Vacation rentals in Mount Saint Helena

Cozy Lakefront Retreat - Private Trails & Beach

A bright historic farmhouse overlooking Clear Lake, with a private lakefront cove and access to a second shared beach & dock. Scenic views, private trails, and generous indoor and outdoor gathering areas are ideal for unwinding together. Enjoy meals on the covered veranda, cook in the well-stocked kitchen, bathe in the outdoor spa, play in the game room, or gather by the fire pit after sunset. Wineries, farm stands, shops, and hiking nearby make great outings for couples, families, and friends.

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!

The Sonoma Spyglass | Incredible Views + Sauna

🏵️ Featured as one of “California’s Most Wishlisted Airbnbs!” 🏵️ 🌈 Come enjoy deep rest, romance & rejuvenation! ❤️ 🌺 Our Sonoma Spyglass is a gorgeous retreat, designed and built by Artistree Home, seamlessly blending sustainability with a deep connection to nature. 🍇 Tucked in the heart of Sonoma’s wine country, the space offers access to nearby walks and local wineries. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay. 🌺🙏 🌺

Healdsburg House - Chiquita Road

Relax with the whole family at this peaceful and private home mins to the Healdsburg Square, Montage Resort, and Dry Creek/Alexander Valley Wineries. The updated home features an open concept kitchen, two family rooms, and a sparkling hot tub on 1.5 private acres surrounded by vineyards and oak trees. Cruise your bike to town or head directly out Chiquita Road to some of the world's greatest cycling. 2.4 miles to the Montage Resort. 2.5 miles to the Healdsburg Square. Welcome to Wine Country!

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

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

Eagle's Nest Treehouse Farm Stay

Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

Donner Dos Wine Country Retreat

Wine Country your destination? Hop skip & a jump to Healdsburg, Windsor, Kenwood, Sonoma. One hour drive to Napa. Located in Santa Rosa: one offramp away from Charles Schultz Airport. This serene setting is restorative with canvas ready beautiful views of sunrise and sunset. Quiet and peaceful. A large central kitchen is a fun setting for meals, if you choose to stay in! This place will make sure you are rested for any wine country adventures. Featured in Sonoma Magazine.

Luxury Glamping Experience w/ Japanese Hot Tub

A luxury rated Luna safari tent on a private hillside, with a queen bed, hardwood floors, a real tiled bathroom, and a cedar ofuro hot tub built for two — all pointed west at the Sonoma Valley. Cook on the outdoor kitchen while the sky turns orange, light the fire pit as it fades, then soak under more stars than you've seen in a while. Heated and air-conditioned, hot showers, everything you need already here. Camping, minus every part of camping you don't actually like.

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

Luxury wine country home 5 bedroom

Nestled in a tranquil grove of trees, this contemporary two-story luxury vacation home is the perfect location for your wine country adventures! Nestled in a shady, wooded area, this, wine country vacation rental offers an ideal spot to host up to 10 people. It features 5 bedrooms, 3 full bathrooms, and almost 2,700 square feet of luxury living space. The fully equipped kitchen and al fresco patio furniture make a relaxing a breeze.

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.