Search St. Helena Cottages

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.

Most hotels are fully refundable. Because flexibility matters.

Browse Select St. Helena Cottages

Charming Town Cottage in the Heart of Wine Country

Charming Town Cottage in the Heart of Wine Country

1013 Myrtle Street, Calistoga, CA
Located in the heart of Calistoga, this cottage is steps away from Napa River, Ca'toga Art Gallery and Palmer House. Calistoga Spit N' Cycle and Pioneer Park ...
4.6/5 Exceptional! (31 reviews)
Calistoga Wine Country
"GREAT LOCATION. Fun accommodation; comfortable & baronial furnishing. Considerate host"

Reviewed on 16 Oct 2021

Get rates
Charming Town Cottage in the Heart of Wine Country
Romantic Sonoma Cottage On 1 Acre In Wine Country

Romantic Sonoma Cottage On 1 Acre In Wine Country

20385 Harrington Drive, Sonoma, CA
Located in the heart of Sonoma, this historic cottage is within 2 miles (3 km) of Sonoma TrainTown Railroad, Sonoma Valley Museum of Art and Sonoma City Hall. ...
4.9/5 Exceptional! (52 reviews)
Why is the shower in a different building?
"I’ll start with the good. The owners were very responsive via email and app and the check in process was easy. The king bed was comfy and the back patio was peaceful. Now for the disappointing. The pics of the property are misleading. It makes it look like the house is all self contained and it’s ..."

Reviewed on 4 Mar 2020

Get rates
Romantic Sonoma Cottage On 1 Acre In Wine Country
Cottages at Healdsburg

Cottages at Healdsburg

4 out of 5
425 Foss Street, Healdsburg, CA
The price is £337 per night from 14 Nov to 14 Nov
Situated in Healdsburg, this cottage is within a 5-minute walk of Raven Performing Arts Theater, Healdsburg Center for the Arts and Healdsburg Plaza. Healdsburg ...
4.8/5 Exceptional! (29 reviews)
"Everything was so amazing! The room was more spacious than we expected, complete with a little living room and dining table, plus a cute back porch. There was private onsite parking which was so convenient, and the property was in walking distance of the town center. Looking forward to coming back ..."

Reviewed on 27 Jul 2021

Cottages at Healdsburg
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Downtown Napa Cottage- walking distance to City Center

Downtown Napa Cottage- walking distance to City Center

Napa, CA
Located in the heart of Napa, this historic cottage is within a 15-minute walk of Napa Opera House, Downtown Napa Association, and Scientopia Discovery Center. ...
4.8/5 Exceptional! (59 reviews)
Perfect romantic getaway
"My husband and I were celebrating our wedding anniversary, and the size and location of this house was perfect for 2 people. The king bed was super comfy. And the outdoor space offered several places to enjoy a meal or a bottle of wine. We really enjoyed the town of Napa and being able to easily ..."

Reviewed on 15 Oct 2021

Get rates
Downtown Napa Cottage- walking distance to City Center
Main Street Farmhouse Cottage

Main Street Farmhouse Cottage

2531 Main St, Napa, CA
The price is £303 per night from 2 Nov to 2 Nov
Situated in Napa, this cottage is within 1 mile (2 km) of Scientopia Discovery Center, Napa Valley Wine Train and Oxbow Commons. Oxbow Public Market and Napa ...
4.9/5 Exceptional! (31 reviews)
"Our cottage was spacious with very fitting decor theme , very spacious , comfortable beds , large bathroom with tub and shower . Offered amenities were quite nice. The small kitchenette had coffeemaker, toaster and toaster oven plus a microwave . The owners thought of everything to make guests feel ..."

Reviewed on 13 Oct 2021

Main Street Farmhouse Cottage
The Atlas Calistoga - Cottage #2

The Atlas Calistoga - Cottage #2

Calistoga, CA
The price is £438 per night from 1 Nov to 1 Nov
Situated in Calistoga, this cottage is within a 5-minute walk of Napa County Fairgrounds and Napa River. Sharpsteen Museum and Calistoga Speedway are also within ...
5/5 Exceptional! (4 reviews)
Beautiful, comfortable, convenient, classy cottage
"We were so impressed with this perfect cottage. It’s is super convenient within walking distance of the Main Street of Calistoga, shopping bakery and restaurants. The finishes within the condo are top notch. It’s very stylish, impeccably clean, very comfortable and situated in a quiet neighborhood. ..."

Reviewed on 30 Sep 2021

The Atlas Calistoga - Cottage #2
Luxe, Modern, Lavish Views, Minutes To Town 3 Bedroom Home

Luxe, Modern, Lavish Views, Minutes To Town 3 Bedroom Home

4 out of 5
583 Montecito Blvd A, Napa, CA
Located in Montecito Heights, this cottage is within 2 miles (3 km) of Napa Valley Expo, Napa River and Oxbow Public Market. Oxbow Commons and Napa Valley Wine ...
Get rates
Luxe, Modern, Lavish Views, Minutes To Town 3 Bedroom Home
The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1

Calistoga, California
The price is £486 per night from 21 Oct to 21 Oct
Situated in Calistoga, this cottage is within a 5-minute walk of Napa County Fairgrounds and Napa River. Sharpsteen Museum and Calistoga Speedway are also within ...
5/5 Exceptional! (1 review)
"The room design, quality and the location were great."

Reviewed on 1 Sep 2021

The Atlas Calistoga - Cottage #1
Romantic Casita w/ Garden + Deck 2 Miles to Plaza!

Romantic Casita w/ Garden + Deck 2 Miles to Plaza!

17621 Sunset Way, Sonoma, CA
Located in Fetters Hot Springs-Agua Caliente, this cottage is within 3 miles (5 km) of Sonoma Golf Club, Vallejo Home and Valley of the Moon Winery & Vineyards. ...
4.4/5 Wonderful! (14 reviews)
Awesome
"Stayed for 3 nights. Pictures do not do it justice...it is so beautiful and peaceful. Monica the owner was there in the main house and she was so helpful. Our first night we hung out on the back patio with her drinking wine and talking. It was so much fun. We will definitely be going back!"

Reviewed on 3 Aug 2021

Get rates
Romantic Casita w/ Garden + Deck 2 Miles to Plaza!
Relaxing - Romantic - Mid-Century Bungalow- easy walk to Downtown.

Relaxing - Romantic - Mid-Century Bungalow- easy walk to Downtown.

223 8th St, Petaluma, CA
Located in the heart of Petaluma, this historic cottage is within a 15-minute walk of Petaluma Historical Museum, Bernstein Institute, and Phoenix Theater. Petaluma ...
5/5 Exceptional! (3 reviews)
petaluma
"Great property, better in person than online. Clean. Very comfortable bed."

Reviewed on 15 Oct 2021

Get rates
Relaxing - Romantic - Mid-Century Bungalow- easy walk to Downtown.
Dry Creek Cottage - Healdsburg

Dry Creek Cottage - Healdsburg

319 Dry Creek Rd, Healdsburg, CA
Situated in Healdsburg, this cottage is within 2 miles (3 km) of Healdsburg District Hospital, Simi Winery and Raven Performing Arts Theater. Wilson Winery and ...
4.8/5 Exceptional! (69 reviews)
Close to town but feels like the country
"We had a great weekend at this little cottage. Hosts were lovely and helpful. The place has everything you need, including access to a nice pool and hot tub. We loved being so close to town and the wineries. We look forward to returning."

Reviewed on 14 Oct 2021

Get rates
Dry Creek Cottage - Healdsburg
Healdsburg Quintessential Wine Country Cottage

Healdsburg Quintessential Wine Country Cottage

5960 Eastside Road, Healdsburg, CA
Situated in Healdsburg, this romantic cottage is within 6 miles (10 km) of Russian River, Kistler Vineyards and Russian River Vineyard. Hartford Family Winery ...
5/5 Exceptional! (3 reviews)
Great Vineyard Home
"This home is a beautiful & peaceful property to stay at. It was easy to relax & enjoy the setting."

Reviewed on 11 Aug 2021

Get rates
Healdsburg Quintessential Wine Country Cottage
Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home

Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home

2020 Hayes Street, Napa, CA
Located in the centre of Napa, this family-friendly cottage is within a 15-minute walk of Napa Opera House, Scientopia Discovery Center and JaM Cellars. Oxbow ...
4.9/5 Exceptional! (87 reviews)
Great communication and very helpful.
"Everything perfect! First class!"

Reviewed on 16 Oct 2021

Get rates
Available * Downtown Napa- Beautifully Remodeled --2Bedroom 2 Bathroom Home
The Atlas Calistoga - Cottage #3

The Atlas Calistoga - Cottage #3

Calistoga, California
Located in the heart of Calistoga, this cottage is within a 5-minute walk of Napa County Fairgrounds and Napa River. Sharpsteen Museum and Calistoga Speedway ...
5/5 Exceptional! (1 review)
Well appointed modern cottage just blocks from downtown!
"Quiet, clean, very well appointed with great outdoor space!"

Reviewed on 14 Jul 2021

Get rates
The Atlas Calistoga - Cottage #3
West End Cottage

West End Cottage

112 10th St, Santa Rosa, CA
The price is £206 per night from 24 Oct to 24 Oct
Located in the heart of Santa Rosa, this historic cottage is within a 10-minute walk of Railroad Square Historic District, Sonoma County Museum, and California ...
5/5 Exceptional! (2 reviews)
Lovely cottage
"My husband & I enjoyed West End Cottage. It was quaint, quiet, & comfortable. Perfect for a weekend in wine country. We’ll be back again."

Reviewed on 16 Aug 2021

West End Cottage
Ideal Two Couple Wine Country Retreat!

Ideal Two Couple Wine Country Retreat!

835 Broadway, Sonoma, CA
The price is £894 per night from 15 Nov to 15 Nov
Located in the centre of Sonoma, this family-friendly cottage is within a 10-minute walk of Sonoma Valley Museum of Art, Sonoma Plaza and Sebastiani Theatre. ...
5/5 Exceptional! (101 reviews)
Perfect property for two couples visiting Sonoma
"This was the perfect rental for two couples visiting wine country. We loved the two king size beds and the location. Beautiful home and kitchen was stocked with coffee and basic needs for our trip. The host proactively checked in on us and made things easy! This is on Broadway so there is significant ..."

Reviewed on 12 Oct 2021

Ideal Two Couple Wine Country Retreat!
Private Hot Tub, 2.6 miles to Sonoma Plaza and Wineries, Bikes Included

Private Hot Tub, 2.6 miles to Sonoma Plaza and Wineries, Bikes Included

804 Siesta Way, Sonoma, CA
Situated in Sonoma, this cottage is within 3 miles (5 km) of Vallejo Home, Sonoma Golf Club and Sonoma City Hall. Sonoma Barracks and Sonoma Presidio are also ...
5/5 Exceptional! (200 reviews)
Lovely stay
"This property was exactly what we were looking for to get away. The space inside is beautifully maintained and decorated and had plenty of room for the two of us. Very clean, had everything we needed. The bed was SO comfortable and it was very quiet at night so we felt well rested. We loved the sunny ..."

Reviewed on 29 Sep 2021

Get rates
Private Hot Tub, 2.6 miles to Sonoma Plaza and Wineries, Bikes Included
Elegant - Peaceful - Romantic - Private

Elegant - Peaceful - Romantic - Private

607 Johnson Street, Healdsburg, CA
Located in the heart of Healdsburg, this historic cottage is within a 10-minute walk of Raven Performing Arts Theater, Healdsburg Center for the Arts, and Healdsburg ...
4.8/5 Exceptional! (177 reviews)
Healdsburg vacay
"Well within walking distance to the square and lots of restaurants and shops. Only criticism was that wifi was much slower than anticipated and almost unusable. Otherwise we loved the property."

Reviewed on 17 Oct 2021

Get rates
Elegant - Peaceful - Romantic - Private
Cottage in the Oaks with Pool

Cottage in the Oaks with Pool

3150 Hawks Beard, Sonoma, CA
Situated in Sonoma, this cottage is within 6 miles (10 km) of Sonoma Golf Club, Sonoma State Historic Park and Sonoma Valley Hospital. Sonoma Plaza and Sonoma ...
4.8/5 Exceptional! (23 reviews)
Serenity with a view of Sonoma!
"My wife and I stayed at JP's place and couldn't have been more pleased with our stay. Privacy, cleanliness and the most relaxing stay we ever could have had. I highly recommend this as a hub to visit all the wineries in Sonoma, Napa and Healdsburg. Five stars!"

Reviewed on 4 Oct 2021

Get rates
Cottage in the Oaks with Pool
Newly refurbished for 2020 season! In an Upscale Neighborhood, Stunning views!

Newly refurbished for 2020 season! In an Upscale Neighborhood, Stunning views!

1441Twilight Place, Santa Rosa, CA
This family-friendly cottage is located in the city centte, within 2 mi (3 km) of Trione-Annadel State Park and Spring Lake Park. Sonoma County Fairgrounds and ...
5/5 Exceptional! (115 reviews)
Home away from home
"Great place to explore the wine country of Sonoma! We had a great time our entire stay. Rental was spotless and easy to use. Check in and out was easy. It was like home away from home."

Reviewed on 16 Oct 2021

Get rates
Newly refurbished for 2020 season! In an Upscale Neighborhood, Stunning views!
Don't see what you're looking for?
See all available properties in St. Helena
View all properties
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.

Other property types in St. Helena

Harvest Inn

Harvest Inn

4.5 out of 5
One Main St, St. Helena, CA
The price is £345 per night from 14 Nov to 14 Nov
4.5/5 Wonderful! (989 reviews)
"Very prompt room service for coffee pods and to fix a light bulb"

Reviewed on 6 Oct 2021

Harvest Inn
Rancho Caymus Inn

Rancho Caymus Inn

3.5 out of 5
1140 Rutherford Rd., St. Helena, CA
The price is £327 per night from 2 Nov to 2 Nov
4.9/5 Exceptional! (493 reviews)
"Lovely accommodations, courtyard and breakfast. Very helpful and friendly staff. No external views, however."

Reviewed on 1 Oct 2021

Rancho Caymus Inn
Auberge Du Soleil

Auberge Du Soleil

5 out of 5
180 Rutherford Hill Rd, St. Helena, CA
The price is £1,089 per night from 10 Nov to 10 Nov
4.8/5 Exceptional! (60 reviews)
"This property is perfect for anyone that wants to feel like they are transported to Europe but only have a weekend to have a vacation. Take advantage of all the complimentary amenities when staying here. Ask for a canvas to paint on, and try painting on your balcony. Then at midnight go for a swim ..."

Reviewed on 11 Sep 2021

Auberge Du Soleil
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.

More trip options