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

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.

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. 🌺🙏 🌺

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! 🏡

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.

Calistoga Tejas Trails
Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

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!

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.

Perfect Location w/ Charm
Permitted by the city of Napa: #VR16-0008 Our guest suite with private entrance in our charming Napa cottage style home provides you with a comfortable home away from home. Your room and bathroom are completely private and there are no shared spaces in the house.The room is part of the house and although private, it is not completely soundproof. The backyard is shared with us. It's bright and sunny, and you are perfectly located for walking downtown or exploring the valley.

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

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.

Art house. 10 min to napa/hilltop views
On top of the hill w/great views of napa river/wetlands. Clean & sanitized by professional cleaners. 15 Minutes away from downtown Napa , Meritage Resort, Michelin star restaurants and more. 15-30 min away from wineries depending which one you goto. 4 full bedrooms , 2.5 bathrooms with brand new beds. Pet friendly and 8-10 people can sleep comfortably. New kitchen with ceramic pans, oven/microwave and coffee maker.
Popular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

The Retreat at Mount Taylor, by Vinifera Homes

NapaLuxe*2MinDrive2DT|Pool|BBQ|PetFriendly|Sleep4

Luxury Napa Valley Estate Vineyard Views St Helena

When in Glen | Views | Pool & Hot Tub

Summer breeze San Francisco Bay work travel ready

TheDreamCastle@Napa/Fairfield-Entire House 4B2.5B

Sunrise Studio - panoramic views

Napa Sonoma Airstream with Pool (New)
Destinations to explore
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- Golden Gate Park
- Muir Woods National Monument
- Lake Berryessa
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- Golden 1 Center
- Mission Dolores Park
- Pier 39
- Six Flags Discovery Kingdom
- Discovery Park
- Chase Center
- University of California San Francisco
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Bolinas Beach
- Painted Ladies
- Sacramento Zoo
- Goat Rock Beach
- Baker Beach
- San Francisco Zoo
- Twin Peaks





