Keswick Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (52 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
$525 nightly
The price is $592
Nov 28 - Nov 29
Total with taxes and fees
Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

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, (41 reviews)
"Communication was excellent. Everyone really enjoyed themselves and the accommodations were excellent."
United States
Rachel D.
$876 nightly
The price is $989
Nov 12 - Nov 13
Total with taxes and fees
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, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
$121 nightly
The price is $138
Nov 9 - Nov 10
Total with taxes and fees
SONSAK - MONTICELLO
A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

4. Charming Eastham Guesthouse

Charming Eastham Guesthouse
Charlottesville
10.0 out of 10, Exceptional, (13 reviews)
"Great place we loved it! "
United States
Al B.
$180 nightly
The price is $206
Nov 9 - Nov 10
Total with taxes and fees
Charming Eastham Guesthouse
Directly Across Historic Michie Tavern

5. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (36 reviews)
"Perfect for a short stay."
United States
Gaye W.
$130 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
Directly Across Historic Michie Tavern

6. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (37 reviews)
"These units were very well thought out and comfortable. Bed was great, kitchen stocked with useful tools and basics that were so nice to have at our disposal. It’s clean, modern and our stay was very restful. Checking in and out is a breeze - door code sent to you 15 minutes before check-in. Would definitely go back if we’re ever in the area again."
United States
Linda
$191 nightly
The price is $218
Dec 1 - Dec 2
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony
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.
$191 nightly
The price is $218
Dec 1 - Dec 2
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony
A modern kitchen with a large island, a built-in oven, and a window with curtains.

8. 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.
$228 nightly
The price is $251
Nov 10 - Nov 11
Total with taxes and fees
Bluebird Cottage B: Quiet, Firepit, Patio, Games
Directly Across Historic Michie Tavern

9. 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, (23 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
$248 nightly
The price is $283
Dec 1 - Dec 2
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

10. 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, (154 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
$164 nightly
The price is $181
Nov 10 - Nov 11
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Directly Across Historic Michie Tavern

11. 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
$270 nightly
The price is $308
Dec 1 - Dec 2
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

12. Ranchito

Ranchito
2.0 star property
Troy
$740 nightly
The price is $846
Nov 10 - Nov 11
Total with taxes and fees
Ranchito
A dining area with a piano, patterned chairs, a round table, and a framed picture on the wall.

13. Prime Downtown Mall Flat with Free Parking - #306

Prime Downtown Mall Flat with Free Parking - #306
North Downtown
9.6 out of 10, Exceptional, (83 reviews)
"Great location, spacious apartment!"
United States
Lynn F.
$222 nightly
The price is $253
Nov 9 - Nov 10
Total with taxes and fees
Prime Downtown Mall Flat with Free Parking - #306
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

14. Pine Grove Apartment: Visit Monticello, wineries, UVA

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.6 out of 10, Exceptional, (7 reviews)
"Was a great place to lay our heads for the night while we were in town for a wedding very cozy and had everything you could need would highly recommend!"
United States
Jordan
$187 nightly
The price is $206
Nov 9 - Nov 10
Total with taxes and fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
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, (60 reviews)
"the apartment was absolutely beautiful & extremely clean. i would highly recommend staying at this location"
United States
Donna
$232 nightly
The price is $265
Nov 9 - Nov 10
Total with taxes and fees
Old Met 202 | Downtown Mall | The 100 Collection
A spacious living area with a marble countertop, a white sofa, a dining table, and a television.

16. Charming Downtown 2 BR Apartment Steps from Downtown Mall

Charming Downtown 2 BR Apartment Steps from Downtown Mall
North Downtown
9.8 out of 10, Exceptional, (9 reviews)
"This place was so charming! The little coffee shop you can see from the window had the best croissant! It had everything you could need. The bedding was comfy. Downtown mall was a quick walk. Highly recommend! "
United States
Amy M.
$289 nightly
The price is $316
Nov 11 - Nov 12
Total with taxes and fees
Charming Downtown 2 BR Apartment Steps from Downtown Mall
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.
$228 nightly
The price is $261
Dec 9 - Dec 10
Total with taxes and fees
Bright Downtown Studio w/Full Kitchen+King Bed
A living room with a black wood stove, a leather sofa, a wooden coffee table, and a television mounted on the wall.

18. Rugby Road Residential -RRR- near UVa and downtown

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (61 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
$242 nightly
The price is $277
Nov 29 - Nov 30
Total with taxes and fees
Rugby Road Residential -RRR- near UVa and downtown
A room with two wicker chairs, a metal bookshelf, and a large window with a view of a brick building.

19. Expansive 1BR Cville Loft Near UVA

Expansive 1BR Cville Loft Near UVA
North Downtown
9.2 out of 10, Wonderful, (38 reviews)
"Modern apartment in a great location. Host was very helpful with questions. Would definitely stay there again. "
United States
Anonymous traveler
$329 nightly
The price is $376
Nov 9 - Nov 10
Total with taxes and fees
Expansive 1BR Cville Loft Near UVA
A covered patio with two sofas, a table with food and drinks, and a view of a vineyard.

20. Fern Cottage Summary:

Fern Cottage Summary:
Gordonsville
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The house was clean and well furnished. Recommend for anyone staying in the area."
United States
Gary W.
$634 nightly
The price is $712
Nov 18 - Nov 19
Total with taxes and fees
Fern Cottage Summary:
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Keswick Hotel Reviews

A large, elegant building with multiple balconies, a well-lit lawn with tables, and a grand staircase.
Keswick Hall

Keswick Hall

Keswick Hall
Keswick

10/10 Excellent

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.
United States
Louis
Reviewed May 7, 2024
Keswick Hall

Find out more about Keswick

Everything you need to know about Keswick vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Keswick vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Keswick vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Keswick vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Keswick. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Keswick in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Keswick rentals

At Expedia, we put the best Keswick vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Keswick rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Keswick vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Keswick. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Explore a world of travel with Expedia