Holiday rentals in Middleton

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Top-rated holiday rentals in Middleton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Vallejo

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! 🏡

FamilyValuePets

4.95 out of 5 average rating, 330 reviews
Top guest favourite
A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.
Home in Sonoma

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.

LocationValueAmenities

4.95 out of 5 average rating, 553 reviews
Top guest favourite
The two-story exterior of the home features a light stucco facade with decorative elements and a terracotta roof. A paved driveway leads to a two-car garage, with inviting landscaping and a small seating area by the entrance. Clear blue skies enhance the fresh appearance.
Home in Fairfield

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!

LocationValueCheckout

4.99 out of 5 average rating, 283 reviews
Top guest favourite
A vibrant outdoor area features a red pavilion surrounded by gravel, providing a relaxed space for gatherings. Inside, a spacious living room showcases a large gray sectional couch and a wall-mounted clock. A well-lit bedroom offers a plush bed and bedside lamps, ensuring comfort. A hot tub is nestled under a wooden gazebo, adorned with ambient string lights.
Home in Fairfield

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

LocationValueBathroom

4.97 out of 5 average rating, 129 reviews
Guest favourite
The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.
Villa in Napa

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!

ValueLocationHiking

4.95 out of 5 average rating, 207 reviews
Guest favourite
Home in Glen Ellen

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.

LocationComfortView

5.0 out of 5 average rating, 6 reviews
Top guest favourite
The spacious bathroom features a modern dual-sink vanity with a large circular mirror above. A freestanding bathtub is positioned beside a natural light-filled window, with greenery adding a touch of nature. A glass shower enclosure is visible, complemented by stylish overhead lighting.
Flat in Napa

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.

ValueFamilyBiking

4.97 out of 5 average rating, 612 reviews
Guest favourite
The exterior of the house features a welcoming front porch supported by columns, with flower beds lined with white roses. A wide driveway leads to the garage, and the dual-level design includes multiple windows, allowing natural light to fill the space.
Home in American Canyon

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.

LocationFamilyWalkability

4.9 out of 5 average rating, 257 reviews
Guest favourite
A game room features multiple arcade machines, including classic titles like Pac-Man, set against a neutral wall. Colorful graphics adorn the cabinets, enhancing the playful atmosphere. A large window allows natural light to illuminate the space, complementing the sleek bar stools positioned nearby.
Home in Fairfield

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

LocationValueCleanliness

4.94 out of 5 average rating, 159 reviews
Top guest favourite
A living area filled with natural light features a gray sofa and a vibrant blue couch. A wooden coffee table sits in front, complemented by framed artwork adorning the walls. Nearby, a dining table accommodates multiple guests, and sheer curtains allow soft light to filter through.
Home in Vallejo

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.

ValueLocationHospitality

4.96 out of 5 average rating, 467 reviews
Superhost
A tranquil sunset over calm waters, with the orange and yellow hues reflecting on the surface. Silhouettes of trees and mountains provide a serene backdrop, while a wooden dock is visible in the foreground, enhancing the peaceful ambiance of the setting.
Home in Napa

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.

ValueFamilyGetting around

4.77 out of 5 average rating, 148 reviews
Guest favourite
Home in American Canyon

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!

LocationAccuracyCleanliness

5.0 out of 5 average rating, 6 reviews

Popular amenities for Middleton holiday rentals