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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, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Healdsburg, CA
  • Place, SingleThread Farm at Dry Creek
    ‪10 min walk‬
  • Place, Dry Creek Vineyard
    ‪14 min walk‬
  • Place, Unti Vineyards
    ‪2 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪22 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

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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.
For monthly rentals, at least one additional cleaning is required during your stay to be paid directly to our staff for $175.00.

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 Healdsburg Center for the Arts. Raven Performing Arts Theater and Dom Whitney Tasting Lounge are also worth visiting. Discover the area's water adventures with power boating and fishing nearby, or enjoy the great outdoors with cycling and mountain biking.
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Map
Healdsburg, CA

What's nearby

  • SingleThread Farm at Dry Creek - 10 min walk - 0.8 km
  • Dry Creek Vineyard - 14 min walk - 1.2 km
  • Unti Vineyards - 2 min drive - 2.5 km
  • Healdsburg Plaza - 8 min drive - 8.8 km
  • Russian River - 8 min drive - 9.5 km

Getting around

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

Restaurants

  • ‪Folia Bar & Kitchen - ‬8 min drive
  • ‪Ridge Vineyards - Lytton Springs - ‬4 min drive
  • ‪Hazel Hill - ‬10 min drive
  • ‪Francis Ford Coppola Winery - ‬8 min drive
  • ‪Dry Creek General Store - ‬6 min walk

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.

How much does it cost to stay at Modern Wine Country Cottage in Historic Healdsburg, Premiere Location?

As of 8 May, 2026, prices found for a 1-night stay for 2 adults at Modern Wine Country Cottage in Historic Healdsburg, Premiere Location on 7 Jun, 2026 start from S$754, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Modern Wine Country Cottage in Historic Healdsburg, Premiere Location?

On-site parking is available at the property.

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

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 153 out of 161 reviews
Rating 8 - Good. 8 out of 161 reviews
Rating 6 - Okay. 0 out of 161 reviews
Rating 4 - Poor. 0 out of 161 reviews
Rating 2 - Terrible. 0 out of 161 reviews

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

Reviews

Verified

10/10 Excellent

Shelly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in the wine country. The home is well appointed for cooking in and enjoying the beautiful scenery behind the home. While outside you can hear the road noise but it’s minimal and still a lovely home.
Stayed 8 nights in Feb 2026
Response from VrboOwner on 12 Mar, 2026
Thank you Shelly! We truly appreciate your kind words and the 5-star rating. It means a lot to us. We'd be delighted to host you again on your next visit!
Verified

10/10 Excellent

James M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check-in, convenient location, a true gem on Dry Creek. I would highly recommend this home for any stay in Healdsburg. A truly charming and peaceful retreat.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 9 Oct, 2025
Thank you James! An absolute pleasure to have you! Hope to see you again soon!
Verified

10/10 Excellent

Terry D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was perfect. Great location, nicely decorated, and very clean.
Stayed 4 nights in Sep 2025
Verified

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
Response from VrboOwner on 1 Jul, 2025
Amazing! So glad you enjoyed your stay! We welcome you back anytime!
Verified

10/10 Excellent

Kim K.

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

The property was a wonderful home with a great kitchen, outdoor barbecue and two wonderful bedrooms.

We truely enjoyed our stay and will be back
Stayed 2 nights in Sep 2021
Response from VrboOwner on 29 Sept, 2021
Thanks for that! Always love having you guys!!
Verified

10/10 Excellent

Susan B.

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

Perfect

The location and property itself was simply perfect for a long weekend get away. We really enjoyed our stay.
Stayed 3 nights in Nov 2019
Response from VrboOwner on 1 Apr, 2020
Thank you for the kind words Susan! So glad you had a nice time!
Verified

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
Response from VrboOwner on 10 Jul, 2025
Thank you so much for your wonderful review! We're so glad to hear you enjoyed another stay with us and that the cottage, garden, and patio helped make your trip relaxing and memorable. It’s always a pleasure hosting you, and we truly appreciate your kind words about the space—and about us! We’d love to welcome you back again. Until then, cheers!
Verified

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
Verified

10/10 Excellent

Paula R.

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

Great little cottage for two couples

Very nice cottage.
Stayed 5 nights in Oct 2021
Response from VrboOwner on 15 Oct, 2021
Thank you Paula! Glad you had a nice time with your family!
Verified

10/10 Excellent

Ron H.

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

Great cottage

The cottage was perfect for our wine weekend. Beautiful space and the fire pit in the back was great for cool evenings.
Stayed 3 nights in Oct 2019
Response from VrboOwner on 1 Apr, 2020
Glad you enjoyed your time at the cottage Ron! Thanks so much!
Verified

10/10 Excellent

Rita M.

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

A fun wine country getaway place

An amazing location with a super cute property. All you need when away from home. This was our second time and love staying here and will be back again!!
Stayed 3 nights in Apr 2022
Response from VrboOwner on 24 May, 2022
It was so great having you back again Rita!!! Glad you enjoyed your time in Healdsburg and at our home!
Verified

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
Verified

10/10 Excellent

Bobby T.

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

Beautiful home!

My family had a wonderful time here. The house is beautiful and the yard is picturesque. Very convenient to downtown Healdsburg. Great host!
Stayed 3 nights in Nov 2020
Response from VrboOwner on 15 Nov, 2020
Hope you made some great family memories Bobby! Thank you for staying with us!
Verified

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
Response from VrboOwner on 21 Jun, 2023
Thank you Kevin! Glad you had an amazing time! We hope to see you again soon!
Verified

10/10 Excellent

Natalie R.

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

Beautiful retreat

A lovely home with a backyard you could spend all day in. Fantastic location close to our favorite wineries and a short drive to downtown Healdsburg. Highly recommend!
Stayed 3 nights in Jul 2020
Response from VrboOwner on 4 Aug, 2020
Thank you Natalie! It was lovely having you again!
Verified

10/10 Excellent

Rita M.

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

Excellent find!

This is such a cute cottage! We loved everything about it! So relaxing and was well equipped. Location was fantastic too!! Will be staying sometime again soon!
Stayed 2 nights in Mar 2021
Response from VrboOwner on 30 Mar, 2021
Hi Rita! Glad you were able to get away and relax! We look forward to your next stay!
Verified

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
Response from VrboOwner on 18 Apr, 2024
Hi Kim! Always such a pleasure to have you back for your annual race! See you next year!
Verified

10/10 Excellent

Meg M.

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

Great home in a great spot

First Crush is a very clean and cute home in a great spot in Healdsberg - we had a wonderful time. The place was clean and had a lovely yard and deck - great for a family or two couples!
Stayed 3 nights in Oct 2020
Response from VrboOwner on 14 Oct, 2020
Meg! It was wonderful having you! Thanks so much!
Verified

10/10 Excellent

Laurel P.

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

Lovely and comfortable

My family and I stayed here for a wedding. The house was very comfortable and the location couldn’t have been more perfect. We had such a nice time we are talking about making it an annual tradition!
Stayed 2 nights in Sep 2019
Response from VrboOwner on 1 Apr, 2020
Laurel, thank yo so much! We hope you do make this an annual tradition!!!
Archival

10/10 Excellent

Jeff B.

Outstanding Wine Country Getaway!

We absolutely love staying at Kimberly’s house, right outside of Healdsburg. It is a perfect size for our group of four, well decorated and sitting right in the middle of the Dry Creek Valley and a quick walk to the Dry Creek General Store. A great experience with a great host!
Stayed 3 nights in Oct 2017
Response from VrboOwner on 1 Apr, 2020
Thank you Jeff! It was so nice having our Chicago guests out again! Glad you enjoyed your stay at our home!
Verified

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
Verified

8/10 Good

Michael W.

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

Nice cottage in Dry Creek Valley

We really liked our stay at the cottage. The only minor issue is that the property is located off Dry Creek Road and therefore exposed to some road traffic noise.
Stayed 1 night in Jul 2020
Response from VrboOwner on 5 Aug, 2020
Thanks Michael! Glad you had a good time and hope you enjoyed your late check out!
Verified

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
Response from VrboOwner on 12 Oct, 2023
Thank you so much for your lovely review. I'm so happy we exceeded your expectations! We would love to have you back soon!
Verified

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
Verified

10/10 Excellent

Betsy B.

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

Wine country reunion with old friends

This is a lovely, well-appointed and maintained property in a great location that is just a short drive to the Healdsburg square, great restaurants and many Alexander Valley wineries. We will definitely be back!
Stayed 4 nights in Jul 2020
Response from VrboOwner on 7 Aug, 2020
Wonderful to have you and your friends as our guests. Thank you for your kind words! See you next time!!

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

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