A vineyard with rows of grapevines and a pond.

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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 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, (37 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.
$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
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.
$195 nightly
The price is $223
Oct 6 - Oct 7
Total with taxes and fees
Charming Eastham Guesthouse
A single-story house with a front porch, a small deck, and a well-maintained lawn.

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, (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
Oct 5 - Oct 6
Total with taxes and fees
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.

4. 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 blue house with solar panels on the roof, a small patio with a white umbrella, and a garden with red foliage.

5. 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.
$291 nightly
The price is $339
Oct 1 - Oct 2
Total with taxes and fees
Locust Garden, A North Downtown C'ville Guesthouse
Three Adirondack chairs on a grassy field with a mountain in the background.

6. 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.
$186 nightly
The price is $200
Oct 5 - Oct 6
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

7. 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.
$271 nightly
The price is $291
Oct 1 - Oct 2
Total with taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
A grassy field with three wooden Adirondack chairs and a wooden table.

8. 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
$196 nightly
The price is $210
Oct 5 - Oct 6
Total with taxes and fees
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A two-story white house with a front porch, a staircase, and a small front yard.

9. 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, (5 reviews)
$387 nightly
The price is $442
Oct 27 - Oct 28
Total with taxes and fees
Family-Friendly Cottage 2BR + Loft - Fire Pit, Near UVA, Hiking & Wineries
A two-story house with a porch, a front door, and a mailbox.

10. 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, (10 reviews)
"Looks brand new and very clean. Nice place."
United States
Ron C.
$206 nightly
The price is $235
Oct 27 - Oct 28
Total with taxes and fees
Wandering Bear’s Cottage Near Crozet & Charlottesville, 2 bedroom
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.
$292 nightly
The price is $313
Oct 5 - Oct 6
Total with taxes and fees
'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, (66 reviews)
"Lovely, charming home."
United States
Deborah R.
$303 nightly
The price is $346
Oct 5 - Oct 6
Total with taxes and fees
Unique Cypress cottage, close to Charlottesville with mountain views.
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

13. 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.
$370 nightly
The price is $420
Oct 5 - Oct 6
Total with taxes and fees
Petite Pink Cottage, Perfect for Solo Travelers
A residential area with houses featuring gabled roofs and stone exteriors, surrounded by trees and a mountain backdrop.

14. 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.
$444 nightly
The price is $505
Oct 4 - Oct 5
Total with taxes and fees
Charming Cottage Near Vineyards
A single-story house with a green exterior and a white porch.

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

High Street | Walk to Everything Crozet | Pet-Friendly
Crozet
9.8 out of 10, Exceptional, (115 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.
$313 nightly
The price is $336
Oct 4 - Oct 5
Total with taxes and fees
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.

16. 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.
$487 nightly
The price is $554
Oct 5 - Oct 6
Total with taxes and fees
Cornwall Cottage at Ivy Cottages | Country Living Near Charlottesville
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

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

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
$283 nightly
The price is $303
Oct 5 - Oct 6
Total with taxes and fees
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
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.
$225 nightly
The price is $255
Oct 5 - Oct 6
Total with taxes and fees
Shenandoah Park, SkylineDr.,trails, wine, Massanutten Ski Resort&Charlottesville
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

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

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
$287 nightly
The price is $308
Oct 1 - Oct 2
Total with taxes and fees
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A house with a covered porch, a door, and a garden area with plants and a hose.

20. 40 Acre - Mechum Hill Guest Cottage

40 Acre - Mechum Hill Guest Cottage
Charlottesville
$424 nightly
The price is $466
Oct 4 - Oct 5
Total with taxes and fees
40 Acre - Mechum Hill Guest Cottage
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

English Inn of Charlottesville

English Inn of Charlottesville

10/10 Excellent
"Friendly staff, clean and quiet"
David 1-night trip
Posted 1 hour ago
English Inn of Charlottesville

Find out more about Keswick

Keswick Cottages information

Number of reviews
854
Accommodation
97 Cottages
Lowest Price
$200
Highest Price
$830

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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