17% off
Price is £3,112
£3,112
£445 per night
includes taxes & fees
Image gallery for Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds

1010 out of 10 rating
Exceptional
(53 reviews)
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
Charlottesville, VA
21% off
Price is £2,704
£2,704
£386 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 £4,885
£4,885
£698 per night
includes taxes & fees
Image gallery for The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains

1010 out of 10 rating
Exceptional
(87 reviews)
The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
Stanardsville, VA
8% off
Price is £2,071
£2,071
£296 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom on Main St in Gordonsville

1010 out of 10 rating
Exceptional
(14 reviews)
Cozy 2 bedroom on Main St in Gordonsville
Gordonsville, VA
8% off
Price is £1,256
£1,256
£179 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
(41 reviews)
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Scottsville, VA
10% off
Price is £1,124
£1,124
£161 per night
includes taxes & fees
Image gallery for 18th Century Charming Bungalow #127 Pool & Spa.

9.89.8 out of 10 rating
Exceptional
(43 reviews)
18th Century Charming Bungalow #127 Pool & Spa.
Gordonsville, VA
8% off
Price is £841
£841
£120 per night
includes taxes & fees
Image gallery for Azalea Cottage - adorable cottage within one mile of the University of Virginia

1010 out of 10 rating
Exceptional
(129 reviews)
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Charlottesville, VA
11% off
Price is £1,503
£1,503
£215 per night
includes taxes & fees
Image gallery for Belmont Carriage House

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Belmont Carriage House
Charlottesville, VA
19% off
Price is £2,021
£2,021
£289 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
7% off
Price is £1,301
£1,301
£186 per night
includes taxes & fees
Image gallery for Long Street Cottage - 5 bdrm/3.5 bath - North Downtown

1010 out of 10 rating
Exceptional
(21 reviews)
Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
Charlottesville, VA
11% off
Price is £4,377
£4,377
£625 per night
includes taxes & fees
Image gallery for 1700"s Summer Kitchen Cottage #147 Pool & Spa

9.89.8 out of 10 rating
Exceptional
(45 reviews)
1700"s Summer Kitchen Cottage #147 Pool & Spa
Gordonsville, VA
8% off
Price is £841
£841
£120 per night
includes taxes & fees
Image gallery for The Natchez - quiet front porch & rockers.

1010 out of 10 rating
Exceptional
(124 reviews)
The Natchez - quiet front porch & rockers.
Ruckersville, VA
8% off
Price is £897
£897
£128 per night
includes taxes & fees
Image gallery for The Franklin Estate - Suite A-Private Apt-King Bed

9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Franklin Estate - Suite A-Private Apt-King Bed
Ruckersville, VA
15% off
Price is £744
£744
£106 per night
includes taxes & fees
Image gallery for Private studio apartment in the heart of Ivy, Virginia

1010 out of 10 rating
Exceptional
(45 reviews)
Private studio apartment in the heart of Ivy, Virginia
Charlottesville, VA
8% off
Price is £759
£759
£108 per night
includes taxes & fees
Image gallery for Rugby Hills-Walk to University Rotunda/Downtown

9.89.8 out of 10 rating
Exceptional
(93 reviews)
Rugby Hills-Walk to University Rotunda/Downtown
Charlottesville, VA
7% off
Price is £1,622
£1,622
£232 per night
includes taxes & fees
Image gallery for Rugby Road Residential -RRR- near UVa and downtown

1010 out of 10 rating
Exceptional
(26 reviews)
Rugby Road Residential -RRR- near UVa and downtown
Charlottesville, VA
11% off
Price is £1,118
£1,118
£160 per night
includes taxes & fees
Image gallery for Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.89.8 out of 10 rating
Exceptional
(153 reviews)
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Charlottesville, VA
11% off
Price is £1,943
£1,943
£278 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
(20 reviews)
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Charlottesville, VA
24% off
Price is £1,231
£1,231
£176 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Jefferson Vineyards
Historic, Quaint Bungalow #157 Pool & Spa
Sleeps 4 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Ivy Rose Cottage nestled b/t Cville & Vineyards
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Unique Cypress cottage, close to Charlottesville with mountain views.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
1 Bedroom | Free Daily Breakfast + Indoor Pool
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
1802 cottage once part of Monticello and owned by Thomas Jefferson
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Sleeps 7 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
104 reviews(104 reviews)
Top rated rentals - Jefferson Vineyards
Excellent stay in the woods!
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Country Retreat
1010 out of 10
Exceptionalexceptional
238 reviews(238 reviews)
Great
1010 out of 10
Exceptionalexceptional
295 reviews(295 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value