Holiday houses in Middleton

Sunset View - Sonoma Mountain Terrace

Take your wine country visit to a new level with a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of Sonoma County, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens or enjoy our million-dollar sunsets each night overlooking Santa Rosa. Lots of opportunity for privacy and outdoor relaxation.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Farm Cottage With Private Pool

*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Mendez On Main #1 King Bed/10min walk to downtown

Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*NO STOVE) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.

Remodeled 3BR 2BTH •Hot Tub • GameRoom • Epic View

Fully remodeled 3BR retreat built for unforgettable stays ✨ Wake to stunning hill views and unwind at sunset with a breathtaking city skyline 🌅 Relax in the massive hot tub ♨️, challenge friends in the epic game room 🎮, or gather around the fire pit 🔥 in the spacious backyard. Fully remodeled and packed with amenities for comfort and fun. We’re flexible and accommodating to make your stay seamless and stress-free. Whether celebrating or recharging, this is your perfect escape. Book now! 🏡

Sonoma Highlands Hideaway

The house has so much charm you'll find it hard to leave! Recline with a glass of wine, BBQ or cook for friends in the well-equipped kitchen, wake to a view of oak trees & playful birds from your comfy bed, visit favorite neighborhood sites, and enjoy a massage at the nearby Sonoma Mission Spa! You're just minutes from dining & shopping on the Sonoma Plaza, close to world-famous Sonoma wineries & hiking at the Regional Park. Bedtime? Refresh from deep slumber on new tempurpetic queen beds.

Hidden Gem in the Valley

Nestled in May Valley, our guest house offers amazing hill views from your bedroom and private, fruit-tree-lined patio. It's perfectly located to explore top Bay Area attractions like San Francisco and Napa Valley. Plus, all your essential grocery stores are minutes away. Outdoor enthusiasts will love the easy access to nearby natural wonders, including San Pablo Reservoir, Kennedy Grove, Wildcat Canyon Regional Park and many more, all offering fantastic opportunities for exploration.

The Vintage Cottage, walkable and restful.

The Vintage Cottage is a quiet, private retreat designed for couples who want to slow down and enjoy Napa at an easier pace. This entire cottage offers calm mornings, deep sleep, and a comfortable place to unwind after wine tasting. Walk to nearby spots, linger over coffee, and let the days unfold naturally—no packed itinerary required. Whether you’re returning from a day of tasting or choosing to do nothing at all, this is a space designed for rest, privacy, and feeling taken care of.

Casa Duca Wine Country, Discover More!

Discover some of California's best kept secrets in the Suisun Valley and Green Valley wine regions! Casa Duca is located in the heart of Northern California less than an hour from both San Francisco and Sacramento and just minutes from Napa Valley. Experience 15 tasting rooms within one to five miles of our property . Spend the day sampling award-winning wines, olive oils and craft beers. Enjoy beautiful parks, championship golf courses and hiking trails. Your adventures await!

Enchanting KING Wooded Sanctuary ‘Fawns Creek’

FAWNS CREEK IN WINE COUNTRY is a tranquil & private hideaway. The modern farmhouse decor is intended to help you relax and unwind the moment you step inside. (No pets & No children please 😉) Songbirds will be your alarm clock in the morning. Hummingbirds, squirrels & deer will visit you all day. Owls, crickets & frogs will sing you a lullaby. Toss some sausages on the gas grill & dine al fresco. Click on the gas fire table & wrap up in a blanket under the stars.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Charming Napa Retreat | Mins to Downtown

Unique tri-level home near Downtown Napa and Oxbow Market, perfect for one or two couples. Located less than a mile from downtown, the home offers exceptional privacy with two distinct living areas, each with its own kitchen, living room, and deck. Guests enjoy two upstairs bedrooms and baths, a spacious living room with fireplace, dining area, full kitchen, and private deck. 2-night minimum stay. City of Napa Certified Vacation Rental VR16-0006.