Villa holiday rentals in St. Helena

Villa Cabernet~Russian River Wine Lodge w/ Hot Tub

This is a beautiful upstairs unit with spacious deck to unwind with glass of wine by the fire pit while bbqing with family & friends.The river, restaurants, shops, & grocery store are within a mile.Enjoy wineries nearby & canoeing/kayaking on the river.Canoes on site are not to be used by guests.Burke’s Canoes & Johnson’s Beach offer canoe&kayak rentals. There are 4 parking spaces outside of gate about 20ft from stairs.Please respect your neighbors & abide by quiet hours 10 pm to 7am. TOT:4081N

Farmhouse Villa w/ Captivating Views & Hot Tub

Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

Mountain Villa with Hot Tub

This unique spot in the mountains between Napa & Sonoma Valleys is 10 minutes from Calistoga & 13 minutes from highway 12 through Sonoma Valley. You’ll have fantastic views of the mountain forest and constellations in the night sky, while sharing the property with deer & other wildlife. You will immediately notice the quiet nature & the smell of trees. There are many attractions nearby, including Russian River, Safari West, Petrified Forest, various hot springs, & wineries galore to explore.

5 Acre Villa Retreat w/ Vineyard, Pool, & Spa

Nestled on over 5 acres in Sebastopol, Burnside Villa is a luxury 4-bedroom, 4.5-bathroom Wine Country retreat with expansive vineyard views, spacious rooms, and exceptional outdoor amenities. Ideal for families or groups, this estate offers the ultimate Wine Country experience—whether you’re here for tasting tours, coastal adventures, or simply to unwind in a beautiful setting. •10 mins to Downtown Sebastopol •20 mins to Bodega Bay •30 mins to the Russian River •1 hour to San Francisco

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Russian River Artist Cabin, Private Forest+Jacuzzi

Nestled in 8 private acres of forest near the Russian River and Sonoma wine country, KORSI is a hidden paradise where art, nature, and magic collide. A boutique retreat crafted for intimate luxury, it features a hot tub under the stars, handcrafted interiors, and panoramic forest views. Every corner designed to inspire awe and connection. If you crave nature, beauty, magic and want to create unforgettable memories with your loved ones, KORSI is where you belong. Certificate No: 4684N

Rivendell – Lovely Riverfront Home, Classic Style

Rivendell embodies the charm of a bygone era. Built in the 1930s as a country manor for a well-to-do family from San Francisco, the interior is updated with modern comforts, but retains elements of a fine country home. A stone hearth, beautiful wood paneling, wood floors and a formal dining room add to the charm. French doors open to a series of terraces leading to the river. The outdoor spaces are unmatched with stone and brick work throughout four separate outdoor living spaces!

Luxury in Redwoods w/ Hot Tub and Fire Pit

Elements is a sophisticated estate compound set on landscaped acres, hidden amongst redwood groves. Your friends & family will find privacy and seclusion while being close to all that wine country has to offer. A variety of unique amenities will make your stay unforgettable: a jetted hot tub in a circle of redwoods, several decks & lounge areas, a yoga/exercise studio, an outdoor shower, a board game collection, fast internet and 150+ channels of sports/movies

Tranquil Waterfront Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Spacious wine country villa with pool

Relax with your whole family in this spacious Sonoma wine country villa, with beautiful greenery all around, scenic vistas, and easy short drives from great family-friendly wineries, hiking trails and conveniences. No matter your preference - either a relaxed stay far away from civilization, or a roomy place for family get-togethers, this place has it all. Pool is heated from June - September only. TOT #3719N

Hilltop Vista Villa

Nestled on a serene acre beside the scenic Fitch Mountain Park & Open Space Preserve, Hilltop Vista Villa offers a private sanctuary with sweeping views of world-class vineyards. Enjoy direct access to tranquil hiking trails and close proximity to the Russian River’s inviting beaches. This bright and welcoming single-level retreat features an open-concept floor plan filled with natural light.

When in Glen Sonoma Panoramic Views 3bed 3bath

Welcome to your peaceful dream retreat in Glen Ellen! This hidden gem features breathtaking views and stunning sunsets. Located in the heart of wine country, just minutes away from world-class vineyards, charming boutiques, and top-rated restaurants. Relax by the pool or grill with a view. This thoughtfully designed home offers brand-new appliances and quality furnishings. No pets.