A vineyard with rows of grapevines and a pond.

Keswick Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Keswick vacation rentals

A spacious living room with a high ceiling, a staircase, and a television mounted on the wall.

1. Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!

Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
Keswick
9.8 out of 10, Exceptional, (51 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
The price is ￥61,911
￥84,691 total
includes taxes & fees
Nov 5 - Nov 6
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
A two-story house with a covered porch, a small deck, and a pond in the background.

2. Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Keswick
9.8 out of 10, Exceptional, (40 reviews)
"We had a wonderful stay at The Cottage! Everything was as described. We spent a lot of time outside by the hot tub or in the rocking chairs. The kids loved seeing all the deer in the evening and looking for fish in the pond. We can’t wait to stay here again in the future!"
United States
Amber W.
The price is ￥102,921
￥141,432 total
includes taxes & fees
Nov 12 - Nov 13
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
Room

3. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (9 reviews)
"Great property. Clean and well-maintained and picturesque. Will book again."
United States
Ramin
The price is ￥17,243
￥19,708 total
includes taxes & fees
Nov 1 - Nov 2
SONSAK - MONTICELLO
Directly Across Historic Michie Tavern

4. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for a short stay."
United States
Gaye W.
The price is ￥17,956
￥24,144 total
includes taxes & fees
Nov 1 - Nov 2
Unit 5 - Cozy Lower Level Studio Suite
Directly Across Historic Michie Tavern

5. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (35 reviews)
"Very nice property. Quiet, clean, efficient. Great place to stay."
United States
martha a.
The price is ￥29,926
￥39,092 total
includes taxes & fees
Oct 18 - Oct 19
Unit 3 - Luxury King Suite with Private Balcony
A patio with outdoor furniture and a well-maintained lawn.

6. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Great place we loved it! "
United States
Al B.
The price is ￥22,959
￥35,292 total
includes taxes & fees
Oct 21 - Oct 22
Charming Eastham Guesthouse
Directly Across Historic Michie Tavern

7. Unit 4 - Luxury King Suite with Private Balcony

Unit 4 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (16 reviews)
"Great location, clean and organized and comfortable. Hope to stay here again. "
United States
Ellie T.
The price is ￥29,926
￥39,092 total
includes taxes & fees
Oct 18 - Oct 19
Unit 4 - Luxury King Suite with Private Balcony
Directly Across Historic Michie Tavern

8. Unit 1_Expansive Luxury Suite for up to 4 Persons

Unit 1_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
The price is ￥44,889
￥58,368 total
includes taxes & fees
Oct 15 - Oct 16
Unit 1_Expansive Luxury Suite for up to 4 Persons
Directly Across Historic Michie Tavern

9. Unit 2_Expansive Luxury Suite for up to 4 Persons

Unit 2_Expansive Luxury Suite for up to 4 Persons
Charlottesville
10.0 out of 10, Exceptional, (15 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
The price is ￥49,877
￥65,155 total
includes taxes & fees
Oct 22 - Oct 23
Unit 2_Expansive Luxury Suite for up to 4 Persons
A bathroom with a white sink, a chrome faucet, a soap dispenser, and a toilet paper holder.

10. Riverbluff Nest

Riverbluff Nest
2.0 star property
Woolen Mills
The price is ￥41,973
￥70,599 total
includes taxes & fees
Oct 19 - Oct 20
Riverbluff Nest
A modern kitchen with a large island, a built-in oven, and a window with curtains.

11. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (63 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
The price is ￥19,951
￥39,994 total
includes taxes & fees
Oct 19 - Oct 20
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

12. Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (94 reviews)
"We enjoyed our stay. Great location and host was great with communication. Would recommend!"
United States
Jason W.
The price is ￥39,585
￥53,899 total
includes taxes & fees
Oct 19 - Oct 20
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

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

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Troy
9.2 out of 10, Wonderful, (150 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is ￥23,751
￥33,882 total
includes taxes & fees
Oct 19 - Oct 20
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
An outdoor seating area with tables and chairs, a brick wall, and a red umbrella.

14. Historic Beauty and Walkable to Everywhere

Historic Beauty and Walkable to Everywhere
Belmont
10.0 out of 10, Exceptional, (67 reviews)
"The place was as pictured and described, very clean, and in a convenient location. We had a great stay."
United States
Alex G.
The price is ￥33,093
￥69,134 total
includes taxes & fees
Nov 1 - Nov 2
Historic Beauty and Walkable to Everywhere
A group of people toasting at a table with a view of the mountains.

15. Old Met 202 | Downtown Mall | The 100 Collection

Old Met 202 | Downtown Mall | The 100 Collection
North Downtown
9.4 out of 10, Exceptional, (58 reviews)
"This is a great place to stay in Charlottesville!"
United States
RuthAnn A.
The price is ￥22,009
￥48,407 total
includes taxes & fees
Nov 9 - Nov 10
Old Met 202 | Downtown Mall | The 100 Collection
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

16. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"A perfect house for a relaxing family getaway! Easy 30 min to Charlottesville. "
United States
Lindsey S.
The price is ￥51,936
￥106,823 total
includes taxes & fees
Nov 3 - Nov 4
Fern Cottage Summary:
A group of people toasting at a table with a view of the mountains.

17. Bright Downtown Studio w/Full Kitchen+King Bed

Bright Downtown Studio w/Full Kitchen+King Bed
North Downtown
9.6 out of 10, Exceptional, (55 reviews)
"The kitchen was well stocked and it was a wonderful stay in Charlotteville."
United States
Tina B.
The price is ￥15,992
￥35,894 total
includes taxes & fees
Oct 21 - Oct 22
Bright Downtown Studio w/Full Kitchen+King Bed
Exterior

18. Walk to UVA, Hospital, 4 BDR, Game Room

Walk to UVA, Hospital, 4 BDR, Game Room
Fifeville
10.0 out of 10, Exceptional, (3 reviews)
"Just as described!"
United States
Cristin R.
The price is ￥25,830
￥78,207 total
includes taxes & fees
Oct 26 - Oct 27
Walk to UVA, Hospital, 4 BDR, Game Room
A modern living room with a wooden dining table, two blue bar stools, a mounted TV, and a hanging plant.

19. Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Belmont
9.8 out of 10, Exceptional, (66 reviews)
"Cozy house, close to the downtown mall."
United States
JOEL H.
The price is ￥25,176
￥43,255 total
includes taxes & fees
Nov 4 - Nov 5
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

20. Ranchito

Ranchito
2.0 star property
Troy
The price is ￥55,261
￥117,459 total
includes taxes & fees
Oct 29 - Oct 30
Ranchito
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

8/10 Good
"A good stay. Good breakfast. The guy who ran the breakfast set-up was great!!"
Ian 2-night trip
Posted 3 hours 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
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  • 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 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?

RiverFront Country Home with Blue Mountain Views: You might want to consider this vacation home rental near Keswick, which is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family.

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.