Holiday houses in Middleton

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Top-rated holiday rentals in Middleton

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Guest favourite
A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.
Condo in Silverado Resort
4.99 out of 5 average rating, 251 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

Top Guest favourite
A spacious living area features a dark brown sectional sofa facing a large mirror, enhancing the light in the room. A dining table for four is positioned nearby, with windows providing natural light along one wall, and a long hallway leading to additional rooms.
Guest suite in Napa
4.92 out of 5 average rating, 387 reviews

Private 2Bdrm Suite 1400 Sq Ft Napa, Pmt VR16-0001

Private 2br suite with large living and dining area, shower, laundry, smart tv, small frig in kitchenette, microwave, toaster oven, and coffee maker, usually with Thanksgiving coffee. This space has NO stove. Short downhill walk (.8 miles) to Napa's Oxbow Market and Downtown. Outdoor dining area with Webber BBQ (charcoal and oak wood available). Outdoor gas fire pit. Two queen beds. 1400 square feet of privacy on own floor. Hosted Vacation Rental Permit VR16-0001. Max 4 adults. Woohoo!

Guest favourite
Guest suite in Vallejo
4.88 out of 5 average rating, 205 reviews

Romantic Suite & Bthrm, Sauna! EV, Garden

ROMANTIC PRIVATE SUITE-Great area! VIEWS of Mt. Tam/Bay. Near Napa, SF & Berkeley! Patio, ZEN GARDEN, Japanese maple, oak. Heat + AC. Your spacious room & PRIVATE BATHROOM & sep. entrance. Healthy snacks. Hardwood, closet, smart TV, FAST WIFI, EV CHRGR. Come & go as you please. LGBTQ/420/NURSE friendly. Smkg outside. Peaceful. Cute pup. Easy self check-in. (Reiki, sauna for extra) Cozy! Attached private suite. EnJOY a comfy stay. Chocolates! 7-days = free laundry use. 4-days = 1 free sauna!

Top Guest favourite
Home in Vallejo
4.96 out of 5 average rating, 297 reviews

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! 🏡

Guest favourite
A rustic cabin interior features wooden beams and a warm wood floor. A dining area with a round table and chairs is visible, alongside a cozy seating area and a staircase leading to the loft. Natural light enters through large windows, creating an inviting space.
Cabin in Nicasio
4.89 out of 5 average rating, 829 reviews

The Bunk House

Escape to a beautiful cattle ranch in Nicasio Valley, offering a tranquil retreat. A rustic and cozy cabin provides luxurious amenities, ideal for families and groups of friends. Plan a special dinner, indulging in our homegrown Angus beef and breakfast with farm fresh eggs, enjoy various games and a peaceful evening under the stars. Awaken to the sounds of birds singing and take in the breathtaking views the ranch provides. 45 min from SF, 15 min from Point Reyes and 16 miles from the beach.

Guest favourite
A private back deck is shown, featuring a comfortable seating area and a hot tub. Steps lead down to a landscaped yard with gravel and natural stone elements. Mature trees provide shade, creating a serene setting for relaxation.
Home in Sonoma
4.98 out of 5 average rating, 241 reviews

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.

Top Guest favourite
A grassy area is visible in the foreground, framed by a path leading up to the inviting exterior of the house. Lush greenery from nearby plants and trees accentuates the serene outdoor space, with soft light illuminating the distant hills in the background.
Cottage in Fairfield
4.96 out of 5 average rating, 208 reviews

The Valley Cottage Inn

The Valley Cottage Inn is nestled in the Vineyards of Suisun Valley, which is just 20 minutes from the World renowned Napa Valley. Several wineries with tasting rooms are nearby. Hiking and mountain biking at Rockville Park and road cycling the country roads are popular outdoor activities. Jelly Belly Factory, golf and Six Flags Amusement park are all within a 15 minute drive. We are 45 miles from San Francisco in one direction and 45 miles from Sacramento in the other direction.

Top Guest favourite
Guesthouse in Sonoma
4.98 out of 5 average rating, 251 reviews

Sonoma Wine Country Cottage

Private cottage on wooded lot in Sonoma Valley wine country with a separate gated entrance. Recently renovated, fully equipped, and very clean. Perfect for couples, weddings, or remote work. We love longer stays, with 30% weekly and 60% monthly discounts. Only 5-10 minutes to top Sonoma wineries, restaurants, hiking and Sonoma Plaza. Open studio design with queen bed, full sofa bed, bathroom/shower, full kitchen with cafe table, private deck with grill, AC, WiFi, Apple TV, EV charger.

Top Guest favourite
The two-story exterior of the home features a light stucco facade with decorative elements and a terracotta roof. A paved driveway leads to a two-car garage, with inviting landscaping and a small seating area by the entrance. Clear blue skies enhance the fresh appearance.
Home in Fairfield
4.98 out of 5 average rating, 257 reviews

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!

Superhost
Home in Napa
4.88 out of 5 average rating, 161 reviews

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.

Top Guest favourite
Home in Sonoma
4.99 out of 5 average rating, 107 reviews

Casita in the Vineyards •HOT TUB• VIEWS• wineries

Relax in our luxury casita nestled among rolling vineyards, complete with a private hot top, multiple fire pits and sweeping valley views. You might even catch hot air balloons floating over the backyard vineyard. Conveniently located near amazing wineries and award winning dining. 5 minutes to downtown Sonoma. A few blocks from Gundlach Bundschu (the oldest family-owned winery in CA) and easy access to all that Napa has to offer. LIC23-0048

Top Guest favourite
The exterior of the SummerHouse is adorned with colorful rose bushes, presenting a vibrant display of blooms. Lush greenery frames the entrance, creating a welcoming atmosphere. The white cottage features multiple windows, allowing natural light to illuminate the interior spaces.
Cottage in Sonoma
4.97 out of 5 average rating, 117 reviews

Sonoma SummerHouse

Surrounded by roses, lilac and a vineyard, on a two acre lot, the SummerHouse offers a unique experience to its guests. Just two and a half miles from the downtown square, the cottage remains a respite from the tourist hustle and bustle. Activities such as hiking, biking and wine tasting are close by but if all you want to do is relax on the ample porch with a glass of wine, you’re in the right spot! We welcome all visitors.

Popular amenities for Middleton holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Napa County
  5. Middleton