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Our top choices for St. Helena cottages

Outdoor dining
Garden house with gas fireplace

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
$231 nightly
The price is $254
Dec 22 - Dec 23
Total with taxes and fees
Garden house with gas fireplace
Exterior
Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!

Cottage at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (83)
"Great little place with easy access to all the fun places in Napa. "
United States
Tommy & Amanda G.
$254 nightly
The price is $288
Dec 21 - Dec 22
Total with taxes and fees
Cottage at Main Street Farmhouse!
Property grounds
Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
$359 nightly
The price is $430
Jan 11 - Jan 12, 2026
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Property grounds
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Forestville
10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
$440 nightly
The price is $495
Dec 21 - Dec 22
Total with taxes and fees
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Exterior
Backyard Garden Oasis

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$209 nightly
The price is $233
Dec 21 - Dec 22
Total with taxes and fees
Backyard Garden Oasis
Property grounds
Charming King Cottage

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11)
"This property was amazing!! Very clean, comfortable and exactly as described in the listing. Our host reached out personally to make sure we had the check in instructions. When we come back to Calistoga we will stay here again!!"
United States
Rich S.
$382 nightly
The price is $458
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming King Cottage
Exterior
Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (62)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
$368 nightly
The price is $389
Jan 2 - Jan 3, 2026
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Terrace/patio
Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveler
$308 nightly
The price is $369
Dec 22 - Dec 23
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior
Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
Calistoga
9.6 out of 10, Exceptional, (30)
"Great place! Clean, and very close to everything!"
United States
Levi J.
$305 nightly
The price is $368
Jan 4 - Jan 5, 2026
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
$305 nightly
The price is $366
Dec 22 - Dec 23
Total with taxes and fees
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Outdoor dining
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

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

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Sonoma
$275 nightly
The price is $304
Jan 19 - Jan 20, 2026
Total with taxes and fees
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Terrace/patio
Cottage, Sleeps 6, Wheelchair & Pet Friendly - Roomy Cottage with Kitchen, Sleeps 6, Wheelchair & Pet Friendly

Cottage, Sleeps 6, Wheelchair & Pet Friendly - Roomy Cottage with Kitchen, Sleeps 6, Wheelchair & Pet Friendly

Cottage, Sleeps 6, Wheelchair & Pet Friendly - Roomy Cottage with Kitchen, Sleeps 6, Wheelchair & Pet Friendly
Winters
$221 nightly
The price is $240
Dec 21 - Dec 22
Total with taxes and fees
Cottage, Sleeps 6, Wheelchair & Pet Friendly - Roomy Cottage with Kitchen, Sleeps 6, Wheelchair & Pet Friendly
Outdoor dining
Yurt - Camping Yurt with Kitchen

Yurt - Camping Yurt with Kitchen

Yurt - Camping Yurt with Kitchen
Winters
$182 nightly
The price is $198
Dec 21 - Dec 22
Total with taxes and fees
Yurt - Camping Yurt with Kitchen
Exterior
Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6

Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6

Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6
Winters
$221 nightly
The price is $221
Dec 21 - Dec 22
Total with taxes and fees
Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6
Exterior
Two Master-King Suites+!

Two Master-King Suites+!

Two Master-King Suites+!
Sonoma
10.0 out of 10, Exceptional, (182)
"The house was excellent. Fully stocked with everything we needed. Great location. Very quiet despite being on Broadway. We would definitely stay here again in the future. "
United States
Pam P.
$616 nightly
The price is $676
Dec 21 - Dec 22
Total with taxes and fees
Two Master-King Suites+!
Exterior
Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6

Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6

Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6
Winters
6.0 out of 10, (1)
"Spent night on deck after cabin locked at 9:45 with our keys and phones inside"
United States
Sheryl P.
$221 nightly
The price is $240
Dec 21 - Dec 22
Total with taxes and fees
Cottage, Sleeps 6 - Roomy 1 Bedroom Cottage, Sleeps 4-6
Exterior
Cottage, Sleeps 4 - Roomy 1 Bedroom Cottage with Full Kitchen, Sleeps 4.

Cottage, Sleeps 4 - Roomy 1 Bedroom Cottage with Full Kitchen, Sleeps 4.

Cottage, Sleeps 4 - Roomy 1 Bedroom Cottage with Full Kitchen, Sleeps 4.
Winters
$221 nightly
The price is $240
Dec 21 - Dec 22
Total with taxes and fees
Cottage, Sleeps 4 - Roomy 1 Bedroom Cottage with Full Kitchen, Sleeps 4.
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 St. Helena Hotel Reviews

Napa Valley Marriott Hotel & Spa

Napa Valley Marriott Hotel & Spa

10/10 Excellent
"Great drinks"
Jose 2-night trip
Posted 1 day ago
Napa Valley Marriott Hotel & Spa

Find out more about St. Helena

St. Helena Cottages information

Number of reviews
472
Accommodation
146 Cottages
Lowest Price
$198
Highest Price
$676

Frequently asked questions

How much do cottages in St. Helena cost?
Rates for cottages in St. Helena range between $198 and $676 per night. Whatever your budget, you'll find the ideal place to touch base with nature. 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 St. Helena?
Get in touch with nature in one of the 146 cottages waiting for you in St. Helena. To help you find your ideal place, use our filter tool to search for amenities or perks you need.
Why book your cottage in St. Helena with Expedia?
We think that a vacation should be easy, so if you're searching for cottages in St. Helena at a nice price, Expedia can help. Keep the budget under control and pick a wallet-friendly option far from the downtown buzz, or splurge on an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in St. Helena?
Expedia can help you easily track down cheap cottages in St. Helena. To reserve your special stay in a few quick clicks, simply use our handy filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in St. Helena near my cottage?
St. Helena has enough sights and activities to entertain you for weeks (or months!), beginning with Sullivan Vineyards. Whitehall Lane Winery, Charles Krug Winery and Louis M. Martini Winery are other popular attractions. If you have time to spare, Beringer Vineyards and Flora Springs Winery are great additions to your itinerary.

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