Holiday rentals with a pool in Guerneville

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!

Pacific Gardens Retreat

Enjoy a tranquil art filled garden escape at our pet friendly home! Whether you are soaking in the hot tub after a day of wine tasting or having dinner with friends this indoor/outdoor living retreat will leave you feeling relaxed. Well stocked kitchen, fast wifi and walking distance to downtown. Great restaurants and breweries nearby. Well behaved non destructive pets are welcome in this home. It may not be a fit if you have severe allergies though we do our best to clean very thoroughly.

Modern farmhouse (pool can be heated year round)

Nestled at the end of a quiet country lane, on one of Korbel’s stunning vineyards is a beautiful completely remodeled farmhouse. Enjoy relaxing in the peaceful grounds, lounging by the pool, sipping wine and taking in the spectacular views. Or get competitive in the games loft with foosball or shuffleboard- or outside with cornhole, ping pong or basketball. Permitted to sleep 8 adults but with the complementary use of a 1 bed 1 bath attached granny unit that can sleep 2 more, totaling 10.

Modern Log Cabin w/ Pool, Spa & FP Near DT & River

Sunny fully fenced modern log cabin, 3BR/2BA with private pool and SPA in a quiet neighborhood. Surrounded by 380 degrees of lush trees, allowing peaceful tranquility. Impeccably maintained, well-appointed, newly refurbished interior exudes comfort and style. Rich wood flooring throughout, combined with gas fireplace, central air + heat supports absolute comfort. One mile walking distance from downtown Guerneville, the river, restaurants, bars and wineries. 2-Car attached garage ToT#4148

Wine Country Villa Heated Pool Hot Tub Upper Level

Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

La Masia: Private Pool, Spa & Creek Sonoma Retreat

“La Masia” is a secluded estate featuring an artistic masterpiece of a home, with original art, set between a gorgeous heated pool and direct access to Austin Creek in the serene Cazadero countryside (2 acres). Inside, enjoy two wood-burning stoves, a curated library, and a fully stocked chef’s kitchen—ideal for memorable family gatherings and cozy retreats. The hot tub is available year-round, and the pool is heated April through mid-October using solar energy (solar thermal panels).

Naidu Vineyards - Views/Pool/Spa/Bocce/9 Acres

Make your way to this beautiful property, driving through lush greenery and charming farm life. Drive up thru 6 acres of active Pinot Noir vineyards, up a meandering driveway and feel the rest of the world melt away behind you. As you feel welcomed by the expansive view of rolling vineyards and the open blue sky; you ask yourself- are we in Provence or Champagne? Welcome to The Naidu Vineyards, a serene property nested atop a knoll in the tranquil rolling hills of Sonoma wine country.

Vineyard Vista, Modern Farmhouse Cottage with Pool

Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

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

Modern mid-century-inspired, Deer Ranch

Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

Private Resort with Pool, Pool House, View and Spa

This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

WE’RE CELEBRATING 11 YEARS HOSTING. We hatched The BIRDHOUSE in 2014. The BIRDHOUSE is an unique experience of country life. Airbnb offers you an opportunity to stay in a private house in our little slice of heaven. We are blessed with exceptional rural beauty and serenity on our FancyNest Farm. People LOVE it here. Check the REVIEW SECTION. Our guests share their experiences way better than we ever could.