A vineyard with rows of grapevines and a pond.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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, (40 reviews)
"We had a wonderful stay at The Cottage! Everything was as described. We spent a lot of time outside by the hot tub or in the rocking chairs. The kids loved seeing all the deer in the evening and looking for fish in the pond. We can’t wait to stay here again in the future!"
United States
Amber W.
The price is CA $983
CA $1,413 total
includes taxes & fees
Nov 12 - Nov 13
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)
"Perfect space and location!"
United States
Samantha H.
The price is CA $204
CA $313 total
includes taxes & fees
Nov 1 - Nov 2
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 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 CA $179
CA $355 total
includes taxes & fees
Oct 27 - Oct 28
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.

4. 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 CA $243
CA $510 total
includes taxes & fees
Nov 1 - Nov 2
Locust Garden, A North Downtown C'ville Guesthouse
A single-story house with a front porch, a small deck, and a well-maintained lawn.

5. 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, (151 reviews)
"Had a great stay! Everything was as expected and the property was nice."
United States
Jules R.
The price is CA $190
CA $276 total
includes taxes & fees
Nov 3 - Nov 4
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
A bathroom with white subway tiles, a window with white curtains, a framed picture on the wall, and a showerhead.

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

Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
Ivy
10.0 out of 10, Exceptional, (59 reviews)
"It was a couple very cozy place for us to stay in the perfect location."
United States
Linda W.
Hometract Cottage, Historic Property, UVA/Charlottesville/Ivy
A rustic wooden cabin with a porch, surrounded by dense foliage and a stone pathway.

7. 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, (68 reviews)
"Great stay, very friendly, responsive owners."
United States
David F.
The price is CA $218
CA $409 total
includes taxes & fees
Nov 17 - Nov 18
Unique Cypress cottage, close to Charlottesville with mountain views.
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 CA $190
CA $256 total
includes taxes & fees
Oct 26 - Oct 27
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A grassy field with three wooden Adirondack chairs and a wooden table.

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 CA $240
CA $291 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $278
CA $375 total
includes taxes & fees
Oct 26 - Oct 27
Elegant Cottage on 600 Acre Horse & Livestock Farm
A two-story house with a porch, a front door, and a mailbox.

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

Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
Charlottesville
9.4 out of 10, Exceptional, (13 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
The price is CA $240
CA $312 total
includes taxes & fees
Oct 27 - Oct 28
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.

12. Charming Cottage Near Vineyards

Charming Cottage Near Vineyards
Charlottesville
10.0 out of 10, Exceptional, (11 reviews)
"Loved this place for a short getaway. Great location!"
United States
Nicole M.
The price is CA $534
CA $757 total
includes taxes & fees
Nov 3 - Nov 4
Charming Cottage Near Vineyards
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

13. '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, (89 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is CA $297
CA $399 total
includes taxes & fees
Oct 26 - Oct 27
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A two-story white house with a front porch, a staircase, and a small front yard.

14. 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, (9 reviews)
The price is CA $268
CA $589 total
includes taxes & fees
Nov 16 - Nov 17
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

15. Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville

Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
Charlottesville
8.0 out of 10, Very good, (2 reviews)
"Very clean and roomy for 2 people."
United States
Glenn C.
The price is CA $569
CA $810 total
includes taxes & fees
Oct 25 - Oct 26
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
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, (116 reviews)
"perfect location to montfair resort where we attended wedding...coffee within walking distance, very clean house, kitchen well stocked, had a fantastic time ..highly recommend you visit here for your stay..."
United States
karen r.
The price is CA $281
CA $476 total
includes taxes & fees
Oct 26 - Oct 27
High Street | Walk to Everything Crozet | Pet-Friendly
A view from a wooden deck overlooking a green field with a forested hill in the background.

17. 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 CA $125
CA $363 total
includes taxes & fees
Nov 4 - Nov 5
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
A rural landscape with barns and a green field.

18. Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
The price is CA $352
CA $432 total
includes taxes & fees
Oct 27 - Oct 28
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A white single-story house with a porch, a chimney, and a small tree in front.

19. Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
The price is CA $352
CA $432 total
includes taxes & fees
Oct 27 - Oct 28
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A red barn with a white door, surrounded by a wooden fence, set in a grassy field with trees in the background.

20. 1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is CA $737
CA $904 total
includes taxes & fees
Oct 27 - Oct 28
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
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

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

10/10 Excellent
"Had a great stay at the Virginia Guest House! Staff were extremely friendly and helpful. Rooms were nice. Good location to campus. We would stay there again!"
Mary 3-night trip
Posted 2 hours ago
Virginia Guesthouse Hotel

Find out more about Keswick

Keswick Cottages information

Number of reviews
782
Accommodation
91 Cottages
Lowest Price
CA $256
Highest Price
CA $1,413

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 traveler tastes. As for the best deals around? We've got your back!
How can I find cheap cottages in Keswick?
Expedia is here to help you easily source cheap cottages in Keswick. To discover a fantastic stay in just a few keystrokes, try out our handy filter tool to tailor your search results by budget, star rating and amenities.
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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