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Modern Wine Country Cottage in Historic Healdsburg, Premiere Location

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First Crush Cottage
Living Room with Wood Burning Fireplace and Vineyard Views
French Doors Leading to Outdoor Dining
Kitchen
Front of House and Driveway

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4120.8 sq m

Popular amenities

  • Dryer
  • Fireplace
  • Washer
  • Barbecue grill
  • Parking available
  • Kitchen

Explore the area

View map
Healdsburg, CA
  • SingleThread Farm at Dry Creek
    ‪10 min walk‬
  • Dry Creek Vineyard
    ‪13 min walk‬
  • Healdsburg Plaza
    ‪8 min drive‬
  • Santa Rosa, CA (STS-Sonoma County)
    ‪20 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Modern Wine Country Cottage in Historic Healdsburg, Premiere Location


*FLEXIBLE Cancellation Policy, Exemplary Cleaning Protocols and Contactless Check-in*

Location! Location Location!!!

Our property is smack dab in the middle of one of the most prestigious wine growing regions in Sonoma County - Dry Creek Valley. The First Crush Cottage is just five miles out of the historic, quaint town of Healdsburg. This renovated, charming, modern cottage provides it all.

Spectacular vineyards surround the meticulously landscaped grounds. It offers terrific location and access to some of the best wineries and restaurants in the world.

The cottage is walking distance to wineries and the historic Dry Creek General Store and just six minutes by car to downtown Healdsburg.

Every stay at the First Crush Cottage also includes a complimentary tasting at world renowned winery - Lambert Bridge. This seated tasting will include a flight of Bordeaux wines expertly paired with local cheeses. This experience will take place in the comfort of their redwood barrel room and is hosted by a Lambert Bridge wine educator. The tasting is valid up to four people and reservations are required at least 24 hours advance. The value of this experience is $75 per person.

Enjoy our garden from May to October and help yourself to the complimentary fresh fruits, vegetables and herbs located on the grounds.

Follow us on Facebook and Instagram @firstcrushcottage

TOT Certificate # - 680N

Keywords: Vacation House

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit one pet total)
$150 Pet Fee
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Smoking

Smoking is not permitted
$100 fee for any lost key.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Healdsburg

Located in Healdsburg, this holiday home is in a rural area and on a river. Dry Creek Vineyard and Unti Vineyards are worth checking out if an activity is on the agenda, while those looking for area attractions can visit SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge. Powell's Sweet Shoppe - Windsor and Cloverdale Citrus Fairgrounds are also worth visiting. Discover the area's water adventures with power boating and fishing nearby, or enjoy the great outdoors with mountain biking and cycling.
Map
Healdsburg, CA

What's nearby

  • SingleThread Farm at Dry Creek - 10 min walk - 0.8 km
  • Dry Creek Vineyard - 13 min walk - 1.1 km
  • Wilson Winery - 3 min drive - 2.9 km
  • Healdsburg Plaza - 8 min drive - 7.7 km
  • River Rock Casino - 17 min drive - 17.6 km

Getting around

  • Santa Rosa Station - 21 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 18 min drive

Restaurants

  • ‪Dry Creek General Store - ‬6 min walk
  • ‪Francis Ford Coppola Winery - ‬8 min drive
  • ‪The Lodge at Healdsburg - ‬5 min drive
  • ‪Hazel Hill - ‬10 min drive
  • ‪Los Plebes Taco Truck - ‬5 min drive

Frequently asked questions

Is Modern Wine Country Cottage in Historic Healdsburg, Premiere Location pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

What time is check-in at Modern Wine Country Cottage in Historic Healdsburg, Premiere Location?

Check-in begins at 4:00 PM.

What time is check-out at Modern Wine Country Cottage in Historic Healdsburg, Premiere Location?

Checkout is at 11:00 AM.

Where is Modern Wine Country Cottage in Historic Healdsburg, Premiere Location located?

Situated on a river, this holiday home is within a 10-minute walk of SingleThread Farm at Dry Creek and Dry Creek Vineyard. Unti Vineyards and Wilson Winery are also within 2 miles (3 km).

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Staff & service

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 150 out of 158 reviews
Rating 8 - Good. 8 out of 158 reviews
Rating 6 - Okay. 0 out of 158 reviews
Rating 4 - Poor. 0 out of 158 reviews
Rating 2 - Terrible. 0 out of 158 reviews

Reviews

10/10 Excellent

Jenelle M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Cottage

We had a wonderful stay! The setting was stunning, nestled in the vineyards and the Cottage was very well laid out with comfortable beds and lovely design. One of our guests had such a great time, that she plans to come back with her spouse!
Stayed 3 nights in Jun 2025

10/10 Excellent

Jacquelyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Healdsburg 2025

Another wonderful stay at this fabulous VRBO. Clean, comfortable, up-to-date and has everything you need. Yard and outside area are great - wonderful patio, beautiful views and a fabulous garden as well. We always looked forward to returning to relax after a busy day of wine tasting. Kimberly and Nicole are great to deal with. We hope to be back next summer. Thanks again for a great stay.
Stayed 9 nights in Jun 2025

10/10 Excellent

Denise N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience

Had a wonderful time - beautiful area and property - would definitely visit again!
Stayed 4 nights in Sep 2023

10/10 Excellent

Rita M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Fantastic Place in Dry Creek

We love staying at this property in Dry Creek! It is so clean and has everything you'd want.. the location is perfect, right in the middle of everything Dry Creek and Healdsburg.
Stayed 4 nights in May 2024

10/10 Excellent

Kim K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Healdsburg

Wonderful property, perfect for a get away. All amenities are top notch! Thank you!
Stayed 2 nights in Apr 2024

10/10 Excellent

Michelle T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

This property is perfect for a fantastic trip with friends. The place is adorable and well-kept. We will be back!
Stayed 3 nights in Nov 2022

10/10 Excellent

Jane G.,

Liked: Cleanliness, check-in, communication, location, listing accuracy

Primo Property

A month of splendor in Dry Creek. Wineries in every direction, minutes from the Healdsburg Square and the coziest cottage ever. Absolutely perfect, ready to rebook!
Stayed 29 nights in Mar 2023

10/10 Excellent

Trish C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing wine country property

This home was perfect for our trip to Sonoma Wine Country. It was in very close proximity to several great wineries and very close to the town of Healdsburg as well. The backyard was magical with fantastic views and the home itself was well appointed and comfortable. Can’t wait to go back!
Stayed 3 nights in Oct 2023

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay!

This home truly is perfect for a weekend getaway in Healdsburg! Just a five minute drive to downtown. A beautiful outdoor area with great views. Plenty of room indoors for a family or two couples. Looking forward to staying again!
Stayed 3 nights in Jun 2023

10/10 Excellent

Chrissie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place and a wonderful host

My family and I stayed here for the Thanksgiving holiday and had an absolutely wonderful stay. The place is well equipped and very cozy with a wood burning fireplace, beautiful outdoor spaces (including multiple fire pits) and comfortable bedrooms. The host is also amazing - communication before, during and after was easy and included fantastic recommendations. And to top it all off, they even treated my family and I to a complimentary tasting at a local winery. Would definitely recommend!
Stayed 3 nights in Nov 2024

10/10 Excellent

P M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful Splendor

The peace, serenity, and splendid views of this house are perfect. We had our morning coffee and tea in the back garden listening to birdsongs, surrounded by the private vineyard, and enjoying stunning views of the forested hills bathed in sunshine. Our evening wine was enjoyed outdoors by the fire pit. This cottage is beautifully decorated, comfortable, wonderfully furnished, has a superbly stocked / updated kitchen, and outdoor sitting areas that include an arbor covered deck, and fire pits - one in front yard and the other in back. The host provided timely communications throughout the process and was very gracious in sharing ideas for things to do and places to dine in and around Healdsburg. We have stayed at rentals around the world... this lovely property ranks with the best. Our stay will long be remembered. We hope to book a return stay!
Stayed 4 nights in May 2025

10/10 Excellent

Kirsten R. R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a sweet property

Loved staying at the property. Super close for wine tasting and quick response from the property manager. Loved the fireplace and the welcome bottle of vino. Thrilled to use the outdoor fire pit the one day it wasn’t raining!
Stayed 9 nights in Dec 2022

10/10 Excellent

Kim K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect getaway

Wonderful property! Perfect location for the run & relaxing & enjoying the Healdsburg area. The updated finishes were lovely. We look forward to returning.
Stayed 2 nights in Apr 2023

10/10 Excellent

Anita R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Winery Experience

Great location, pictures accurately reflect home, clean, loved the herb and vegetable garden outside your door step! Great host, responsive to emails. We thoroughly enjoyed our stay!!! Thank you!
Stayed 3 nights in Sep 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely

The perfect place to use as a home base to enjoy the Healdsburg area. The cottage is nicely decorated, in a bucolic location and yet centrally located. Kimberly was a wonderful host. Very responsive and accommodating. We would love to return on our next visit to the area.
Stayed 2 nights in Apr 2023

10/10 Excellent

Oscar L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely month!

We had a wonderful month long stay at First Crush. The cottage had everything we needed, was very clean, and the property manager was helpful and easy to reach. We thoroughly enjoyed sitting out in the front yard and eating on the back porch. And, the location was the best! We were out among the vineyards but just a three minute drive from Healdsburg Ave. Our sincere thanks to Kimberley and Nicole for everything.
Stayed 28 nights in Jul 2024

10/10 Excellent

Sheri E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Cottage for Winery Visits!

We absolutely loved the location of this home as it is within close proximity to many outstanding wineries. Views of hillsides and even their own rose gardens and grapevines out back are so pleasant to see and make a perfect vibe for your trip. Cottage is well-outfitted, nicely decorated and cozy but nicely suited to 4 people.
Stayed 10 nights in Sep 2022

10/10 Excellent

Sue B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

We had the pleasure of staying at First Crush Cottage to celebrate my 60th birthday. The house was stocked with everything you could need and the outdoor space was beautiful. We really enjoyed the welcome bottle of wine. Thanks Kimberly! We would definitely stay again.
Stayed 5 nights in Sep 2023

10/10 Excellent

Randall A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Sonoma Stay

This house is as described on the website. Easy to find and comfortable place to hang. It was very convenient to a few events we had to attend in the Dry Creek area. But not real close to downtown Healdsburg if that was what you are looking for. Very well stocked kitchen. Would return
Stayed 3 nights in Aug 2024

10/10 Excellent

jolene j.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Model Showroom Ready

This property looks like it is a model home, everything is perfect. The neutral colors are soothing, and the furnishings are top notch. The grounds are charming and well tucked away from Dry Creek as to not hear any occasional traffic. All communications by owner and property manager were cordial and professional. This is a keeper on my list of places to stay when in Healdsburg.
Stayed 3 nights in Apr 2024

10/10 Excellent

Peter M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

What wonderful house!

The house was perfect for two couples. It has been recently remolded with beautiful finishes. It backs up to a vineyard and very close to a number of wineries and downtown Healdsburg. Thank you so much for sharing you beautiful home with us!
Stayed 4 nights in May 2023

10/10 Excellent

Celeste S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Will rent again!

The best property. Our second time renting. Such a cozy charming well equipped centrally located property. Kimberly is so easy to deal with and kind to boot! We will be back b
Stayed 3 nights in Oct 2022

10/10 Excellent

carole a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming wine country cottage

This house was lovely! The inside had everything you needed, and the outside gardens, firepit, and seating areas were perfect! Kitchen was extremely well-appointed. Just minutes away from downtown Healdsburg and walking distance to several wineries and lunch spots, why stay anywhere else? So peaceful and relaxing. Well furnished and stylish! Loved it.
Stayed 2 nights in Sep 2022

10/10 Excellent

Heidi T., Phoenix, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

A weekend of wine and jazz in lovely Healdsburg

An amazing house with all the amenities of your own home, including the best toiletries. A fresh herb garden right outside the kitchen door, beautiful roses surround the property and an amazing bottle of wine to compliment our evening meal. The added bonus of the complimentary wine tasting at Lambert Bridge was the the cherry on top. I'll definitely be back on my next visit to Healdsburg.
Stayed 3 nights in Jun 2023

10/10 Excellent

Jacquelyn S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Healdsburg trip

Absolutely wonderful property. Yard is immaculate with great deck and views. House is furnished nicely and every amenity needed was available. Communication with the property manager and owner was outstanding. We are pleased to hear the owner is adding additional air to the second bedroom. This will make the home a 5++ rating! Would definitely return! Thank you for a fabulous stay.
Stayed 11 nights in Jun 2024

About the host

Hosted by Kimberly DesJardine

Host profile image
My husband and I purchased the First Crush Cottage as a weekend getaway from our hectic life in San Francisco.

It is the refuge that we go to relax, unwind and exhale. Our girls, who are now grown, spent their childhood exploring the vineyards, canoeing the Russian River and discovering the rich countryside on hikes and bikes.

Over the years, our backyard has been host to a multitude of food and wine feasts with our friends and family. The fond memories are endless and rich.

Twenty years later and we still can't get enough of Healdsburg and our little slice of wine country heaven.

Why they chose this property

In the heart of Dry Creek Valley, the First Crush Cottage sits between miles and miles of beautiful vineyards and picture perfect countryside. You can walk to a half dozen wineries or mosey up the street to the historic Dry Creek General Store, where you'll find the best sandwiches in the county.

The bucolic town of Healdsburg is home to world class wineries, the best of farm to table dining and a host of unique specialty retail and antique stores line its quaint town square.

It is no wonder that Healdsburg continually tops America's Best Small Towns lists.

What makes this property unique


The First Crush Cottage is:

-The best of both worlds. Nestled in majestic wine country vineyards and just five minutes from downtown Healdsburg.
-Beautifully appointed furnishings and meticulously landscaped grounds with hobby vineyard.
-Walking distance to wineries and the Dry Creek General Store.
-Fully equipped to meet all of your culinary needs including outdoor grill and herb garden May-October.

Each rental also includes wine and cheese tasting for four at the renowned Lambert Bridge Winery ($200 value).

Languages:

English

Premier Host

They consistently provide great experiences for their guests