A vineyard with rows of grapevines and a pond.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Keswick cottages

A hot tub and deck area with a view of a lake, surrounded by trees and a wooden fence.

1. 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, (36 reviews)
"Great for dogs"
United States
Zach S.
The price is £630
includes taxes & fees
24 Sept - 25 Sept
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
A modern house with a covered patio, outdoor seating, and a well-maintained lawn.

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 £168
includes taxes & fees
13 Sept - 14 Sept
Charming Eastham Guesthouse
A small, single-story building with a blue roof and white walls, featuring a porch with steps and a flagpole with an American flag.

3. 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.
Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
A single-story house with a front porch, a small deck, and a well-maintained lawn.

4. 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 traveller
The price is £158
includes taxes & fees
14 Sept - 15 Sept
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
A small, single-story building with a blue roof and white walls, featuring a porch with steps and a flagpole with an American flag.

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

Bluebird Cottage B: Quiet, Firepit, Patio, Games
Palmyra
10.0 out of 10, Exceptional, (62 reviews)
"The host was very responsive and we thoroughly enjoyed staying there. Beautiful backyard!"
United States
Kelli c.
The price is £219
includes taxes & fees
5 Oct - 6 Oct
Bluebird Cottage B: Quiet, Firepit, Patio, Games
A blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

6. Locust Garden, A North Downtown C'ville Guesthouse

Locust Garden, A North Downtown C'ville Guesthouse
Locust Grove
8.0 out of 10, Very good, (1 review)
"Very clean and sweet property. Attractively furnished. Check in was easy. Good communication.Kitchen was very easy to use. Did lots of our own cooking. Would have appreciated some quality stainless steel pots and tops as we can’t use anodized cookware for specific health reasons."
United States
Susan K.
The price is £255
includes taxes & fees
14 Sept - 15 Sept
Locust Garden, A North Downtown C'ville Guesthouse
A bathroom with white subway tiles, a window with white curtains, a framed picture on the wall, and a showerhead.

7. Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (54 reviews)
"House was quiet and peaceful. We enjoyed our stay. "
United States
Chris R.
The price is £156
includes taxes & fees
13 Sept - 14 Sept
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Three Adirondack chairs on a grassy field with a mountain in the background.

8. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is £153
includes taxes & fees
15 Sept - 16 Sept
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A white single-story building with a metal roof, a front door, and two small bushes.

9. Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is £158
includes taxes & fees
13 Sept - 14 Sept
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

10. Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (158 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
The price is £210
includes taxes & fees
14 Sept - 15 Sept
Elegant Cottage on 600 Acre Horse & Livestock Farm
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

11. 'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is £229
includes taxes & fees
15 Sept - 16 Sept
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

12. Unique Cypress cottage, close to Charlottesville with mountain views.

Unique Cypress cottage, close to Charlottesville with mountain views.
Charlottesville
10.0 out of 10, Exceptional, (65 reviews)
"Lovely, charming home."
United States
Deborah R.
The price is £256
includes taxes & fees
5 Oct - 6 Oct
Unique Cypress cottage, close to Charlottesville with mountain views.
A two-story white house with a front porch, a staircase, and a small front yard.

13. Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries

Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
Charlottesville
10.0 out of 10, Exceptional, (4 reviews)
"This is a phenomenal property and space. The beds were so comfortable. The space is private, and well appointed with everything you need! Enjoyed the fire ring and the back porch immensely. As a work traveler, you don’t get many chances to sit and relax in such a refined and great space, this is a gem. Oh and Harris Teeter is just down the road for all the groceries and supplies!"
United States
Dan H.
The price is £327
includes taxes & fees
23 Sept - 24 Sept
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A two-story house with a porch, a front door, and a mailbox.

14. Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.2 out of 10, Wonderful, (7 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is £171
includes taxes & fees
14 Sept - 15 Sept
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

15. Dog Friendly Cottage Close to UVA

Dog Friendly Cottage Close to UVA
Charlottesville
10.0 out of 10, Exceptional, (5 reviews)
"Property was very clean and exactly what we needed. Location is perfect to explore wineries and breweries in both directions. Entrance does sneak up on you at night but no biggie! "
United States
Eric W.
Dog Friendly Cottage Close to UVA
A single-story house with a green exterior and a white porch.

16. High Street | Walk to Everything Crozet | Pet-Friendly

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (114 reviews)
"This cute home was perfect for our stay in Crozet! It was close to lovely coffee shops. The home was very clean and communication with the host was fantastic! We would stay here again if in the area."
United States
Jody L.
The price is £246
includes taxes & fees
13 Sept - 14 Sept
High Street | Walk to Everything Crozet | Pet-Friendly
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

17. Petite Pink Cottage, Perfect for Solo Travelers

Petite Pink Cottage, Perfect for Solo Travelers
Charlottesville
10.0 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin!!!! Loved it! "
United States
Beth V.
Petite Pink Cottage, Perfect for Solo Travelers
A view from a wooden deck overlooking a green field with a forested hill in the background.

18. Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville

Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
Stanardsville
9.0 out of 10, Wonderful, (4 reviews)
"Great location near the Shenandoah National Park. The cottage was great and had everything we needed, Kay was a great hostess!"
United States
Lynn C.
The price is £191
includes taxes & fees
16 Sept - 17 Sept
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

19. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
9.8 out of 10, Exceptional, (9 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is £409
includes taxes & fees
24 Sept - 25 Sept
Charming Cottage Near Vineyards
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

20. Classic Virginia Cottage, 10 min to UVA and Vineyards

Classic Virginia Cottage, 10 min to UVA and Vineyards
Charlottesville
The price is £364
includes taxes & fees
24 Sept - 25 Sept
Classic Virginia Cottage, 10 min to UVA and Vineyards
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

Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

10/10 Excellent
"Hotel showing soon age. Our floor is sinking on the carpet side. In fact you can see where the cracked line is going. Bathroom has a potion of the ceiling coming down in the corner near the shower heads. Slight smell of gas in the hall but I believe they were working on that. The room was clean and bed was nice a comfortable. It also needs a new fridge because it was not cooling to well. But it wasn't a bad stay at all."
Kenneth 1-night trip
Posted 2 hours ago
Holiday Inn Charlottesville-Monticello by IHG

Find out more about Keswick

Keswick Cottages information

Number of reviews
902
Accommodation
95 Cottages
Lowest Price
£153
Highest Price
£630

Frequently asked questions

Why book your cottage in Keswick with Expedia?
Reserving a cottage in Keswick is as easy as working out your travel dates and selecting your ideal place for outdoor recreation and relaxation. From upscale retreats to inexpensive properties and cottages that feature perks like a hot tub, Expedia has something for all traveller tastes. As for the best deals around? We've got your back!
How can I find cheap cottages in Keswick?
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What is there to do in Keswick near my cottage?
If you're eager to discover the best of Keswick, pay a visit to Keswick Vineyards and Winery. It's a winner among locals and tourists alike.

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