Wine Vineyard on the countryside in Keswick, Virginia, United States.

Keswick Holiday Rentals

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Our top choices for Keswick holiday rentals

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.4 out of 10, Exceptional, (108 reviews)
"Great place"
United States
Ouali
The price is NZ$379
includes taxes & fees
29 June - 30 June
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (48 reviews)
"It was a lovely place to stay and the hosts were so kind. "
United States
Cooper C.
The price is NZ$326
includes taxes & fees
23 June - 24 June
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (1 review)
"Our stay was perfect. Hotels.com really messed up the booking and I almost didn’t have a place to stay. The host at this property held the room for me and we handled everything directly. He was great, the room was spectacular!"
United States
Crystal
The price is NZ$228
includes taxes & fees
29 June - 30 June
SONSAK - MONTICELLO

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

The House in the Holla at the foot of Shenandoah National Park
Stanardsville
9.6 out of 10, Exceptional, (88 reviews)
"Great place’ we loved our stay"
United States
Thomas D.
The price is NZ$430
includes taxes & fees
23 June - 24 June
The House in the Holla at the foot of Shenandoah National Park

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (33 reviews)
"The location was great and the place was very nice. "
United States
Amanda L.
The price is NZ$256
includes taxes & fees
29 June - 30 June
Unit 5 - Cozy Lower Level Studio Suite

Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (56 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is NZ$514
includes taxes & fees
14 July - 15 July
Unique Cypress cottage, close to Charlottesville with mountain views.

Rosé All Day: Wine Country Getaway! Walk to Dining

Rosé All Day: Wine Country Getaway! Walk to Dining
Crozet
10.0 out of 10, Exceptional, (26 reviews)
"It was an excellent place to stay while in Crozet. Roomy and nice house."
United States
Carolyn R.
The price is NZ$564
includes taxes & fees
23 June - 24 June
Rosé All Day: Wine Country Getaway! Walk to Dining

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

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (27 reviews)
"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."
United States
Ronald
The price is NZ$393
includes taxes & fees
23 June - 24 June
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Stay in Crozet Train Suite in Downtown Crozet

Stay in Crozet Train Suite in Downtown Crozet
Crozet
10.0 out of 10, Exceptional, (70 reviews)
"The apartment was beautifully decorated and immaculately clean. It was close to everything we intended to get to and we appreciated how easy it was to check in and check out. It was so comfortable and homey. "
United States
Natalie
The price is NZ$422
includes taxes & fees
23 June - 24 June
Stay in Crozet Train Suite in Downtown Crozet

Log Cabin on the River

Log Cabin on the River
Stanardsville
9.8 out of 10, Exceptional, (46 reviews)
"Great place to get away for peace and quiet"
United States
Winslow
The price is NZ$522
includes taxes & fees
23 June - 24 June
Log Cabin on the River

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (142 reviews)
"Loved the privacy we felt the whole time we were there"
United States
Erica S.
The price is NZ$346
includes taxes & fees
29 June - 30 June
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.0 out of 10, Wonderful, (145 reviews)
"Place was perfect for our stay! It’s a little rustic but we didn’t need much more. Highly recommend for a quick Charlottesville area stay."
United States
Jameson H.
The price is NZ$371
includes taxes & fees
24 June - 25 June
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (26 reviews)
"Very nice space. Clean, quiet, and comfortable. Host very responsive to any questions or information needs. Would definitely consider staying here again."
United States
Brian T.
The price is NZ$451
includes taxes & fees
23 June - 24 June
Unit 3 - Luxury King Suite with Private Balcony

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

Wandering Bear’s Den Private Studio Near Crozet and Charlottesville
Charlottesville
10.0 out of 10, Exceptional, (60 reviews)
"Great little place! I fit our needs perfectly."
United States
Betsy D.
The price is NZ$289
includes taxes & fees
21 July - 22 July
Wandering Bear’s Den Private Studio Near Crozet and Charlottesville

The Cabin at the Lake

The Cabin at the Lake
Madison
9.8 out of 10, Exceptional, (55 reviews)
"Wonderful host and stay! "
United States
Donna H.
The price is NZ$503
includes taxes & fees
24 June - 25 June
The Cabin at the Lake

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (30 reviews)
"A quiet and clean stopping place out in the country very close to one of the southern entrances to Shenandoah National Park. Would definitely stay again if in the area."
United States
Timothy
The price is NZ$288
includes taxes & fees
30 June - 1 July
RiverFront Country Home with Blue Mountain Views

High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (110 reviews)
"The house was very centrally located in Crozet, an easy walk to restaurants and the brewery. It was very cosy and had lots of little extras like coffee and dog treats! We were there for one night for the walk through for our daughters wedding at one of the local vineyards and it was perfect for our needs. "
United States
Helen S.
The price is NZ$572
includes taxes & fees
23 June - 24 June
High Street | Walk to Everything Crozet | Pet-Friendly

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Palmyra
10.0 out of 10, Exceptional, (44 reviews)
"Love staying here. It’s always a great place to stay "
United States
Jamie D.
The price is NZ$456
includes taxes & fees
14 July - 15 July
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

P · Suite Pea at White Lotus Eco Spa Retreat

P · Suite Pea at White Lotus Eco Spa Retreat
Stanardsville
9.8 out of 10, Exceptional, (7 reviews)
"Overall stay was great. Much needed short vacay."
United States
Crystal H.
The price is NZ$228
includes taxes & fees
15 July - 16 July
P · Suite Pea at White Lotus Eco Spa Retreat

Daniels Mountain Lodge, large cabin by Shenandoah

Daniels Mountain Lodge, large cabin by Shenandoah
Stanardsville
9.8 out of 10, Exceptional, (11 reviews)
"The cabin was spacious and we enjoyed the large porch. "
United States
Patrick G.
The price is NZ$1,041
includes taxes & fees
29 June - 30 June
Daniels Mountain Lodge, large cabin by Shenandoah
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

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?

Country Home, 15 Mins to Downtown Mall + UVA: This highly rated holiday home rental in Keswick is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals are there in Keswick?

With 5 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 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 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.