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.

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! 🏡

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, 420 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
5 out of 5 average rating, 113 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 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
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!

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, 522 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, 222 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!

Guest favourite
A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.
Cabin in Occidental
4.97 out of 5 average rating, 593 reviews

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

Top Guest favourite
A spacious room features a large arched window that frames scenic views of the surrounding vineyards. A freestanding soaking tub is positioned nearby, while a private deck is accessed through sliding glass doors. A person stands on the deck, enjoying the fresh air.
Place to stay in Sebastopol
4.99 out of 5 average rating, 180 reviews

The Sonoma Spyglass | Incredible Views + Sauna

The Sonoma Spyglass is a gorgeous 600 sqft retreat, designed and built by Artistree Homes, seamlessly blending sustainability with a deep connection to nature. Tucked in the heart of Sonoma’s wine country, this unique gem offers access to nearby walks and local wineries, making it perfect for couples or solo travelers. Soak in the tub with incredible views or enjoy the detached barrel sauna for a perfectly relaxing stay.

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, 543 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