
Vacation rentals in Middleton
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middleton
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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! 🏡

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.

Bayview Manse midway between Napa & San Francisco
Prytz House: A spacious Victorian shopkeep's manse above what was originally a dry goods store, midway between San Francisco and the Napa Valley. At approximately 3,250 square feet (300 m²), including 10 total rooms, a 500 square foot (50 m²) roof deck with a bay view, & a rose garden patio, there's plenty of space to stretch out, both inside and out. Many water views. Furnished largely with antique and vintage finds from the late 19th century to the middle 20th century, there's ample charm.

Stylish Sonoma Oasis + Hot Tub - Near Wineries
Enjoy a stylish stay in wine country at this centrally located 3 bedroom retreat only 5 mins from Sonoma Plaza. Nestled on the desirable east side of town and surrounded by world-class wineries, including Gundlach Bundschu (the oldest family-owned winery in California) at the end of our tranquil street. Step outside to your private bucolic oasis with wraparound deck, seasonal creek and hot tub where you can unwind sipping local wine while dining al fresco underneath olive & citrus trees.

Calistoga Tejas Trails
Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

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!

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.

Napa Valley Retreat 2BD/2BA | Mins to Dntwn
Unique tri-level home near Downtown Napa and Oxbow Market, perfect for one or two couples. Located less than a mile from downtown, the home offers exceptional privacy with two distinct living areas, each with its own kitchen, living room, and deck. Guests enjoy two upstairs bedrooms and baths, a spacious living room with fireplace, dining area, full kitchen, and private deck. 2-night minimum stay. City of Napa Certified Vacation Rental VR16-0006.

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

Sonoma Creek Haven | Creekside Hot Tub Retreat

Luxury 3-Bedroom Home in Sonoma

Luxury Wellness Escape | Spa, Sauna, Outdoor Oasis

ALL NEW! ~ Entire Craftsman Guest Home on the Park

Luxury Napa Valley Estate Vineyard Views St Helena

One Bedroom Cottage Along the Napa River

Oak + Olive Oasis in Sonoma's Wine Country

TheDreamCastle@Napa/Fairfield-Entire House 4B2.5B
Destinations to explore
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- Santa Barbara Vacation rentals
- South Lake Tahoe Vacation rentals
- Oakland Vacation rentals
- Sacramento Vacation rentals
- Reno Vacation rentals
- Fresno Vacation rentals
- Monterey Vacation rentals
- Santa Cruz Vacation rentals
- Three Rivers Vacation rentals
- Golden Gate Park
- Muir Woods National Monument
- Lake Berryessa
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- Golden 1 Center
- Mission Dolores Park
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- Discovery Park
- University of California San Francisco
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Painted Ladies
- Bolinas Beach
- Sacramento Zoo
- Baker Beach
- Goat Rock Beach
- San Francisco Zoo
- Oakland Arena





