Apartment vacation rentals in Windsor

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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.
Apartment in Petaluma
4.84 out of 5 average rating, 115 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.
Apartment in Sebastopol
4.99 out of 5 average rating, 757 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.
Apartment in Santa Rosa
4.91 out of 5 average rating, 232 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.

Top guest favourite
The exterior of a Victorian home is surrounded by vibrant greenery, featuring a white picket fence and colorful shrubs. A pathway leads to the entrance, with large windows adorning the house, highlighting its charming architectural details.
Apartment in Petaluma
4.96 out of 5 average rating, 367 reviews

Cozy Petaluma Apt Walk to Dining & Downtown Shops!

The Petaluma Victorian Garden Apartment is on the ground floor (some refer to it as a basement) of an 1880s Victorian home. Petaluma’s historic downtown is only 5 blocks away from this private solar powered one bedroom apartment. You can also shop at the Petaluma Premium Outlet mall. Petaluma is centrally located to world class wineries in Sonoma and Napa Valleys and the beautiful Sonoma and Marin coasts. San Francisco is also easily accessed using the nearby freeway or public transportation.

Top guest favourite
A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.
Apartment in Santa Rosa
4.92 out of 5 average rating, 304 reviews

Getaway At The Grove- 1,400 sq ft unit

Located in the heart of Sonoma Valley is a historic property on 1.11 acres that boasts several gardens and an olive orchard. The 1,400 sq ft unit is located directly below the host's main residence and features a large bedroom, bathroom, and living room with a wet bar, fridge, microwave, Nespresso coffeemaker and water kettle. It is also equipped with WiFi & AC/heating. The property is located across the street from beautiful St. Francis Winery and hiking trails at Hood Mountain Regional Park.

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.
Apartment in Santa Rosa
4.89 out of 5 average rating, 321 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
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.
Apartment in Penngrove
4.97 out of 5 average rating, 502 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
The exterior of a quaint house is visible, featuring a white wooden facade and decorative hedges. A manicured flower bed with various plants is situated at the front, while a small tree adds greenery beside the entrance. The windows are adorned with shutters.
Apartment in Sonoma
4.98 out of 5 average rating, 110 reviews

2 bedroom/2 bath Apartment Downtown Sonoma

Our newly restored 2 bedroom, 2 bathroom spacious apartment is just 1/2 block from the Sonoma Plaza. Located on the ground floor, the apartment offers a spacious full kitchen with gourmet coffee and cooking supplies and seating for four. Bedroom 1 has a King size bed and full bath, bedroom 2 has a queen size bed and full bathroom. There is a second 2 bedroom 2 bath apartment upstairs that can be rented separately for those traveling together.

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.
Apartment in Santa Rosa
4.99 out of 5 average rating, 323 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

Top guest favourite
A vibrant street scene features a stone building with a distinct architectural style, framed by lush greenery and palm trees. Vehicles line the road, suggesting a lively atmosphere. Rolling hills are visible in the background, adding depth to the landscape.
Apartment in Sonoma
4.97 out of 5 average rating, 200 reviews

Above and On Broadway - MaryJean’s Place

This is a 2nd floor flat above an office space. There is a full flight of stairs through a private entrance up into the home. Because of the stairs and older low windows, it is not recommended for children. It is a short 10-15 minute walk to the Sonoma Plaza. There is a bike shop a couple of blocks away that also rents bikes. There are restaurants, brew pubs, spas and wine tasting rooms all within several blocks.

Top guest favourite
The exterior view of the studio apartment features a two-story structure with a mix of wood and stone materials. A spacious balcony with white chairs is visible on the second floor. Lush greenery surrounds the building, enhancing the natural setting.
Apartment in Sebastopol
4.99 out of 5 average rating, 278 reviews

The Magic Treehouse

We call our second-story studio apartment the Magic Treehouse because it is up in the trees that enhance the view and provide a magical ambience. The high ceilings add an openness that is very relaxing. It is within walking distance from downtown Sebastopol and close to many other fun and beautiful places. Come check it out! Sebastopol Business Lic. # 152

Top guest favourite
A hand-painted welcome sign is displayed on a white oval background. Red cursive lettering spells 'Welcome,' surrounded by colorful flowers and green leaves, creating an inviting entry point.
Apartment in Santa Rosa
4.97 out of 5 average rating, 879 reviews

Private Getaway in West Santa Rosa

This is the perfect place to spend your Wine Country vacation or just a weekend getaway. A 500-square foot private 1 bedroom granny in a quiet safe neighborhood. We want very much for this to feel like your home away from home when visiting Sonoma County. Thanks, Rhonda & Jeanine.

Popular amenities for Windsor apartment rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$313 CAD$309 CAD$353 CAD$305 CAD$341 CAD$379 CAD$377 CAD$332 CAD$337 CAD$324 CAD$390 CAD$404 CAD
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Quick stats about apartment rentals in Windsor

  • Total vacation rentals

    Explore 40 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at $110 CAD per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Windsor vacation 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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