A vineyard with rows of grapevines and a pond.

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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Keswick vacation rentals

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (4 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
$127 nightly
The price is $145
Sep 9 - Sep 10
Total with taxes and fees
SONSAK - MONTICELLO
A spacious kitchen with wooden flooring, a marble island, and white cabinetry.

2. Ranchito

Ranchito
2.0 star property
Troy
$838 nightly
The price is $958
Sep 17 - Sep 18
Total with taxes and fees
Ranchito
A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

3. 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, (149 reviews)
"Exactly as described—comfortable, extremely clean & cozy. Thank you for hosting us on our way from northeastern Pennsylvania to Southport, North Carolina!Would definitely stay again & spend more time in the area!"
United States
Anonymous traveler
$193 nightly
The price is $213
Sep 7 - Sep 8
Total with taxes and fees
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

4. 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
$293 nightly
The price is $334
Sep 6 - Sep 7
Total with taxes and fees
Unit 2_Expansive Luxury Suite for up to 4 Persons

5. Unit 3 - Luxury King Suite with Private Balcony

Unit 3 - Luxury King Suite with Private Balcony
Charlottesville
10.0 out of 10, Exceptional, (32 reviews)
"Another great experience at this location. Clean, neat, and comfortable with beautiful grounds. Owner communications are good and timely. Easy access to Charlottesville."
United States
Brian T.
$196 nightly
The price is $224
Sep 8 - Sep 9
Total with taxes and fees
Unit 3 - 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, (11 reviews)
"Great place we loved it! "
United States
Al B.
$195 nightly
The price is $223
Sep 8 - Sep 9
Total with taxes and fees
Charming Eastham Guesthouse

7. Unit 5 - Cozy Lower Level Studio Suite

Unit 5 - Cozy Lower Level Studio Suite
Charlottesville
10.0 out of 10, Exceptional, (34 reviews)
"Perfect for a short stay."
United States
Gaye W.
$128 nightly
The price is $147
Sep 9 - Sep 10
Total with taxes and fees
Unit 5 - Cozy Lower Level Studio Suite
A forested area with a fire pit and Adirondack chairs.

8. Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
9.8 out of 10, Exceptional, (41 reviews)
"It was a very pleasant stay. We chatted it up with Stuart the owner he was very nice. The place was super clean and we had everything we needed. We would totally stay again. Great experience!"
United States
Matt
$187 nightly
The price is $214
Sep 7 - Sep 8
Total with taxes and fees
Moonfire Farm Shenandoah region cozy getaway
A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

9. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (50 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
$209 nightly
The price is $231
Sep 8 - Sep 9
Total with taxes and fees
Private Guest Suite by Wineries/Orchards/Cville
A dining area with a table and chairs, large windows with a view of hills and trees, and a potted plant on the windowsill.

10. 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)
"Good location, clean, and prompt responses from host."
United States
Elizabeth C.
$313 nightly
The price is $356
Sep 8 - Sep 9
Total with taxes and fees
Greensview Apartment | 2 Bedroom, 2 Bath - Beautiful views!

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, (20 reviews)
"Great hosts and beautiful location!"
United States
Mallory B.
$294 nightly
The price is $335
Sep 7 - Sep 8
Total with taxes and fees
Unit 1_Expansive Luxury Suite for up to 4 Persons

12. 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
Sep 13 - Sep 14
Total with taxes and fees
Unit 4 - Luxury King Suite with Private Balcony
A spacious kitchen with wooden flooring, a dining area with a table and chairs, and a large window with a view of trees.

13. Hardwood Hall

Hardwood Hall
2.0 star property
Barracks Rugby
$1,056 nightly
The price is $1,207
Sep 6 - Sep 7
Total with taxes and fees
Hardwood Hall
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

14. Visit Monticello, Wineries, UVA: Room for a Crowd

Visit Monticello, Wineries, UVA: Room for a Crowd
Troy
9.4 out of 10, Exceptional, (24 reviews)
"Great place for us, comfortable and well-equipped."
United States
Lynn F.
$659 nightly
The price is $727
Sep 6 - Sep 7
Total with taxes and fees
Visit Monticello, Wineries, UVA: Room for a Crowd
A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

15. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (49 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
$423 nightly
The price is $454
Sep 7 - Sep 8
Total with taxes and fees
The Ranch at Wine Country - Complimentary Bottle!
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

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

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (35 reviews)
"Tracy was very welcoming and friendly. The accommodation was great."
United States
Linda N.
$297 nightly
The price is $319
Sep 4 - Sep 5
Total with taxes and fees
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

17. Visit Monticello, Wineries, UVA & More

Visit Monticello, Wineries, UVA & More
Troy
9.4 out of 10, Exceptional, (11 reviews)
"Great place to stay! Only a 25 min ride from Charlottesville!"
United States
Camryn S.
$508 nightly
The price is $560
Sep 6 - Sep 7
Total with taxes and fees
Visit Monticello, Wineries, UVA & More
A cabin with a large window, surrounded by trees.

18. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (133 reviews)
"Love This place wish I could I stay longer"
United States
Troy
$169 nightly
The price is $191
Sep 7 - Sep 8
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A modern kitchen with white appliances, wooden cabinets, and pendant lighting.

19. 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, (47 reviews)
"Wonderful place to stay! The cottage was beautiful and location was perfect! Highly recommend! "
United States
Chyenna R.
$243 nightly
The price is $268
Sep 8 - Sep 9
Total with taxes and fees
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

20. 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
$219 nightly
The price is $242
Sep 6 - Sep 7
Total with taxes and fees
Pine Grove Apartment: Visit Monticello, wineries, UVA
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Keswick Hotel Reviews

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"I have stayed there a few times and always had a good experience"
Holly 2-night trip
Posted 14 hours ago
English Inn of Charlottesville

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 $145 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.