Keswick Vacation Rentals

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Vacation Rentals in Keswick

Stonemont Farm Cabin - in Keswick by VIneyards!

Keswick
9.8 out of 10, Exceptional, (37)
"Charming cabin. We loved the peaceful quiet outdoors. "
United States
Molly C. T.
$333 nightly
The price is $360
Dec 7 - Dec 8
Total with taxes and fees
Stonemont Farm Cabin - in Keswick by VIneyards!

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2.0 star property
Stanardsville
9.6 out of 10, Exceptional, (51)
"Great cabin!! "
United States
Sami
$141 nightly
The price is $160
Dec 7 - Dec 8
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Pond View (Second bedroom at extra cost)

Stanardsville
9.0 out of 10, Wonderful, (17)
"We had a wonderful stay at the White"
United States
Elizabeth
$141 nightly
The price is $144
Dec 1 - Dec 2
Total with taxes and fees
Pond View (Second bedroom at extra cost)

Newly renovated entire guest suite in Orange County.

Orange
10.0 out of 10, Exceptional, (43)
"Nice piece of property for our dogs to run around. Clean and had we had a great experience. "
United States
amy c.
$144 nightly
The price is $155
Dec 1 - Dec 2
Total with taxes and fees
Newly renovated entire guest suite in Orange County.

Charming Historic Carriage House Studio Apartment

Charlottesville
10.0 out of 10, Exceptional, (9)
"Great Studio stay in a beautiful countryside/farm yet so close to everything in Charlottesville! The wineries are so close, and great restaurants/downtown area is an easy 9 min drive away-great Farmer's Market on Saturday morning too! We also hiked in the Shenandoah National Park which is about an 1 1/2 hr scenic drive away. Our host Sarah was very responsive and informative - overall a wonderful trip!"
United States
Barclay S.
$171 nightly
The price is $196
Dec 1 - Dec 2
Total with taxes and fees
Charming Historic Carriage House Studio Apartment

Benji’s getaway minutes from Shenandoah! Pony rides for children

Hood
9.0 out of 10, Wonderful, (2)
"Sweet upstairs lodging for a night as we were in the area for a grandchild's graduation. The countryside is just beautiful! A slight damp odor to the garage (the bedroom is above) but no problem once upstairs. Temperature easily adjustable, bed very comfy. Bose radio nice! It was perfect for our visit and the host very accommodating."
United States
Kay H.
$125 nightly
The price is $138
Dec 6 - Dec 7
Total with taxes and fees
Benji’s getaway minutes from Shenandoah! Pony rides for children

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

Gordonsville
9.0 out of 10, Wonderful, (10)
"We attended a special dinner at Barboursville and this was a convenient place to stay. "
United States
Brett H.
$170 nightly
The price is $182
Dec 1 - Dec 2
Total with taxes and fees
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

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

Troy
9.0 out of 10, Wonderful, (126)
"Everything was as described, easy check-in process, convenient location."
United States
Adam C.
$192 nightly
The price is $212
Dec 1 - Dec 2
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Glade Cottage at White Lotus Eco Spa Retreat

Stanardsville
9.4 out of 10, Exceptional, (22)
"Great stay"
United States
Caroline T.
$136 nightly
The price is $139
Dec 1 - Dec 2
Total with taxes and fees
Glade Cottage at White Lotus Eco Spa Retreat

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville
9.8 out of 10, Exceptional, (137)
"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.
$186 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

P · Suite Pea at White Lotus Eco Spa Retreat

Stanardsville
9.8 out of 10, Exceptional, (7)
"Nice and quiet like I wanted. Overall great place "
United States
Tyrone S.
$126 nightly
The price is $129
Dec 1 - Dec 2
Total with taxes and fees
P · Suite Pea at White Lotus Eco Spa Retreat

Moonfire Farm Shenandoah region cozy getaway

Barboursville
10.0 out of 10, Exceptional, (29)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
$176 nightly
The price is $201
Dec 1 - Dec 2
Total with taxes and fees
Moonfire Farm Shenandoah region cozy getaway

Private Guest Suite by Wineries/Orchards/Cville

Palmyra
10.0 out of 10, Exceptional, (47)
"A perfect place to stay! Very clean and quiet!"
United States
Joanne
$211 nightly
The price is $233
Dec 4 - Dec 5
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville

Unit 5 - Cozy Lower Level Studio Suite

Charlottesville
10.0 out of 10, Exceptional, (27)
"This VRBO was super clean, great accommodations, and very nice owners."
United States
Elizabeth B.
$111 nightly
The price is $127
Dec 1 - Dec 2
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Gordonsville
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay at Sage Cottage this weekend. The house itself was beautiful and gorgeously decorated. Great location! "
United States
Amy H.
$257 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville
9.8 out of 10, Exceptional, (84)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
$288 nightly
The price is $309
Dec 1 - Dec 2
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Treehouse at the Castle

Stanardsville
8.8 out of 10, Excellent, (5)
"Nice spot out in the woods with people around to hang out with if you choose to, or you can stay in your own little world."
United States
Troy M.
$126 nightly
The price is $129
Dec 1 - Dec 2
Total with taxes and fees
Treehouse at the Castle

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Ivy
10.0 out of 10, Exceptional, (40)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
$165 nightly
The price is $188
Dec 9 - Dec 10
Total with taxes and fees
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Balcony · Balcony Suite at White Lotus Eco Spa Retreat

Stanardsville
9.0 out of 10, Wonderful, (6)
"The place was just as pictures, peaceful and quiet. "
United States
Cindy W.
$126 nightly
The price is $129
Dec 1 - Dec 2
Total with taxes and fees
Balcony · Balcony Suite at White Lotus Eco Spa Retreat

Log Cabin on the River

Stanardsville
9.8 out of 10, Exceptional, (43)
"Great place to get away for peace and quiet"
United States
Winslow
$175 nightly
The price is $178
Dec 1 - Dec 2
Total with taxes and fees
Log Cabin on the River
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

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Keswick in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Family-friendly home with kitchen, laundry, and spacious outdoor area.: Visitors like this Keswick vacation home rental. It offers an outdoor pool, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 Virginia Discovery Museum, 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.