Condo holiday rentals in Windsor

A spacious living area features a comfortable sofa with decorative pillows, a wooden coffee table in front, and a cozy gas fireplace. Natural light enters through a nearby window, illuminating the patterned accent chair and vibrant wall art.

4.87 out of 5 average rating, 15 reviews

LAST MINUTE PRICE - 2 Bdrm Slp 6 - No Cleaning Fee

***With each stay a portion of the proceeds will go towards supporting at risk youth for educational needs.*** Make this spacious condo in beautiful Sonoma Wine Country your home base. This two bedroom / two bath condo is well appointed with everything you’ll need to have a memorable getaway. Just minutes from Sonoma County’s world-class wineries, restaurants, shopping, and outdoor adventures. Guests have full access to all resort amenities including pools, spas, and on-site recreation areas.

A well-equipped kitchen and dining area are featured, showcasing wooden cabinetry and a large dining table set for six. Modern appliances include a refrigerator, stove, and microwave. Natural light floods the space through a window, creating a bright and functional atmosphere.

4.83 out of 5 average rating, 47 reviews

LAST MINUTE PRICE - 2 Bdrm Condo - No Cleaning Fee

A well-appointed bedroom features a spacious bed with a neutral-colored headboard. A decorative pillow rests at the center of the bed. Two bedside tables with lamps are positioned beside the bed, and a window allows natural light to brighten the room.

4.89 out of 5 average rating, 53 reviews

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

A comfortable sofa sits against a light blue wall, adorned with decorative cushions featuring intricate patterns. A small lamp stands beside it, providing ambient lighting. In the background, a well-equipped kitchen is visible, featuring wooden cabinetry and modern appliances.

4.93 out of 5 average rating, 95 reviews

Resort Living w/ Pools - 2 Bdm Condo Slps 6

A spacious pool area features a large, clear water swimming pool surrounded by lounge chairs and umbrellas. The adjacent building showcases multiple balconies and staircases, enhancing the inviting atmosphere of the resort.

1 BR Worldmark Windsor Resort Condo Wine Country

Savor the sweetness of Sonoma. Whether it's your first visit to wine country or a frequent destination, you'll feel right at home at this resort nestled in the heart of Sonoma County. Swirl and sip varietals from local wineries with a perfectly paired charcuterie board until the sun goes down, then enjoy a scenic stroll through Old Downtown. Great Location in Windsor near Wine Country and Golf Course Area is untouched by fires, great place to stay for getaways, prime weekends, events, Golf!!

A three-story building is framed by lush greenery, featuring multiple balconies that overlook the expansive lawn. The architecture includes white railings and gabled roofs, creating a harmonious blend with the surrounding landscape.

4.84 out of 5 average rating, 57 reviews

WorldMark Windsor, CA

The WorldMark Windsor resort is nestled into the Russian River Valley in Sonoma County, Windsor is a small town with deep roots in farming and, more recently, winemaking. You'll enjoy the area's family-owned wineries and the newly constructed Old Downtown, a development that brings to life Windsor's past, including the old general store and meat market. Lively restaurants abound, and the Town Green also hosts a Sunday Farmers' Market and concerts on summer nights. (See more below)

An inviting common area features high ceilings with exposed beams and ample natural light from large windows. Comfortable leather seating is arranged around wooden tables, while a pool table occupies one corner. A stone fireplace adds warmth to the space, creating a relaxed atmosphere.

4.94 out of 5 average rating, 90 reviews

Great Wine Country and Golfing Resort Getaway!

I'm offering a beautiful fully furnished two bedroom, two bath condo at the WorldMark Resort in Windsor, in the heart of the Russian River valley and wine country, home to dozens of wineries in the region. Adjacent to the Windsor Golf Club and close to shopping and restaurants. Please note that some resort amenities may be closed due to Covid. Also please inquire regarding additional dates not listed on my calendar. I might still be able to book them for you.

An expansive outdoor swimming pool is surrounded by comfortable lounge chairs and shaded umbrellas. The well-maintained area features lush greenery and light blue skies. Adjacent buildings provide a backdrop, showcasing multiple balconies and patios.

4.78 out of 5 average rating, 9 reviews

WM Windsor 3 Bedroom Condo

𝐖𝐨𝐫𝐥𝐝𝐌𝐚𝐫𝐤 𝐖𝐢𝐧𝐝𝐬𝐨𝐫 resort located in the Russian River Valley, one of California's most beautiful and distinctive wine regions, provides the backdrop for a thoroughly unforgettable vacation full of family-owned wineries, gorgeous ocean hikes, magnificent groves of Redwood trees and much more. Renowned for its wines with over 250 wineries and vineyards to explore, Sonoma County is one of the most scenic destinations in Northern California.

4.9 out of 5 average rating, 216 reviews

Private room in Petaluma

Fine Accommodations by the river!

Incredible 14 year new commercial loft for your getaway w/private bedroom and bath! You'll be staying close to the Petaluma river with kayakers paddling by. Your room is on the 3rd level, so please be good w/stairs. There are hand railings along the stairs. New bed and fine supima cotton sheets with a down comforter! Coffee and tea are provided, along with a microwave, kettle, filtered water and a small refrigerator. Wifi available.

An outdoor pool is surrounded by lounge chairs and shaded areas, with a large tree providing a natural focal point. The pool's calm water reflects the soft colors of the sky at dusk, creating a serene atmosphere.

Wine Country, CA, 3-Bedroom #1

3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a 1-night stay for a weekend night (Friday or Saturday) if the date is within 2 days of stay date. Three Bedroom: King in master, queen in second bedrm, twins in third bedrm, queen Murphy bed in living. Max occ 8. *** Please review ALL details in each section ***

A spacious outdoor swimming pool is surrounded by lounge chairs and sun umbrellas. Lush greenery and well-maintained landscaping frame the pool area, with multi-story resort buildings visible in the background under a clear blue sky.

4.93 out of 5 average rating, 29 reviews

Windsor, CA, 2 Bedroom Queen #1

3-NIGHT MINIMUM. 1-NIGHT IS OKAY -IF- YOUR BOOKING REQUEST IS WITHIN 72-HOURS OF YOUR STAY DATE ALSO = I can accept a 1-night stay for a weekend night (Friday or Saturday) if the date is within 2 days of stay date. Two Bedroom: King in master, queen in second bedroom, queen Murphy bed in living area. Maximum occupancy 6.

The exterior of a multi-level resort building is shown, featuring a blend of wood and stucco design. Spacious balconies and porches are visible on upper and lower levels. Lush green lawns surround the property, with pathways leading to the entrance.

5 out of 5 average rating, 5 reviews

Windsor Resort 2bdr Queen

ALL GUEST MUST READ AND AGREE TO GUEST CONTRACT OR RESERVATIONS WILL BE SUBJECT TO CANCELLATION BY OWNER Please send the full name of the person checking in, as on the ID that will be shown when making your booking request. 6 Guest Max Kitchen: Full Beds: King Bed - 1,Queen Murphy Bed - 1,Varies Baths: 2

Popular amenities for Windsor condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious outdoor pool area is surrounded by lounge chairs and umbrellas, providing ample seating for relaxation. Lush landscaping and multi-story buildings create a serene atmosphere under a blue sky with scattered clouds.

Windsor, CA, Studio Z #2

A spacious outdoor pool is surrounded by lounge chairs and shaded by trees. Clear water reflects the sky, and a calming atmosphere is created by the overall layout. Nearby, buildings provide access to the pool area, enhancing the resort-like feel.

Wine Country, CA, Studio #2

A circular swimming pool is surrounded by lounge chairs, with greenery in the background. The pool’s tranquil water reflects the soft hues of the sky during twilight. The area is complemented by spacious building facades that offer shaded seating.

Wine Country, CA, 1-Bedroom #1

A large outdoor pool is surrounded by lounge chairs under shaded umbrellas. Lush greenery and well-maintained landscaping provide a serene backdrop. The resort buildings are visible in the distance, featuring multiple stories and balconies.

Windsor, CA, 1 Bedroom #2

An outdoor pool is surrounded by lounge chairs arranged neatly along the perimeter. The pool's calm water reflects the evening sky, dotted with soft clouds. Surrounding trees provide gentle shade, enhancing the resort's tranquil environment.

Wine Country, CA, 2-Bdrm Twin #2

An outdoor pool is surrounded by lounge chairs under shaded umbrellas. A large tree provides natural decor, while the building features multiple stories in the background. The sky displays soft pastel colors as the sun sets, enhancing the tranquil ambiance of the area.

Wine Country, CA, 3-Bedrm SN #1

An inviting outdoor pool is centered within a spacious courtyard, surrounded by lounge chairs and shaded umbrellas. Lush greenery lines the perimeter, and the sky features soft hues of pink and blue as the sun begins to set.

Wine Country, CA, 3-Bedrm Dlx #1

An outdoor pool area is surrounded by lounge chairs, inviting relaxation. Lush greenery and buildings encircle the pool, creating a serene environment. The sky displays soft hues as the sun sets, reflecting on the still water, enhancing the peaceful ambiance of the resort.

Wine Country, CA, 2-Bdrm Twin #1

Condo rentals with a pool

A large outdoor pool is surrounded by neatly arranged lounge chairs and umbrellas. Lush greenery and multiple buildings are visible in the background under a clear blue sky, providing a spacious and relaxing environment for guests.

5 out of 5 average rating, 3 reviews

Windsor, CA, 3 Bedroom Deluxe #2

A comfortable living area features a sofa with patterned throw pillows and an armchair with a geometric design. A coffee table sits at the center. Warm lighting is provided by a floor lamp, and a gas fireplace is positioned beneath a mounted television. A scenic landscape photograph decorates the wall.

4.89 out of 5 average rating, 18 reviews

Wine Country Getaway - Bring your Friends - Slps 6

A spacious bed is dressed in crisp white linens, featuring a decorative bolster pillow adorned with vibrant floral patterns in shades of green, orange, and brown. A bedside lamp casts a soft glow, highlighting the neutral color of the headboard.

4.67 out of 5 average rating, 9 reviews

Superior Wine Country Condo - 2 Bdm Condo-Sleeps 6

A dining area features a wooden table set for six, complete with dinnerware, wine glasses, and a bottle of wine. Natural light streams through vertical blinds, enhancing the welcoming atmosphere of the space.

4.86 out of 5 average rating, 28 reviews

Perfect Friends and Family Getaway Instant Book

A spacious bed is adorned with multiple white pillows and a long, decorative bolster pillow featuring a floral pattern in green and gold. A warm-toned lamp stands next to the bed, contributing to the soft lighting in the room.

4.88 out of 5 average rating, 16 reviews

Comforts of Home with Resort Amenities - Sleeps 6

A well-lit bedroom features a spacious bed with a neutral-colored headboard and white linens. Bedside tables with lamps are positioned on either side. A window with sheer curtains allows natural light to fill the room, creating a serene atmosphere.

4.75 out of 5 average rating, 57 reviews

Resort Amenities Near Top Food & Wine - Slp 6

The master bedroom features a spacious king bed dressed in white linens, complemented by a decorative throw pillow. Two bedside tables with lamps are positioned on either side. Natural light enters through a window with blinds, enhancing the room's calming atmosphere.

4.85 out of 5 average rating, 33 reviews

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

A spacious bed is adorned with multiple soft, white pillows and a decorative bolster pillow featuring a vibrant floral pattern. A bedside lamp emits a warm glow, providing a cozy ambiance to the sleeping area.

4.91 out of 5 average rating, 54 reviews

Make This Your Best Vacation Ever - 2 Bdrm Condo

Private condo rentals

A spacious outdoor pool area is surrounded by lounge chairs and shaded tables, featuring a clear blue pool under a bright sky. Lush greenery and multi-story buildings can be seen in the background, providing a serene atmosphere for relaxation.

4.89 out of 5 average rating, 9 reviews

Windsor, CA, 2 Bedroom T #2

A comfortable living area is presented with a sofa adorned with throw pillows, complemented by a chair featuring a patterned design. A wooden coffee table is positioned at the center, with a gas fireplace and a wall-mounted television nearby. A large framed photograph enhances the wall.

5 out of 5 average rating, 13 reviews

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6

A circular outdoor pool is framed by a mixture of lounge chairs and shaded areas, surrounded by greenery and resort buildings. The water reflects a serene sky with pastel hues, inviting relaxation and leisure.

Wine Country, CA, 1-Bedrm SN #1

An outdoor pool area is surrounded by lounge chairs and shaded umbrellas. Lush greenery and multi-story buildings are visible in the background. The pool's clear blue water reflects the sky, contributing to a relaxing outdoor atmosphere.

Windsor, CA, Studio Z #1

A well-set dining table is arranged with plates, glasses, and cutlery for six. A bottle of wine is centrally positioned. Large sliding doors provide natural light and access to the outdoor area, while light-colored walls create a welcoming atmosphere.

4.83 out of 5 average rating, 78 reviews

Create Your Own 5 Star Vacation - 2 Bdrm Condo

A well-appointed sleeping area features a wooden accent wall behind a spacious bed with crisp white linens. A stylish lamp provides soft lighting, and a decorative bolster pillow adds a touch of color and texture.

4.86 out of 5 average rating, 28 reviews

Treat Yourself to a Great Getaway - 2 Bdrm Condo

A large outdoor pool is surrounded by comfortable lounge chairs and shaded by umbrellas. Lush greenery enhances the serene atmosphere, while multiple multi-story buildings in the background provide a picturesque setting. The clear blue water invites relaxation on a sunny day.

4.89 out of 5 average rating, 36 reviews

Windsor, CA, 2 Bedroom T #1

The living area is furnished with a comfortable sofa featuring patterned cushions, complemented by a wooden coffee table. A flat-screen TV is mounted nearby, and a gas fireplace adds warmth to the space. Artwork of scenic views hangs above the sofa, enhancing the inviting atmosphere.