
Holiday rentals in Middleton
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Top-rated holiday rentals in Middleton
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Tomales Bay: Tranquility, Bay Views, Kayaks &
Indulge and awaken your senses in this coveted bayfront, luxurious retreat, with direct water access. Giant windows are your private portals to ever changing light over the bay and unobstructed views of Hog Island and Point Reyes Seashore. Observe the wildlife and beauty of this natural environment, breathe fresh salty air and dine on oysters while listening to lapping waves. It’s a perfect place to pause and reset! Modern, minimalist furnishings, privacy, comfort, carefully crafted details plus

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! 🏡

Serene 1 BR Condo at Silverado Resort
Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

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!

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

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!

Private Modern Studio | Scenic Retreat in Orinda
A 450 sqft charming studio with all the amenities you need to make your stay comfortable. Close to many locations ( restaurants and stores within a mile, BART a mile away), yet secluded enough in a suburban setting surrounded by Oak trees and our backyard creek. We pride ourselves in keeping the studio pristine. Our host reviews attest to that :-) We live in the main house adjacent to the studio and welcome any chance to make your stay as comfortable as possible.

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.

Napa Views
Looking for a beautiful place to get away? This home is right on the water and is close to many Napa and Sonoma wineries. Great for hiking, biking and quiet relaxation. Renovated 2 bedroom 2 bath home. Great views and wildlife. Very sunny and bright perfect for individuals, couples and business travelers. Sunrise and sunset views. Please note. I do not have a TV.
Popular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

Deluxe Napa Retreat | Unwind in Style with Hot Tub

Glen Ellen Wine Country Retreat/pool, hot tub +

Sonoma-Napa Retreat with Vineyards Views

Napa Wine Country Stay

Pleasant and Relaxing Home

One Bedroom Cottage Along the Napa River

Oak + Olive Oasis in Sonoma's Wine Country

Victorian House-30 mins to Napa & SF, Free Pets!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- San Joaquin River Holiday rentals
- Wine Country Holiday rentals
- Moscone Center
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Lake Berryessa
- Golden Gate Bridge
- Golden 1 Center
- Pier 39
- Mission Dolores Park
- Six Flags Discovery Kingdom
- University of California-Berkeley
- Twin Peaks
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Bolinas Beach
- Sacramento Zoo
- Painted Ladies
- Chase Center
- University of California San Francisco
- Goat Rock Beach
- Doran Beach
- San Francisco Zoo
- Baker Beach





