
Holiday rentals in Middleton
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Top-rated holiday rentals in Middleton
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Gorgeous condo at Silverado Country Club
This beautiful condo at Silverado Country Club is your dream Wine Country Escape. Surrounded by beautiful trees, it's the perfect location for a relaxing stay. The condo features an open plan living room and dining area, a kitchen and two large bedroom suites, one with a king and the second with a queen size bed. Each bedroom has a fully remodeled bathroom with walk in shower. The spacious deck offers a BBQ grill and a picturesque view of the golf course, nestled among beautiful oak trees.

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! 🏡

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!

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.

Charming Napa Browns Valley Home
An exceptionally renovated mid-century home that is tucked away in Napa's highly desirable Browns Valley neighborhood. This home has it all for a luxury trip to Napa. Special features include a great room floor plan with a vaulted ceiling and skylights for lots of natural light, a chef's kitchen, and a lovely backyard complete with a pergola covered with mature wisteria with a charming view. 10 mins to Napa downtown and famous wineries. Freshly brewed coffee and filtered water are included.

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.

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

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.
Popular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

ADU Oasis with Bay views | Spa, Sauna - Napa & SF

ALL NEW! ~ Entire Craftsman Guest Home on the Park

Napa Valley Escape with View & Jacuzzi / one month

Sonoma Retreat w/ Deck, Views & BBQ

One Bedroom Cottage Along the Napa River

Resort-style retreat with pool near Napa valley

Napa, SF Bay Area, Pool

La Cava -Valley of the Moon
Destinations to explore
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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
- University of California San Francisco
- Six Flags Discovery Kingdom
- Oakland Arena
- Palace of Fine Arts
- Rodeo Beach
- Bernal Heights
- Baker Beach
- Montara Beach
- Painted Ladies
- Goat Rock Beach
- Sacramento Zoo
- Pacifica State Beach





