Luxury Vacation Rentals in Kenwood

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 1 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Kenwood

Home in Kenwood

5 bedrooms•6 baths

New

Welcome to Kenwood

Unwind in Sonoma Valley with luxury vacation rentals in Kenwood that look and feel exactly as promised. Wander pairs the polish of a five-star stay with the privacy of a modern wine country home.

Choose from vineyard-view estates and contemporary farmhouses with expansive terraces, heated pools, and calming spas. Expect chef-grade kitchens, plush linens, smart home tech, dedicated workspaces, ultra fast WiFi, and 24/7 concierge service, all maintained to pristine standards for effortless living. Mornings start on sunlit patios and evenings unfold by the fire pit under clear Kenwood skies.

Destinations near Kenwood

Available soon in Kenwood

Home in Kenwood

5 bedrooms•6 baths

New

All homes in Kenwood

Home in Kenwood

5 bedrooms•6 baths

New

View all homes

Highlights in Kenwood

Discover world-class wineries, scenic state parks, and charming tasting rooms in the heart of Sonoma's Valley of the Moon.

Chateau St. Jean

Ledson Winery & Vineyards

Sugarloaf Ridge State Park

Kenwood Vineyards

Kunde Family Winery

Annadel State Park

Landmark Vineyards

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Kenwood

Exercise Equipment (1)

Outdoor Dining Area (1)

Dryer (1)

Washer (1)

Oven (1)

Other popular amenities & vacation types in Kenwood

Family vacation rentals in Kenwood

Large group vacation rentals in Kenwood

Hot tub vacation rentals in Kenwood

Private pool vacation rentals in Kenwood

Discover more of Kenwood

Cradled between the Mayacamas and Sonoma Mountains, Kenwood balances small-town calm with the prestige of Sonoma’s wine corridor. Sunlit vineyards trace Highway 12, while quiet lanes lead to landmark estates and boutique tasting rooms framed by olive groves.

Daylight invites scenic drives and trail time at Sugarloaf Ridge State Park, and nights reveal brilliant stars at the Robert Ferguson Observatory. Spring brings wildflower color, summer evenings glow gold, and harvest season fills the valley with energy. With beauty in every season and easy access to both Sonoma and Napa, Wander’s luxury vacation rentals in Kenwood are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Kenwood

Why should I book a Wander in Kenwood over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Kenwood delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Kenwood?

Some of our most popular vacation rentals in Kenwood include Wander Sonoma Creek and Wander Sonoma Creek. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Kenwood?

Wander offers 1 vacation rentals in Kenwood, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Kenwood?

You can check-in to Wander vacation rentals in Kenwood after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Kenwood have WiFi access?

Yes. Every Wander home in Kenwood has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.