Kenwood vacation rentals

We found 1,144 vacation rentals — enter your dates for availability

Discover a selection of 46 homes and other vacation rentals in Kenwood that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the amenities you expect and more, which might include parking and a fireplace. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Kenwood

Why visit Kenwood

  • Outdoor Adventures: Experience hiking and exploring the stunning landscapes of nearby state parks.
  • Romantic Getaways: Enjoy a charming atmosphere perfect for couples seeking relaxation.
  • Wine Country: Savor local wines and visit historic estates in the heart of wine country.
  • Charming Neighborhoods: Discover vibrant town neighborhoods filled with unique shops and piazzas.
  • Diverse Accommodations: Choose from luxurious vacation rentals to cozy cottages for a perfect stay.

Popular types of accommodation in Kenwood

Planning a getaway to Kenwood? You're in for a treat. This charming area offers a variety of vacation rentals to suit every traveler’s needs. From luxurious houses and cozy cottages to stylish condos, you’ll find the perfect spot to unwind. Explore our selection of Kenwood vacation rentals and discover the ideal house rental or vacation home for your next adventure.

  • Houses: The top choice for travelers in Kenwood, these homes offer spacious and comfortable accommodations ideal for families or groups.
  • Cottages: A charming option that provides a cozy atmosphere, perfect for a romantic getaway or a quiet retreat.
  • Condos: A convenient option featuring modern amenities, great for those who want easy access to local attractions.
  • Apartments: Affordable and practical, these rentals are suitable for solo travelers or couples looking for a homey feel.
  • Villas: Luxurious spaces that provide privacy and upscale amenities for an indulgent vacation experience.**

Top attractions near Kenwood

Kenwood, California, is ideal for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore charming piazzas, the stunning state park, and vibrant town neighborhoods. This destination offers a rich blend of cultural experiences and family-friendly activities, ensuring a memorable vacation surrounded by natural beauty and local charm.

  • Sonoma Plaza: This vibrant square, located 10 miles from Kenwood, is the heart of Sonoma's culture, featuring charming shops, restaurants, and art galleries. Enjoy a leisurely stroll while soaking in the lively atmosphere and historical significance.
  • Sonoma County Fairgrounds: Situated 8 miles from Kenwood, this family-friendly fairground hosts exciting events, live music, and outdoor activities. It's a great place to experience local festivities and community spirit.
  • Jack London State Historic Park: Just 4 miles from Kenwood, this scenic park offers adventurous hiking trails and beautiful vistas. Explore the historical sites and immerse yourself in the stunning natural beauty of the area.

Things to do recommended for couples

Kenwood offers a perfect romantic getaway for couples. Explore the charming Ledson Winery and Vineyards for delightful wines, then indulge in rejuvenation at Calistoga Hot Springs nearby. Don't miss the enchanting V. Sattui Winery, just a short drive away, where you can savor exquisite wines together.

Things to do recommended for families

Your family will love exploring Spring Lake Park's serene landscapes just 6 miles from Kenwood, stargazing at the Robert Ferguson Observatory nearby, and having a blast at the Scandia Family Fun Center, an exciting arcade adventure zone located 10 miles away.

Things to do recommended for groups

Your group can enjoy a round of golf at Oakmont Golf Club, shop at Petaluma Village Premium Outlets, and experience culture at the Napa Valley Performing Arts Center at Lincoln Theater. These activities offer a perfect blend of outdoor fun, shopping, and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Kenwood

When traveling with a group, family, pets, or planning an extended stay, it's important to apply the right filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Kenwood with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily narrow down your options on Vrbo to include all of these preferences and more.
  • Traveling to Kenwood with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with providing age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kenwood: For many families, a trip isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties offer amenities like food bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Kenwood: If you're in search of vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Kenwood

Kenwood, California, is the perfect getaway for those seeking a blend of romance and relaxation. Nestled in wine country, this picturesque estate offers outdoor adventures and luxurious experiences. Explore the historic Kenwood estate and savor local wines, all while enjoying the charming atmosphere of nearby neighborhoods. Whether you're on a romantic escape or a family-friendly excursion, Kenwood promises unforgettable memories in a stunning Californian backdrop.

  • Napa Valley: Nestled 12 miles from Kenwood, Napa Valley is renowned for its breathtaking landscapes and premier wineries. This picturesque valley offers a romantic and entertaining experience, perfect for couples and friends alike. Visitors can indulge in luxurious spa treatments, explore recreational areas, and enjoy outdoor activities amid rolling hills and vineyards. Don't miss the historic rail and the stunning bay views, which add to the charm of this world-famous wine region.
  • Santa Rosa: Located 9 miles from Kenwood, Santa Rosa is a vibrant city that boasts a mix of outdoor adventures and family-friendly attractions. The city is known for its scenic beauty, featuring rivers and parks perfect for hiking and picnicking. Enjoy a round of golf at local courses, unwind with rejuvenating body treatments, or attend an event at a nearby conference venue. The beach is also within reach, making it an ideal destination for those seeking both leisure and recreation.
  • Sonoma: Situated 10 miles from Kenwood, Sonoma is a charming city that offers a unique blend of urban amenities and natural beauty. Known for its scenic landscapes, visitors can engage in activities such as motor racing and relaxing spa treatments. Explore the lively piazza square, unwind in urban parks, or take a short trip to the nearby beach. Sonoma’s vibrant atmosphere and outdoor experiences make it a delightful destination for travelers looking to explore California’s rich culture and stunning scenery.

Best time to go to Kenwood

If you're planning a trip to Kenwood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and October, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January48.0°F (8.9°C)Light RainMostly SunnyModerately LowSlightly Low
February49.5°F (9.7°C)Light RainMostly SunnyAverageSlightly Low
March51.4°F (10.8°C)Light RainMostly SunnyAverageSlightly Low
April56.5°F (13.6°C)No Rain (Dry)Mostly SunnyModerately HighAverage
May61.9°F (16.6°C)No Rain (Dry)Mostly SunnyAverageSlightly High
June69.1°F (20.6°C)No Rain (Dry)SunnyAverageAverage
July71.8°F (22.1°C)No Rain (Dry)SunnyModerately HighAverage
August71.4°F (21.9°C)No Rain (Dry)SunnyAverageAverage
September69.4°F (20.8°C)No Rain (Dry)SunnyAverageSlightly High
October63.0°F (17.2°C)No Rain (Dry)SunnyModerately HighSlightly High
November53.2°F (11.8°C)Light RainMostly SunnyModerately LowAverage
December47.5°F (8.6°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can help, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. By becoming a part of our travel rewards program, One Key, you'll gain immediate access to exclusive member discounts and the ability to earn and redeem OneKeyCash on qualifying reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is designed to help you plan your journeys with ease. You can start new trips, refine your existing plans, or review and organize your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The charming area of Kenwood awaits your stay

Enjoy the wineries and other features of Kenwood. Travelers like the spas, gardens and parks in this romantic and relaxing city. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Kenwood

Are you hoping to discover attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Kenwood a one-of-a-kind vacation spot. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Napa Valley Wine Train (16.2 mi / 26 km)
  • Ledson Winery and Vineyards (1.2 mi / 2 km)
  • Oakmont Golf Club (2.8 mi / 4.6 km)
  • Benziger Family Winery (3.8 mi / 6 km)
  • Bennett Valley Golf Course (6.3 mi / 10.2 km)
  • HALL St. Helena Winery (7.2 mi / 11.7 km)

Exploring the natural features in Kenwood

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Kenwood is a great place to get out in nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Jack London State Historic Park (3.9 mi / 6.3 km)
  • Spring Lake Park (6.5 mi / 10.4 km)
  • Luther Burbank Home and Gardens (9.1 mi / 14.7 km)
  • Old Courthouse Square (9.3 mi / 14.9 km)
  • Yountville Park (9.6 mi / 15.5 km)
  • Petrified Forest (11 mi / 17.7 km)

How to get to and around Kenwood

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 15.5 mi (25 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Oakland Intl. Airport (OAK), which is 51.7 mi (83.2 km) away.

Frequently asked questions

What is the best area to stay in Kenwood, California, United States of America when booking a vacation rental?
When considering a vacation rental in Kenwood, California, the Kenwood Village area stands out as an excellent choice. This charming neighborhood offers a quaint atmosphere with a variety of local shops and dining options, making it a delightful spot to relax and unwind. One of the top attractions nearby is the beautiful Sugarloaf Ridge State Park, which features scenic hiking trails and stunning views of the surrounding vineyards and mountains. Additionally, the renowned Kunde Family Winery is just a short drive away, where you can enjoy wine tastings and tours of their picturesque estate. The area has a range of vacation rental properties, providing options for various group sizes and preferences, ensuring that visitors can find the superb home base to explore the beauty of Sonoma County.
How much does it cost to rent a vacation home in Kenwood?
Prices for vacation rentals in Kenwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kenwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kenwood vacation house rentals?
You can find great discounts on house rentals in Kenwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Kenwood?
In Kenwood, vacation houses are the most popular type of rental, with around 41 available throughout the area. These homes often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy the beautiful surroundings. Many of these properties also include outdoor spaces such as decks or patios, great for relaxing after a day of exploring the nearby vineyards and parks. Additionally, there are several charming cottages and villas that offer a cozy, more intimate atmosphere for travelers seeking a tranquil getaway.
Are there any family house rentals in Kenwood?
In Kenwood, California, families can find an impressive selection of vacation rentals—around 38 options available in the area. This charming town is located in Sonoma County, surrounded by beautiful vineyards and rolling hills, making it an ideal getaway for those seeking both relaxation and adventure. Many of these homes feature spacious living areas, fully equipped kitchens to prepare family meals, and outdoor spaces great for children to play or for parents to unwind with a glass of local wine.

Within close proximity, visitors can explore the stunning scenery of the Sonoma Valley, including nearby points of interest like the scenic hiking trails of the Sonoma Valley Regional Park and the delightful tasting rooms of local wineries. Kenwood also boasts a friendly atmosphere, with local shops and restaurants just a short drive away.
Can I rent a vacation home with a pool or hot tub in Kenwood?
In Kenwood, there are numerous vacation homes available for rent that come with pools or hot tubs, with around 28 options to choose from. This charming area, located in the heart of Sonoma County, offers a serene backdrop for relaxation and enjoyment. Many of these properties feature private pools, hot tubs, and expansive outdoor spaces, ideal for soaking up the sun and enjoying the beautiful surroundings.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor dining spaces, making these homes superb for gatherings with family or friends.
Can I find long-stay vacation rentals in Kenwood?
A long-stay vacation rental in Kenwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Kenwood?
In Kenwood, travelers can find a variety of pet-friendly house rentals that cater to both comfort and convenience. With around 18 options available, many of these homes feature spacious layouts, fully equipped kitchens, and outdoor areas suitable for pets. The rentals often come with amenities such as private decks, hot tubs, and cozy fireplaces, making them superb for relaxation after a day of exploring the scenic Sonoma Valley.

The Kenwood area is known for its beautiful landscapes, including nearby hiking trails and vineyards that welcome pets. For outdoor enthusiasts, the adjacent Sugarloaf Ridge State Park offers numerous trails and picnic spots where pets can accompany their owners. Additionally, local wineries in the region are often pet-friendly, allowing for enjoyable tastings and leisurely strolls through the vineyards.
Are there any remote work vacation rentals in Kenwood?
In Kenwood, California, there are numerous remote work vacation rentals available, with around 48 options to choose from. This picturesque area, located in the heart of Sonoma County's wine country, offers a serene environment superb for productivity. Travelers can expect properties equipped with essential amenities such as free Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a conducive workspace.

Many rentals also provide inviting outdoor settings, allowing for breaks in nature during the workday. Additionally, the charming local wineries and beautiful hiking trails nearby offer excellent opportunities for relaxation after hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kenwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kenwood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kenwood?
In Kenwood, popular vacation rental amenities cater to comfort and convenience, with most properties featuring essential amenities such as a fully equipped kitchen, allowing guests to prepare their own meals. Many rentals also offer outdoor spaces like decks or patios, superb for enjoying the serene surroundings. A fireplace is a common feature, providing a cozy atmosphere for relaxation, especially during cooler evenings. Onsite parking is typically available, making it easy for travelers to access their accommodations. Additionally, most rentals include a coffee and tea maker, ensuring that guests can enjoy their morning beverages in the comfort of their home away from home.
When is the best time to visit Kenwood for a vacation rental?
The best time to visit Kenwood for a vacation rental is during the peak season from August to October, with October being particularly popular. This charming town in Sonoma County offers a delightful blend of outdoor activities and scenic beauty, making it an ideal destination for travelers seeking both adventure and relaxation.

During these months, the weather is typically mild, with temperatures ranging from the mid-50s to the low 80s Fahrenheit. Visitors can enjoy a variety of activities such as hiking through the picturesque vineyards and exploring nearby parks, all while basking in the stunning autumn colors that paint the landscape. October, in particular, is known for its harvest season, offering a unique opportunity to partake in wine tastings and local festivals celebrating the region's rich winemaking heritage.

For those looking for a more budget-friendly option, November marks the beginning of the low season. While the weather may be cooler, this period provides a tranquil atmosphere superb for exploring the area without the crowds. You can enjoy leisurely strolls through the vineyards or cozy evenings by the fireplace in your rental.
How early should I book a Kenwood vacation rental?
Book your Kenwood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kenwood, California, United States of America?
In Kenwood, California, visitors can explore the beautiful Sonoma Valley, renowned for its picturesque vineyards and wineries. The nearby Hood Mountain Regional Park offers a range of outdoor activities, including hiking and wildlife viewing, with trails that provide stunning views of the surrounding landscape. Just a short drive away, travelers can visit the charming town of Glen Ellen, home to the historic Jack London State Historic Park, where you can discover the author's former residence and hiking trails.

The Kenwood area is also known for its proximity to several acclaimed wineries, making it a great destination for wine enthusiasts who want to enjoy tastings and tours in a tranquil setting.
Can I change or cancel my Kenwood home rental booking on Vrbo?
To find Kenwood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kenwood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas