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Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

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Property grounds
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Aerial view
Exterior
Smart TV, fireplace, DVD player, books

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4102 sq m

Popular amenities

  • Hot tub
  • Parking available
  • Washer
  • Barbecue grill
  • Air conditioning
  • Kitchen

Explore the area

Map
Kenwood, CA
  • VJB Vineyard & Cellars
    ‪8 min walk‬
  • Chateau St. Jean Winery
    ‪18 min walk‬
  • St. Anne's Crossing Winery
    ‪18 min walk‬
  • Santa Rosa, CA (STS-Sonoma County)
    ‪34 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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
During your stay at this holiday home, you're just a quick walk from VJB Vineyard & Cellars. 1 hot tub is available. The holiday home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Free Wi-Fi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Services include limo or town car service
  • 8 minutes on foot from VJB Vineyard & Cellars and a 2-minute drive from Chateau St. Jean Winery
Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries offers its guests a hot tub, barbecue grills, and a garden. Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries also features limo service and a water dispenser. The front desk is open around the clock.

Property manager

Rob

Property amenities

Pool/Spa

  • Spa tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Limo/town car service
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the mountains

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Mountain climbing nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • Recycling
  • Towels (changed on request)
  • Unit size: 1,100 square feet
  • Water dispenser
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

An adult aged 18 or older must assume all liability for the booking
You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
This property uses eco-friendly cleaning products
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking. An adult age 18 or older must assume all liability for the booking.

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 67 out of 76 reviews
Rating 8 - Good. 7 out of 76 reviews
Rating 6 - Okay. 1 out of 76 reviews
Rating 4 - Poor. 0 out of 76 reviews
Rating 2 - Terrible. 1 out of 76 reviews

10/10

Cleanliness

Reviews

8/10 Good

Lynette F.

Liked: Cleanliness
Perfect location!
Loved everything about the place. Clean, quiet (greatly appreciated!) comfy, perfect location and just right for 2 couples. Would’ve liked better lighting in the bedrooms for late night reading, perhaps a few extra washcloths, but overall, we all agreed it would be a place to come back to on our next visit to the area. Thank you for a good representation of the property!
Stayed 3 nights in Oct 2024

10/10 Excellent

Dina C.

Liked: Cleanliness
Wine Country Getaway!
The home is located at the end of a quiet cul-de-sac. Great location to a number of wonderful wineries in Kenwood and not far from fabulous restaurants in Glen-Ellen
Stayed 3 nights in Sep 2024

8/10 Good

Suzanne S., Dexter ny

Liked: Cleanliness
Ladder House
The house was exactly as pictured, described and very clean. It was perfect for our needs and location was great. The owner left 2 for 1 wine tasting coupons for us and they were a great addition. Area is beautiful and there were so many wineries ver close. Just be careful of the floor as shoes pick up stones in the walkway and are brought into the house. I would definitely put a cement walkway up to the house to stop that. If we ever get to this area again I would stay here.
Stayed 3 nights in Aug 2024

10/10 Excellent

Carla D.

Liked: Cleanliness
Excellent stay
Great house and very comfortable. Enjoyed the hot tub. Didn't like the 2nd bath away from 2nd bedroom but it worked fine. Would stay again for sure.
Stayed 5 nights in Sep 2024

10/10 Excellent

Eric S., Lakeville, MN

Fantastic location, very comfortable, well stocked and exactly as described.
The home was great and we loved being so close to the fabulous laid-back Sonoma vineyards, tasting rooms and restaurants. The house had everything we needed for a great short vacation. The hot tub was a nice way to end the day and relax in our private retreat. Thanks for all of the great recommendations and tips for wineries and restaurants!
Stayed 3 nights in Oct 2017

10/10 Excellent

Rob S.

Great birthday weekend to see Chris Botti in concert
Fantastic weekend. Property was wonderful and exactly as shown in the pictures. Close to more wineries than we could visit, but we did try to visit them all. Loved Mayo and VJB. Great info for places to visit and wineries, etc. from the owner. Easy drive over to Napa, Yountville and Calistoga. Loved the hot tub after a day of wine tasting and hiking. You could see so many stars at night, so clear. This weekend was a 60th birthday present from my husband and he we went to the Chris Botti concert. Absolutely great weekend. Would recommend for others to stay here.
Stayed 4 nights in Aug 2017

10/10 Excellent

Faith S., Shorewood, Illinois

Perfect for 4 adults
We booked this rental as we wanted proximity to both Napa Valley and Sonoma-and it was PERFECT!!!!! The rental is just as it appears in the listings (bedding has actually been upgraded since pictures were taken), and the kitchen was fully stocked with everything we'd need for our stay. The hot tub was very clean and relaxing. We've never rented a home where so many "extras" are already at the home (everything from laundry essentials to coffee to little things like q-tips and nail polish remover etc)! The beds were very comfy and the rental is at the end of a street so very quiet and peaceful! Rob the owner was spot on with all of his recommendations and he was very quick to respond to any questions we had before/during/after the trip. Our deposit was refunded the day after we left, and the whole transaction was VERY SMOOTH! Rob, thanks for the rental we hope to be back again one day and hope your home is available.
Stayed 3 nights in Aug 2017

10/10 Excellent

Wendy S.

Perfect accommodations for wine/golf vacation!
We recently completed our week-long stay at the Cypress Ladder House and couldn't have been more pleased. We were 2 couples traveling without children & we were particular about having double king-sized beds. Both were extremely comfortable & the accommodation suited our schedule perfectly. The location was also idyllic for traveling to Sonoma Square as well as Napa. Having washer/dryer availability was also key for us & made our packing much more convenient since we were coming in from the East Coast. We golfed at nearby Oakmont Golf Club's West Course which had scenic views & although a bit soggy on Monday from rain the day before, the course dried out nicely by our Thursday round. Rob was readily available for inquiries and his recommendations were on point. Having the hot tub after our round to soothe those aches from our golf round REALLY helped!! We have already recommended this property to other people and would suggest you do the same!!

10/10 Excellent

Verified traveller

Romantic Getaway
Another wonderful weekend getaway in a beautiful setting. This is our second time staying at the Cypress Ladder House. My husband and I were fortunate to have another weekend with beautiful weather. The quite peaceful neighborhoods are perfect for a walk while my husband went for a bike ride at the nearby Sugarloaf State Park where he saw waterfalls and beautiful views. Once again, we visited Mayo winery (Rob's recommendation) where we felt especially welcome by the staff. This weekend we had time to enjoy the hot tub and view the stars in the evening, which we highly suggest. We enjoyed the complimentary wine (left by Rob for our stay) on the back deck. The Ladder House is clean, well equipped with a comfortable and romantic decor. We are looking forward to scheduling our next getaway. There is so much to do in close proximity that we are hoping to stay even longer. Perfect home for one or two couples.

10/10 Excellent

Bob S.

Comfortable and convenient!
Our party of four was so pleased with the comfortable accommodations and convenience to Kenwood ... not to mention fabulous wine tasting on all sides and an easy drive to Sonoma. The home itself met all of our expectations and being on a quiet street in a quiet neighborhood was just what we all needed. The home is well equipped and a delicious bottle of Zin waiting for us was the topping on the cake!

10/10 Excellent

Priscilla S.

Cypress Ladder House
Two couples shared this quaint home. We found it to be very clean and in a nice and quiet neighborhood. Loved the wine Rob left as a 'welcome' gift. Our interest was visiting wineries in the Russian River Valley along with wineries in Sonoma and Napa Valleys. Traveling to these areas was easy. The house is in the most convenient place between them all. We cooked all our dinners on the grill and enjoyed the relaxing atmosphere. Thank you Rob for your winery suggestions. We enjoyed VJB the best.

10/10 Excellent

Melody M.

Great House and Great Location!!
Rob was responsive through the entire booking process and was very easy to work with. We shared the house with another couple and really enjoyed it. Hot tub on the back deck was nice to enjoy at night. Rob's suggestions on wineries and restaurants in the area came in handy. If returning to the area in the future, we will definitely come back to the house if it is available. Thanks again Rob!

10/10 Excellent

Joann B.

Perfect place!
We visited wine country with another couple and the home was perfect! So much more quaint and comfortable. Great location that allowed us to visit Sonoma wineries for a couple of days, and then Napa wineries. Great wine tastings within walking distance too! We took advantage of wine on the deck at the end of the day. While too tired to go far, we ordered from Cafe Citti (recommended by Rob) and brought it home. Wonderful food! We will definitely be back, and highly recommend to others.

10/10 Excellent

Brad T.

Nice and quiet Cottage in a great area!
I loved staying here! It is a location of wine country that I have not been. The area is very quiet and you can walk to wineries. The house was clean and quaint. Hot tub on the deck was a nice touch after a long day of wineries. I loved the wine that Rob gave us. It was nice to feel welcomed. I definitely recommend this place.

10/10 Excellent

Jamie Z.

Lovely Sonoma Cottage with Perfect Location!
Just back from a few days in Sonoma, a trip that was special because I took my parents along to show them some of CA wine country. So happy we found this place! Rob was wonderful to work with and even though I have been to Sonoma many times, he gave us great ideas and we ended up at great wineries that were new to me. The house is ideal - beds more comfortable than my own at home and I am sorely missing the hot tub where we had morning coffee every day. The house is so well kept and we had everything we need to make our stay comfortable and pleasant. My mother has some limited mobility and had no problems at all getting around the house or using the bathrooms. No network TV was a surprise to my father but I introduced him to the wonders of Netflix and all was good. Proximity to everything in Sonoma was ideal too as well as to the short cut over the mountain to Napa. Next trip to Sonoma, I will most definitely be reaching back out to Rob for another stay and keeping fingers crossed the house is available!

10/10 Excellent

shelli W.

Getaway for two couples
We arrived from Sacramento mid morning and made our way to Sonoma and then to this charming home in Kenwood. Was a lovely home with great outdoor space. We loved seeing the flowers an fresh herbs. The hot tub was nice to relax after a long day of traveling. We were able to walk a few blocks to eat dinner in kenwood, along with a few tastings throughout the weekend. Kitchen was set up and had everything we needs to prepare dinner on the grill one evening. We would definitely stay here on a return trip to the Sonoma area. Rob was great at communicating before our trip, and I had his number if any problems arose (which we had none). Great 3 night stay in kenwood!

10/10 Excellent

Verified traveller

Perfect
Great location, specious, very comfortable beds, nice private yard with a new hot tub. Just what we needed. Owner very accommodating.

10/10 Excellent

Frederick S.

Amazing wine country stay with AWESOME location!
My wife and I stayed here for a 3 day getaway to Sonoma and Napa Valley. The location was incredible, and also the features of the house were amazing. The hardwood floors, outdoor deck and grill, and the hot-tub were all fantastic! The hot-tub is easily a 4 person comfortable tub to relax in after a day of touring wine country, and the kitchen was stocked with plenty of wine glasses, dishes, and cooking utensils. This is an incredibly nice home and within walking distance to so many great wineries. The short drive to Napa and wineries in Sonoma make this is a GREAT choice for seeing both wine regions. As far as space goes, there is definitely plenty of room in this house for 4 adults and the grounds are immaculate. We would definitely like to rent this home again for another 3 night stay or longer in the future!

10/10 Excellent

Verified traveller

Fantastic Week in Kenwood
This place was absolutely perfect for a week stay! We were skeptical about staying in Kenwood, but we are happy we did. We were in a perfect location to be right in the middle of everything, local wineries, short trip to Napa and the coast. The house was great! My boyfriend and I and another couple rented the house for the week and we had MORE than enough space. The outdoor area is where we spent the majority of our time - it's a gorgeous space! Very well maintained back yard, deck and the hot tub was perfect to relax in. Rob was an amazing host! We had a nice bottle of Mayo wine waiting for us upon arrival and he gave us great insider info (including who to ask for at each winery) to help plan our trip! Also loved trying Rob's own Cuvee at Mayo. You have to hear the story behind them naming a wine after him. Too fun. Thank you again for opening your home to us! We would definitely recommend this place to anyone and we will be back soon!

10/10 Excellent

Steve T.

Everything you want and more!
Long overdue review! We took our daughter and boyfriend for a week to introduce them to wine country, our fourth visit to the area. The house was very clean and had everything that is in the description. The back deck was great for breakfast and dinner, and the hot tub was an everyday must. It is a quiet residential area, but only a short walk from several great wineries. The Mayo Reserve tasting room just down the street was a particular favorite that Rob had suggested. We traveled the whole Sonoma valley and Napa valley each day, but it was great to come back here to unwind and have a bottle of our latest favorite find. This is the third house we have rented in the Sonoma area and I would highly recommend it.

8/10 Good

Verified traveller

Great for a Wine Weekend
We rented this property to participate in a Gran Fondo event in Santa Rosa. Having stayed in Santa Rosa before, we were looking for something a little quieter and decided to give this rental a try. The house is decently set up but as one other reviewer mentioned the bathrooms are smaller. One is located directly outside the bedrooms and the other by the kitchen. So if you were two couples sharing, you would likely also end up sharing the bathroom by the bedrooms. It was only us, so no issue. Beds were firm, lots of nice cosy blankets. The kitchen equipment for us was a bit of a disappointment - the pots, pans etc were at a minimum. Set up much more for if you were grabbing a quick brekkie and heading off wine tasting, then headed back for a glass of vino at night. We like to shop local and cook in, so were hoping for a better equipped kitchen. Upon arrival we noticed the dishwasher was not working and it took several emails and texts to Rob to have it fixed. I guess people out wine tasting all day long could make due without a functioning dishwasher but having booked a five night stay, I felt it was a bit much to expect us to hand wash the whole time. The kitchen walks out to a lovely large back deck which we enjoyed sitting out on in the evenings. Unfortunately the hot tub was not working. The water level was left so low the pump had stopped functioning. My hubby filled the tub and tried to get it working and after several emails and texts to Rob it still did not function. I felt for a five night stay it would have been nice if someone could have come over and look at it to get it going properly instead of my hubby working on it. So in general we liked the property but were disappointed with the lack of response by the owner when things did not work. Have come to the conclusion that this is a great property to rent for a wine tasting weekend and get great recommends for wineries and eateries etc.. For us maybe not the best choice for a longer stay that did not centre around wine tasting.

8/10 Good

Jeff A.

Harvest season
We had a great stay. So many activities during harvest season made it impossible to sit still. The home was located in a perfect spot for Sonoma Valley wine experiences. The beds were comfortable and the hot tub was a bonus. The bathrooms are separate from the bedrooms and small, so plan accordingly. The property owner was responsive and helpful.

10/10 Excellent

Holly W.

Wonderful Weekend!!
My husband and I stayed for a weekend wedding along with my brother-in-law and sister-in law. Perfect get-away!! The property was clean, comfortable with all of the amentities. The movie selection, Netflix option and amazing music selection made the weekend even more fun. The owner left a beautiful bottle of wine for us to enjoy plus a full binder of instruction and discount cards for a few of the wineries. It is a beautiful setting, with hot tub and pretty landscape. A weekend was simply too short. Thank you for allowing us the privelge to stay in your beautiful home. We will certainly be back.

10/10 Excellent

Amy K.

Convenient accommodations!
This was our fourth trip to the wine country and the first VRBO experience. We were very pleased from booking to receiving our refunded security deposit! Rob might as well have been there for all the information he gave us. If there were questions, while there, we got a quick response. The house had everything we needed for our short stay. Situated at the end of a street, it was quiet and the beds were so comfortable! We did not even get in the car to go to dinner! We walked to the Mayo Food and Wine Pairing one night, picked up yummy pasta salads and a roasted chicken at Citti Cafe and brought veggies at a Santa Rosa street fair and farmer's market. The house, friends and the wine made for a great trip!

10/10 Excellent

Mark S.

AWESOME experience!
Excellent location. Super clean. Well equipped kitchen for foodies. Wi-Fi and Apple Mac are nice perks too. Very comfortable furniture and bedding. Grill, large deck with nice furniture and hot tub! This home looks even better in person than the photos. Quiet street. Easy walking in town to many different venues. This home is perfect for two couples/four people. Rob is an exceptional host who goes out of his way to ensure a memorable visit for each guest and is quick to respond to any inquiries prior to/during your visit. An excellent option for wine country.