Holiday houses in Middleton

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Top-rated holiday rentals in Middleton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Vallejo
4.95 out of 5 average rating, 319 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
Tiny home in Sebastopol
5.0 out of 5 average rating, 208 reviews

The Sonoma Spyglass | Incredible Views + Sauna

🏵️ Featured as one of “California’s Most Wishlisted Airbnbs!” 🏵️ 🌈 Come enjoy deep rest, romance & rejuvenation! ❤️ 🌺 Our Sonoma Spyglass is a gorgeous retreat, designed and built by Artistree Home, seamlessly blending sustainability with a deep connection to nature. 🍇 Tucked in the heart of Sonoma’s wine country, the space offers access to nearby walks and local wineries. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay. 🌺🙏 🌺

Top Guest favourite
A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.
Home in Sonoma
4.95 out of 5 average rating, 544 reviews

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.

Top Guest favourite
Home in Sonoma
4.97 out of 5 average rating, 152 reviews

Stunning Sonoma | HOT TUB | Game Room | Sleeps 6

Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

Top Guest favourite
The living room features a comfortable gray sofa and two elegant armchairs surrounding a wooden coffee table. Natural light fills the space through large windows. A dining area is visible through an open doorway, with a plush bed and decorative wall art adding to the atmosphere.
Apartment in Napa
4.99 out of 5 average rating, 444 reviews

Mendez on Main #2 / King Bed/1 bath Walk to town

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.

Top Guest favourite
A bright and open living area is presented, featuring large windows that offer views of the exterior greenery. Soft, modern furniture is arranged around a central rug, creating a cozy atmosphere. Natural light streams in, accentuating the neutral color palette and elegant decor.
Home in Sonoma
4.99 out of 5 average rating, 128 reviews

Stylish Sonoma Oasis + Hot Tub - Near Wineries

Enjoy a stylish stay in wine country at this centrally located 3 bedroom retreat only 5 mins from Sonoma Plaza. Nestled on the desirable east side of town and surrounded by world-class wineries, including Gundlach Bundschu (the oldest family-owned winery in California) at the end of our tranquil street. Step outside to your private bucolic oasis with wraparound deck, seasonal creek and hot tub where you can unwind sipping local wine while dining al fresco underneath olive & citrus trees.

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
4.99 out of 5 average rating, 277 reviews

Casa Duca Wine Country, Discover More!

Discover some of California's best kept secrets in the Napa, 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 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, 220 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
Home in Sonoma
4.99 out of 5 average rating, 121 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 a modern, wooden cottage is showcased with a welcoming front porch. Steps lead up to double French doors, surrounded by vibrant landscaping and trees. Large windows and a triangular peak create an inviting entrance, while plants line the walkway.
Cabin in Sonoma
4.99 out of 5 average rating, 568 reviews

Sonoma Berry Blossom Farm

Modern and spacious with glass enclosed porch, high ceilings and lots of French doors, skylights and windows. Close to town in the very nicest area within a mile of downtown, walkable, or bikeable with my cruiser bikes. You’ll love the views, the location, the goats, quail running around and delicious cafe next door. We just lost our mini horse 7/27 :( we had 16 years, sorry if you had planned on meeting him, it was a sad loss for us.

Top Guest favourite
A spacious backyard features a paved area with seating options, including a hammock and a grill. Decorative string lights create a gentle ambiance along the wooden fence. Cornhole boards are set up, providing a recreational space amidst tropical landscaping and a clear evening sky.
Home in Napa
4.97 out of 5 average rating, 118 reviews

Bungalow Bliss: Centrally Located in Wine Country!

🌟 Welcome to your central, Napa retreat!! 🌟 Discover the perfect blend of comfort and convenience in our charming 1/1 home. Located right when you arrive into Napa, close to all the valley has to offer. Ideal for couples, solo-travelers, or business guests. This cozy space offers everything you need for a memorable stay. This property is not in a backyard- it has its own address, own driveway, and its own secluded, private backyard.

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, 587 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