Villa holiday rentals in Wine Country

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!

The Hilltop-5acre Oasis, Views, Hot Tub, Game Room

Surround yourself in serenity in this Eichler-inspired mid-century modern retreat that boasts majestic views and privacy, perched on 5 acres above the beautiful Russian River Valley. Watch birds soar over the towering redwoods through floor to ceiling windows, or unwind in the hot tub where the magnificent views create a perfect backdrop for relaxation. As the evening sets in, gather around the warm fire pit, or head to the game room that overlooks a large lawn to create memories for all ages!

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!

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

Stunning Lakefront Home—Dock+Sauna+Steam Shower

Experience this truly one-of-a-kind lakefront smart home! The 3,400+ sq. ft. house boasts stunning architecture, a large deck & boat dock, 4 bedrooms, 3 bathrooms, and top-of-the-line interior finishings. The hot tub was recently installed and ready for guest use! *Please note: In mid-to-late summer, the Clearlake Oaks Keys canals may experience algae blooms. Contact us before booking to verify water levels and algae conditions*

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.

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

★ PROPERTY HIGHLIGHTS ★ ✔ Pool/Spa: Enjoy the vineyard setting from the pool or sunken spa. ✔ Tennis/Pickleball: One of the very few properties with both! ✔ Bocce Ball Court: Have fun with friends/family playing Bocce. ✔ BBQ: Dine al fresco while eating a delicious BBQ lunch. ✔ Fire pit: The perfect spot to relax and enjoy wine with friends.

Charming Home in Penngrove

Whether you plan on touring wine country, or hosting a gathering, this enchanting home will make your stay truly memorable. Nestled in a serene garden, within miles of your favorite wineries, featuring vaulted ceilings, Marvin windows, energy efficient fireplaces, chefs kitchen with Wolf Range and private entrances to each bedroom.