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Keswick Vacation Rentals

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Check prices for these dates

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Jan 13 - Jan 14
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Jan 14 - Jan 15
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Our top choices for Keswick vacation rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Cabin in Stanardsville

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.8 out of 10, Exceptional, (61 reviews)
"Great Staff Great Getaway Great Everything "
United States
LaToya
The price is ￥15,631
￥24,866 total
includes taxes & fees
Jan 26 - Jan 27
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Exterior
Unique Cypress cottage, close to Charlottesville with mountain views.

Cottage in Charlottesville

Unique Cypress cottage, close to Charlottesville with mountain views.
10.0 out of 10, Exceptional, (45 reviews)
"Lovely stay. Clean, comfortable, quaint, and roomy. Perfect location for our family!"
United States
kim E.
The price is ￥23,210
￥44,756 total
includes taxes & fees
Jan 26 - Jan 27
Unique Cypress cottage, close to Charlottesville with mountain views.
Property grounds
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Cottage in Gordonsville

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
9.8 out of 10, Exceptional, (137 reviews)
"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."
United States
William H.
The price is ￥23,705
￥31,371 total
includes taxes & fees
Jan 14 - Jan 15
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Microwave, oven, stovetop, dishwasher
Charming Eastham Guesthouse

Cottage in Charlottesville

Charming Eastham Guesthouse
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is ￥22,894
￥34,469 total
includes taxes & fees
Jan 14 - Jan 15
Charming Eastham Guesthouse
Exterior
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Cottage in Gordonsville

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
9.8 out of 10, Exceptional, (87 reviews)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is ￥37,104
￥48,793 total
includes taxes & fees
Jan 26 - Jan 27
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Fridge, microwave, oven, stovetop
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Cottage in Troy

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.0 out of 10, Wonderful, (131 reviews)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
The price is ￥23,684
￥33,438 total
includes taxes & fees
Jan 26 - Jan 27
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Terrace/patio
The Cabin at the Lake

Cabin in Madison

The Cabin at the Lake
9.8 out of 10, Exceptional, (45 reviews)
"Such a lovely and peaceful location. The proximity to Early Mountain Winery was perfect."
United States
Randy D.
The price is ￥24,890
￥45,758 total
includes taxes & fees
Jan 14 - Jan 15
The Cabin at the Lake
Interior
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

Cottage in Stanardsville

2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
9.0 out of 10, Wonderful, (4 reviews)
"Ideal location and beautiful views"
United States
Barbara M.
The price is ￥14,052
￥39,714 total
includes taxes & fees
Jan 15 - Jan 16
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville
Property grounds
Moonfire Farm Shenandoah region cozy getaway

Apartment in Barboursville

Moonfire Farm Shenandoah region cozy getaway
10.0 out of 10, Exceptional, (31 reviews)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is ￥19,894
￥31,943 total
includes taxes & fees
Jan 26 - Jan 27
Moonfire Farm Shenandoah region cozy getaway
Fridge, microwave, oven, stovetop
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Cottage in Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
10.0 out of 10, Exceptional, (41 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is ￥15,236
￥30,059 total
includes taxes & fees
Jan 20 - Jan 21
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Fridge, microwave, oven, stovetop
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Cottage in Palmyra

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
10.0 out of 10, Exceptional, (42 reviews)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is ￥23,210
￥42,539 total
includes taxes & fees
Jan 26 - Jan 27
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Exterior
Private Guest Suite by Wineries/Orchards/Cville

Apartment in Palmyra

Private Guest Suite by Wineries/Orchards/Cville
10.0 out of 10, Exceptional, (47 reviews)
"The property was exactly as described, very clean and comfy. Beautiful location and the host Made us feel welcome with a little treat in the fridge. Will definitely make this location our go to place when in the area!"
United States
Bonny R.
The price is ￥22,914
￥35,907 total
includes taxes & fees
Jan 14 - Jan 15
Private Guest Suite by Wineries/Orchards/Cville
Property grounds
Elegant Cottage on 600 Acre Horse & Livestock Farm

Cottage in Gordonsville

Elegant Cottage on 600 Acre Horse & Livestock Farm
9.8 out of 10, Exceptional, (149 reviews)
"Nice little place to stay and close to downtown Orange and Gordonsville with great food and such. Would recommend if you are in the area and looking for a peaceful getaway and relaxing stay."
United States
Jason L.
The price is ￥34,736
￥45,911 total
includes taxes & fees
Jan 26 - Jan 27
Elegant Cottage on 600 Acre Horse & Livestock Farm
Property grounds
Newly renovated entire guest suite in Orange County.

Vacation Home in Orange

Newly renovated entire guest suite in Orange County.
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful rental! Host very friendly! "
United States
Anonymous traveler
The price is ￥17,052
￥25,921 total
includes taxes & fees
Jan 26 - Jan 27
Newly renovated entire guest suite in Orange County.
Interior
High Street | Walk to Everything Crozet | Pet-Friendly

Cottage in Crozet

High Street | Walk to Everything Crozet | Pet-Friendly
9.8 out of 10, Exceptional, (104 reviews)
"Such a lovely cottage in a great spot!We enjoyed Crozet and time at Praha bakery, Star Hill Brewery, King Family Vineyard, and Mint Springs Park!"
United States
Polly H.
The price is ￥31,578
￥52,579 total
includes taxes & fees
Jan 21 - Jan 22
High Street | Walk to Everything Crozet | Pet-Friendly
Smart TV, fireplace
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Vacation Home in Gordonsville

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
9.0 out of 10, Wonderful, (10 reviews)
"The host was very nice as well as the room."
United States
Matt M.
The price is ￥18,947
￥28,801 total
includes taxes & fees
Jan 26 - Jan 27
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Property grounds
Charming Historic Carriage House Studio Apartment

Apartment in Charlottesville

Charming Historic Carriage House Studio Apartment
10.0 out of 10, Exceptional, (11 reviews)
"Great location that was peaceful and made us feel right at home! Highly recommend to anyone in the area. Also loved the proximity to walking/running trails. "
United States
Rachel T.
The price is ￥12,516
￥32,369 total
includes taxes & fees
Jan 15 - Jan 16
Charming Historic Carriage House Studio Apartment
Terrace/patio
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

Apartment in Stanardsville

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
9.8 out of 10, Exceptional, (48 reviews)
"Very nice location, convenient to many fun things to do."
United States
Susan L.
The price is ￥22,736
￥29,516 total
includes taxes & fees
Jan 26 - Jan 27
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Interior
Glade Cottage at White Lotus Eco Spa Retreat

Cottage in Stanardsville

Glade Cottage at White Lotus Eco Spa Retreat
9.4 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Caroline T.
The price is ￥14,223
￥25,705 total
includes taxes & fees
Jan 14 - Jan 15
Glade Cottage at White Lotus Eco Spa Retreat
Exterior
Cabin along Swift Run River, in Stanardsville, perfect for a relaxing getaway

Cabin in Stanardsville

Cabin along Swift Run River, in Stanardsville, perfect for a relaxing getaway
2.0 star property
The price is ￥15,789
￥35,599 total
includes taxes & fees
Jan 15 - Jan 16
Cabin along Swift Run River, in Stanardsville, perfect for a relaxing getaway
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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Top Keswick Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Room was clean Comfy bed Hot shower, with amazing water pressure "
Crystal 1-night trip
Posted 2 days ago
English Inn of Charlottesville

Find out more about Keswick

Search for holiday rentals in Keswick on Expedia! You can easily find your home rentals, villas, holiday apartments in Keswick using one of the methods below:

  • View our selection of featured holiday rentals in Keswick
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  • Enter your travel dates to view the best deals on holiday rentals in Keswick while they last

Look no further and take a look at our great range of rental properties in Keswick!

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Frequently asked questions

Can I find vacation rentals in Keswick?

Yes, we offer vacation rentals close to top sights in Keswick, or you can select a more remote option if you're looking for relaxation. Keswick is known for its wineries and restaurants.

What's the top vacation rental that Keswick has to offer?

Convenient to everything, without the noise and traffic - quiet residential home: You might want to consider this vacation home rental near Keswick, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Keswick?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Keswick stay.

What can I see and do in Keswick?

Explore the area and family-friendly sights such as Charlottesville Ice Park, or get out into nature at a spot like Carter Mountain Orchard. Other places in town to visit include Keswick Vineyards and Winery and Castle Hill Cider.

What are vacation rentals like in Keswick?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Keswick. Vacation rentals feature extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.