A vineyard with rows of grapevines leading to a large, historic building surrounded by green hills.

Search Wine Country Cottage Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Wine Country cottages

1. Enchanting Creekside Retreat: Your Downtown Oasis

Enchanting Creekside Retreat: Your Downtown Oasis
Hopland
9.8 out of 10, Exceptional, (18 reviews)
"This is a handy location for Hopland "
United States
Chuck R.
The price is ¥22,736
¥39,535 total
includes taxes & fees
Nov 6 - Nov 7
Enchanting Creekside Retreat: Your Downtown Oasis

2. Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (98 reviews)
"Excellent location and cozy!"
United States
Lori
The price is ¥29,841
¥49,514 total
includes taxes & fees
Nov 10 - Nov 11
Cottage at Main Street Farmhouse!

3. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is ¥15,473
¥30,315 total
includes taxes & fees
Nov 9 - Nov 10
Garden house with gas fireplace

4. Historic Ridgewood Ranch • Charming Guest Cottage

Historic Ridgewood Ranch • Charming Guest Cottage
Willits
9.2 out of 10, Wonderful, (18 reviews)
"Our stay was very nice. Clean and comfortable. We loved the farm stand and all the things about seabiscuit! Host was very responsive and helpful. Would recommend to anyone."
United States
Elizabeth S.
The price is ¥21,315
¥41,012 total
includes taxes & fees
Nov 5 - Nov 6
Historic Ridgewood Ranch • Charming Guest Cottage

5. Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Sonoma
10.0 out of 10, Exceptional, (7 reviews)
"Had a wonderful stay, right next to a vinyard. Area was nice and quiet. Would definitely recommend. "
United States
David B.
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

6. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (83 reviews)
"Our stay was pleasant, the place was exceptionally clean and the owners were very helpful."
United States
joanne h.
The price is ¥36,315
¥68,935 total
includes taxes & fees
Nov 6 - Nov 7
Wine Country Cottage in downtown Santa Rosa, CA

7. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.6 out of 10, Exceptional, (49 reviews)
"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...
United States
William
The price is ¥55,104
¥72,399 total
includes taxes & fees
Nov 9 - Nov 10
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

8. Charming Historic Apartment Cottage at Ridgewood Ranch

Charming Historic Apartment Cottage at Ridgewood Ranch
Willits
8.0 out of 10, Very good, (3 reviews)
"Amazing property and an amazing host! We were here for an extended stay and they were very accommodating and helpful. The property had some renovations happening and the host contacted us in advance to let us know and share complete transparency. The apartment clean, cute and efficient. The property was beautiful and we enjoyed daily walks to visit the animals. We would highly recommend this place to anyone who enjoys peace and quiet and the outdoors."
United States
Trey G.
The price is ¥19,894
¥34,578 total
includes taxes & fees
Nov 17 - Nov 18
Charming Historic Apartment Cottage at Ridgewood Ranch

9. Secluded Ocean-view Retreat: Coastal Gualala Home

Secluded Ocean-view Retreat: Coastal Gualala Home
3.0 star property
Gualala
10.0 out of 10, Exceptional, (1 review)
"Gorgeous views, spacious home, clean and comfortable."
United States
Tracy
The price is ¥38,209
¥76,715 total
includes taxes & fees
Nov 22 - Nov 23
Secluded Ocean-view Retreat: Coastal Gualala Home

10. Hot tub lake wine Cottage State Park 4 mins away

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
9.8 out of 10, Exceptional, (7 reviews)
"10/10 stay!"
United States
Janneth M.
The price is ¥20,453
¥42,150 total
includes taxes & fees
Nov 9 - Nov 10
Hot tub lake wine Cottage State Park 4 mins away

11. RustRidge Bed and Breakfast - Rustridge Cottage

RustRidge Bed and Breakfast - Rustridge Cottage
St Helena
8.0 out of 10, Very good, (3 reviews)
"We had a magical time. The horses, pool, Vinyard and hospitality was wonderful. What a special ranch. Oh and the breakfast! Delicious!!"
United States
ila m.
The price is ¥65,130
¥80,584 total
includes taxes & fees
Nov 5 - Nov 6
RustRidge Bed and Breakfast - Rustridge Cottage

12. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (5 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is ¥55,104
¥72,399 total
includes taxes & fees
Nov 9 - Nov 10
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

13. Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
9.8 out of 10, Exceptional, (8 reviews)
"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"
United States
Jennifer G.
The price is ¥55,104
¥72,399 total
includes taxes & fees
Nov 9 - Nov 10
Escape to wine country in your independent cottage in downtown Calistoga

14. Two Master-King Suites+!

Two Master-King Suites+!
Sonoma
10.0 out of 10, Exceptional, (209 reviews)
"This was a fantastic stay! A charming, clean, and well designed house in an excellent location."
United States
Ann R.
The price is ¥62,998
¥107,184 total
includes taxes & fees
Nov 8 - Nov 9
Two Master-King Suites+!

15. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is ¥27,631
¥59,367 total
includes taxes & fees
Nov 23 - Nov 24
Country Carriage House in Downtown Geyserville, Vineyard Views

16. Sal's Beach Cottage Retreat

Sal's Beach Cottage Retreat
Fort Bragg
10.0 out of 10, Exceptional, (7 reviews)
"Awesome spot! Loved it!"
United States
Matt P.
The price is ¥48,314
¥74,524 total
includes taxes & fees
Nov 5 - Nov 6
Sal's Beach Cottage Retreat

17. Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (14 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is ¥29,210
¥56,533 total
includes taxes & fees
Nov 5 - Nov 6
Pumpkin House Summary

18. Hillside Retreat in the Redwoods | Hot Tub

Hillside Retreat in the Redwoods | Hot Tub
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Nice and cozy!"
United States
John B.
The price is ¥55,576
¥95,687 total
includes taxes & fees
Nov 12 - Nov 13
Hillside Retreat in the Redwoods | Hot Tub

19. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
The price is ¥27,157
¥43,202 total
includes taxes & fees
Nov 8 - Nov 9
Watefront Getaway w/ Mtn Views & Dock in Clearlake

20. Point Arena Lighthouse - Head Keeper's House

Point Arena Lighthouse - Head Keeper's House
Point Arena
8.0 out of 10, Very good, (1 review)
The price is ¥55,104
¥83,183 total
includes taxes & fees
Nov 5 - Nov 6
Point Arena Lighthouse - Head Keeper's House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wine Country Hotel Reviews

Find out more about Wine Country

Wine Country Cottages information

Number of reviews
538
Accommodation
90 Cottages
Lowest Price
¥30,315
Highest Price
¥107,184

Frequently asked questions

How much do cottages in Wine Country cost?
Cottages in Wine Country range between ¥30,315 and ¥107,184 per night. These retreats offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Wine Country?
Wine Country has 90 cottages on offer. Enter your travel dates and destination and start planning your next getaway today.
Why book your cottage in Wine Country with Expedia?
Reserving a cottage in Wine Country is as easy as clicking on your travel dates and selecting your ideal place for a getaway in nature. From luxurious retreats to inexpensive properties and cottages that have amenities like laundry facilities, Expedia has something for all tastes. As for awesome deals? We've got you covered!
How can I find cheap cottages in Wine Country?
With Expedia's filter tool, comparing cheap cottages in Wine Country is a snap. To find accommodations that are friendly on the wallet, narrow your search by star rating, amenities and budget.
What is there to do in Wine Country near my cottage?
Whether you're passionate about arts, culture, shopping or dining, Wine Country offers something for everyone! The leading city of Napa boasts loads of things to do and see, including Alston Park, Westwood Hills Park and Napa Symphony. If you're headed for Santa Rosa, Luther Burbank Home and Gardens, Sonoma County Fairgrounds and Charles M. Schulz Museum should be on your to-do list.

Explore a world of travel with Expedia