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Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Cottages in St. Helena

Charming Newcomb Cottage Downtown Sonoma
Relax in a serene outdoor space with a patio overlooking a well-maintained lawn and trees.

Charming Newcomb Cottage Downtown Sonoma

10.0 out of 10, Exceptional, (41)
"Great house, great yard, great location!"
Charming Newcomb Cottage Downtown Sonoma
Downtown Napa Cottage- walking distance to City Center
Experience the charm of 1888 Semorile, a historic building with a classic entrance, arched windows, and a balcony.

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (127)
"Nice house, comfortable living room and bedrooms, outdoor spaces great with gas and charcoal grills available. Convenient off street parking. Close to downtown Napa."
The price is ￥33,032
￥63,102 total
includes taxes & fees
Aug 11 - Aug 12
Downtown Napa Cottage- walking distance to City Center
Historic Cuneo Cottage Downtown Sonoma
Enjoy a meal or refreshments on the shaded deck surrounded by mature trees.

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (84)
"I thought the cottage was very cozy. It had everything we needed to stay in and enjoy plus it was located so close to the square that we were able to just walk out our door and down to the city center. The backyard was very large which was really nice for our dogs. "
Historic Cuneo Cottage Downtown Sonoma
Escape to Wine County in your independant Cottage in Downtown Calistoga
Charming single-story house with a gabled roof and inviting front porch.

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is ￥44,073
￥59,865 total
includes taxes & fees
Aug 4 - Aug 5
Escape to Wine County in your independant Cottage in Downtown Calistoga
Backyard Garden Oasis
Escape to a serene retreat surrounded by mature trees and a well-manicured lawn.

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (47)
"perfect place"
The price is ￥28,596
￥31,884 total
includes taxes & fees
Aug 4 - Aug 5
Backyard Garden Oasis
Wine Country 2 bedroom Cottage (with Optional 1 bedroom Guest House)
Enjoy a serene garden setting with a well-maintained variety of plants and flowers.

Wine Country 2 bedroom Cottage (with Optional 1 bedroom Guest House)

9.8 out of 10, Exceptional, (330)
"The house was easy to find and within short driving distance to Sonoma square and restaurants. The host was extremely responsive. We enjoyed our stay. "
Wine Country 2 bedroom Cottage (with Optional 1 bedroom Guest House)
Luxury Sonoma Cottage: Sanctuary with Pool! Close to Square & Wineries
Enjoy a retreat surrounded by lush greenery and a well-maintained lawn.

Luxury Sonoma Cottage: Sanctuary with Pool! Close to Square & Wineries

9.8 out of 10, Exceptional, (149)
"The Dove cottage was cozy Thanksgiving goodness! Just the right size for my husband , Mom and I!"
Luxury Sonoma Cottage: Sanctuary with Pool! Close to Square & Wineries
Comfort and Style in Our Queen Cottage
Situated in a serene suburban setting, this charming house offers a peaceful retreat surrounded by a beautifully maintained garden.

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Nice location and space was very comfortable"
The price is ￥26,385
￥35,483 total
includes taxes & fees
Aug 5 - Aug 6
Comfort and Style in Our Queen Cottage
Cozy 1 BR Cottage 2 Block Stroll to Sonoma Plaza.
Set amidst lush greenery, this charming house offers a serene and retreat.

Cozy 1 BR Cottage 2 Block Stroll to Sonoma Plaza.

10.0 out of 10, Exceptional, (215)
"The cottage is so cozy and comfortable. We loved sitting on the covered patio listening to the rain. Such a great location. Super easy walk to the plaza and easy drive to Jack London State Park and Sugarloaf Ridge State Park. "
Cozy 1 BR Cottage 2 Block Stroll to Sonoma Plaza.
Studio cottage retreat in a vineyard setting
Enjoy a romantic dinner on the deck with a beautiful view of the surrounding landscape.

Studio cottage retreat in a vineyard setting

10.0 out of 10, Exceptional, (64)
"Great little place - highly recommend!"
Studio cottage retreat in a vineyard setting
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Situated in a wooded area, this cabin features a simple, rustic design with a sloped roof and large windows.

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Cottage in the Oaks with Pool
Relax by the serene pool surrounded by lush greenery and trees, with lounge chairs and umbrellas for a tranquil retreat.

Cottage in the Oaks with Pool

9.8 out of 10, Exceptional, (49)
"Spontaneous girls weekend, loved the “privateq"
Cottage in the Oaks with Pool
Two Master-King Suites+!
Stunning two-story home with a charming facade, featuring a green front door, covered porch, and beautifully manicured yard.

Two Master-King Suites+!

10.0 out of 10, Exceptional, (170)
"Excellent location, wonderful property - didn't disappoint in any way!"
The price is ￥58,813
￥96,378 total
includes taxes & fees
Sep 3 - Sep 4
Two Master-King Suites+!
Chalk Hill Cottage Close to Wineries
Situated in a serene wooded area, this charming home offers a peaceful retreat with a front porch and lush garden.

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (39)
"The Chalk Hill cottage was the perfect getaway for Sonoma wine lovers. Located in Alexander Valley and close to great wineries."
Chalk Hill Cottage Close to Wineries
Wine Country Bungalow
Stunning single-story home with a covered porch, two windows, and a beautifully landscaped garden.

Wine Country Bungalow

9.8 out of 10, Exceptional, (45)
"Very comfortable and super clean"
Wine Country Bungalow
Private 1-bedroom Guest House with Great Amenities
Charming single-story house with a cozy porch and garden area.

Private 1-bedroom Guest House with Great Amenities

10.0 out of 10, Exceptional, (11)
"Our group had a wonderful time. The property was perfect in every way & would certainly rent again if lucky enough to return to Healdsburg."
Private 1-bedroom Guest House with Great Amenities
Charming Mid-Century Bungalow in the Heart of Old Petaluma
Cozy retreat with a single bed, bedside table, and door to a bathroom featuring a bathtub.

Charming Mid-Century Bungalow in the Heart of Old Petaluma

10.0 out of 10, Exceptional, (52)
"I book this place when I have family in town. Gives them a personal space & is easily walkable if they want to meander."
Charming Mid-Century Bungalow in the Heart of Old Petaluma
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Enjoy a serene garden oasis with lush greenery and a variety of plants surrounding this charming home.

Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!

9.8 out of 10, Exceptional, (42)
"Great location. Clean.. Great communication with property manager. The problem is that the second bedroom is really the attic, and even with window AC was 10 degrees hotter than first floor. Also colder at n ight so in warmer months this could potentially be a problem."
The price is ￥57,844
￥132,971 total
includes taxes & fees
Aug 11 - Aug 12
Healdsburg Plaza Gem--Complimentary wine tasting at Croix included!
Cozy Historical Cottage In Petaluma
Relax in a comfortable room with a sofa, desk, and chair, perfect for work or reading.

Cozy Historical Cottage In Petaluma

10.0 out of 10, Exceptional, (11)
"The cottage is very cozy and comfortable. Easy walk to downtown. Would love to stay here again."
Cozy Historical Cottage In Petaluma
1 Bedroom Cottage Walking Distance to Down Town
Guests can enjoy a welcoming outdoor seating area with comfortable chairs and a beautiful planter box.

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (56)
"Walking distance to many good coffee shops, bakeries, restaurants and shops while being in a very quiet area for a good nights sleep!"
1 Bedroom Cottage Walking Distance to Down Town
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"Good breakfast, especially the biscuit. "
Hung 1-night trip
Posted 11 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Frequently asked questions

How much do cottages in St. Helena cost?
Rates for cottages in St. Helena range between ￥26,385 and ￥58,813 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 168 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.