Holiday houses in Middleton

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Top-rated holiday rentals in Middleton

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Guest favourite
A welcoming porch is presented with a red bench and a vibrant front door. The pathway leads toward rows of grapevines in the background, surrounded by gentle greenery under a clear blue sky.
Bungalow in Sonoma
4.98 out of 5 average rating, 266 reviews

Vineyard Villa Cottage

Vineyard Villa is a 2-bedroom, 1- bathroom cottage built in 1910. It is situated on a 2-acre property, and is separated from the main farmhouse by rows of grapevines. The cottage has recently undergone a complete renovation (including the addition of air conditioning) with attention paid to retaining some of the original charming features of the home. The backyard offers a patio with a propane barbeque, fire pit and seating. Our cottage is in close proximity to the many activities in Sonoma.

Top Guest favourite
Home in Vallejo
4.96 out of 5 average rating, 301 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! 🏡

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, 209 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.

Guest favourite
A hot tub is positioned on a wooden deck, flanked by two wooden stools. Green tropical plants and a soothing ambiance enhance the outdoor space, while light filters in through surrounding foliage, creating a private retreat.
Home in Vallejo
4.84 out of 5 average rating, 101 reviews

Tropical North Bay Getaway

Come indulge yourself in this beautifully curated space. Located 3 minutes away from the San Francisco bay ferry terminal as well as easy drive to Napa, Six Flags, Sonoma Raceway and more. This location offers you with many options! The home is on a large 9,000sqft lot positioned beautifully on a hill over looking the bay, harbor and surrounding mountains. The home has been personally designed with a mix of luxury, nature, and tranquility in mind allowing one to truly relax and reset.

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, 259 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!

Top Guest favourite
A welcoming entryway features a covered porch with seating options, including a rocking chair and a bench. Lush plants and gravel landscaping create a tranquil atmosphere. The front door, painted in muted red, adds a touch of charm to the country home.
Home in Sonoma
4.99 out of 5 average rating, 150 reviews

Peaceful Carneros Retreat: Sonoma & Napa

Hyde Road Escape — serene country retreat in the heart of Sonoma’s Carneros wine region. Perfectly positioned between two world‑class destinations, this charming home sits just 4 miles from historic downtown Sonoma and 10 miles from vibrant downtown Napa. Easily explore award‑winning wineries and farm‑to‑table restaurants - the best of Wine Country in every direction. An ideal home base for guests who want the tranquility of the countryside with quick access to both iconic valleys.

Top Guest favourite
An open living space is presented with vaulted ceilings and skylights that allow natural light to fill the room. A cozy dining table is surrounded by chairs, while a white sofa and dark seating option create a welcoming area. Shelves display dishware and decorative items.
Home in Sonoma
4.96 out of 5 average rating, 525 reviews

A sophisticated Wine Country Cottage with Hot tub

Escape to Thornsberry Cottage, a luxe wine country retreat 5 mins from Sonoma Square. This unique property features two separate cottages, each with a private bed/bath, perfect for guests seeking privacy and togetherness. Enjoy vaulted ceilings, a large deck, a private hot tub, and a fire pit under ancient oaks. 5 minutes from the Sonoma Square, 3 minutes to the oldest wineries in California, or walk or bike to Gundlach Bundschu at the end of our road. Your serene getaway awaits!

Top Guest favourite
A cozy living area features a comfortable gray sofa adorned with patterned cushions. A light marble coffee table sits in front of the sofa, while two modern lamps provide illumination. A piece of abstract wall art adds a touch of color above the seating area.
Apartment in Napa Abajo
4.98 out of 5 average rating, 356 reviews

Downtown Napa Unit C - Walk to Everything

Napa City Certified Vacation Rental Permit #VR16-0058, Napa Business License #26075 - Villa Murialdo in the Heart of Charming Napa, directly across from the the entrance to the Napa River Walk! Choosing the right accommodation in the heart of Napa means you are close to absolutely everything you want to experience during your stay. Villa Murialdo is within walking distance of world famous restaurants and a short drive from the renowned wineries.

Superhost
Home in Napa
4.88 out of 5 average rating, 162 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, 110 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 spacious bathroom features a modern dual-sink vanity with a large circular mirror above. A freestanding bathtub is positioned beside a natural light-filled window, with greenery adding a touch of nature. A glass shower enclosure is visible, complemented by stylish overhead lighting.
Apartment in Napa
4.97 out of 5 average rating, 549 reviews

A Private Guesthouse Studio – The Otter

the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

Popular amenities for Middleton holiday rentals

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