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Keswick Vacation Rentals

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Dec 19 - Dec 21

Vacation Rentals in Keswick

Our top choices for Keswick vacation rentals

Stonemont Farm Cabin - in Keswick by VIneyards!
Fridge, microwave, oven, stovetop

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"Outside of road closure and us getting there in the dark and spotty cell phone coverage - so we had a hard time finding the place - BUT once we got there - it’s just as adorable as the pics - the home is so comfortable and everything is well laid out - steps to loft are a little steep so you need to be careful - but it was a wonderful stay! Had such a great time and very private, which is exactly what we were looking for!! Thank you! "
Stonemont Farm Cabin - in Keswick by VIneyards!
Stonemont Farm Cottage in Keswick near Vineyards!
Fridge, microwave, oven, stovetop

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (23)
"We chose to visit the Charlottesville area for spring break. The cottage was lovely and had everything we needed for our stay. Every room in the house was comfortable and nicely decorated. It was a short drive to Monticello, downtown, and the wineries. The pond was a bonus…my kids were pumped when they caught a few fish. Thank you for sharing your home. "
Stonemont Farm Cottage in Keswick near Vineyards!
Postcard Cabins Shenandoah
Exterior

Postcard Cabins Shenandoah

2.0 star property
9.6 out of 10, Exceptional, (36)
"Great cabin!! "
The price is ￥19,042
￥27,428 total
includes taxes & fees
Sep 25 - Sep 26
Postcard Cabins Shenandoah
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Smart TV, books

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (158)
"Cute cottage, clean, very convenient location. Everything we needed!"
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Property grounds

Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

9.8 out of 10, Exceptional, (39)
"Great place...beautiful property and it was cozy and clean."
The price is ￥21,256
￥27,428 total
includes taxes & fees
Sep 29 - Sep 30
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.
Outdoor spa tub

Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.

9.8 out of 10, Exceptional, (37)
"This cabin was so quiet and romantic! As advertised, we would definitely stay again!"
Cozy Cabin located close to Shenandoah National Park, Wineries, and Breweries.
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Exterior

Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

9.8 out of 10, Exceptional, (17)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is ￥13,285
￥26,759 total
includes taxes & fees
Sep 25 - Sep 26
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Ivy Rose Cottage nestled b/t Cville & Vineyards
Fridge, microwave, oven, stovetop

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (60)
"Loved staying here!"
The price is ￥27,898
￥51,966 total
includes taxes & fees
Sep 30 - Oct 1
Ivy Rose Cottage nestled b/t Cville & Vineyards
The Cabin at the Lake
Property grounds

The Cabin at the Lake

9.8 out of 10, Exceptional, (33)
"Awesome views! Very clean and welcoming. "
The price is ￥23,249
￥42,741 total
includes taxes & fees
Sep 25 - Sep 26
The Cabin at the Lake
Mechum Hill Cottage: Central to Crozet & Cville
Outdoor dining

Mechum Hill Cottage: Central to Crozet & Cville

9.6 out of 10, Exceptional, (16)
"Very quiet and peaceful. Large, secluded property. Good base from which to explore area wineries, local beer, food, and hike im the Shenandoah National Park."
The price is ￥19,042
￥41,337 total
includes taxes & fees
Sep 28 - Sep 29
Mechum Hill Cottage: Central to Crozet & Cville
Loveshack, a charming tiny house on a 5 acre farm
Smart TV

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (7)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Exterior

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

9.0 out of 10, Wonderful, (120)
"Very convenient location, comfortable and great for the pup. "
The price is ￥22,142
￥31,097 total
includes taxes & fees
Sep 29 - Sep 30
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Fridge, microwave, oven, stovetop

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

9.4 out of 10, Exceptional, (76)
"Great Quite getaway near down town"
Downtown Carriage House | 1 BR Loft close to the historic downtown mall
Log Cabin on the River
1 bedroom, desk, iron/ironing board, WiFi

Log Cabin on the River

9.6 out of 10, Exceptional, (39)
"My wife and I stayed a couple of nights at the Log Cabin at the River and it was magical.The location is very private and Serene. We spent most of our time out on the covered porch. It rained one evening and it was very relaxing listening and watching the rain. Really enjoyed our stay. "
The price is ￥33,212
￥49,496 total
includes taxes & fees
Oct 13 - Oct 14
Log Cabin on the River
Crows Nest at White Lotus Eco Spa Retreat
Property grounds

Crows Nest at White Lotus Eco Spa Retreat

9.0 out of 10, Wonderful, (14)
"Great place to stay. "
The price is ￥6,642
￥14,415 total
includes taxes & fees
Sep 25 - Sep 26
Crows Nest at White Lotus Eco Spa Retreat
Treehouse at the Castle
Interior

Treehouse at the Castle

8.6 out of 10, Excellent, (4)
"One (probably the smallest) of several lodgings on the property. Overall, a pretty cool place to stay. The whole unit has a subtle sway to rock you to sleep. Personally, I loved it. We stayed in 90 degree weather and the A/C was a LIFESAVER. My only real complaint was one of the other guests in the castle kept leaving the common kitchen a bit messy. Thinking about coming back and trying the hobbit house. We pretty much kept to ourselves, but there are plenty of common areas to hang out."
The price is ￥8,119
￥17,368 total
includes taxes & fees
Sep 30 - Oct 1
Treehouse at the Castle
Glade Cottage at White Lotus Eco Spa Retreat
Property grounds

Glade Cottage at White Lotus Eco Spa Retreat

9.4 out of 10, Exceptional, (19)
" A very charming and relaxing getaway. The atmosphere was peaceful and inviting—perfect for a short escape. I felt completely at ease and truly enjoyed my time here. I’ll definitely be coming back."
The price is ￥14,023
￥24,748 total
includes taxes & fees
Oct 6 - Oct 7
Glade Cottage at White Lotus Eco Spa Retreat
The Natchez - quiet front porch & rockers.
Fridge, microwave, oven, stovetop

The Natchez - quiet front porch & rockers.

10.0 out of 10, Exceptional, (138)
"The cabin is very nice. Perfect for our getaway. Nicely equipped kitchen."
The Natchez - quiet front porch & rockers.
Unique Cypress cottage, close to Charlottesville with mountain views.
Exterior

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (39)
"The cabin was beautiful and a perfect place for us to relax. The location was phenomenal and closely located to Shenandoah and many amazing towns to explore."
The price is ￥25,094
￥46,399 total
includes taxes & fees
Sep 29 - Sep 30
Unique Cypress cottage, close to Charlottesville with mountain views.
1802 cottage once part of Monticello and owned by Thomas Jefferson
Outdoor pool, a heated pool

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (89)
"Great place"
1802 cottage once part of Monticello and owned by Thomas Jefferson
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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Clean and convenient to shopping "
David 1-night trip
Posted 5 days ago
Comfort Inn & Suites

Find out more about Keswick

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!

Explore a world of travel with Expedia

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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?

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive: Visitors like this Keswick vacation home rental. It is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.