Kenwood vacation rentals

We found 1,155 vacation rentals — enter your dates for availability

Discover a selection of 42 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.

Vacation rentals with weekly discounts - Kenwood

Showing deals for:Oct 31 - Nov 7
  • 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

Find out more about Kenwood

Why visit Kenwood

  1. Scenic Outdoor Activities: Enjoy hiking and exploring the beautiful landscapes in and around Kenwood, perfect for nature lovers.
  2. Vineyard Estates: Experience wine tasting at local vineyards, showcasing the region's renowned wine culture.
  3. Charming Neighborhoods: Discover family-friendly areas rich in history, ideal for leisurely strolls and local dining.
  4. Relaxing Atmosphere: Immerse yourself in the tranquil lifestyle of Kenwood, perfect for a romantic getaway.
  5. Diverse Accommodations: Choose from a range of vacation rentals, including cozy cottages and spacious homes.

Popular types of accommodation in Kenwood

If you're exploring Kenwood for your next getaway, you're in the right place! Our vacation rentals offer a variety of popular accommodations, including houses, charming cottages, and modern condos. Whether you're looking for a spacious house rental or a cozy retreat, Kenwood has the perfect vacation rental to suit your needs and ensure a memorable stay.

  • Houses: These spacious and comfortable homes are the top choice for travelers seeking a home-like atmosphere in Kenwood.
  • Cottages: Quaint and charming, cottages offer a cozy retreat for couples or small families looking to unwind.
  • Condos: Ideal for those wanting modern amenities, condos provide a convenient stay with easy access to local attractions.
  • Apartments: Perfect for solo travelers or couples, apartments offer a compact yet comfortable space to relax.
  • Villas: Luxurious and spacious, villas are perfect for larger groups seeking elegance and comfort in their getaway.**

Top attractions near Kenwood

Kenwood, California, offers a delightful blend of outdoor and romantic experiences, perfect for entertainment-themed vacations. Explore popular attractions like piazzaSquare, nationalStatePark, and fairgroundShowGround. Ideal for culture enthusiasts, visitors can enjoy outdoor activities, vineyard estates, and nearby golf courses. Whether you're seeking a lively city experience or a tranquil mountain retreat, Kenwood has something for everyone, making it a fantastic destination for travelers.

  1. Sonoma Plaza: A vibrant cultural hub, Sonoma Plaza features charming shops, delicious eateries, and historic buildings, creating a lively city atmosphere just 10 miles from Kenwood.
  2. Sonoma County Fairgrounds: Located 8 miles away, this family-friendly venue hosts various outdoor events, including fairs and concerts, making it a perfect spot for fun and entertainment.
  3. Sonoma State University: This modern university, situated 9 miles from Kenwood, offers a dynamic campus vibe and often hosts community events, art exhibits, and performances.

Things to do recommended for couples

Experience a romantic getaway in Kenwood! Visit Ledson Winery and Vineyards for a cozy wine tasting, unwind at Calistoga Hot Springs for ultimate relaxation, and savor a delightful meal at Bottaga Restaurant, perfect for couples seeking a charming atmosphere. Enjoy your unforgettable escape!

Things to do recommended for families

In Kenwood, families can explore the stars at the Robert Ferguson Observatory, enjoy outdoor activities at nearby Spring Lake Park, and have a blast at the Scandia Family Fun Center. These attractions offer a perfect blend of entertainment, relaxation, and adventure for all ages!

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

When planning your trip, whether it’s with a group, family, pets, or for an extended stay, be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Kenwood with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Kenwood with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kenwood: For many families, a vacation isn't truly satisfying without their furry companion. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and 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 offering discounts 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 rental options. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Kenwood

Kenwood, California, is a perfect getaway for those seeking a blend of romance and relaxation. Nestled amidst picturesque landscapes, it offers outdoor adventures and luxurious experiences. Nearby, you can explore charming neighborhoods with family-friendly vibes and rich history. Enjoy sunny weather while immersing yourself in the tranquil Kenwood lifestyle, making it an ideal destination for a memorable vacation filled with beautiful moments and serene escapes.

  • Santa Rosa: Santa Rosa, located 9 miles from Kenwood, is a vibrant city known for its lush outdoor spaces and family-friendly activities. Visitors can enjoy scenic views while exploring its numerous parks and trails. Popular attractions include golf courses and wellness centers offering body treatments. Don't miss the local river and event conference venues that frequently host exciting events. With its blend of natural beauty and urban amenities, Santa Rosa is perfect for a day of exploration and relaxation.
  • Sonoma: Situated 10 miles from Kenwood, Sonoma is a charming city that offers a delightful mix of outdoor adventures and urban experiences. Known for its picturesque piazza square and expansive urban parks, visitors can engage in motor racing, indulge in spa treatments, and enjoy the local dining scene. The scenic beach nearby adds to Sonoma’s appeal, providing a perfect spot for relaxation or a leisurely stroll. This city is ideal for those looking to immerse themselves in a vibrant yet laid-back atmosphere.
  • Calistoga: Calistoga is located 12 miles from Kenwood and is renowned for its romantic ambiance and wellness offerings. It’s a haven for relaxation enthusiasts, boasting luxurious spas and rejuvenating body treatments. The city’s recreational areas and natural beauty make it a great spot for outdoor activities, while nearby beaches and rivers provide stunning backdrops for leisurely days. Calistoga is perfect for couples and anyone seeking a serene escape in the heart of wine country.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the best deal!

Unlock savings with One Key

Plan your group trip by booking an eligible Vrbo and enjoy earning OneKeyCash™ on your entire reservation. It truly benefits those who take the initiative to organize! When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and accumulate OneKeyCash™ on qualifying bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform where you can create new trips, continue planning from where you last stopped, or manage your travel arrangements. You'll find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/en-ca/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)
  • Chateau St. Jean Winery (0.8 mi / 1.3 km)
  • Ledson Winery and Vineyards (1.2 mi / 2 km)
  • Oakmont Golf Club (2.8 mi / 4.6 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)
  • Petrified Forest (11 mi / 17.7 km)
  • Safari West (12.8 mi / 20.5 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 when booking a vacation rental?
When considering a vacation rental in Kenwood, California, the best area to stay in is around the Kenwood Village Center. This charming neighborhood offers a delightful atmosphere with easy access to local shops, cafes, and wineries. Staying here places you within walking distance of the Kenwood Plaza Park, a lovely spot for picnics and outdoor activities, as well as the renowned VJB Vineyard and Cellars, where you can enjoy wine tastings and delicious Italian cuisine.

Another appealing area is the surroundings of the Sugarloaf Ridge State Park, which provides a fantastic opportunity for outdoor enthusiasts. This area is ideal for hiking, with trails that lead to breathtaking views, including the summit of Bald Mountain. The park is a natural treasure, great for those looking to explore the beauty of Sonoma Valley.

In both of these areas, you'll find a variety of vacation rental properties that cater to different preferences, from cozy cottages to spacious homes, making it easy to find the great place for your stay.
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 common type of rental, with about 39 available throughout the area. These houses typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios that allow guests to enjoy the beautiful California scenery. Many vacation houses are situated near popular points of interest like the wineries of Sonoma Valley and hiking trails in the surrounding hills, making them ideal for those looking to explore the region.

Additionally, there are several cottages and villas, providing a charming alternative for travelers seeking a more intimate stay. These properties often include cozy living areas and unique architectural details that enhance the experience.
Are there any family house rentals in Kenwood?
In Kenwood, California, there are numerous family-friendly house rentals available, with around 42 options scattered throughout the area. The charming neighborhoods here provide a wonderful backdrop for family gatherings and outdoor activities. Many of these properties feature spacious living areas, well-equipped kitchens for preparing family meals, and outdoor decks or patios ideal for enjoying the beautiful California weather.

Visitors can explore nearby attractions such as the stunning wineries of Sonoma Valley and the natural beauty of Annadel State Park, where hiking and picnicking opportunities abound. Families can also benefit from amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay.
Can I rent a vacation home with a pool or hot tub in Kenwood?
In Kenwood, there are several vacation homes available for rent that feature pools and hot tubs, with around 27 options to choose from. This charming area in Sonoma County is known for its picturesque landscapes and proximity to wine country, making it a great destination for relaxation and outdoor activities. Many of the rentals offer amenities such as private pools, inviting hot tubs, spacious outdoor decks, and fully equipped kitchens, great for families or groups looking to unwind and enjoy the beautiful surroundings. Visitors can also expect features like barbecue areas and scenic views, enhancing the overall experience in this serene environment. Find your rental in Kenwood with a pool or a hot tub.
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, with about 17 options available. Many of these vacation homes are located in the picturesque Sonoma Valley, offering a tranquil setting for both pets and their owners. Expect amenities such as spacious backyards, outdoor patios, and fully equipped kitchens, allowing for comfortable stays and opportunities for cooking and dining in.

The area is known for its beautiful vineyards and scenic landscapes, making it an ideal destination for those looking to enjoy nature with their pets. Nearby, the beautiful Annadel State Park features miles of hiking trails that welcome leashed pets, providing great opportunities for outdoor adventures. Additionally, the charming town center of Kenwood offers pet-friendly dining options, allowing visitors to enjoy meals with their furry companions.
Are there any remote work vacation rentals in Kenwood?
In Kenwood, California, there are numerous options for remote work vacation rentals, with around 48 available throughout the area. This quaint town, located in the heart of Sonoma Valley, provides a peaceful setting for those looking to blend work and leisure. Many of these rentals offer dedicated office spaces, complete with desks, chairs, and high-speed Wi-Fi, making it easy for guests to stay productive during their stay.

Travelers can expect properties with amenities like comfortable living areas, fully equipped kitchens for meal preparation, and often outdoor spaces where they can unwind after a day of work. The picturesque surroundings, including nearby wineries and beautiful hiking trails, provide great opportunities for relaxation and exploration during downtime. 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 include WiFi, kitchens equipped with blenders and kitchen islands, and private pools. Many rentals are situated in scenic locations, allowing guests to enjoy the natural beauty of the area.
When is the best time to visit Kenwood for a vacation rental?
October is the most popular time to visit Kenwood, California, as the harvest season brings a vibrant atmosphere to this charming wine country. During this period, visitors can indulge in wine tasting at local vineyards, partake in grape harvest events, and enjoy the stunning fall foliage that blankets the landscape in rich hues. The peak season typically spans from August to October, offering a delightful mix of warm weather and an array of outdoor activities, making it great for those seeking both relaxation and adventure.

Temperatures in October are generally mild, ranging from the low 50s to mid-70s Fahrenheit, providing comfortable conditions for exploring the picturesque surroundings. Whether you're strolling through vineyards, hiking nearby trails, or enjoying a leisurely picnic, the seasonal climate enhances your experience in Kenwood.

For those looking for a more budget-friendly option, November marks the low season, allowing travelers to enjoy the beauty of the area with fewer crowds and often more affordable vacation rentals. This quieter time offers the chance to explore local attractions at a leisurely pace, making it ideal for a peaceful retreat.

In summary, if you're drawn to the lively energy of the harvest season and the rich experiences it offers, October is the best time to visit Kenwood.
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?
In Kenwood, travelers can discover a range of attractions that highlight the area's natural beauty and wine culture. The neighborhood is known for its proximity to stunning vineyards and wineries, including those along the scenic Sonoma Valley Wine Road, where visitors can enjoy wine tastings and tours. The picturesque views of rolling hills and vineyards make for a superb backdrop for vacation rentals in this area.

Additionally, the nearby Sugarloaf Ridge State Park offers hiking trails and opportunities for wildlife viewing, along with access to the stunning views from the summit of Bald Mountain. For those interested in outdoor activities, the park features picnic areas and trails that are ideal for exploring the local flora and fauna.

Kenwood is also close to the charming town of Sonoma, where visitors can explore the historic Sonoma Plaza, which is filled with shops, restaurants, and cultural landmarks.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

More Vacation Rentals ideas

People also search for