Holiday rentals with a pool in Guerneville

Wine Country Retreat w Pool & Spa-1 Acre Grounds

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up hwy 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in an upscale, quiet, peaceful neighborhood.

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

The Deer Retreat – Privacy and Comfort

At the end of a private road (recently redone), the Deer Retreat offers privacy to enjoy the newly renovated pool, the hot tub, and the full outdoor kitchen. With sprawling views of a large private backyard, you will be sure to spot some deers or wild turkeys who call this peaceful place home. When staying inside, you will enjoy the privacy of the 2 large en-suite master bedrooms which are located at opposite ends of the house, or regroup in the large vaulted living room with open kitchen.

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.

Nama'Stay - A Peaceful Zen Retreat

Welcome to Nama'Stay. One of the most sought out rentals in the Russian River area, for a good reason. Featuring fastest local Internet available. Low cleaning fee and minimal check-out requirements. Located steps away from the Rio Nido Roadhouse resort. Immediate neighbor to Korbel. Just 1.25 miles from downtown Guerneville. Perfect for a couple, or group up to 4. Modern and renovated 2BD with Private hot tub. Professionally cleaned and managed. Fully stocked with amenities.

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

Riverside Lodge House in Guerneville

This bright home dazzles with stylish mid-century furnishings sourced from local antique shops and a brick-fronted fireplace. Prep meals in a warm kitchen to serve at a robust hardwood table; cookout on the private decked patio; enjoy a swim in the separately fenced-in pool (shared with the home next door). Pets are welcome! Enjoy walks on the longest stretch of beach in Guerneville across the street from the house and swim with the neighbors who enjoy the public river access.

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.

Luxury home (+ pool house) with views, pool & 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.

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Leo's Lodge is a beautifully remodeled home with a gourmet kitchen, luxurious amenities and a modern aesthetic. Nestled into a hillside with wrap-around decks and porches you can easily access the private pool, hot tub or outdoor shower. On the deck there is a BBQ and romantically lit outdoor dining area. This is your personal oasis away from the world and the hammock beckons! Three of the 4 bedrooms have ensuite bathrooms and with 4.5 bathrooms no one has to share!

Happy House Getaway - Pool, Hot Tub & Wine Country

Welcome to Your Relaxing Getaway! My home is a comfortable, clean, and happy space—perfect for unwinding and enjoying all that Sonoma County and the Bay Area have to offer. 🌿 Spacious Backyard: Large yard with a pool (heated by the sun) 6-person hot tub (kept at 102°F) Easy parking 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal Note: Outdoor cushions/umbrellas stored late Oct to mid-May Come stay—you’ll love it! Happy House Permit #: SVR24-194

BungalowTerrace-HotTub/Arcade/MassageChair/Gym

Welcome to the Bungalow Terrace! Step away into a magical journey full of life & color. A living 1950's Fairytale tucked high above the Redwoods. A place to dream peacefully, Live by the sun & Love by the moon. Designed for couples/families and any and all looking to treat themselves somewhere over the rainbow. The Bungalow Terrace is a sanctuary of magic, fun, and tranquility that will provide memories for a lifetime.