Holiday rentals in Middleton

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Top-rated holiday rentals in Middleton

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Guest favourite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.91 out of 5 average rating, 430 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

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, 412 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
Home in Vallejo
4.96 out of 5 average rating, 302 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 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
5 out of 5 average rating, 118 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
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, 101 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, 211 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
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, 261 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.

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, 528 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 hot tub is positioned on a grassy area, offering a view of rows of grapevines against a serene sunset. Colorful flowers are visible nearby, complementing the natural surroundings.
Home in Healdsburg
5 out of 5 average rating, 226 reviews

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!

Top guest favourite
Home in Sonoma
4.99 out of 5 average rating, 112 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.
Flat in Napa
4.97 out of 5 average rating, 551 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