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Keswick Holiday Rentals

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Our top choices for Keswick holiday rentals

1. 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
The price is NZ$219
includes taxes & fees
28 Sept - 29 Sept
SONSAK - MONTICELLO

2. 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 NZ$389
includes taxes & fees
29 Sept - 30 Sept
Charming Eastham Guesthouse

3. 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 NZ$247
includes taxes & fees
28 Sept - 29 Sept
Unit 5 - Cozy Lower Level Studio Suite

4. 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)
"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.
The price is NZ$352
includes taxes & fees
29 Sept - 30 Sept
Unit 3 - Luxury King Suite with Private Balcony

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.
The price is NZ$384
includes taxes & fees
25 Oct - 26 Oct
Unit 4 - Luxury King Suite with Private Balcony

6. 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
The price is NZ$401
includes taxes & fees
28 Sept - 29 Sept
Cavalier Cocoon

7. 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)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is NZ$366
includes taxes & fees
28 Sept - 29 Sept
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

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.
The price is NZ$462
includes taxes & fees
19 Oct - 20 Oct
Bluebird Cottage B: Quiet, Firepit, Patio, Games

9. 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, (143 reviews)
"Loved everything about my stay, customer service was amazing and I’m definitely making this an animal visit!"
United States
Promise
The price is NZ$350
includes taxes & fees
29 Sept - 30 Sept
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

10. 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
The price is NZ$424
includes taxes & fees
4 Oct - 5 Oct
Pine Grove Apartment: Visit Monticello, wineries, UVA

11. 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.
The price is NZ$389
includes taxes & fees
19 Oct - 20 Oct
Bright Downtown Studio w/Full Kitchen+King Bed

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

Rugby Road Residential -RRR- near UVa and downtown
Barracks Rugby
10.0 out of 10, Exceptional, (57 reviews)
"Spacious, quiet and very near to everything Charlottesville has to offer!"
United States
Kate M.
The price is NZ$479
includes taxes & fees
27 Sept - 28 Sept
Rugby Road Residential -RRR- near UVa and downtown

13. Private Guest Suite by Wineries/Orchards/Cville

Private Guest Suite by Wineries/Orchards/Cville
Palmyra
10.0 out of 10, Exceptional, (52 reviews)
"Very nice room and suite clean and accomdating "
United States
Nick S.
The price is NZ$401
includes taxes & fees
29 Sept - 30 Sept
Private Guest Suite by Wineries/Orchards/Cville

14. 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.
The price is NZ$513
includes taxes & fees
27 Sept - 28 Sept
Unit 1_Expansive Luxury Suite for up to 4 Persons

15. High Street Inn W High St Room

High Street Inn W High St Room
North Downtown
8.0 out of 10, Very good, (2 reviews)
"The building is gorgeous and the room had some really nice touches. The location to UVA and the Downtown Mall were both really good. My only issue was the TV didn’t work and the room was a little warm. Overall I would definitely stay here again and hope to in the future."
United States
Mike M.
The price is NZ$275
includes taxes & fees
27 Sept - 28 Sept
High Street Inn W High St Room

16. Riverbluff Nest

Riverbluff Nest
2.0 star property
Woolen Mills
The price is NZ$604
includes taxes & fees
27 Sept - 28 Sept
Riverbluff Nest

17. 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
The price is NZ$513
includes taxes & fees
28 Sept - 29 Sept
Unit 2_Expansive Luxury Suite for up to 4 Persons

18. 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.
The price is NZ$485
includes taxes & fees
28 Sept - 29 Sept
Charming Historic Carriage House Studio Apartment

19. 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)
"All was as advertised. The location at the pedestrian mall was great for dining and shopping plus short drives to attractions in the area."
United States
Patricia G.
The price is NZ$497
includes taxes & fees
13 Oct - 14 Oct
Prime Downtown Mall Flat with Free Parking - #306

20. 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.
The price is NZ$464
includes taxes & fees
27 Sept - 28 Sept
Old Met 202 | Downtown Mall | The 100 Collection
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

Find out more about Keswick

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Keswick holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Keswick. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Keswick. Seeing all the best attractions is bound to make you fall in love with Keswick. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Keswick short-term rentals, that won’t be hard to do.

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?

RiverFront Country Home with Blue Mountain Views: This holiday home rental outside of Keswick is located on a river, and has a patio, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Keswick?

With 5 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 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 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.