Search St. Helena Cottage Rentals from CA $207

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Browse Select St. Helena Cottages

Two Master-King Suites+!

10.0 out of 10, Exceptional, (160)
"Excellent location, wonderful property - didn't disappoint in any way!"
The price is CA $562
CA $968 total
includes taxes & fees
Dec 9 - Dec 10
Two Master-King Suites+!

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (74)
"This home met all our needs. Cozy and charming place. We had all our essentials, plenty of extras too. Good location to walk into the town square. "
Historic Cuneo Cottage Downtown Sonoma

The Burndale Barn Wine Country Vacation Home

10.0 out of 10, Exceptional, (40)
"We had two couples stay here for a week to visit wineries. Waking up and having breakfast with a beautiful view to start the day was perfection. The pictures don’t even do the property justice. The place is immaculate and everything you could possibly need is provided. Convenient if going between Napa and Sonoma. Will definitely plan to stay here when we return."
The Burndale Barn Wine Country Vacation Home

Newly Refurbished! Nest Cottage at ru's Farm.

9.8 out of 10, Exceptional, (156)
"This property is exactly as promised. It’s located in such a beautiful area of Healdsburg. If you’re looking for a quiet getaway this is the place for you!"
Newly Refurbished! Nest Cottage at ru's Farm.

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (10)
"We came to Calistoga to attend and wedding. I found the Cottages on VRBO and I am so happy that I did. We found the space great for the two of us. We were able to walk to the main street. The host communicated well. We enjoyed our stay! We will be back."
The price is CA $384
CA $524 total
includes taxes & fees
Dec 3 - Dec 4
Escape to Wine County in your independant Cottage in Downtown Calistoga

Cottage at Main Street Farmhouse!

10.0 out of 10, Exceptional, (72)
"Lovely studio to return to after a day in Napa. A little too far to walk downtown but an easy 5 minute drive."
The price is CA $273
CA $473 total
includes taxes & fees
Dec 2 - Dec 3
Cottage at Main Street Farmhouse!

Cozy 1 BR Cottage 2 Block Stroll to Sonoma Plaza.

10.0 out of 10, Exceptional, (203)
"Charming little cottage filled with local art. Loved the front porch. Perfect location and within walking distance to so many shops and restaurants. "
Cozy 1 BR Cottage 2 Block Stroll to Sonoma Plaza.

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

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

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (123)
"We thoroughly enjoyed our time at the house. It was as advertised and had everything that we needed. The host was incredibly helpful and provided many great recommendations for activities in Napa - specifically, a wonderful winery named Vinoce... definitely a must visit. Would stay again :)"
Downtown Napa Cottage- walking distance to City Center

Cozy Cottage for two in Northern California wine country

9.8 out of 10, Exceptional, (30)
"Came for a romantic getaway and wine-touring. The place is very cozy, but had all the elements we needed! Bed was very comfortable, linens lovely (we’re fussy), kitchen well-equipped, bathroom with a great shower, and comfortable couch with great big TV for winding down at night. The place was a very quick walk to a convenience store and wood fired pizza place, mexican gelato place and bakery. We walked the 2 miles into the heart of Sonoma easily (mostly bike path). Ubers were easy home,...
Cozy Cottage for two in Northern California wine country

Haileys Place In Wine Country

10.0 out of 10, Exceptional, (27)
"Amazing setting, peaceful and beautiful while being close to town."
Haileys Place In Wine Country

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (27)
"Adorable, comfortable, neat and clean. It had everything we needed except a crab claw cracker. Loved the outdoor seating areas, especially the fire pit area. A true home away from home. "
Chalk Hill Cottage Close to Wineries

Healdsburg Cottage Walk to the Plaza, Workspace

9.8 out of 10, Exceptional, (219)
"Just an adorable space and so well appointed! Kelly was easy to communicate with and the check in process was cake! We could walk to the Healdsburg plaza and it’s a quick drive to tons of wineries. We will definitely be visiting again!"
Healdsburg Cottage Walk to the Plaza, Workspace

Cozy Historical Cottage In Petaluma

10.0 out of 10, Exceptional, (3)
"Super cute space perfect for a single or couple. Exactly as in pictures. Convenient location. Well stocked place. "
Cozy Historical Cottage In Petaluma

Shandon Oaks. Private 1-Bedroom Garden Cottage on Sonoma's East side.

10.0 out of 10, Exceptional, (150)
"Great location, stocked with tea, coffee, hair dryer and some toiletries. Joe and his adorable dog Fergus were very welcoming and also gave us privacy, despite the VRBO being a guesthouse on their property. Would definitely stay here again."
Shandon Oaks. Private 1-Bedroom Garden Cottage on Sonoma's East side.

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is CA $269
CA $300 total
includes taxes & fees
Dec 4 - Dec 5
Backyard Garden Oasis

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

9.6 out of 10, Exceptional, (33)
"Cozy, clean with beautiful garden!!"
Romantic Casita w/ Garden + Deck 2 Miles to Plaza!

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (48)
"This cottage in Santa Rosa’s West End neighborhood had everything we needed for my birthday weekend. The wine and milk provided by the host was a really nice touch. Bed was comfy, easy check in, everything worked well, close to good restaurants."
1 Bedroom Cottage Walking Distance to Down Town

Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

The price is CA $207
CA $363 total
includes taxes & fees
Nov 27 - Nov 28
Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

Vineyard View Home with a Complimentary Wine Tasting

9.0 out of 10, Wonderful, (6)
"The house itself was very nice and the owner was very communicative for the most part. Outside of that, we unfortunately had a very negative experience as the location of the house was over 2.5 miles from town (Where the listing had shown it to be) which resulted in us being stranded in town on the final night of our stay. This difference was material, and the location was the sole reason we booked it as we anticipated transportation being difficult and had a busy weekend of wedding events...
Vineyard View Home with a Complimentary Wine Tasting
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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Other property types in St. Helena

Harvest Inn

4.5 star property
9.4 out of 10, Exceptional, (1052)
"Excellent as always. If I could change one thing, though, it's those awful Keurig machines. I have no idea why HI uses them, as they make bad coffee, are inelegant in sound and silhouette, and are rather archaic. Everything else is just top notch. "
The price is CA $334
CA $385 total
includes taxes & fees
Dec 25 - Dec 26
Harvest Inn

Wine Country Inn & Cottages Napa Valley

4.0 star property
9.0 out of 10, Wonderful, (702)
"We enjoyed access to the jacuzzi and pool, our balcony, sitting areas around the property, the small complementary wine bottle upon our arrival, but staff seemed overworked and unhappy, cleanliness left much to be desired, including coffee stain left on the wall and no housekeeping services. "
Wine Country Inn & Cottages Napa Valley

Rancho Caymus Inn

4.0 star property
9.8 out of 10, Exceptional, (828)
"Beautiful, romantic, super clean. "
The price is CA $316
CA $396 total
includes taxes & fees
Dec 17 - Dec 18
Rancho Caymus Inn
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

How much do cottages in St. Helena cost?
Cottages in St. Helena range between CA $207 and CA $562 per night. These retreats offer a chance to get in touch with nature — 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 St. Helena?
Lock in your vacation dates and then pick from 129 cottages in St. Helena. Thinking about a place where you can immerse yourself in nature? Expedia can help you find your ideal stay in a few quick clicks.
Why book your cottage in St. Helena with Expedia?
Reserving a cottage in St. Helena is as easy as working out your travel dates and selecting your ideal place for a getaway in nature. From luxurious retreats to affordable properties and cottages that offer perks like a pool, Expedia has something for all styles. As for the best offers around? We have them too!
How can I find cheap cottages in St. Helena?
The best way to find cheap cottages in St. Helena is with Expedia’s convenient filter tool. Narrow down your search results by star rating, amenities and budget to land unbeatable bargains in a few clicks.
What is there to do in St. Helena near my cottage?
St. Helena has enough experiences to keep you on the go for weeks, beginning with V. Sattui Winery. Charles Krug Winery, Beringer Vineyards and Duckhorn Vineyards are other renowned attractions. If you’re in town for longer, HALL St. Helena Winery and Rutherford Hill Winery will cap off your itinerary nicely.