
Holiday rentals in Middleton
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Top-rated holiday rentals in Middleton
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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! 🏡
4.95 out of 5 average rating, 330 reviews
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.
4.95 out of 5 average rating, 553 reviews
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!
4.99 out of 5 average rating, 281 reviews
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
4.97 out of 5 average rating, 129 reviews
An Italian Villa in the heart of Napa Valley!
Villa RayEl was inspired by the farmhouses and small villas of Italy. This rustic property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub and several outdoor living spaces. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!
4.95 out of 5 average rating, 207 reviews
Luxury Glamping Experience w/ Japanese Hot Tub
A luxury rated Luna safari tent on a private hillside, with a queen bed, hardwood floors, a real tiled bathroom, and a cedar ofuro hot tub built for two — all pointed west at the Sonoma Valley. Cook on the outdoor kitchen while the sky turns orange, light the fire pit as it fades, then soak under more stars than you've seen in a while. Heated and air-conditioned, hot showers, everything you need already here. Camping, minus every part of camping you don't actually like.
5.0 out of 5 average rating, 6 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.
4.97 out of 5 average rating, 612 reviews
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.
4.9 out of 5 average rating, 257 reviews
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
4.94 out of 5 average rating, 159 reviews
Luxury Vintage Home close to Waterfront, Napa
Welcome to this sweet vintage home in the coveted St. Francis Park neighborhood in Vallejo! It's conveniently located near the Ferry Building, and it's a short drive to Mare Island. Napa is also a 25-minute drive away! The 900 sq. ft. standalone private home sits on a quiet cul-de-sac and features tons of natural light, modern and eclectic decor, and a relaxing deck.
4.96 out of 5 average rating, 467 reviews
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.
4.77 out of 5 average rating, 148 reviews
3 bedroom Napa hideaway minutes from wineries
Ideally located minutes from Napa/Sonoma wineries, Sonoma Raceway, Marin, and SF! Features wood floors, central AC/heat, an in-house washer/dryer, a relaxing backyard, and garage parking. Layout: Master Suite: King bed + private bathroom/shower Bedroom 2: Full bed Bedroom 3: Full bed Perfect for your Bay Area adventure!
5.0 out of 5 average rating, 5 reviewsPopular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

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NapaLuxe*2MinDrive2DT|Pool|BBQ|PetFriendly|Sleep4
5.0 out of 5 average rating, 7 reviews
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4.95 out of 5 average rating, 95 reviews
Napa Victorian on 1.5 Acres | Wineries + Downtown
4.99 out of 5 average rating, 79 reviewsDestinations to explore
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