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Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

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A single-story mobile home with a front deck and a landscaped garden.
A single-story house with a front yard, a wooden fence, and a variety of plants and flowers.
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.
A single-story house with a front yard featuring a gravel driveway, a lawn, and a wooden fence.
A living room with a beige sofa, a coffee table, and a painting of a landscape.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Kenwood, CA
  • Place, VJB Vineyard & Cellars
    ‪10 min walk‬
  • Place, Kunde Family Winery
    ‪2 min drive‬
  • Place, Chateau St. Jean Winery
    ‪2 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪32 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

Welcome!
The Ladder House is an elegant wine country get-away located in the lovely village of Kenwood. In the midst of Sonoma Valley wine country, you are at the center of it all. A short drive from San Francisco and the rest of the Bay Area, there are more than fifteen vineyards / tasting rooms within walking distance (~ 1 mile) of our little cottage and another twenty plus wineries within biking distance (~3-5 miles). If you are coming for the wine, you have picked the right location. Start by enjoying a complimentary bottle of wine from one of the local area's wineries the day you arrive. You're likely to want to visit some of the local tasting rooms all nearby. See the activities page on our website for more on the local wineries and other activities. You can find the link to our site just above the Owners Profile below.

Planned Winery Tours
We provide our customers with details of local wineries by area with suggestions based on your favorite varietals along with who to ask for at each winery. Makes for a great pre-planned tour should you not want to have to do the work yourself. Ask us about it when booking the Ladder House.

An Adventure
Have more than just wine on your mind? Sonoma Valley is alive with activities and places to go. Visit nearby Morton’s Warm Springs for a swim and picnic by the creek, spend the day out on the coast and have dinner with a view of the ocean, take a bike ride and enjoy the picturesque local scenery or go for a hike in nearby Jack London park or Sugarloaf Ridge park. Sugarloaf is also home to the Robert Ferguson Observatory where you can spend an evening star gazing. Hike Mount Baldwin, enjoy the majestic views of Northern California and spy Golden Gate Bridge on a clear day. Sonoma Square is just a 15 minute drive and you can usually find a major event going on each weekend. We have put together a book of activities which you can enjoy while staying at our peaceful cottage with each activity rated by amount of time required. From a two hour jaunt to day long adventures, we hope you will find several activities to enjoy.

Dining
There are several great restaurants in Kenwood, all providing a great meal and ambiance. Slightly farther away in Glen Ellen, a 5 min drive, are additional establishments offering a great variety of offerings, all top-shelf. Or venture a little farther south to Sonoma or north to Santa Rosa for yet more options. For more dining details, see our website activities page.

Keywords: House, cottage, villa, get-away, home, wine, wine country

Sonoma County TOT# 1018N

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
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

No pets allowed
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Smoking

Smoking is not permitted
Sonoma County Law: No amplified music is allowed on the back deck at any time and guest must not make noise that can disturb neighbors after 10PM.
No flushing of anything other than toilet paper in toilets. No eggshells or coffee grinds should be put down the kitchen sink. Septic will back up.

Important information

You need to know

Property # 268311vb
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a first aid kit and a deadlock

About the area

Kenwood

Located in Kenwood, this holiday home is in a rural area and near theme parks. V. Sattui Winery and Castello di Amorosa are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sonoma Plaza. Robert Ferguson Observatory and Sonoma County Fairgrounds are also worth visiting. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Kenwood, CA

What's nearby

  • VJB Vineyard & Cellars - 10 min walk - 0.9 km
  • Kunde Family Winery - 2 min drive - 1.5 km
  • Chateau St. Jean Winery - 2 min drive - 1.8 km
  • St. Anne's Crossing Winery - 2 min drive - 1.8 km
  • Sonoma Plaza - 20 min drive - 20.8 km

Getting around

  • Santa Rosa Station - 26 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 34 min drive

Restaurants

  • ‪Wine Country Cafe & Deli - ‬9 min drive
  • ‪Matanzas Creek Winery - ‬18 min drive
  • ‪Ausiello’s Homeslice - ‬11 min drive
  • ‪Iron & Vine - ‬20 min drive
  • ‪Salt & Stone - ‬17 min walk

Frequently asked questions

Is Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries?

As of 28 Aug, 2026, prices found for a 1-night stay for 2 adults at Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries on 22 Mar, 2027 start from S$1,937, 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 Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries?

On-site parking is available at the property.

What time is check-in at Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries?

Check-in begins at 4:00 PM.

What time is check-out at Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries?

Checkout is at 11:00 AM.

Where is Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries located?

Situated in the mountains, this holiday home is within 1 mile (2 km) of VJB Vineyard & Cellars and Chateau St. Jean Winery. Ledson Winery and Vineyards and Morton's Warm Springs are also within 2 miles (3 km).

About the host

Hosted by Rob

Host profile image
We work and live in San Jose currently, though would love to retire some day in the Kenwood area. We hope you enjoy your stay at our vacation get away property in Kenwood. We put a lot of work and care into it.

Why they chose this property

Love the area, the wineries, the people and just had to get a place in the area. Walking distance to 15 + wineries including Mayo, VJB, Kenwood, Kunde and many others. Can't beat it for the wine or the people.

What makes this property unique

The Ladder House is situated on a large 1/3 acre lot at the end of a dead-end street providing a very private experience. The grounds are manicured similarly to some of the local wineries and our guests will enjoy spending time on our back deck or in the full size 6-person hot tub with lie down chair. The house is in a great location for visiting some of the best wineries Sonoma or Napa has to offer. Sometimes we just walk to the nearby tasting rooms and then we don't have to worry about driving after. Sometimes we ride our bikes to the wineries and sometimes we ride to one of the local state parks, Sugarloaf Ridge and Jack London Park. Nearby Morton's Springs is a great location for swimming or picnics, etc. Great dining in Kenwood and Glen Ellen and you can always visit Sonoma Plaza which is about a 15 min drive from the cottage. A nice 45 min drive to the coast for dinner or just to get out on the beach is a great adventure as well. And, of course, if you run out of wineries or things in Sonoma, you can go over the hill to Napa side to give them a try. Only a 40 min drive. By the way, while staying at the Cypress Ladder House, you will be able to get discounts for some of the local wineries, etc. See our discount coupons for Mayo Reserve Room while staying at the cottage.

Premier Host

They consistently provide great experiences for their guests
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