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Houses in Charlottesville and Cottages – Holiday Lettings - Holiday Rentals Charlottesville

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52 Holiday homes

Charlottesville holiday home rental

Charlottesville house

2 bedrooms • 1 bathroom • sleeps 4

from £65 / night

£454 / week

1 / 30

Charlottesville holiday cottage rental

Charlottesville cottage

2 bedrooms • 1 bathroom • sleeps 7

from £183 / night

£1,248 / week

1 / 20

Cottage rental in Charlottesville

Charlottesville cottage

1 bedroom • 1 bathroom • sleeps 4

from £125 / night

£791 / week

1 / 11

Holiday home in Charlottesville

Charlottesville house

3 bedrooms • 2 bathrooms • sleeps 8

from £573 / night

£3,435 / week

1 / 10

Home rental in Charlottesville

Charlottesville house

4 bedrooms • 2 bathrooms • sleeps 10

from £916 / night

£4,579 / week

1 / 21

Holiday b&b with swimming pool in Charlottesville

Charlottesville b&b

1 bedroom • 1 bathroom • sleeps 2

“Serenity!” I needed a place to renew, refresh, and restore after care taking for my husband that had cancer this past year. The Cottage at Sunnybank was the perfect place to renew my joy! Simple and clean. The surroundings are breathtaking from a creek at the end of the property, to historic land markings, surrounded by beautiful green hills. Ann was super attentive...when I mentioned taking a walk after the rain, a pair of rain boots and socks appeared on my doorstep! All the food provided was high end, quality...I became addicted to the granola! The bed was comfy and the sheets felt elegant...I am clueless when it comes to directions, but my hostess furnished me with hand drawn maps, including places to park, and sights to see in Charlottesville. It was a quiet, reflective time...I fell in love with my surroundings and hope to visit soon with my hubby!

from £140 / night

£978 / week

1 / 20

Holiday studio rental

Charlottesville studio

Studio • 1 bathroom • sleeps 2

from £166 / night

£666 / week

1 / 7

Holiday home in Charlottesville

Charlottesville house

5 bedrooms • 4 bathrooms • sleeps 6

from £1,247 / night

£4,948 / week

1 / 29

Holiday home in Charlottesville

Charlottesville house

1 bedroom • 2 bathrooms • sleeps 6

“Just like home” Debra and her team did an amazing job with this unique house and you can tell a lot of time and love went into the design. Debra was so sweet and welcoming. She even stocked the cookie jar with yummy cookies from a local bakery. The house was clean, the beds were comfortable and the location couldn't have been better. We were able to walk to and from the downtown mall area, eliminating the need for taxis. We had such a wonderful time during our stay in Charlottesville and would definitely recommend the Recycled House, especially to small groups of people who want to stay together. It was our home away from home! Thanks Debra!

from £208 / night

£1,497 - £2,079 / week

1 / 18

Charlottesville holiday home rental

Charlottesville house

4 bedrooms • 3 bathrooms • sleeps 8

from £521 / night

£2,914 / week

1 / 15

Holiday apartment in Charlottesville

Charlottesville apartment

2 bedrooms • 1 bathroom • sleeps 6

from £179 / night

£1,252 / week

1 / 14

Home rental in Charlottesville

Charlottesville house

4 bedrooms • 1 bathroom • sleeps 9

from £349 / night

£2,439 / week

1 / 37

Holiday log cabin in Charlottesville

Charlottesville log cabin

2 bedrooms • 2 bathrooms • sleeps 4

from £207 / night

£1,450 / week

1 / 48

Holiday home rental

Charlottesville house

2 bedrooms • 2 bathrooms • sleeps 5

from £146 / night

£832 - £1,269 / week

1 / 13

Holiday cottage in Charlottesville

Charlottesville cottage

2 bedrooms • 1 bathroom • sleeps 4

“What a wonderful area to stay!!!” This was are second trip to afton Cottage and for the second time we had a wonderful stay. Nicely located to be able to go different directions from. The golf courses and breweries nearby make it perfect for us. The "cottage" is vry well furnished and equipped with everything you need.

from £183 / night

£761 / week

1 / 21

Great rentals within 20 miles that match your search

Cottage rental in Palmyra

Palmyra cottage

1 bedroom • 1 bathroom • sleeps 3

from £146 / night

£665 / week

1 / 3

Holiday apartment with shared pool in Scottsville

Scottsville apartment

4 bedrooms • 1 bathroom • sleeps 6

from £104 / night

£727 / week

1 / 5

Holiday home in Keswick

Keswick house

5 bedrooms • 4 bathrooms • sleeps 12

from £748 / night

£5,235 / week

1 / 35

Private room rental in Keswick

Keswick private room

1 bedroom • 1 bathroom • sleeps 2

from £209 / night

£1,457 / week

1 / 12

Private room rental in Keswick

Keswick private room

1 bedroom • 1 bathroom • sleeps 2

from £209 / night

£1,457 / week

1 / 12

Holiday private room rental

Keswick private room

1 bedroom • 1 bathroom • sleeps 2

from £209 / night

£1,457 / week

1 / 12

Holiday private room rental

Keswick private room

1 bedroom • 1 bathroom • sleeps 2

from £209 / night

£1,457 / week

1 / 12

Gordonsville holiday villa rental

Gordonsville villa

3 bedrooms • 3 bathrooms • sleeps 10

from £119 / night

£833 / week

1 / 6

Gordonsville holiday cottage rental

Gordonsville cottage

2 bedrooms • 1 bathroom • sleeps 6

from £163 / night

£1,083 / week

1 / 11

Holiday log cabin in Gordonsville

Gordonsville log cabin

2 bedrooms • 1 bathroom • sleeps 6

from £146 / night

£833 / week

1 / 13

Holiday lodge in Gordonsville

Gordonsville lodge

3 bedrooms • 3 bathrooms • sleeps 8

from £167 / night

£1,166 / week

1 / 4

Holiday cottage in Gordonsville

Gordonsville cottage

3 bedrooms • 3 bathrooms • sleeps 7

from £71 / night

£500 / week

1 / 4

Holiday log cabin letting

Virginia Beach log cabin

3 bedrooms • 3 bathrooms • sleeps 8

from £125 / night

£875 / week

1 / 20

Holiday studio in Palmyra

Palmyra studio

Studio • 1 bathroom • sleeps 4

from £100 / night

£701 / week

1 / 40

Stanardsville holiday cottage rental

Stanardsville cottage

4 bedrooms • 2 bathrooms • sleeps 8

from £228 / night

£1,597 / week

1 / 19

Holiday private room in Keswick

Keswick private room

1 bedroom • 1 bathroom • sleeps 2

from £748 / night

£5,236 / week

1 / 12

Holiday home in Afton

Afton house

6 bedrooms • 7 bathrooms • sleeps 14

from £1,416 / night

£7,076 / week

1 / 24

Holiday cottage in Gordonsville

Gordonsville cottage

1 bedroom • 1 bathroom • sleeps 2

from £71 / night

£495 / week

1 / 35

Dyke holiday manor house rental

Dyke manor house

7 bedrooms • 9 bathrooms • sleeps 14

from £1,165 / night

£5,821 - £6,653 / week

1 / 49

Holiday cottage in Gordonsville

Gordonsville cottage

2 bedrooms • 1 bathroom • sleeps 6

from £104 / night

£624 / week

1 / 20

Holiday cottage in Afton

Afton cottage

5 bedrooms • 4 bathrooms • sleeps 12

from £464 / night

£3,243 / week

1 / 35

Gordonsville holiday home rental

Gordonsville house

5 bedrooms • 3 bathrooms • sleeps 12

from £258 / night

£1,805 / week

1 / 32

Barboursville holiday home rental

Barboursville house

2 bedrooms • 1 bathroom • sleeps 4

from £108 / night

£751 / week

1 / 25

Holiday home in Stanardsville

Stanardsville house

2 bedrooms • 1 bathroom • sleeps 4

from £113 / night

£786 / week

1 / 24

Holiday home with swimming pool in Earlysville

Earlysville house

5 bedrooms • 5 bathrooms • sleeps 10

from £601 / night

£4,203 / week

1 / 33

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Charlottesville holidays

Charlottesville, Virginia

Charlottesville, Virginia always ranks high when it comes to best places to live. The city is refined yet vibrant thanks to the campus of the University of Virginia. This, together with a historic past, makes for a great holiday destination. To find the right Charlottesville holiday book, browse and book on Holiday Lettings.

About Charlottesville

Charlottesville is named after British King George III’s wife, Queen Charlotte of Mecklenburg-Strelitz, and is located in the centre of the State of Virginia.

Sitting along the Rivanna River in the shadow of the Blue Ridge Mountains, Charlottesville is 70 miles from the state capital Richmond and 115 miles from the nation’s capital Washington DC.

Home to both Thomas Jefferson and James Monroe, the town owes much to the legacy of the former presidents.

Playing only a bit part in the Revolutionary War, Charlottesville was spared the destruction and burning that the State of Virginia suffered at the hands of the Union Army during the Civil War, except for a skirmish with General George Armstrong Custer in which the Yankee fled after thinking he was up against a superior force.

Today, Charlottesville is a trendy university town with a pedestrianised centre full of hip restaurants and bars.

What to do in Charlottesville

The number one spot on any tourist’s itinerary has to be a visit to Thomas Jefferson’s home at Monticello. Built and then re-built over 40 years, Monticello and its gardens are a reflection on what life was like for a plantation owner during the Revolutionary period.

After seeing how Jefferson lived, the next logical step is to visit his greatest achievement, the University of Virginia. Founded in 1819, the nearly 1,700-acre campus is a colonial work of art surrounded by majestic lawns.

Being so close to the Blue Ridge Mountains, you cannot go home without taking Skyline Drive through Shenaandoah National Park. The scenery is so spectacular that the speed limit along the 105-mile route is posted at 35mph to help avoid accidents.

Shenaandoah is also the place to go for hiking, biking, canoeing, horseback riding, fishing, bird watching, and astronomy.

Top Charlottesville travel tips

With four distinct seasons, the best time to see Charlottesville at its best is during the fall when the students are back on campus following summer holiday and the leaves are changing colour along Skyline Drive.

With the town having no professional sports teams nearby, the U. Va Cavaliers have a huge following. Try to attend a football game and join in with the crowd as they link arms and sing “The Good Old Song” following a hometown touchdown.

During the summer, Charlottesville’s downtown brick lined shops come alive for “Fridays After Five” with live music and festivities throughout the night.

Whether you visit as a couple or as a family, Charlottesville is the American South at its best. Full of history and ideally suited for mountain excursions, make this your next holiday destination. You can find a wide range of Charlottesville holiday rental properties to suit all needs by visiting Holiday Lettings.

Top Destination reviews

H'Owl at the Moon Farm and Cabin
Wonderful peaceful cabin

My family and I stayed at the H'owl at the moon cabin for 3 days and had a fantastic time. The cabin is beautifully furnished inside and matches the serenity of the outside. Peaceful in the early evening to make happy hour that little bit happier and lots of trails through the woods to go hiking during the day. A wonderful, quiet getaway as well as having an owner who was incredibly responsive and helpful!see more

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