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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (48 reviews)
"Nice cabin in a beautiful spot, location is great -- easy access to VA wine country!"
United States
Ethan W.
$404 nightly
The price is $459
Sep 30 - Oct 1
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, (37 reviews)
"Great for dogs"
United States
Zach S.
$730 nightly
The price is $830
Oct 1 - Oct 2
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, (5 reviews)
"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
$121 nightly
The price is $138
Sep 30 - Oct 1
Total with taxes and fees
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.
$112 nightly
The price is $128
Sep 30 - Oct 1
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
Directly Across Historic Michie Tavern

5. 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.
$196 nightly
The price is $224
Oct 6 - Oct 7
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony
A compact kitchen with a stainless steel refrigerator, a microwave, and a sink.

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.
$195 nightly
The price is $223
Sep 30 - Oct 1
Total with taxes and fees
Charming Eastham Guesthouse
A modern kitchen with a large island, a built-in oven, and a window with curtains.

7. 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.
$227 nightly
The price is $250
Oct 5 - Oct 6
Total with taxes and fees
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

8. 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.
$192 nightly
The price is $212
Sep 30 - Oct 1
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Directly Across Historic Michie Tavern

9. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (33 reviews)
"Very nice property. Quiet, clean, efficient. Great place to stay."
United States
martha a.
$196 nightly
The price is $224
Oct 4 - Oct 5
Total with taxes and fees
Unit 3 - Luxury King Suite with Private Balcony
A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

10. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
$224 nightly
The price is $256
Oct 21 - Oct 22
Total with taxes and fees
Cavalier Cocoon
Directly Across Historic Michie Tavern

11. 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, (21 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
$235 nightly
The price is $269
Sep 30 - Oct 1
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons
Directly Across Historic Michie Tavern

12. 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, (14 reviews)
"We enjoy everything about the place. Clean, easy access, outdoor spaces, and new cool design "
United States
Susan
$235 nightly
The price is $269
Sep 30 - Oct 1
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

13. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (53 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
$209 nightly
The price is $231
Sep 30 - Oct 1
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
A group of people toasting at a table with a view of the mountains.

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

Old Met 202 | Downtown Mall | The 100 Collection
North Downtown
9.4 out of 10, Exceptional, (57 reviews)
"This is a great place to stay in Charlottesville!"
United States
RuthAnn A.
$236 nightly
The price is $269
Sep 30 - Oct 1
Total with taxes and fees
Old Met 202 | Downtown Mall | The 100 Collection
A natural landscape with trees and wildflowers.

15. Charming Historic Carriage House Studio Apartment

Charming Historic Carriage House Studio Apartment
Charlottesville
10.0 out of 10, Exceptional, (22 reviews)
"Cozy and charmy. Enjoyed the stay and would do again."
United States
Michael I.
$253 nightly
The price is $289
Oct 13 - Oct 14
Total with taxes and fees
Charming Historic Carriage House Studio Apartment
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

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

Pine Grove Apartment: Visit Monticello, wineries, UVA
Troy
9.4 out of 10, Exceptional, (6 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
$220 nightly
The price is $243
Sep 30 - Oct 1
Total with taxes and fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

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

Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
Belmont
9.8 out of 10, Exceptional, (91 reviews)
"We enjoyed our stay. Great location and host was great with communication. Would recommend!"
United States
Jason W.
$316 nightly
The price is $359
Sep 30 - Oct 1
Total with taxes and fees
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!
A group of people toasting at a table with a view of the mountains.

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

Bright Downtown Studio w/Full Kitchen+King Bed
North Downtown
9.6 out of 10, Exceptional, (54 reviews)
"The kitchen was well stocked and it was a wonderful stay in Charlotteville."
United States
Tina B.
$198 nightly
The price is $227
Oct 19 - Oct 20
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.

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

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (58 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
$244 nightly
The price is $279
Oct 1 - Oct 2
Total with taxes and fees
Rugby Road Residential -RRR- near UVa and downtown
A bathroom with a white sink, a chrome faucet, a soap dispenser, and a toilet paper holder.

20. Riverbluff Nest

Riverbluff Nest
2.0 star property
Woolen Mills
$302 nightly
The price is $345
Oct 6 - Oct 7
Total with taxes and fees
Riverbluff Nest
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

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent
"Nice staff clean room safe area self parking perfectly nice stay."
James 1-night trip
Posted 5 hours ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

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.

Explore a world of travel with Expedia

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.