Photo by Lorna Fox

Bennett Valley holiday rentals

We found 607 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Bennett Valley that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Bennett Valley

Showing deals for:18 Dec - 25 Dec

Private patio outside kitchen door
Stroll the beautiful gardens and take in the views.
The cottage is in a landscaped pool courtyard across from the main house
Living Room
Exceptional
(90 reviews)

Sonoma Rosso: Poolside Luxury for 2

Santa Rosa

8% off
AU$3,522
for 7 nights, 1 cottage
AU$503 per night
includes taxes & fees
Sonoma Rosso: Poolside Luxury for 2
Wood Fired Pizza Oven
Interior
Kitchen
Property grounds
Exceptional
(329 reviews)

Wineberry Lodge, Gourmet In & Outdoor Kitchens & Spa

Sebastopol

8% off
AU$6,936
for 7 nights, 1 home
AU$991 per night
includes taxes & fees
Wineberry Lodge, Gourmet In & Outdoor Kitchens & Spa
Living area
Living area
Terrace/patio
Pool
Wonderful
(5 reviews)

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

Santa Rosa

9% off
AU$13,324
for 7 nights, 1 villa
AU$1,903 per night
includes taxes & fees
Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog
The lavender in July is spectacular.
Outdoor dining for lunches and long summer evening for 12 people
Private kitchen
Living area
Exceptional
(258 reviews)

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood

8% off
AU$17,367
for 7 nights, 1 home
AU$2,481 per night
includes taxes & fees
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Family Room
Living room with XL masonry fireplace
Front of house. Parking for up to 5 cars in the driveway and garage.
Lounge chairs by pool
Exceptional
(128 reviews)

1-acre Private Backyard with Large Pool - 20% off October Stays

Glen Ellen

24% off
AU$8,880
for 7 nights, 1 home
AU$1,269 per night
includes taxes & fees
1-acre Private Backyard with Large Pool - 20% off October Stays
Exterior
Front Porch
Kitchen
Living room
Exceptional
(258 reviews)

Blackberry Cottage located next to Wineberry Lodge

Sebastopol

8% off
AU$3,411
for 7 nights, 1 home
AU$487 per night
includes taxes & fees
Blackberry Cottage located next to Wineberry Lodge
Open Plan living and dining area
Pool
outdoor seating under walnut tree
front door
Exceptional
(169 reviews)

A Stylish Getaway In The Heart Of Sonoma Wine Country

Kenwood

8% off
AU$9,177
for 7 nights, 1 home
AU$1,311 per night
includes taxes & fees
A Stylish Getaway In The Heart Of Sonoma Wine Country
Dinette that is ideal for morning light breakfasts
Front entry welcomes you along with radiant morning sun light
Front entry welcomes you along with radiant morning sun light
Pool
Exceptional
(28 reviews)

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

Santa Rosa

8% off
AU$16,942
for 7 nights, 1 home
AU$2,420 per night
includes taxes & fees
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
Game room!
Room
Living area
Interior
Exceptional
(52 reviews)

Sonoma Valley Vacation Home

Santa Rosa

7% off
AU$4,787
for 7 nights, 1 home
AU$684 per night
includes taxes & fees
Sonoma Valley Vacation Home
Counter sitting and wine room. Great for your private wine testing
Exterior
Living room. 75" Samsung smart tv
Dining
Exceptional
(23 reviews)

Wine Country Luxury Retreat - Pool Sauna Spa Views

Santa Rosa

8% off
AU$10,636
for 7 nights, 1 home
AU$1,519 per night
includes taxes & fees
Wine Country Luxury Retreat - Pool Sauna Spa Views
Room
Terrace/patio
Exterior
Private kitchen
Exceptional
(13 reviews)

Adorable 1 BD 1 BA in one of SR's best neighborhoods!

Santa Rosa

9% off
AU$2,597
for 7 nights, 1 cottage
AU$371 per night
includes taxes & fees
Adorable 1 BD 1 BA in one of SR's best neighborhoods!
Front
Back Yard Deck
Front Yard
Kitchen
Exceptional
(82 reviews)

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

Kenwood

10% off
AU$4,070
for 7 nights, 1 home
AU$581 per night
includes taxes & fees
Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries
Dining
Property grounds
Terrace/patio
Room
Exceptional
(14 reviews)

Wine Country California Zen Home , beautiful & Unique with stunning setting.

Santa Rosa

9% off
AU$4,209
for 7 nights, 1 home
AU$601 per night
includes taxes & fees
Wine Country California Zen Home , beautiful & Unique with stunning setting.
Room
Pool
Exterior
Property grounds
Exceptional
(33 reviews)

Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa

9% off
AU$3,361
for 7 nights, 1 home
AU$480 per night
includes taxes & fees
Cozy Wine Country Guesthouse with Private Pool & Yard
Private kitchen
Terrace/patio
Interior
Living area
Exceptional
(292 reviews)

New Modern House in Sonoma Valley's Best Area

Kenwood

12% off
AU$3,590
for 7 nights, 1 home
AU$513 per night
includes taxes & fees
New Modern House in Sonoma Valley's Best Area
Dining
Cozy up by the fire, steam shows, play games & enjoy a nostalgic movie night.
Pool
Terrace/patio
Exceptional
(21 reviews)

Wine Country Retreat w/ Pool, Hot Tub, Backyard & Game Nights Near Wineries

Santa Rosa

6% off
AU$7,280
for 7 nights, 1 home
AU$1,040 per night
includes taxes & fees
Wine Country Retreat w/ Pool, Hot Tub, Backyard & Game Nights Near Wineries
Spacious front porch with country charm.
Gas Fire Pit
Living Room facing Parl and Side Creek/New Comfy Queen Sleeper Fold Out
Kitchen with Dining Nook
Exceptional
(143 reviews)

The Kenwood House - A Place to Stay Your Wine Country Oasis in Sonoma Valley

Kenwood

8% off
AU$4,543
for 7 nights, 1 home
AU$649 per night
includes taxes & fees
The Kenwood House - A Place to Stay Your Wine Country Oasis in Sonoma Valley

  • 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

Book a holiday rental for your Bennett Valley getaway

Learn about the unique charm of Bennett Valley with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Bennett Valley

Are you hoping to find attractions to see in the area? Venture out of your holiday home and experience everything that makes Bennett Valley a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Sonoma County Fairgrounds (1.3 mi / 2.1 km)
  • Bennett Valley Golf Course (1.6 mi / 2.6 km)
  • Oakmont Golf Club (4.6 mi / 7.4 km)
  • Kendall-Jackson Wine Estate and Gardens (6.7 mi / 10.8 km)
  • Chateau St. Jean Winery (6.7 mi / 10.8 km)
  • Kendall-Jackson Winery (6.9 mi / 11.2 km)

Exploring the natural features in Bennett Valley

Whether you're looking for adventure or just want to appreciate the scenery, Bennett Valley is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Spring Lake Park (1.6 mi / 2.6 km)
  • Luther Burbank Home and Gardens (1.9 mi / 3.1 km)
  • Old Courthouse Square (2 mi / 3.2 km)
  • Kendall-Jackson Wine Estate and Gardens (6.7 mi / 10.8 km)
  • Safari West (8.1 mi / 13 km)
  • Petrified Forest (8.2 mi / 13.2 km)

Travelling to and around Bennett Valley

Fly into Santa Rosa, CA (STS-Sonoma County), the closest airport, located 8.5 mi (13.6 km) from the city centre.

Frequently asked questions

What is the best area to stay in Bennett Valley when booking a holiday rental?
When considering a holiday rental in Bennett Valley, California, a popular area to stay is the charming neighbourhood of Bennett Valley itself. Known for its picturesque landscapes and serene environment, this area offers a variety of properties that cater to different tastes and budgets, making it an excellent choice for a getaway.Bennett Valley is surrounded by lush vineyards and rolling hills, creating a peaceful atmosphere great for relaxation. Two great attractions nearby include the stunning Annadel State Park, where visitors can enjoy hiking, biking, and scenic picnics, and the renowned Sonoma County wineries that dot the landscape, offering delightful wine tasting experiences.With numerous properties available, from cosy cottages to spacious family homes, you'll find the great base to explore the beautiful surroundings and indulge in the local culture.
What are the top attractions in Bennett Valley?
In Bennett Valley, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The Bennett Valley Golf Course offers a picturesque setting for golf enthusiasts, featuring rolling hills and scenic views of the surrounding vineyards. Nearby, the Sonoma Valley wineries present opportunities for tastings and tours, showcasing the region's renowned wine production.For outdoor enthusiasts, the tranquil trails of the Annadel State Park provide excellent hiking and biking options, with paths that meander through lush landscapes and along serene lakes. Additionally, the proximity to Santa Rosa allows easy access to cultural attractions such as the Charles M. Schulz Museum, celebrating the beloved Peanuts comic strip.Local parks, such as the Bennett Valley Community Park, offer recreational facilities and picnic areas, making it a superb spot for family outings.
Are all fees included in the Bennett Valley holiday homes prices shown on Stayz?
Stayz 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 Bennett Valley holiday homes with parking?
Stayz offers a wide selection of holiday homes in Bennett Valley 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 Bennett Valley holiday homes?
You can find great discounts on holiday homes in Bennett Valley on Stayz, 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 Bennett Valley holiday home booking on Stayz?
To find Bennett Valley holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Bennett Valley?
A long-stay holiday home in Bennett Valley 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 Stayz?
Stayz'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 Bennett Valley holiday home?
Book your Bennett Valley 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Bennett Valley?
Prices for holiday homes in Bennett Valley 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. Stayz offers something for every taste and budget, from affordable homes in Bennett Valley to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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