Villa holiday rentals in Wine Country

Unwind Together in Healdsburg’s Premier Villa

Perched above Healdsburg, this 5-bedroom hillside bed & breakfast offers Wine Country charm with resort-style comforts. Enjoy complimentary breakfasts, a pool, hot tub, and sunset views over the vineyards. Each suite features a private en-suite, with select rooms offering jacuzzis, fireplaces, or balconies. Just minutes from world-class wineries, Michelin-starred dining, and charming downtown Healdsburg—your unforgettable Sonoma escape begins here. Ask about our unforgettable vacation upgrades.

Mountain Villa near Calistoga 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.

Waterfront Marin Retreat with Pool & Hot Tub

5,000 sq ft waterfront luxury villa right at the edge of the canal with private access to the water. Enjoy the heated pool and hot tub, or grab the kayak or paddle board and get on the water from your own dock. The home is 20 mins from San Francisco and Sonoma, has easy access to the 101 freeway, and close to China Camp State Park for hiking or downtown San Rafael. The five bedrooms are perfect for retreats, family vacations, or company off-sites. The spa-like environment is a true getaway.

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

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!

Luxury 2-Acre Oak Retreat Serene Outdoor Hot Tub

Welcome to The Oak Estate — a luxurious 3238 Sq. Ft. Spanish Colonial villa tucked away on two private acres in Novato, just minutes from downtown Novato, Sonoma wineries, and San Francisco. With 4 bedrooms and 3 bathrooms, this peaceful retreat is perfect for anyone looking for serenity and to explore the best of Northern California. Relax in sun-drenched living spaces, relax under the oaks, and experience the perfect blend of wine country charm and upscale comfort in every detail.

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.

Fallen Tree Ranch - Wine Country, Pool, Hot Tub

Located only an hour north of San Francisco in beautiful Sonoma County, Fallen Tree Ranch offers all who visit, a peaceful retreat from the hectic hustle and bustle of every-day life. If you like to play golf, the Sebastopol Golf Course is just a two minute walk through the redwoods and valley oaks that encircle the property. Afterwards, relax in the 6 person sauna, soak in the hot tub and enjoy a swim in the pool.

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