Luxury Vacation Rentals with a Private Pool in Kenwood

Luxury Vacation Rentals with a Private Pool 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 3 private pool vacation rentals – enter your dates for availability.
Welcome to private poolside luxury in Kenwood

Welcome to private poolside luxury in Kenwood

Welcome to Wander in Kenwood, where luxury private-pool vacation rentals elevate wine country living. Each residence is positioned for serene valley panoramas, with secluded, temperature-controlled pools and integrated spas designed for lingering afternoons and golden-hour swims. Every poolside setting is created for privacy and unhurried relaxation.
Expect hotel-grade amenities in a perfectly private home. Think expansive sun decks and cabanas, outdoor kitchens, fire features, and open-flow indoor-outdoor spaces with chef-ready kitchens and plush suites. Every stay includes pristine cleaning, ultra fast WiFi, smart-home tech, and 24/7 concierge, so you can simply arrive, unplug, and enjoy your poolside retreat.

Highlights in Kenwood

Discover world-class wineries, scenic state parks, and charming small-town life in the heart of Sonoma's Valley of the Moon.
Chateau St. Jean Winery
Sugarloaf Ridge State Park
Kenwood Vineyards
Annadel State Park
Ledson Winery & Vineyards
Kunde Family Winery
Jack London State Historic 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.

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Most popular amenities for private pool vacation rentals in Kenwood

More popular private pool destinations near Kenwood

Other popular amenities & vacation types in Kenwood

Discover more beyond the pool in Kenwood

Discover more beyond the pool in Kenwood

Kenwood hums at a gentler tempo in the heart of Sonoma Valley. The landscape sweeps from heritage oaks to orderly vines beneath Hood Mountain, with soft morning fog and radiant, late-day light. Evenings bring quiet roads and open skies that make the countryside feel wonderfully unhurried.
Seasons set the pace here. Spring brings wildflower color, summer delivers warm afternoons and cool nights, autumn shimmers with harvest energy, and winter offers crisp air and luminous views. This timeless, small-town slice of Sonoma is why Wander's luxury private-pool 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 private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool 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 private pool vacation rentals in Kenwood?

Some of our most popular private pool vacation rentals in Kenwood include Wander Kenwood Hills, Wander Kenwood Retreat, and Wander Kenwood Forest . 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 private pool vacation rentals does Wander have available in Kenwood?

Wander offers 3 private pool 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 private pool vacation rentals in Kenwood?

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

Do Wander’s private pool 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.
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