Kenwood holiday lettings

We found 1,160 holiday rentals — enter your dates for availability

Discover a selection of 44 homes and other holiday rentals in Kenwood that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Kenwood

Showing deals for:14 Nov - 21 Nov

Image gallery for Serene estate, an entertainer's paradise

Living/Grand Room
9.6 out of 10 rating
Exceptional
(11 reviews)

Serene estate, an entertainer's paradise

Sonoma, CA

8% off
Price is £9,959
£1,423 per night
includes taxes & fees
Serene estate, an entertainer's paradise

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Find out more about Kenwood

Find out more about Kenwood

Why visit Kenwood

  • Charming vineyards: Discover the renowned Ledson Winery and explore the picturesque wineries that Kenwood has to offer.
  • Outdoor adventures: Enjoy activities in the nearby nationalStatePark, perfect for hiking and immersing yourself in nature.
  • Romantic getaways: Experience the tranquil atmosphere, making it ideal for couples seeking a relaxing escape.
  • Unique accommodation: Choose from delightful private vacation homes, cosy cottages, and stylish condos for your stay.
  • Cultural experiences: Visit piazzaSquare and fairgroundShowGround for local culture and entertainment.

Popular types of accommodation in Kenwood

If you're considering a getaway in Kenwood, you're in for a treat. Our most sought-after types of accommodation include Houses, charming Cottages, and stylish Condos. Whether you're searching for holiday rentals, holiday homes, or even hotels in Kenwood, we provide a variety of options to suit your needs. Enjoy transparency, savings, and reassurance as you explore the perfect holiday home rentals for your stay.

  • Houses: The top choice for visitors to Kenwood, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A delightful option for those seeking a quaint and picturesque retreat amidst beautiful surroundings.
  • Condos: A popular selection for those wanting modern amenities and a convenient location for exploring Kenwood.
  • Apartments: Ideal for independent travellers looking for a homely atmosphere with self-catering facilities.
  • Villas: A luxurious choice for those desiring ample space and upscale features for a relaxing getaway.**

Top attractions near Kenwood

Kenwood, California, offers a delightful mix of outdoor adventures and romantic getaways, perfect for an entertaining holiday. Key attractions such as piazzaSquare, nationalStatePark, and fairgroundShowGround provide cultural and outdoor experiences. Visitors can explore prestigious resorts and partake in various activities, making it an ideal destination for travellers seeking both relaxation and excitement. Don't miss the chance to discover the best attractions and enjoy the charming local atmosphere during your stay.

  • Sonoma Plaza: A charming piazza, Sonoma Plaza is a vibrant hub filled with local shops, cafés, and cultural events. Its historic charm and lively atmosphere make it perfect for leisurely strolls and socialising.
  • Sonoma County Fairgrounds: This expansive fairground offers a variety of outdoor activities and family-friendly events throughout the year. It's an excellent place for enjoying local fairs, concerts, and community gatherings.
  • Sonoma State University: A modern campus with impressive architecture, Sonoma State University provides a lively city vibe. You can explore its beautiful grounds and enjoy art exhibitions and cultural events.

Things to do recommended for couples

Seeking a romantic getaway in Kenwood? Indulge in a wine tasting at Ledson Winery, unwind at the Calistoga Hot Springs for a soothing experience, or embark on a breathtaking hot air balloon ride with Balloons Above the Valley. Perfect for couples looking for adventure and relaxation!

Things to do recommended for families

Your family will love exploring Spring Lake Park for a relaxing day outdoors. Visit the Robert Ferguson Observatory for an entertaining glimpse of the stars, or have a blast at the Scandia Family Fun Center, promising an exhilarating adventure just 6.2km away.

Things to do recommended for groups

Enjoy a round of golf at Oakmont Golf Club, just 1.9km from Kenwood, or explore the bustling V Marketplace, located 6.2km away. Don't miss the captivating performances at Transcendence Theatre Company, a mere 3.7km from Kenwood, perfect for a delightful group outing.

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

If you're travelling with a group, family, or pets, or seeking longer stays, be sure to refine your search according to your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Kenwood with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Kenwood with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable facilities, 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 holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Kenwood: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By applying the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Kenwood

Kenwood, California, offers a delightful blend of outdoor and romantic experiences, making it an ideal destination for couples and families alike. Explore the charming vineyards, such as the renowned Ledson Winery, or indulge in serene beach holidays nearby. With its relaxing atmosphere, you can enjoy excursions that reveal the area's historical charm while discovering the enchanting vibes that Kenwood has to offer. Whether seeking luxury or tranquil retreats, this quaint locale promises a memorable getaway.

  • Napa Valley: Nestled a mere 7.5km from Kenwood, Napa Valley is renowned for its stunning landscapes and vibrant wine culture. This picturesque valley offers an outdoor and romantic experience, ideal for couples and relaxation seekers. Visitors can indulge in luxurious spa treatments, unwind in recreational areas, and explore the historic railways that tell the tale of the region's rich heritage. The nearby bay and beach provide additional opportunities for scenic strolls and leisurely picnics, making Napa Valley a must-visit for those looking to revel in nature’s beauty.
  • Santa Rosa: Located 5.6km from Kenwood, Santa Rosa is a lively city that caters to families and outdoor enthusiasts alike. With its scenic views and inviting atmosphere, travellers can partake in various activities including golf at pristine courses and rejuvenating body treatments. The city boasts a beautiful river and hosts event venues perfect for conferences and gatherings. Additionally, the proximity to the beach allows for enjoyable day trips, making Santa Rosa an excellent destination for a family-friendly getaway with plenty of outdoor adventures.
  • Sonoma: Just 6.2km from Kenwood, Sonoma is a charming city that offers an exciting blend of urban experiences and natural beauty. Ideal for outdoor lovers, visitors can engage in thrilling motor racing or relax with spa treatments. The local piazza square invites guests to enjoy a vibrant atmosphere, while urban parks provide serene spots for leisurely walks. With its scenic surroundings and diverse attractions, Sonoma is perfect for those looking to explore both the cultural and natural offerings of the area.

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

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to narrow down your search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides an excellent platform for planning new adventures, refining your travel arrangements, or managing your existing bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The charming area of Kenwood awaits your stay

Enjoy the wineries and other features of Kenwood. Travellers especially like the spas, gardens and parks in this romantic and relaxing city. A holiday 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 find top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Kenwood a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Kenwood. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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 centre. If you can't find a flight that works for your travel itinerary, you can also fly into Oakland, CA (OAK-Oakland Intl.), which is 51.7 mi (83.2 km) away.

Frequently asked questions

What is the best area to stay in Kenwood when booking a holiday rental?
When considering a holiday rental in Kenwood, California, the best area to stay is near the charming Kenwood Village. This delightful neighbourhood offers a picturesque setting surrounded by the stunning Sonoma Valley vineyards. Staying here allows easy access to some of the region's top attractions, such as the renowned Kunde Family Winery, where visitors can enjoy wine tastings and vineyard tours. Additionally, the nearby Sugarloaf Ridge State Park provides opportunities for hiking and exploring the natural beauty of the area, including panoramic views from the summit.
How much does it cost to rent a holiday home in Kenwood?
Prices for holiday 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 holiday 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 holiday rental accomodation in Kenwood?
In Kenwood, holiday houses are the most popular type of rental, with around 36 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and well-equipped kitchens, making them ideal for families or groups. Many houses also come with outdoor spaces such as decks or gardens, superb for enjoying the serene surroundings of Sonoma County. Additionally, there are several cottages, villas, and apartments available, each offering a unique charm and amenities tailored to different preferences.
Are there any family house rentals in Kenwood?
In Kenwood, California, there is a wide selection of family-friendly house rentals, with around 39 available throughout the area. This charming locale, located in the heart of Sonoma County, offers visitors a wonderful blend of natural beauty and local attractions, making it ideal for families seeking a memorable getaway.

Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Guests can also find amenities such as private pools, barbecues, and game rooms, ensuring a comfortable and entertaining stay.
Can I rent a holiday home with a pool or hot tub in Kenwood?
In Kenwood, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 24 options to choose from. This picturesque area in Sonoma County is known for its serene surroundings and proximity to the beautiful vineyards of the Sonoma Valley. Visitors can find properties located among the stunning landscapes, often featuring private pools, relaxing hot tubs, and outdoor spaces ideal for enjoying the pleasant California weather.
Can I find long-stay holiday rentals in Kenwood?
A long-stay holiday rental in Kenwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kenwood?
In Kenwood, there are several pet-friendly house rentals available, providing a great option for travellers looking to enjoy the beauty of Sonoma County with their furry friends. Many of these holiday homes come with amenities such as outdoor patios, spacious backyards, and fully equipped kitchens, creating a comfortable and convenient environment for families or groups.
Are there any remote work holiday rentals in Kenwood?
In Kenwood, California, there are numerous remote work holiday rentals available, with around 43 options to choose from. This picturesque area, located in the heart of Sonoma County, is ideal for those looking to blend work and leisure. Many properties cater specifically to remote workers, offering amenities such as high-speed Wi-Fi, dedicated office spaces, desks, desk chairs, and even computer monitors to facilitate a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kenwood holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kenwood with parking available—perfect for families or travellers 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 holiday rental amenities include fully equipped kitchens with essential items such as cookware, dishware, utensils, dishwashers, microwaves, and refrigerators. These amenities allow guests to prepare their own meals and enjoy a comfortable, self-catering experience. Many rentals are situated in picturesque settings that take advantage of the beautiful Sonoma Valley landscape, making them ideal for those seeking a relaxing getaway.
When is the best time to visit Kenwood for a holiday rental?
The best time to visit Kenwood for a holiday rental is during the captivating months of August to October, which constitute the peak season. This period is particularly popular among those seeking a blend of outdoor exploration and culinary delights, as it coincides with the grape harvest in Sonoma Valley. The vibrant vineyards transform into a tapestry of colours, inviting visitors to partake in wine tastings and tours amidst the stunning autumn scenery.

October stands out as a wonderful month to experience Kenwood. With average temperatures hovering around the low 20s Celsius, it provides a comfortable climate for activities such as hiking in the nearby Sonoma Valley Regional Park or enjoying leisurely picnics in the picturesque surroundings. The local harvest festivals during this time also offer a chance to savour fresh produce and local delicacies.

For travellers looking for a more budget-friendly option, November marks the beginning of the low season. While the crowds thin, the serene atmosphere allows for intimate experiences, such as quiet vineyard visits and peaceful hikes through the fall foliage.
How early should I book a Kenwood holiday rental?
Book your Kenwood holiday 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 holiday 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, California, visitors can enjoy a range of attractions that highlight the area's natural beauty and wine culture. The stunning views of the surrounding vineyards and rolling hills are a major draw, particularly from locations like the nearby Annadel State Park, which offers hiking trails and opportunities for wildlife viewing. Holiday rentals in this area often provide a tranquil setting with easy access to the outdoors.
Can I change or cancel my Kenwood home rental booking on Vrbo?
To find Kenwood holiday 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 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 travellers 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 cosy 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 holiday 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.

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