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Historic Court Square, Charlottesville, Virginia, United States of America

Historic Court Square holiday rentals

We found 291 holiday rentals — enter your dates for availability

Discover a selection of 291 holiday home rentals in Historic Court Square that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including private pool and pool. Prices start at AU$ 185 per night, and holiday houses and cabins are popular options for a stay in Historic Court Square. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Historic Court Square

The Recycled House - Walk Downtown

Sleeps 6 · 1 Bedroom · 1 Bathroom
AU$ 452 avg/night
(98)

Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 238 avg/night
(63)

Azalea Cottage - adorable cottage within one mile of the University of Virginia

Sleeps 5 · 2 Bedrooms · 1 Bathroom
AU$ 297 avg/night
(66)

Walk to UVA, DT, Restaurants, Breweries, Off Street Parking, AC

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 382 avg/night
(81)

Loghouse on Stilts, Downtown Charlottesville

Sleeps 5 · 3 Bedrooms · 2 Bathrooms
AU$ 257 avg/night
(16)

Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
AU$ 754 avg/night
(181)

Search 291 holiday rentals

Top rated rentals — Historic Court Square
Stayed Apr 2021

Lovely home, great location

The house was so cute and spotless. We were immediately comfortable. Joan gave us great recommendations and it was so easy to get everywhere. We walked to the downtown mall and other great restaurants. Monticello was less than a 10 minute drive. If w...

Abigail P.
Abigail P.
Stayed Mar 2021

Adorable cabin in excellent location

We really enjoyed our stay here! It was more than enough space for our family of four with all the conveniences of home. The location was central to all the things we wanted to see and do. The kids really enjoyed the chickens. There were plenty of li...

Elizabeth H.
Elizabeth H.

Manassas, VA

Stayed Mar 2021

Relaxing getaway near Charlottesville

This is the second time we've stayed at this property. The house is clean, well stocked, and has plenty of space. The screened porch was wonderful as was the koi pond in the backyard. James was very responsive and the location is great for Charlottes...

Timothy D.
Timothy D.
Stayed Mar 2021

Idyllic

Quarters Farm is a very old farmhouse that has been nicely updated without losing the charm of its origins. There is ample room, modern convieniences and is surounded by wide open fields with cows, goats, and chickens. The hosts live in a house abou...

Dick R.
Dick R.
Stayed Mar 2021

Absolutely Perfect!

Perfect place and location for a girls' weekend. Janice's bungalow is adorable - well-appointed, immaculate, and with so many appreciated details - fresh flowers, seasonal soaps, coffee, water, snacks. Super comfy beds with lovely linens. Sat on the ...

Marilyn B.
Marilyn B.
Stayed Mar 2021

Amazing guest cottage filled with warmth and charm!

This two bedroom guest house is situated atop a garage and located on a very beautiful property in Charlottesville, VA. It is very close to Thomas Jefferson’s Monticello estate and other adjacent tourist areas near Charlottesville. The space is exqui...

Boijayanti G.
Boijayanti G.
Stayed Mar 2021

Great place for a quick getaway to Charlottesville

We got away for a few days without the kids. We brought our dog with us. We visited Monticello. Did a little hiking. Enjoyed several great restaurants and coffee shops. The house was in a great location for everything. If we return to Charlottesville...

Adam B.
Adam B.
Stayed Feb 2021

Unique house in an awesome location.

The property owner is awesome and the history of the house is fascinating. While we were there during both a pandemic and an ice storm, the house was cozy and in walking distance of the quaint downtown area. We would visit again, staying in this hous...

Tina L.
Tina L.
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How many holiday accommodation are available around Historic Court Square?

Our 2021 accommodation listings offer a large selection of 291 holiday rentals around Historic Court Square. From 200 holiday houses to 54 cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Historic Court Square is on Stayz.