Keswick Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Keswick holiday rentals

Exterior
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.0 star property
Stanardsville
9.6 out of 10, Exceptional, (57)
"We really enjoyed our stay. Everything was perfect! The cabin was nice and clean. Thank you! "
United States
Shakira
The price is HK$769
HK$1,224 total
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Property grounds
Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.

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.
The price is HK$839
HK$1,276 total
includes taxes & fees
1 Jan - 2 Jan 2026
Newly renovated entire guest suite in Orange County.
Exterior
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

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, (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.
The price is HK$1,166
HK$1,568 total
includes taxes & fees
5 Jan - 6 Jan 2026
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Interior
P · Suite Pea at White Lotus Eco Spa Retreat

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)
"Nice and quiet like I wanted. Overall great place "
United States
Tyrone S.
The price is HK$513
HK$1,000 total
includes taxes & fees
1 Jan - 2 Jan 2026
P · Suite Pea at White Lotus Eco Spa Retreat
Property grounds
Benji’s getaway minutes from Shenandoah! Pony rides for children

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

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.
The price is HK$404
HK$1,132 total
includes taxes & fees
6 Jan - 7 Jan 2026
Benji’s getaway minutes from Shenandoah! Pony rides for children
Fridge, microwave, oven, stovetop
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

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, (42)
"Very cute and clean rental in a good location to easily access activities ."
United States
Christine T.
The price is HK$1,142
HK$2,094 total
includes taxes & fees
15 Jan - 16 Jan 2026
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
Exterior
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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, (130)
"Quiet safe neighborhood, large yard comfortable layout, worked well for visiting family in area!"
United States
Sandra S.
The price is HK$1,166
HK$1,663 total
includes taxes & fees
1 Jan - 2 Jan 2026
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Property grounds
RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views

RiverFront Country Home with Blue Mountain Views
Free Union
9.8 out of 10, Exceptional, (24)
"This property is adorable and is a clean and comfy stay! Owner was great to deal with."
United States
Joy S.
The price is HK$574
HK$1,213 total
includes taxes & fees
6 Jan - 7 Jan 2026
RiverFront Country Home with Blue Mountain Views
Exterior
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

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

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (85)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
United States
J C.
The price is HK$1,826
HK$2,418 total
includes taxes & fees
1 Jan - 2 Jan 2026
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Outdoor dining
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more

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

Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Gordonsville
9.0 out of 10, Wonderful, (10)
"The host was very nice as well as the room."
United States
Matt M.
The price is HK$933
HK$1,418 total
includes taxes & fees
30 Dec - 31 Dec
Lovers Lane FarmStay on a working family farm. Horses, cows, sheep, bees & more
Interior
Pond View (Second bedroom at extra cost)

Pond View (Second bedroom at extra cost)

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
The price is HK$699
HK$1,303 total
includes taxes & fees
11 Jan - 12 Jan 2026
Pond View (Second bedroom at extra cost)
Property grounds
Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat

Glade Cottage at White Lotus Eco Spa Retreat
Stanardsville
9.4 out of 10, Exceptional, (22)
"Great stay"
United States
Caroline T.
The price is HK$699
HK$1,264 total
includes taxes & fees
4 Jan - 5 Jan 2026
Glade Cottage at White Lotus Eco Spa Retreat
Terrace/patio
Affordable Suites Charlottesville

Affordable Suites Charlottesville

Affordable Suites Charlottesville
2.0 star property
Fry's Spring
8.0 out of 10, Very good, (80)
"Simple, clean comfortable suite. Full kitchen with frig, stove and microwave. Convenient to UVA campus and football stadium. "
United States
Anonymous traveller
Affordable Suites Charlottesville
1 bedroom, WiFi, bed sheets
Charming Eastham Guesthouse

Charming Eastham Guesthouse

Charming Eastham Guesthouse
2.0 star property
Charlottesville
9.6 out of 10, Exceptional, (4)
"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "
United States
Nicholas K.
The price is HK$1,127
HK$1,705 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Eastham Guesthouse
Fridge, microwave, oven, dishwasher
Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (28)
"Studio 5 was just as described. Everything we needed and immaculately clean. It is convenient to Charlottesville and minutes from Monticello. Our children live nearby so we will surely return. "
United States
Kate B.
The price is HK$709
HK$988 total
includes taxes & fees
5 Jan - 6 Jan 2026
Unit 5 - Cozy Lower Level Studio Suite
Outdoor dining
Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (31)
"Stew was a great surprise, pleasant and very hospitable "
United States
Jeff H.
The price is HK$979
HK$1,563 total
includes taxes & fees
30 Dec - 31 Dec
Moonfire Farm Shenandoah region cozy getaway
Terrace/patio
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

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.
The price is HK$727
HK$1,453 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Interior
Balcony · Balcony Suite at White Lotus Eco Spa Retreat

Balcony · Balcony Suite at White Lotus Eco Spa Retreat

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.
The price is HK$513
HK$1,000 total
includes taxes & fees
4 Jan - 5 Jan 2026
Balcony · Balcony Suite at White Lotus Eco Spa Retreat
Exterior
1 Bedroom | Free Daily Breakfast + Indoor Pool

1 Bedroom | Free Daily Breakfast + Indoor Pool

1 Bedroom | Free Daily Breakfast + Indoor Pool
Hollymead
10.0 out of 10, Exceptional, (1)
"The room was very clean. The bed was comfortable. My only suggestion would be to have a couple more towels and washcloths in the room."
United States
Maura
The price is HK$845
HK$1,107 total
includes taxes & fees
4 Jan - 5 Jan 2026
1 Bedroom | Free Daily Breakfast + Indoor Pool
Interior
Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville

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
The price is HK$1,127
HK$1,757 total
includes taxes & fees
30 Dec - 31 Dec
Private Guest Suite by Wineries/Orchards/Cville
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Clean room"
Edward 1-night trip
Posted 2 days ago
English Inn of Charlottesville

Find out more about Keswick

Search for holiday rentals in Keswick on Expedia! You can easily find your home rentals, villas, holiday apartments in Keswick using one of the methods below:

  • View our selection of featured holiday rentals in Keswick
  • Use the map to find apartments and other holiday homes in the Keswick neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Keswick while they last

Look no further and take a look at our great range of rental properties in Keswick!

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?

Farmers' Landing - Secluded Private Waterfront Home at Lake Anna in Quiet Cove.: This holiday home rental outside of Keswick is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Keswick?

With 4 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.