Photo by Cátia Dombaxi

Keswick Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Keswick

Lake access w/hot tub, game room,boat slip, kayaks & more

10.0 out of 10, Exceptional, (2)
"Everything was amazing "
The price is NZ$941
includes taxes & fees
2 July - 3 July
Lake access w/hot tub, game room,boat slip, kayaks & more

Newly renovated entire guest suite in Orange County.

9.8 out of 10, Exceptional, (40)
"Took a few days away from home for a mini vacation. Was a really nice place to relax."
The price is NZ$263
includes taxes & fees
3 July - 4 July
Newly renovated entire guest suite in Orange County.

Spacious room in ca. 1830 home

9.0 out of 10, Wonderful, (2)
"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...
The price is NZ$454
includes taxes & fees
4 July - 5 July
Spacious room in ca. 1830 home

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

9.4 out of 10, Exceptional, (31)
"Beautiful working farm and just the right size for an overnight stay before visiting Carter Mountain. The food recos were great, and the staff was welcoming and friendly."
The price is NZ$445
includes taxes & fees
30 June - 1 July
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

9.6 out of 10, Exceptional, (36)
"Outstanding stay!"
The price is NZ$321
includes taxes & fees
1 July - 2 July
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

9.6 out of 10, Exceptional, (29)
"Had a wonderful time and highly recommend staying. "
The price is NZ$804
includes taxes & fees
30 June - 1 July
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Charming 3-Bed Cottage on Main Street in Historic Gordonsville

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at Sage Cottage this weekend. The house itself was beautiful and gorgeously decorated. Great location! "
The price is NZ$531
includes taxes & fees
29 June - 30 June
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

The Ranch at Wine Country - Complimentary Bottle!

10.0 out of 10, Exceptional, (42)
"Great property, clean, easy to check in and out"
The price is NZ$742
includes taxes & fees
3 July - 4 July
The Ranch at Wine Country - Complimentary Bottle!

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

10.0 out of 10, Exceptional, (31)
"Beautiful, serene location for the perfect weekend getaway! "
The price is NZ$535
includes taxes & fees
3 July - 4 July
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

Fern Cottage Summary:

10.0 out of 10, Exceptional, (12)
"We were all very comfortable in this wonderful home."
The price is NZ$1,031
includes taxes & fees
29 June - 30 June
Fern Cottage Summary:

Visit Monticello, Wineries, UVA: Room for a Crowd

9.0 out of 10, Wonderful, (15)
"Booked for a wedding nearby was great!"
The price is NZ$1,163
includes taxes & fees
29 June - 30 June
Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA & More

9.0 out of 10, Wonderful, (8)
"We enjoyed our brief stay here. Close to Charlottesville, all the wineries and breweries. Very quiet, peaceful location. Just note property is split and you may have neighbors below you."
The price is NZ$878
includes taxes & fees
29 June - 30 June
Visit Monticello, Wineries, UVA & More

Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

10.0 out of 10, Exceptional, (7)
"My family and I spent Thanksgiving with the cousin nearby and we needed overflow lodging. This place was beyond our expectations. It truly was a luxury experience and everyone had their own bed and bath and privacy and lots of space and lots of gathering time. We actually extended our stay by a day because it was so comfortable."
Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

Oasis Near Charlottesville With Pool Grill

2.0 star property
Oasis Near Charlottesville With Pool Grill

Historic Madison Eagle Inn

10.0 out of 10, Exceptional, (7)
"Loved the location, we were in town for a Wedding at Reinback Barn. Very clean and loved the bed and linens!"
The price is NZ$491
includes taxes & fees
10 July - 11 July
Historic Madison Eagle Inn

Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

10.0 out of 10, Exceptional, (12)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is NZ$318
includes taxes & fees
7 July - 8 July
Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

Charming Updated 3 Bedroom Home Near Downtown

9.8 out of 10, Exceptional, (54)
"Super accommodating host and very nice property— clean and comfortable. "
The price is NZ$728
includes taxes & fees
29 June - 30 June
Charming Updated 3 Bedroom Home Near Downtown

Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

2.0 star property
8.8 out of 10, Excellent, (6)
"Great location! Very clean. Very nice hostess! Definitely would stay again."
The price is NZ$549
includes taxes & fees
6 July - 7 July
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi

Charming Downtown 2 BR Apartment Steps from Downtown Mall

The price is NZ$513
includes taxes & fees
7 July - 8 July
Charming Downtown 2 BR Apartment Steps from Downtown Mall

Historic Beauty and Walkable to Everywhere

10.0 out of 10, Exceptional, (47)
"We really enjoyed our stay here. The house was wonderful, very nicely decorated and clean. We really liked how close it was to all the unique restaurants and downtown.Nightlife"
The price is NZ$591
includes taxes & fees
22 July - 23 July
Historic Beauty and Walkable to Everywhere
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Secluded Zen River Retreat: This holiday home rental outside of Keswick is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Keswick?

With 6 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.