
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! 🏡
ValueLocationGetting around
4.95 out of 5 average rating, 331 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.
FamilyLocationShared spaces
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!
ValueLocationOutdoor spaces
4.99 out of 5 average rating, 283 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
ValueFamilySleep quality
4.97 out of 5 average rating, 130 reviews
Reedy View: Spacious 3/2 House in South Napa
Located in south Napa, this 1800 sq ft single-family home sits in a peaceful residential community, with easy reach to highways 29, 37, and 80. This home provides equal access to wineries and restaurants in Napa and Sonoma. Three beautiful golf courses and a Six Flags Park are in the neighborhood. The large living room, kitchen and dining area are integrated, suitable for family and friends gatherings. The backyard borders with a natural reedy land, a bird sanctuary. Welcome home!
ValueFamilyView
4.86 out of 5 average rating, 29 reviews
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.
LocationFamilyWifi
4.96 out of 5 average rating, 226 reviews
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
LocationFamilyGetting around
4.88 out of 5 average rating, 142 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.
FamilyLocationBreakfast
4.97 out of 5 average rating, 613 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.
LocationFamilyParking
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
FamilyValueSleep quality
4.94 out of 5 average rating, 159 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.
FamilyValueLong stay
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!
ValueLocationCleanliness
5.0 out of 5 average rating, 7 reviewsPopular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

Gorgeous Napa County 4 Bedrooms & 4.5 Bathrooms
ValueLocationTV
4.84 out of 5 average rating, 58 reviews
Napa Wine Country Hot Tub/Arcade/Pool Table Fun 5B
ValueLocationKitchen
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Luxury Glamping Experience w/ Japanese Hot Tub
LocationBathroomAccuracy
5.0 out of 5 average rating, 6 reviews
Napa Victorian on 1.5 Acres | Wineries + Downtown
LocationFamilyNearby
4.98 out of 5 average rating, 80 reviews
Modern Family-Friendly Wine Country Home Near Napa
ValueLocationAccuracy
4.95 out of 5 average rating, 95 reviews
NapaLuxe*2MinDrive2DT|Pool|BBQ|PetFriendly|Sleep4
LocationValueAccuracy
5.0 out of 5 average rating, 7 reviews
Napa, SF Bay Area, Pool
LocationFamilyIndoor spaces
4.92 out of 5 average rating, 25 reviews
TheDreamCastle@Napa/Fairfield-Entire House 4B2.5B
LocationFamilyComfort
4.95 out of 5 average rating, 19 reviewsDestinations to explore
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