Kenwood holiday rentals

We found 1,208 holiday rentals — enter your dates for availability
Discover a selection of 52 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:8 Jan - 15 Jan

Terrace/patio
Interior
Private kitchen
Dining
Exceptional
(5 reviews)

7-Acre Farm w/ Pool Nestled in Sonoma Wine Country - 4Bds + 3 Bath

Petaluma

8% off
S$7,136
for 7 nights, 1 room
S$1,019 per night
includes taxes & fees
7-Acre Farm w/ Pool Nestled in Sonoma Wine Country - 4Bds + 3 Bath
Bar (on property)
Exterior
Private kitchen
Living area
Exceptional
(12 reviews)

Stunning Private Estate in Wine Country - Carneros

Sonoma

8% off
S$43,656
for 7 nights, 1 home
S$6,237 per night
includes taxes & fees
Stunning Private Estate in Wine Country - Carneros
Enjoy wonderful meals paired with your favorite local wines.
Formal living area: Natural light, unforgettable gatherings.
Property grounds
Dine al fresco or relax in the hot tub, embracing nature's beauty.
Exceptional
(8 reviews)

Family Fun w/Spa by Standout Stays

Sonoma

8% off
S$7,081
for 7 nights, 1 home
S$1,012 per night
includes taxes & fees
Family Fun w/Spa by Standout Stays
back yard dining table
Private kitchen
Exterior
living room
Exceptional
(176 reviews)

Turn of Century historic home DOWNTOWN NAPA sleeps 8

Napa

8% off
S$8,560
for 7 nights, 1 home
S$1,223 per night
includes taxes & fees
Turn of Century historic home DOWNTOWN NAPA sleeps 8
Pool
Living area
Living area
Terrace/patio
Excellent
(6 reviews)

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

Santa Rosa

8% off
S$8,383
for 7 nights, 1 villa
S$1,198 per night
includes taxes & fees
Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog
Games room
Room
Children’s area
Private kitchen
Exceptional
(48 reviews)

Wine Country Backyard Escape

Santa Rosa

7% off
S$4,591
for 7 nights, 1 home
S$656 per night
includes taxes & fees
Wine Country Backyard Escape
Spa
Pool
Property grounds
Pool
Exceptional
(6 reviews)

Sonoma Reserve - Architectural Luxury Estate

Sonoma

8% off
S$31,795
for 7 nights, 1 home
S$4,542 per night
includes taxes & fees
Sonoma Reserve - Architectural Luxury Estate
Outdoor dining
Dining
Pool
Living area
Exceptional
(16 reviews)

Estate Above the Clouds

St. Helena

9% off
S$8,542
for 7 nights, 1 home
S$1,220 per night
includes taxes & fees
Estate Above the Clouds
Exterior
Exterior detail
Dining
Interior
Exceptional
(70 reviews)

Beautiful Home in Northwest Napa

Napa

9% off
S$3,749
for 7 nights, 1 home
S$536 per night
includes taxes & fees
Beautiful Home in Northwest Napa
Lush manicured gardens framed by towering oaks, rolling vineyards & stunning mountain views under endless blue skies.
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.
Gorgeous covered poolside lounge with elegant fire pit table, plush blue seating & sweeping vineyard views, the perfect spot for sunset cocktails and long summer evenings.
Exterior
Exceptional
(17 reviews)

Stunning Vineyard Villa: Pool·Spa·Games Rm·EV Chgr

Sonoma

7% off
S$6,534
for 7 nights, 1 villa
S$933 per night
includes taxes & fees
Stunning Vineyard Villa: Pool·Spa·Games Rm·EV Chgr
Peloton bike in the master wing with cycling clips, guest supplied shoes.
Incredible views from the great room of the opposing vineyard mountains.
Great room with center island, banquet and easy service to formal dining room
Sunsets from the pool are a guest favorite
Exceptional
(94 reviews)

Wine country luxury including executive chef & private resort amenities + SAUNA

Sonoma

8% off
S$20,728
for 7 nights, 1 home
S$2,961 per night
includes taxes & fees
Wine country luxury including executive chef & private resort amenities + SAUNA
Interior
Outdoor dining
Living area
Living area
Wonderful
(9 reviews)

Wine Country Estate Home

Santa Rosa

8% off
S$9,914
for 7 nights, 1 home
S$1,416 per night
includes taxes & fees
Wine Country Estate Home
Kitchen Counter
Fire Table Sitting Area
TV Room
Interior
Exceptional
(118 reviews)

Vineyard Views, Pool Hot Tub - Sleeps 8-12 - 4+ Bedrooms/3+ Bathrooms

Sonoma

8% off
S$8,641
for 7 nights, 1 home
S$1,234 per night
includes taxes & fees
Vineyard Views, Pool Hot Tub - Sleeps 8-12 - 4+ Bedrooms/3+ Bathrooms
Pool
Dining
Interior
Interior
Exceptional
(8 reviews)

Luxury House, Newly Renovated & Modern 3BD +Pool & Hot Tub - Vineyard Facing

Sonoma

8% off
S$19,242
for 7 nights, 1 home
S$2,749 per night
includes taxes & fees
Luxury House, Newly Renovated & Modern 3BD +Pool & Hot Tub - Vineyard Facing
Chef's Kitchen: Viking 8 burner duel fuel range, Nespresso & Keurig with pods
Propane firepit outdoor seating for 14 guests
Poolside firpit seating area overlooking Sonoma Valley views and epic sunsets
Living room with fireplace, pool table, winery vineyard views
Exceptional
(33 reviews)

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

Sonoma

8% off
S$29,519
for 7 nights, 1 home
S$4,217 per night
includes taxes & fees
Stunning Private Wine Country Estate - Epic Views - Pool - Hot Tub - Sunsets!
Lighted Bocce Court next to expansive Vegetable Garden
10 poolside loungers
Completely private Estate
Ping Pong, large covered porch with heaters and outdoor Dining Table
Exceptional
(106 reviews)

Grand Luxury Estate, 5 min from Wineries, Chefs Kitchen, Pool & Spa, Bocce, Farm

Sonoma

8% off
S$20,327
for 7 nights, 1 home
S$2,904 per night
includes taxes & fees
Grand Luxury Estate, 5 min from Wineries, Chefs Kitchen, Pool & Spa, Bocce, Farm
Full Dinner sets for 15 full dinner place settings.
Sunset from the pool.
Dinning Room with table sitting for 12-14 adults
Master Bedroom (CAL King Bed!)
Exceptional
(138 reviews)

Gorgeous Vineyard Views, Large private home w/heated Pool & Hot Tub included!

Glen Ellen

16% off
S$13,666
for 7 nights, 1 home
S$1,952 per night
includes taxes & fees
Gorgeous Vineyard Views, Large private home w/heated Pool & Hot Tub included!
Dining

Outdoor seating area with barbecue 
and umbrella
Property grounds
 Coffee and tea bar
 in the bedroom
Exceptional
(14 reviews)

Stay in Glen Ellen in the heart of Sonoma best wineries.

Glen Ellen

9% off
S$2,432
for 7 nights, 1 cottage
S$347 per night
includes taxes & fees
Stay in Glen Ellen in the heart of Sonoma best wineries.
Kitchen with large central island
Great room: formal dining area,  grand piano, fireplace, tv
Enclosed porch adjoining kitchen with dining area
Property grounds
Exceptional
(64 reviews)

Stay at Roche Winery's Sonoma Vineyard Retreat

Sonoma

16% off
S$8,249
for 7 nights, 1 home
S$1,178 per night
includes taxes & fees
Stay at Roche Winery's Sonoma Vineyard Retreat
Open plan kitchen with large island and 3  bar seats adjacent to dining area
Open plan living room with sightlines to kitchen and all back yard amenities
View of the main house deck and pool from the dining table
Chat with the hot-tubers while preparing a gourmet meal
Exceptional
(162 reviews)

Lovely Home & Cottage with Pool, Bocce and Game Room Near Sonoma Square

Sonoma

8% off
S$13,185
for 7 nights, 1 home
S$1,884 per night
includes taxes & fees
Lovely Home & Cottage with Pool, Bocce and Game Room Near Sonoma Square
Interior
Dining
Dining
Interior
Exceptional
(97 reviews)

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

Sonoma

8% off
S$18,998
for 7 nights, 1 home
S$2,714 per night
includes taxes & fees
Private Sonoma Vineyard Estate: Modern Villa + Pool 10 Acre Winery Property
Interior
Outdoor dining
Spiral staircase leads to downstairs bedroom & bathroom
Living area
Exceptional
(278 reviews)

Italian Villa with Infinity Pool & Panoramic Views

Glen Ellen

8% off
S$10,049
for 7 nights, 1 villa
S$1,436 per night
includes taxes & fees
Italian Villa with Infinity Pool & Panoramic Views
Interior
Kitchen Island
Room
Living area
Exceptional
(16 reviews)

Gourmet Kitchen in Wine Country w/Hot Tub + Office

Windsor

8% off
S$9,944
for 7 nights, 1 home
S$1,421 per night
includes taxes & fees
Gourmet Kitchen in Wine Country w/Hot Tub + Office
Romantic room for sure
Property grounds
Looking out the French doors - room with a view
She is tucked into the corner of my ranch - two other small buildings near by
Exceptional
(34 reviews)

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

Petaluma

8% off
S$1,631
for 7 nights, 1 cottage
S$233 per night
includes taxes & fees
Sonoma Country Cottage, On 50 Acre Ranch - Big Views, A Magical Spot.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    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)
  • HALL St. Helena Winery (7.2 mi / 11.7 km)
  • V. Sattui Winery (7.4 mi / 11.9 km)
  • Sonoma Golf Club (7.4 mi / 12 km)
  • Beringer Vineyards (7.6 mi / 12.2 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)
  • French Laundry Culinary Garden (9.8 mi / 15.8 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 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 most popular type of holiday rental accommodation in Kenwood?
The most popular types of holiday rentals in Kenwood are houses. Hoping for something different? Vrbo offers a variety of options to match our guests' requirements, so you'll see holiday homes in loads of shapes and sizes. The perfect fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Kenwood?
A range of factors can affect how much you'll pay for a holiday rental in Kenwood, such as the season, type of property and length of stay. But, all our holiday homes have something in common — exceptional value. Simply enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Kenwood?
Prices for beach houses in Kenwood may differ depending on the style and size of the property and time of year you're travelling. All you need to do is enter your travel dates into Vrbo and the number of guests to view your rental options and prices. From there you can use our filter tool to narrow your search by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday rentals in Kenwood?
There are, yes. You'll find 73 stays that welcome pets in Kenwood on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly holiday rentals to find a pad where Fido can lap up the good times.
Can I rent a house with a pool in Kenwood?
Tick the "pool" box in our handy filter tool and you can choose from 44 houses with private pools in Kenwood on Vrbo. Morning dip, sunset soak or midnight swim? Leisure activities are up to you when your holiday property comes with a swimming pool.
What are popular rental amenities in Kenwood?
Some of the most popular rental amenities guests are looking for in Kenwood are a fireplace, a firepit and a barbecue grill. Whether you're going on holiday with buddies, family or even pets, Vrbo holiday homes include the best amenities for chilling out with your loved ones.
Are there large group holiday rentals in Kenwood?
With 11 holiday rentals that can sleep 10 guests or more in Kenwood, there's no need to keep your invite list short. From family holidays to events like Thanksgiving or Christmas parties, Vrbo will help you find a large group rental to match the occasion.
Are there holiday rentals in Kenwood that welcome kids?
With 73 family-friendly holiday rentals available in Kenwood, now is an awesome time to introduce the kiddos to the wonders of travel. Simply check our "Properties good for families" filter box to find stays that come with conveniences perfect for families on the move, like full kitchens, private pools, hot tubs and bunk beds.
What are the top attractions for families in Kenwood?
There are loads of fabulous things to do and see with the family in Kenwood, such as:
  • Mortons Warm Springs
  • Robert Ferguson Observatory
  • Jack London State Historic Park
Are there one-bedroom holiday rentals in Kenwood?
Yes, there are nine one-bedroom properties in Kenwood to pick from. A one-bedroom holiday home is a great choice if it's just you and your partner or if you're travelling on your own. Toss in more space, convenience and privacy compared to a hotel, and you're sure to have an unforgettable break.
Can I find two-bedroom holiday rentals in Kenwood?
Take your pick of 16 two-bedroom holiday homes in Kenwood. Give the kids the second room or maybe fill it with a couple of your besties. There's space for whoever's fortunate enough to be joining your journey.
Are there holiday rentals with WiFi in Kenwood?
Whether you want to keep up with the latest news, reply to emails or surf social networks, there are 34 holiday homes with WiFi in Kenwood. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Kenwood?
Select your travel dates and then use the filter tool to see holiday rentals with ac in Kenwood on Vrbo. With 66 air-conditioned properties available, you can enjoy a cool and comfortable stay.
How old do you have to be to rent a holiday rental in Kenwood?
The minimum age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your preferred Kenwood holiday rental before booking.
How long can I rent a holiday rental in Kenwood for?
The amount of time you can stay in a Kenwood holiday rental for is up to each property. Just tap in your preferred travel dates to browse options that offer extended stays. They have all the things you need to make your extended trip more comfortable and convenient, like kitchens and backyards. Some holiday homes might also offer discounted weekly or monthly prices, so you can hang around longer for less.

More holiday ideas