Holiday rentals with a pool in Guerneville

Private Charming Poolside 1 BD/BA in 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

Pony Ranch Vineyard Estate with Pool

Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

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.

Wine Country Opulent Villa-Brush Creek

Welcome to Brush Creek, a 20-minute drive from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers five unique bedrooms, including a regal King Master suite. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Our attentive staff handles all the chores while you can enjoy the complimentary gourmet coffee. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. SVR25-100

Sonoma Wine Country Estate Guest House

Are you intrigued by the historical 1917 Crane Canyon Estate in Sonoma Wine Country with the prohibition-era speakeasy and tales of grand Gatsby-like parties?... Or the incredible panoramic views of Sonoma Wine Country?... Or the generous hosts who'll happily point you to the best off-the-beaten-path Sonoma and Napa county treasures... (or just as happily stay out of your way ;) ?... TAKE A BREAK FROM LIFE. We are here to help you do that. ***We are UNABLE to accommodate SERVICE ANIMALS.

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!

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.