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Keswick Holiday Rentals

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Holiday Rentals in Keswick

Fridge, microwave, oven, stovetop
Stonemont Farm Cabin - in Keswick by VIneyards!
10.0 out of 10, Exceptional, (17)
"We wanted a peaceful getaway near vineyards. Merrie Mill and Barboursville were close by and it was perfect for us. Highly recommend."
Stonemont Farm Cabin - in Keswick by VIneyards!
Exterior
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.0 out of 10, Wonderful, (73)
"My husband, mom, and 2 year old daughter enjoyed our stay. Everything was clean and comfortable with plenty of space for my daughter to play inside and out. We had fun tossing the horseshoes outside and loved the close proximity to Walmart and multiple wineries. We will definitely come stay again if we make our way back to the area. Thank you!!"
The price is NZ$329
includes taxes & fees
30 May - 31 May
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Property grounds
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, (59)
"The listing was accurate to what is presented. Very clean and easy to find with GPS. Close drive to National Park entrance. Gorgeous views."
Relax at 3100 feet and enjoy the peace and tranquility
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1 bedroom, desk, iron/ironing board, WiFi
Log Cabin on the River
9.8 out of 10, Exceptional, (7)
"Comfortable bed, beautiful location, great tub, great view from every window. Near the park, near some great hikes, great location close to everything. Couldnt ask for anything more."
The price is NZ$539
includes taxes & fees
10 Jun - 11 Jun
Log Cabin on the River
Exterior
Cozy modern cabin - the squirrel's nest
9.4 out of 10, Exceptional, (199)
"We had a great time staying at the Squirrel’s Nest. The location is secluded but still only 15 minutes away from Shenandoah. The cabin was warm & cozy and a perfect escape from everyday life. Hot tub was a plus!"
Cozy modern cabin - the squirrel's nest
Fridge, microwave, oven, stovetop
The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, (94)
"We plan on going back next year"
The Natchez - quiet front porch & rockers.
Property grounds
Quiet Blue Ridge Mountain Cottage
9.6 out of 10, Exceptional, (73)
"Easy in and out."
Quiet Blue Ridge Mountain Cottage
Property grounds
Charming Farmhouse Cottage with Mountain Views
9.4 out of 10, Exceptional, (12)
"Great location in Orange County Va farm land very close to many attractions and with in reach to Charlottesville for a day trip via country road route 20 ( no traffic lights). The cottage is an outbuilding on the Bloomingdale Farm property that is surround by working farms. The view from the porch is peaceful and relaxing with the Blue Ridge off in the distance. The cottage is rustic with old wide plank pine floors that creek with every step. The first floor sitting room has a large working wood...
Charming Farmhouse Cottage with Mountain Views
Exterior
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (220)
"Bill and Cynthia are such amazing hosts and the property inside and out exemplifies it. What a great place to stay for some serious rural R&R! The property was very clean. They have thought of everything one would need for a delightful get away. If you forgot anything, just ask and they are sure to help one way or another. The Fresh eggs, courtesy of their chickens, were a treat and the farm animals are such fun…esp Posy, Zoey and Hemingway. We hope to return soon for a longer retreat! Thank you...
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Pool
RiverFront Country Home with Blue Mountain Views
9.4 out of 10, Exceptional, (10)
"The house was very clean when I arrived. The host gave me all of the details of the of the house right away when I booked. I will definitely stay here again if ever in the area"
The price is NZ$378
includes taxes & fees
2 Jun - 3 Jun
RiverFront Country Home with Blue Mountain Views
Exterior
The House in the Holla at the foot of Shenandoah National Park
9.6 out of 10, Exceptional, (12)
"Beautiful property, well maintained and hospitably outfitted for guests. All that and the woodsy setting and sounds of the river made us want to stay longer."
The price is NZ$368
includes taxes & fees
30 May - 31 May
The House in the Holla at the foot of Shenandoah National Park
Exterior
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, (18)
"Pete's place was a great getaway. Just a quick drive to some great hikes in Shenandoah National Park. The house was clean, comfortable and had everything we needed. Plan to visit again in the fall!"
The price is NZ$328
includes taxes & fees
29 May - 30 May
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Fridge, microwave, oven, stovetop
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (65)
"Very nice and roomy, very quiet, only issue was the 2 flights of stairs"
The price is NZ$501
includes taxes & fees
4 Jun - 5 Jun
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Private kitchen
Lovely Wooded Cabin with Numerous Trails On-Site!
10.0 out of 10, Exceptional, (51)
"My husband and I had a lovely stay at the cabin! It was perfect for our anniversary trip. Close enough to Shenandoah National park for hiking yet secluded for the perfect off-grid feel."
Lovely Wooded Cabin with Numerous Trails On-Site!
Fridge, microwave, oven, stovetop
New Luxury Modern Farmhouse, Downtown C'Ville
10.0 out of 10, Exceptional, (10)
"This house is exactly as pictured and described in the listing. It was very clean, spacious and inviting. It is perfect for a large group. Additionally, we were welcomed with fresh flowers, wine, and baked goods - such a thoughtful touch. The house also already had pretty much everything you need - towels (even makeup ones), coffee, tea, soap, etc. The location of the house is great - everywhere we wanted to go downtown (restaurants etc) were 5 minutes max driving. Additionally, there is ample...
New Luxury Modern Farmhouse, Downtown C'Ville
Outdoor pool, a heated pool
1802 cottage once part of Monticello and owned by Thomas Jefferson
9.6 out of 10, Exceptional, (58)
"I had a great stay!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
TV, computer monitors
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C
10.0 out of 10, Exceptional, (13)
"The place was very nice, cozy, clean, and spacious! It would be a great place to stay with young kids as they have lots of kid gear already at the house. Quiet neighborhood."
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C
Exterior
Luxurious Townhouse
9.8 out of 10, Exceptional, (42)
"Nice town home, clean, good neighborhood and centrally located to the wineries. The strange part was, there was food in the fridge, prescription medicine in the cabinet. Clothes in all the closets and family photos throughout the house. It was like the owner just left for the weekend."
Luxurious Townhouse
Fridge, microwave, stovetop, coffee/tea maker
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
9.8 out of 10, Exceptional, (65)
"Love the cabin. Comfy and very well kept. The area is quiet. After a long day hiking relaxing at the hot tub to sounds of nature was the best. Highly recommend it."
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
A heated pool
The White Elephant Inn Getaway w/ Pool & Hot Tub!
9.8 out of 10, Exceptional, (57)
"A tropical Paradise in the middle of Charlottesville, close to everything yet very tranquil. Wonderful bedrooms and discrete work areas on the inside accentuate the unbelievable pool area and pavilion behind. Beautifully well done, and not adequately depicted in pictures. It’s a near perfect getaway venue. Amazing hosts were always available and nothing went undone or wanting. Very responsive and cordial."
The White Elephant Inn Getaway w/ Pool & Hot Tub!
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See all available properties in Keswick
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.

Other types of properties in Keswick you may be interested in

Breakfast, dinner served; American cuisine, golf course views
Keswick Hall & Golf Club
5.0 star property
9.2 out of 10, Wonderful, (48)
"We've returned to Keswick three times during the past 12 months, and we will do so again many times into the future. This is "our" go-to 5 Star resort for a mini-vacation...the best in Virginia. "
The price is NZ$1,043
includes taxes & fees
10 Jun - 11 Jun
Keswick Hall & Golf Club
Front of property
English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1679)
"Stayed 2 nights, comfortable and a good breakfast. "
The price is NZ$185
includes taxes & fees
2 Jun - 3 Jun
English Inn of Charlottesville
Exterior
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Area is congested. Dampness under the AC unit in room 304. I hope I remember to mention it when we check out"
The price is NZ$217
includes taxes & fees
9 Jun - 10 Jun
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Keswick holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Keswick. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Keswick. Seeing all the best attractions is bound to make you fall in love with Keswick. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Keswick short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Keswick?

Yes, there are holiday rentals close to the most popular sights in Keswick, or you can select a more secluded option if you're looking for a relaxing stay. Keswick is known for its wineries and restaurants.

What are some of the best holiday rentals that Keswick has to offer?

Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds: This holiday home rental outside of Keswick is located in the city centre, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Keswick?

With 3 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Keswick?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Keswick. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.

Recent reviews of Keswick properties
Expedia verified reviews