Holiday rentals 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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Top guest favourite
Tiny home in Sebastopol
5.0 out of 5 average rating, 222 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. 🌺🙏 🌺

Guest favourite
Home in Vallejo
4.95 out of 5 average rating, 325 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 spacious living room features large windows allowing natural light to fill the space. Comfortable seating is arranged around a circular coffee table, which holds magazines. A gas-powered fireplace adds warmth, complemented by greenery from nearby plants.
Flat in Napa
4.99 out of 5 average rating, 430 reviews

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.

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, 547 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
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, 279 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 vibrant outdoor area features a red pavilion surrounded by gravel, providing a relaxed space for gatherings. Inside, a spacious living room showcases a large gray sectional couch and a wall-mounted clock. A well-lit bedroom offers a plush bed and bedside lamps, ensuring comfort. A hot tub is nestled under a wooden gazebo, adorned with ambient string lights.
Home in Fairfield
4.97 out of 5 average rating, 122 reviews

Relax & Play Near Napa! 4Bd w/ Hot Tub & GameRoom

✨ Plenty of space, endless games, relaxing hot tub, and close to top attractions. Perfect mix of comfort, fun, and convenience. Highlights: 🛏️ 4 BR, 3 BA home perfect for families & groups (sleeps up to 10). 🎮 Game Room: Ping pong, foosball, air hockey, Wii, board games 🌙 Backyard Oasis: Hot tub, fire pit, BBQ, outdoor games, night lighting 🍳 Fully Stocked Kitchen: Keurig w/ pods, cookware, spices 🛋️ 2 Living Rooms & 5 Smart TVs 🧺 Washer/Dryer & Fast WiFi 🚗 Parking: Large driveway

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, 221 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.

Superhost
A spacious living area features large glass doors opening to a scenic view, allowing natural light to fill the room. A cozy gray sectional and a wooden coffee table are positioned in front of a stone fireplace, enhancing the soothing atmosphere.
Home in Sonoma
4.89 out of 5 average rating, 138 reviews

The Burndale Barn Wine Country Vacation Home

Welcome to the Sonoma Wine Country this beautiful 2 bedroom 2 full bathroom vineyard escape over looks the Sonoma Scribe vineyard. Ideally located between the Sonoma and Napa Valley's you are 10 miles from Downtown Napa and 3.5 miles from the Sonoma Plaza. The Barn features a large chefs kitchen with viking appliances, 2 large bedrooms with a king and queen beds, 2 full bathrooms, laundry room and a patio over lookings the Vineyards. The patio has outdoor seating, a BBQ and fire pit

Top guest favourite
Home in Sonoma
4.99 out of 5 average rating, 123 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, 572 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
Home in Napa
4.98 out of 5 average rating, 125 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.

Superhost
A tranquil sunset over calm waters, with the orange and yellow hues reflecting on the surface. Silhouettes of trees and mountains provide a serene backdrop, while a wooden dock is visible in the foreground, enhancing the peaceful ambiance of the setting.
Home in Napa
4.77 out of 5 average rating, 146 reviews

Napa Views

Looking for a beautiful place to get away? This home is right on the water and is close to many Napa and Sonoma wineries. Great for hiking, biking and quiet relaxation. Renovated 2 bedroom 2 bath home. Great views and wildlife. Very sunny and bright perfect for individuals, couples and business travelers. Sunrise and sunset views. Please note. I do not have a TV.

Popular amenities for Middleton holiday rentals