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Apartment holiday rentals in Windsor

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Windsor

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

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Guest favourite
A contemporary living area features a comfortable gray sofa adorned with decorative pillows in various shades. A unique wooden coffee table with a spacious surface sits in front, and three abstract artworks in soft colors are displayed on the wall. A softly textured area rug adds warmth.
Flat in Petaluma
4.84 out of 5 average rating, 116 reviews

Stylish 2 bed loft apartment.

We welcome you to enjoy this 950 sq ft, air conditioned warehouse conversion. Open kitchen and living area, and bistro style dining offer you all the amenities you may need. A massive sky dome floods the space with natural light. The large plush Master bedroom offers a quiet retreat from the living area. Or, curl up in the cozy loft bedroom. 800 Petaluma South features modern furnishings and a fine art collection showcasing Petaluma, and works by Thomas Barbey, a premiere Photomontage artist.

Top guest favourite
A modern studio space features a spacious layout with a queen bed and a desk area. Natural light streams in through skylights and a window, highlighting the warm wood tones of the cabinetry and furniture. A cozy seating area includes a round table and an ergonomic chair.
Flat in Sebastopol
4.99 out of 5 average rating, 762 reviews

Amy's Local BNB - walk to town **and hot tub!**

Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Guest favourite
A covered outdoor space is framed by wooden beams and features a gravel floor. A rectangular table is surrounded by several chairs, with a bright green lounge chair visible in the background. A decorative sign reading 'HELLO WINTER' hangs on the fence.
Flat in Santa Rosa
4.91 out of 5 average rating, 233 reviews

Sonoma County Getaway: Mins to Wineries & Downtown

Welcome to our cozy Rincon Valley (east Santa Rosa) apartment, where you'll experience the charm of Wine County. Whether you're here for a work trip or a family getaway, our space offers a private entrance, spacious bedrooms, a serene front yard, and a spacious backyard to enjoy. Located in a prime spot, you’ll have convenient access to world-renowned wineries and breweries in Calistoga, Kenwood, Glen Ellen, Sonoma, and Healdsburg. Plus, we’re only minutes from shopping centers and restaurants.

Guest favourite
The living area showcases a tufted gray sofa adorned with vibrant decorative pillows. A round mirror reflects light from a nearby window, while a wooden table adds character. A Smart TV is mounted on the wall, and a compact desk provides a workspace.
Flat in Santa Rosa
4.93 out of 5 average rating, 202 reviews

1 Bedroom Garden Apmt, Smart TV/AC, 85 Walk Score

Escape to our charming 1-bedroom courtyard apartment, thoughtfully designed for a cozy and comfortable stay. The kitchenette is fully equipped with a retro-style refrigerator, countertop oven with air fry capabilities, double hot plate, electric frying pan, and a versatile marble table/island. Relax in the inviting living area with a full-size sofa, desk, and Smart TV, or step through the sliding door to enjoy your morning coffee at the bistro table overlooking the shared courtyard garden. The s

Top guest favourite
A spacious living room features large windows allowing natural light to fill the space. Comfortable seating is arranged around a circular coffee table, which holds magazines. A gas-powered fireplace adds warmth, complemented by greenery from nearby plants.
Flat in Napa
4.99 out of 5 average rating, 423 reviews

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.

Guest favourite
A bright kitchen is displayed, featuring white cabinetry and a checkered backsplash. Colorful decor is arranged on shelves, and a window allows natural light to fill the space. The kitchen includes a microwave, coffee maker, and ample counter space, alongside a dining table with black chairs.
Flat in Santa Rosa
4.89 out of 5 average rating, 326 reviews

Downtown Urban Flat - 92 Walking Score

"Allen's place was great. Super close to historic downtown Santa Rosa but really quiet." The space has two wonderful guest suites that each have their own TV, sitting area and outside door. Guests have a very large bathroom and kitchen. The backyard features a very clean and usable space for relaxing and eating. The home offers one off street parking space. The neighborhood is centrally located just a 5 minute walk to Railroad Square. Keyless Entry First floor unit Safe inside bike storage

Top guest favourite
The studio apartment features a cozy sleeping area with a spacious bed and a wood accent wall. A small dining table sits in front of the bed, with two cups and a decorative dish. Natural light enters through the door and adjacent window, illuminating the inviting space.
Flat in Healdsburg
4.99 out of 5 average rating, 122 reviews

Bucher Vineyard Studio

Experience wine country the way it's meant to be — from the inside. Our renovated studio sits on the Bucher family vineyard on Westside Road, in the heart of the Russian River Valley. You're not just near wine country, you're living in it, surrounded by the Pinot Noir vines we tend ourselves. Just 5 miles from Healdsburg Square, you're a short drive from Michelin-rated restaurants, world-class tasting rooms, and everything the valley has to offer — then come home to the quiet of the vineyard.

Top guest favourite
A round table with two chairs is positioned on lush green grass, overlooking a misty landscape at sunrise. The fog blankets the valley, enhancing views of rolling hills and distant trees. A potted plant adorns the table, creating a serene outdoor dining space.
Flat in Penngrove
4.97 out of 5 average rating, 504 reviews

Valley View-Sonoma Mountain Terrace

Take your wine country tour to a new level with a visit to Sonoma Mountain Terrace, a unique agri-tourism stay on a luxurious, non-traditional dairy farm. Nestled in the foothills of wine country, Sonoma Mountain provides a farm experience like none other, with the opportunity to feed a baby calf, observe milking our elite show cows, or just enjoy "being unplugged." Take a stroll through our extensive gardens, or enjoy million-dollar sunsets each night overlooking Petaluma & Rohnert Park.

Top guest favourite
A comfortable bedroom features a spacious bed dressed in crisp linens and decorative pillows. Nightstands with lamps flank the bed, and large windows provide natural light. The soft color palette is complemented by wooden flooring and tasteful wall decor.
Flat in Napa
4.93 out of 5 average rating, 457 reviews

Downtown Napa Gem - perfect for TWO!

Located downtown Napa, a short walk (three blocks) to dozens of shops, restaurants and wine tasting. The property was originally built in 1908 and has recently been remodeled. The rental offers two comfortable bedrooms, two relaxing patios, a living room and one full bath. There is a small refrigerator, microwave, and Keurig coffee maker, but no kitchen. Easy parking in front of the rental. We are one of the 60 hosts with a legal Napa rental permit which allows us no more than two guests.

Guest favourite
The view of towering trees stretches upward into a bright blue sky, filtered sunlight illuminating the lush green foliage. A serene atmosphere is created by the surrounding natural beauty, offering a sense of tranquility.
Flat in Guerneville
4.92 out of 5 average rating, 321 reviews

Giant Redwood Guesthouse

Private cozy guest unit nestled under towering Giant Redwood and Fir trees, the Sonoma coast is 20 minutes to the west and world class wineries and microbreweries start 5 minutes to the east. Enjoy the Redwood deck with dedicated guest area, bbq fireplace, and brand new hot tub as of 2/2/26. New Deck weather coverings added 10/10/24 that allows quite a bit of sheltered outdoor space.The hosts Jason and Kim and cohost Liz welcome you!

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
4.97 out of 5 average rating, 574 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.

Top guest favourite
A bright living area features a cozy twin size daybed with patterned pillows. Two upholstered chairs with a cow print design sit across from each other on a colorful area rug. Natural light streams through the windows adorned with shutters, creating a welcoming atmosphere.
Flat in Santa Rosa
4.99 out of 5 average rating, 324 reviews

Robin's Nest

Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€196€193€220€190€213€237€235€208€210€202€244€252
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Quick stats about flat rentals in Windsor

  • Total holiday rentals

    Explore 40 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Windsor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.8 Average rating

    Windsor stays are highly rated by guests – averaging 4.8 out of 5!

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