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

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.

Name'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.

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

Spread over 5 gorgeous, oak treed acres, this spacious + peaceful family estate welcomes groups to wine country with a Bocce court, pool, hot tub, and a seasonal creek. The stylishly appointed home features 4 King bedrooms, formal dining, expansive game room with Foosball table and 2 fireplaces. Bonus King bedded guest cottage included for 9+ guests. Wild turkeys and deer roam the property. Close to wineries. 10-15 min to Kenwood + Glen Ellen. 30 to Sonoma Square + Healdsburg.

Sustainable Luxury Barn - Secluded Sonoma Retreat!

Relax in the most beautiful, secluded setting Sonoma County has to offer. Hilltop views, walking trails right next to the property, and wineries so close, there is one just across the access road to the property. Constructed from trees that once stood where the Barn now stands, makes this property blend in with the natural surroundings. The trees were milled and dried on site. All siding, beams, flooring, basically anything made of wood is sourced from the property.

Forest View Ranch Suite and Treehouse with Pool

Escape to our historic 80-acre ranch, this is not simply an overnight stay! Imagine a tranquil, breathtaking experience on a ranch in a redwood valley. Enjoy exclusive access to ranch amenities. Pool, Fire pits, Apple Juicing, Private Hiking Trails, Outdoor Bathtubs and Shower, Treefort, Seasonal Creek, Outdoor Kitchens, Canoe/Kayak Trips, Russian River Floats, Jeep treks, Private chef experience or cooking classes, Private yoga classes, Massage, Archery, and more!

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.