Vacation rentals with a pool in Kenwood

Wine Country Retreat- Privacy-Spa/Pool/Games

Take it easy at this unique & tranquil getaway in the middle of wine country! Feel worlds away but just minutes to world-class wineries, restaurants & shopping. Enjoy your own private pool, spa & game room. The large private property is perfect for your family getaway, couples retreat, or those looking for their own slice of heaven with thoughtful amenities. You'll want to come back year after year! Separate 1/1 guest house not included in price but available upon request at time of booking.

Sonoma Valley Vacation Home with Seasonal Pool

Gather indoors and outside at our Sonoma Valley rancher with tons of amenities! Inside, find a comfortable modern interior with 3 private bedrooms, office room with twin daybed, 2 full baths, large dining table, a fully equipped kitchen and breakfast/bar table. The backyard has a large pool (seasonal), gas bbq, fire table, seats and dining table. Minutes by car to Sonoma Square, Glen Ellen, wineries, hiking trails, spas, shopping and dining. Blocks to a park, cafe & two local favorite eateries.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Spring getaway in beautiful Sonoma Valley!

Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

Sonoma Retreat as featured on CBS's Staycation

FEATURED ON CBS's STAYCATION WINE & DINE! Enjoy breathtaking wine country views and sunsets from Cavedale Ridge, a peaceful hillside retreat. On the vast Pool Deck off the Chef's Kitchen, swim, grill, dine, and relax in the spa. And, in the evenings, star-gaze around the Fire Pit. All four Primary Suites offer similar standards of accommodation: space, privacy, comfort and modern bathrooms. This makes Cavedale Ridge ideal for four couples, groups of adults, or extended family gatherings.

Wine Country Retreat w/ Pool, Hot Tub & Games

Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Nice home, wineries, heated pool, hottub fire pit

This newly remodeled home is your perfect vacation rental. It features a heated pool for you to enjoy year round! There is also a brand new hot tub for an extra dose of relaxation. Enjoy your meal outside around the fire pit table or in the large open kitchen area of the home. If you want a little more privacy, there is an additional side yard with its own fire pit for you to sneak away to. With its prime location (only 20 min to Sonoma) this is the Wine Country home for you!

Luxury home, heated spa tub, walk to restaurants

Luna Lodge, a 3 bedroom 2 bath Glen Ellen village luxury home in the heart of Sonoma wine country. The home has a beautiful garden with spa pool by a peaceful creek. Everything you need for a great vacation is at your fingertips. Situated on a quiet lane, 5 min walk to wine tasting rooms, top restaurants, food markets. Enjoy a gourmet private chef dinner while at the home. Let us know if you are interested and we will help you arrange a very special dining experience.

Vineyard Retreat • Walk to Wineries • Press Pick

WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Chef-ready, fully stocked kitchen - Stylish interior with thoughtful amenities - Ultra-fast, reliable WiFi - Seasoned Superhost—responsive, reliable, and thoughtful

Sonoma Country Club Wine Country w/ pool

Located down a private drive, this home is the ultimate indoor outdoor living experience. Serene setting with an expansive lawn with abundant fruit trees. The home features 3 bedrooms, a game room and 2 full bathrooms. The backyard included a brand new heated pool, hot tub, fire pit, bocce, putting green and bbq. This home is a short drive to the historic Sonoma Plaza, and across the street from the Sonoma Golf Club TOT 4388N