
Holiday rentals in Middleton
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Top-rated holiday rentals in Middleton
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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. 🌺🙏 🌺

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.

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! 🏡

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!

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.

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!

Two Creeks Treehouse
Looking for a healthy dose of tranquility and adventure at your doorstep? Over 100 steps from the road below, this 'treehouse' is perched above it all and horizontally oriented on a steep lot between two creeks. The all glass façade creates dramatic views of the redwoods, Mt. Tam and across downtown Mill Valley to Blithedale Ridge. Anchored to granite the house sits on handmade stone walls from rock harvested on the property during construction in the 1960s. Truly a one of a kind stay.

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.

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!

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.

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.

5BD Modern Home: Pool/Ping-Pong/Arcade - Wine City
Welcome to Your Modern Fairfield Retreat! This beautifully designed home offers the perfect blend of relaxation and entertainment. Whether you're exploring Napa Valley or relaxing at the fire pit, this inviting home provides everything you need for an unforgettable stay. Everything you desire, from local eateries to natural wonders, is within easy reach.. Book now for an unforgettable stay
Popular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

Sonoma Creek Haven | Creekside Hot Tub Retreat

Private studio/in-law in Green Valley Fairfield

Napa Valley Escape with View & Jacuzzi / one month

Sonoma Retreat w/ Deck, Views & BBQ

Oak + Olive Oasis in Sonoma's Wine Country

One Bedroom Cottage Along the Napa River

Resort-style retreat with pool near Napa valley

La Cava -Valley of the Moon
Destinations to explore
- San Francisco Holiday rentals
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- Sacramento Holiday rentals
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- Golden Gate Park
- Lake Berryessa
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Golden 1 Center
- Mission Dolores Park
- Pier 39
- Discovery Park
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- Oakland Arena
- Palace of Fine Arts
- Rodeo Beach
- Baker Beach
- Bernal Heights
- Montara Beach
- Goat Rock Beach
- Painted Ladies
- Sacramento Zoo
- Pacifica State Beach





