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Keswick Vacation Rentals

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Vacation Rentals in Keswick

Our top choices for Keswick vacation rentals

Stonemont Farm Cabin - in Keswick by VIneyards!

9.8 out of 10, Exceptional, (34)
"Most excellent "
Stonemont Farm Cabin - in Keswick by VIneyards!

Modern Farmhouse in Keswick 5BR/4BA

2.0 star property
Modern Farmhouse in Keswick 5BR/4BA

Stonemont Farm Cottage in Keswick near Vineyards!

9.8 out of 10, Exceptional, (22)
"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

2.0 star property
9.8 out of 10, Exceptional, (29)
"We really enjoyed our stay. Real close to Shenandoah National Park. "
The price is CA $150
CA $224 total
includes taxes & fees
Sep 2 - Sep 3
Postcard Cabins Shenandoah

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 CA $198
CA $257 total
includes taxes & fees
Sep 3 - Sep 4
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP

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

10.0 out of 10, Exceptional, (33)
"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.

Ivy Rose Cottage nestled b/t Cville & Vineyards

10.0 out of 10, Exceptional, (59)
"The cottage was super adorable and perfect for our little weekend getaway!!! "
The price is CA $246
CA $465 total
includes taxes & fees
Sep 2 - Sep 3
Ivy Rose Cottage nestled b/t Cville & Vineyards

The Cabin at the Lake

9.8 out of 10, Exceptional, (31)
"Being so close to the lake was lovely! Our dogs had such a great time!"
The price is CA $216
CA $398 total
includes taxes & fees
Sep 2 - Sep 3
The Cabin at the Lake

1802 cottage once part of Monticello and owned by Thomas Jefferson

9.4 out of 10, Exceptional, (87)
"Historic property just minutes from Monticello (sightseeing) and the Clifton Inn (dinner). While a bit small, it is a very cozy and appealing place. And very quiet. Having your own hot tub and hammock, and practically your own salt pool, is very special."
1802 cottage once part of Monticello and owned by Thomas Jefferson

The House in the Holla at the foot of Shenandoah National Park

9.6 out of 10, Exceptional, (60)
"Dana’s place was a perfect base camp for our trip to Shenandoah. Super easy access to go north or south in the park and a very peaceful environment during our downtime. We loved the outdoor fire pits and being able to listen to the stream at night made for such a lovely stay!"
The price is CA $161
CA $338 total
includes taxes & fees
Sep 4 - Sep 5
The House in the Holla at the foot of Shenandoah National Park

Unique Cypress cottage, close to Charlottesville with mountain views.

10.0 out of 10, Exceptional, (38)
"Perfect location for winery, golf, dining and shopping in the Crozet and Charlottesville area. I would definitely recommend and consider staying here again."
The price is CA $220
CA $413 total
includes taxes & fees
Sep 2 - Sep 3
Unique Cypress cottage, close to Charlottesville with mountain views.

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

9.4 out of 10, Exceptional, (75)
"Second stay here and all good!! "
Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (13)
"The location and very clean cottage"
The price is CA $177
CA $385 total
includes taxes & fees
Sep 2 - Sep 3
Mechum Hill Cottage: Central to Crozet & Cville

Hot tub, Firepit, Beautiful Mountain Views!

10.0 out of 10, Exceptional, (19)
"Comfortable interiors in a secluded setting just minutes from the entry to Shenandoah."
Hot tub, Firepit, Beautiful Mountain Views!

Relax at 3100 feet and enjoy the peace and tranquility

10.0 out of 10, Exceptional, (78)
"It was a wonderfully serene space for our anniversary trip!"
Relax at 3100 feet and enjoy the peace and tranquility

Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

10.0 out of 10, Exceptional, (36)
"This is the third time we have stayed and are never disappointed. If you are visiting friends or family in Lake Monticello, this is a perfect spot."
Bluebird Cottage A: Near Charlottesville, Wineries: Firepit, Patio, Dogs OK

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

9.8 out of 10, Exceptional, (16)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is CA $137
CA $265 total
includes taxes & fees
Sep 2 - Sep 3
Charming Family Getaway; Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Log Cabin on the River

9.6 out of 10, Exceptional, (38)
"Very private, very peaceful. Wonderful little river with fire pit next to it! "
The price is CA $309
CA $456 total
includes taxes & fees
Sep 7 - Sep 8
Log Cabin on the River

Numerous On-Site Trails: Earlysville Wooded Cabin

10.0 out of 10, Exceptional, (72)
"Great place to stay to visit Shenandoah national Park and surrounding area. Host was a great communicator and made sure we had everything we needed. Would definitely stay here again."
Numerous On-Site Trails: Earlysville Wooded Cabin

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

9.0 out of 10, Wonderful, (118)
"Very convenient location, comfortable and great for the pup. "
The price is CA $206
CA $291 total
includes taxes & fees
Sep 2 - Sep 3
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
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

Find out more about Keswick

Find out more about Keswick

Everything you need to know about Keswick vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keswick vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keswick vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Keswick vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Keswick. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Keswick vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Keswick vacation rentals we have selected for you start as low as CA $137 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Keswick rentals

At Expedia, we put the best Keswick vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Keswick rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keswick vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keswick. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

The House in the Holla at the foot of Shenandoah National Park: Visitors like this Keswick vacation home rental. It is located on a river and has a patio, a selection of games, and a barbecue grill 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 6 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.