Kenwood holiday homes

We found 1,217 holiday rentals — enter your dates for availability
Discover a selection of 51 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:25 Dec - 1 Jan

Living room seating
Spacious kitchen with island, Thermador gas range and large built-in fridge
View of living and dining rooms from the kitchen.
Newly remodeled kitchen with large fridge, wine fridge, dishwasher
Exceptional
(100 reviews)

Carneros Vista Ranch - Farmhouse Estate on 3 Acres near Sonoma Plaza

Sonoma

8% off
NZ$20,482
for 7 nights, 1 home
NZ$2,926 per night
includes taxes & fees
Carneros Vista Ranch - Farmhouse Estate on 3 Acres near Sonoma Plaza
Room
Exterior
Private kitchen
Bar (on property)
Exceptional
(12 reviews)

Stunning Private Estate in Wine Country - Carneros

Sonoma

8% off
NZ$56,665
for 7 nights, 1 home
NZ$8,095 per night
includes taxes & fees
Stunning Private Estate in Wine Country - Carneros
Dining room & kitchen with winery vineyard views from every room
Propane firepit outdoor seating for 14 guests
Living room with fireplace, pool table, winery vineyard views
Poolside firpit seating area overlooking Sonoma Valley views and epic sunsets
Exceptional
(33 reviews)

Stunning Private Wine Country Estate - Epic Views - Pool - Hot Tub - Sunsets!

Sonoma

8% off
NZ$38,856
for 7 nights, 1 home
NZ$5,551 per night
includes taxes & fees
Stunning Private Wine Country Estate - Epic Views - Pool - Hot Tub - Sunsets!
Living Room
Stroll the beautiful gardens and take in the views.
Bedroom with Vanity Table
Private patio outside kitchen door
Exceptional
(90 reviews)

Sonoma Rosso: Poolside Luxury for 2

Santa Rosa

8% off
NZ$4,448
for 7 nights, 1 cottage
NZ$635 per night
includes taxes & fees
Sonoma Rosso: Poolside Luxury for 2
Living area
Outdoor dining
Outdoor spa tub
Interior
Exceptional
(276 reviews)

Italian Villa with Infinity Pool & Panoramic Views

Glen Ellen

8% off
NZ$14,327
for 7 nights, 1 villa
NZ$2,047 per night
includes taxes & fees
Italian Villa with Infinity Pool & Panoramic Views
Interior
Dining
Dining
Interior
Exceptional
(97 reviews)

Private Sonoma Vineyard Estate: Modern Villa + Pool 10 Acre Winery Property

Sonoma

8% off
NZ$27,326
for 7 nights, 1 home
NZ$3,904 per night
includes taxes & fees
Private Sonoma Vineyard Estate: Modern Villa + Pool 10 Acre Winery Property
Terrace/patio
Living area
Living area
Pool
Excellent
(6 reviews)

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

Santa Rosa

9% off
NZ$21,190
for 7 nights, 1 villa
NZ$3,027 per night
includes taxes & fees
Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog
Looking out the French doors - room with a view
Property grounds
Romantic room for sure
Interior
Exceptional
(34 reviews)

Sonoma Country Cottage, On 50 Acre Ranch - Big Views, A Magical Spot.

Petaluma

8% off
NZ$2,167
for 7 nights, 1 cottage
NZ$310 per night
includes taxes & fees
Sonoma Country Cottage, On 50 Acre Ranch - Big Views, A Magical Spot.
Property grounds
Formal living area: Natural light, unforgettable gatherings.
Enjoy wonderful meals paired with your favorite local wines.
Dine al fresco or relax in the hot tub, embracing nature's beauty.
Exceptional
(8 reviews)

Family Fun w/Spa by Standout Stays

Sonoma

9% off
NZ$17,065
for 7 nights, 1 home
NZ$2,438 per night
includes taxes & fees
Family Fun w/Spa by Standout Stays
Pool
Exterior detail
Living Room and back door exit to pool area
Large dining table
Exceptional
(84 reviews)

WOW! A little bit of France...in Sonoma!

Sonoma

8% off
NZ$14,582
for 7 nights, 1 home
NZ$2,083 per night
includes taxes & fees
WOW! A little bit of France...in Sonoma!
Sky Suite with king bed
Sunset over the pool and firepit
Large chef's kitchen
Firepit at dusk
Exceptional
(102 reviews)

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Glen Ellen

13% off
NZ$21,808
for 7 nights, 1 home
NZ$3,115 per night
includes taxes & fees
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley
Exterior
Property grounds
Exterior
Pool
Exceptional
(65 reviews)

Wine Country Retreat between Sonoma & Napa Valleys

Glen Ellen

8% off
NZ$14,905
for 7 nights, 1 home
NZ$2,129 per night
includes taxes & fees
Wine Country Retreat between Sonoma & Napa Valleys
Light Filled Mid Century Modern Appointed Living Rm Perfect for Chats & Reading
Front entry welcomes you along with radiant morning sun light
Dinette that is ideal for morning light breakfasts
Front entry welcomes you along with radiant morning sun light
Exceptional
(28 reviews)

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Santa Rosa

8% off
NZ$36,495
for 7 nights, 1 home
NZ$5,214 per night
includes taxes & fees
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Stunning wraparound deck with rustic wood pergola, ancient oak canopy & endless vineyard and mountain views. The ultimate spot to sip your morning coffee or watch the Sonoma sun go down.
Stunning chef's kitchen where culinary dreams come alive! Soaring wood-beamed ceilings, a grand marble island with seating for 4, stainless steel appliances. All flowing seamlessly into the dining area. Cook, gather & entertain in pure wine country style.
Lush manicured gardens framed by towering oaks, rolling vineyards & stunning mountain views under endless blue skies.
Exterior
Exceptional
(16 reviews)

Stunning Vineyard Villa | Pool · Hot Tub · Games Room · EV Charger

Sonoma

9% off
NZ$14,047
for 7 nights, 1 villa
NZ$2,007 per night
includes taxes & fees
Stunning Vineyard Villa | Pool · Hot Tub · Games Room · EV Charger
outdoor seating under walnut tree
Pool
Dining area
Open Plan living and dining area
Exceptional
(170 reviews)

A Stylish Getaway In The Heart Of Sonoma Wine Country

Kenwood

8% off
NZ$11,833
for 7 nights, 1 home
NZ$1,690 per night
includes taxes & fees
A Stylish Getaway In The Heart Of Sonoma Wine Country
Dining
Exterior detail
Living area
Interior
Exceptional
(68 reviews)

Beautiful Home in Northwest Napa

Napa

9% off
NZ$5,296
for 7 nights, 1 home
NZ$757 per night
includes taxes & fees
Beautiful Home in Northwest Napa
Wine table that fits 8 people with views into both kitchen and living room.
Relax on main deck overlooking creek - direct access to living room & kitchen.
Evening shot of front of house. Motion sensor to light pathway to house.
Interior
Exceptional
(156 reviews)

Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication

Glen Ellen

8% off
NZ$11,082
for 7 nights, 1 home
NZ$1,583 per night
includes taxes & fees
Sonoma Valley, Glen Ellen Secluded Wine Country Sophistication
King bed and full bathroom attached
Pool
Exterior
Exterior
Exceptional
(27 reviews)

Sonoma Country Club Wine Country w/ pool

Sonoma

7% off
NZ$14,764
for 7 nights, 1 home
NZ$2,109 per night
includes taxes & fees
Sonoma Country Club Wine Country w/ pool
Living area
Room
Living area
Private kitchen
Exceptional
(57 reviews)

The Burndale Barn Wine Country Vacation Home

Sonoma

8% off
NZ$6,172
for 7 nights, 1 home
NZ$882 per night
includes taxes & fees
The Burndale Barn Wine Country Vacation Home
Dining
Living area
Room
Private kitchen
Exceptional
(11 reviews)

Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub

Glen Ellen

8% off
NZ$14,797
for 7 nights, 1 home
NZ$2,114 per night
includes taxes & fees
Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub
Pool
Exterior
Private kitchen
Property grounds
Exceptional
(23 reviews)

Sonoma Masseria, Solar heated Pool and A/C

Sonoma

8% off
NZ$9,530
for 7 nights, 1 home
NZ$1,361 per night
includes taxes & fees
Sonoma Masseria, Solar heated Pool and A/C
Room
Property grounds
Interior
Exterior
Exceptional
(53 reviews)

Perfect location for Napa, Sonoma, San Francisco

Sonoma

8% off
NZ$2,118
for 7 nights, 1 room
NZ$303 per night
includes taxes & fees
Perfect location for Napa, Sonoma, San Francisco
living room
Private kitchen
living area with huge sectional to accommodate all guests
back yard dining table
Exceptional
(176 reviews)

Turn of Century historic home DOWNTOWN NAPA sleeps 8

Napa

8% off
NZ$12,012
for 7 nights, 1 home
NZ$1,716 per night
includes taxes & fees
Turn of Century historic home DOWNTOWN NAPA sleeps 8
Enjoy conversation around the kitchen island
Beautiful views of barn and garden from the kitchen
Napa night sky
New kitchen with island
Exceptional
(190 reviews)

The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa

Napa

8% off
NZ$16,582
for 7 nights, 1 home
NZ$2,369 per night
includes taxes & fees
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa

  • Peace of mind

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    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • 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)
  • V. Sattui Winery (7.4 mi / 11.9 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)
  • Old Courthouse Square (9.3 mi / 14.9 km)
  • Yountville Park (9.6 mi / 15.5 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 area around the charming village centre is an excellent choice. This picturesque neighbourhood offers a delightful blend of tranquillity and accessibility to some of the region's finest attractions. Visitors can enjoy the stunning scenery and expansive vineyards that characterise the landscape, making it a superb base for wine enthusiasts.One of the top attractions nearby is the renowned Kunde Family Winery, where guests can indulge in wine tastings and explore the beautiful grounds. Additionally, the scenic beauty of the nearby Hood Mountain Regional Park provides ample opportunities for hiking and enjoying the outdoors, with trails that showcase the area's natural splendour.The village itself features a selection of holiday rentals that range from quaint cottages to luxurious villas, allowing for a variety of preferences and budgets. Staying in this area not only gives you access to fantastic local amenities, such as delightful eateries and boutique shops, but also places you within easy reach of the broader Sonoma Valley, renowned for its exceptional wines and stunning vistas.
What is the most popular type of holiday rental accomodation in Kenwood?
In Kenwood, holiday houses are the most popular type of holiday rental, with around 164 options available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, ideal for enjoying the beautiful Californian weather. Many holiday houses are located near wineries and scenic hiking trails, making them great for those looking to explore the local attractions.Cottages are also a charming choice, with about 28 available for those seeking a cozier retreat. These often include rustic touches, comfortable living areas, and convenient kitchen facilities. For those desiring a touch of luxury, there are around 16 villas, which usually offer upscale amenities, private pools, and expansive views of the surrounding vineyards.
Are there any family house rentals in Kenwood?
In Kenwood, there are numerous family-friendly house rentals available, with around 38 options to choose from. This charming area in Sonoma County is ideal for families looking to explore the beautiful wine country and enjoy outdoor activities. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play.Visitors can find homes with amenities such as private pools, BBQ grills, and comfortable dining areas, allowing for memorable family gatherings. Close to the rentals, you'll discover stunning parks and hiking trails, including the picturesque Sugarloaf Ridge State Park, which offers scenic views and trails suitable for all ages.Additionally, the local area is renowned for its wineries, where families can partake in tastings while enjoying the beautiful surroundings.
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 28 options to choose from. This picturesque area in Sonoma County is known for its beautiful landscapes and proximity to wineries, making it an ideal destination for relaxation and leisure. Many of the rentals boast amenities such as private swimming pools, inviting hot tubs, expansive outdoor spaces, and fully equipped kitchens, great for enjoying meals al fresco or unwinding after a day of exploring the local vineyards.
Are there pet-friendly house rentals in Kenwood?
In Kenwood, there are several pet-friendly house rentals available, with approximately 18 options to choose from. This charming area, located in Sonoma County, offers a variety of holiday homes that often come with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, making them ideal for families and groups travelling with pets.Many of these rentals are situated near beautiful outdoor spaces, allowing for easy exploration with your furry companions. The nearby Sugarloaf Ridge State Park provides excellent hiking trails where pets are welcome, offering a great opportunity for outdoor adventures. Additionally, the local wineries in the region often have pet-friendly policies, allowing you to enjoy tastings while your pet accompanies you.
Are there any remote work holiday rentals in Kenwood?
In Kenwood, California, there is a substantial selection of remote work-friendly holiday rentals, with around 192 options available. This picturesque area, located in Sonoma County, offers a blend of natural beauty and convenience for those looking to work remotely. Many properties come equipped with essential amenities such as reliable internet service, dedicated workspaces with desks and chairs, and comfortable living areas ideal for balancing productivity with relaxation.Travellers can expect various types of accommodations, from charming cottages to spacious homes, all set against the backdrop of the stunning Sonoma Valley. Visitors will find themselves close to local attractions, including wineries and hiking trails, providing ample opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Kenwood?
In Kenwood, popular rental amenities typically include kitchens, allowing guests to prepare their own meals and enjoy dining in a home-like setting. Many properties feature decks or patios, great for soaking up the serene surroundings and enjoying the pleasant California weather. A fireplace is also a common amenity, providing a cosy atmosphere for relaxation in the evenings. Onsite parking is often available, making it convenient for those travelling by car. Additionally, most rentals come equipped with coffee and tea makers, ensuring that guests can enjoy their morning brew while taking in the beautiful views of the surrounding landscape.
When is the best time to visit Kenwood for a holiday rental?
The most popular time to visit Kenwood is during the peak season from August to October, when visitors flock to this charming area to enjoy its renowned wineries and stunning landscapes. October, in particular, is a delightful month as the grape harvest season comes to a close, offering visitors the chance to partake in wine tastings and vineyard tours against a backdrop of vibrant autumn colours.During this peak period, temperatures typically range from mild to warm, hovering around 10 to 25 degrees Celsius, great for outdoor activities like hiking in the nearby Sonoma Valley. The comfortable climate makes it an ideal time for sightseeing, whether you're exploring quaint local shops or enjoying a picnic in one of the beautiful parks.If you're looking for a more budget-friendly option, November presents a wonderful opportunity to experience Kenwood in a quieter setting. While the tourist crowds have thinned, you can still relish in the peaceful beauty of the region, with cooler temperatures ranging from 5 to 15 degrees Celsius. This time is great for leisurely walks through the vineyards or enjoying a cozy evening at a local B&B.Ultimately, the best time to book a holiday rental in Kenwood depends on whether you prefer the vibrant setting of the peak season or the tranquil charm of the shoulder months.
What are the top attractions in Kenwood?
In Kenwood, California, visitors can enjoy a range of attractions that showcase the area's natural beauty and local culture. One of the main draws is the stunning Sonoma Valley, renowned for its picturesque vineyards and wineries, where guests can indulge in tastings and tours. Nearby, the scenic Hood Mountain Regional Park offers hiking trails with breathtaking views of the surrounding landscape, making it a great spot for outdoor enthusiasts.The charming village atmosphere of Kenwood itself features quaint shops and eateries, providing a taste of local cuisine and artisan products. Additionally, the historic Kenwood Depot, a former train station turned community centre, often hosts events and gatherings that highlight the area's rich heritage.For those seeking more outdoor activities, the proximity to the Russian River allows for kayaking, canoeing, and swimming, while the nearby Sonoma County Regional Parks offer further opportunities for exploration and relaxation in nature.
Are all fees included in the Kenwood holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Kenwood holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Kenwood holiday homes?
You can find great discounts on holiday homes in Kenwood on Bookabach, 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.
Can I change or cancel my Kenwood holiday home booking on Bookabach?
To find Kenwood holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Kenwood?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Kenwood holiday home?
Book your Kenwood holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Kenwood?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Kenwood to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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