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Condo holiday rentals in Windsor

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Top-rated condo rentals in Windsor

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A spacious outdoor pool is surrounded by loungers under shade umbrellas. The adjacent buildings feature balconies and well-maintained greenery. Blue skies and fluffy clouds add to the inviting atmosphere of the resort.
Condo in Windsor
4.5 out of 5 average rating, 4 reviews

2Bdm Condo Windsor WM Resort#4

Greetings from Windsor, California, located in the heart of Sonoma County's Russian River Valley. Whether you're here for the wine, fine dining, golf, scenery or to relax, you're sure to fall in love with the beautiful WorldMark Windsor resort. WorldMark Windsor is located on 10 acres with multiple three-story buildings, all with elevators. This resort consists of 228 studio, one-, two- and three-bedroom units, as well as three-bedroom penthouses, all with a fully equipped kitchen, air conditioning and a small balcony or patio with a gas barbecue.

Superhost
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.
Condo in Windsor
4.89 out of 5 average rating, 18 reviews

Wine Country Getaway - Bring your Friends - Slps 6

***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.

Superhost
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.
Condo in Windsor
4.67 out of 5 average rating, 9 reviews

Superior Wine Country Condo - 2 Bdm Condo-Sleeps 6

***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.

Guest favourite
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.
Condo in Windsor
4.85 out of 5 average rating, 33 reviews

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

***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.

Guest favourite
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.
Condo in Windsor
4.91 out of 5 average rating, 54 reviews

Make This Your Best Vacation Ever - 2 Bdrm Condo

***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.

Guest favourite
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.
Condo in Windsor
4.89 out of 5 average rating, 53 reviews

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

***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.

Superhost
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.
Condo in Windsor
4.93 out of 5 average rating, 96 reviews

Resort Living w/ Pools - 2 Bdm Condo Slps 6

***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 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.
Condo in Windsor

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.
Condo in Windsor
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)

Guest favourite
Private room in Petaluma
4.9 out of 5 average rating, 220 reviews

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.

Superhost
Condo in Windsor

Windsor, CA. - Windsor Resort - 3-Bd

You'll experience an unforgettable vacation at Windsor Resort. Filled with family-owned wineries, gorgeous ocean hikes, magnificent groves of Redwood trees, and much more. This endearing city will entrance and excite all your senses to the point of you falling in love with this destination. With so many exciting things to do and extraordinary sights to take in, and leaving may become nearly impossible.

Superhost
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.
Condo in Windsor

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 ***

Popular amenities for Windsor condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Superhost
An expansive outdoor pool is surrounded by a spacious deck lined with lounge chairs. Umbrellas provide shade, and lush greenery is visible in the background, enhancing the serene atmosphere of the resort.
Condo in Windsor

Windsor, CA, 3 Bedroom Deluxe #1

Superhost
A circular swimming pool is surrounded by lounge chairs, offering a spacious area for relaxation. Lush greenery and buildings are visible in the background, while the sky displays soft hues of pink and blue, indicating a serene evening ambiance.
Condo in Windsor

Wine Country, CA, Studio Z #1

Superhost
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.
Condo in Windsor

Windsor, CA, 1 Bedroom #2

Superhost
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.
Condo in Windsor

Wine Country, CA, 2-Bdrm Twin #2

Superhost
An outdoor pool is surrounded by lounge chairs, offering a space for relaxation. Trees and buildings frame the area, with a gentle sky reflecting soft colors in the water. The spacious pool invites guests to enjoy outdoor leisure.
Condo in Windsor

Wine Country, CA, 2-Bedrm SN #1

Superhost
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.
Condo in Windsor

Wine Country, CA, 3-Bedrm SN #1

Superhost
An outdoor pool is surrounded by a spacious deck with numerous lounge chairs. A large tree provides shade near the water's edge. Surrounding buildings are visible, showcasing a well-maintained resort atmosphere under a cloudy sky at dusk.
Condo in Windsor

Wine Country, CA, 1-Bedroom Z #2

Superhost
An outdoor pool is surrounded by comfortable lounge chairs and shaded by surrounding trees. The tranquil water reflects the evening sky, creating a serene atmosphere for relaxation. The multi-story buildings provide a backdrop, emphasizing the resort's spacious landscape.
Condo in Windsor

Wine Country, CA, Studio #1

Condo rentals with a pool

Superhost
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.
Condo in Windsor
5 out of 5 average rating, 13 reviews

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

Superhost
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.
Condo in Windsor
4.86 out of 5 average rating, 28 reviews

Perfect Friends and Family Getaway Instant Book

Superhost
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.
Condo in Windsor
4.88 out of 5 average rating, 16 reviews

Comforts of Home with Resort Amenities - Sleeps 6

Superhost
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.
Condo in Windsor
4.75 out of 5 average rating, 57 reviews

Resort Amenities Near Top Food & Wine - Slp 6

Superhost
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.
Condo in Windsor
4.93 out of 5 average rating, 29 reviews

Windsor, CA, 2 Bedroom Queen #1

Superhost
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.
Condo in Windsor
4.83 out of 5 average rating, 78 reviews

Create Your Own 5 Star Vacation - 2 Bdrm Condo

Superhost
A spacious bedroom features a king bed with a light-colored blanket and decorative pillow. Two bedside lamps provide soft lighting. The room is enhanced by natural light from a window with white blinds, and complementary wooden furniture adds functionality.
Condo in Windsor
4.87 out of 5 average rating, 23 reviews

Just One Click Away from Vacay - 2 Bdrm - Slp 6

Superhost
An outdoor pool area is surrounded by lounge chairs and umbrellas, creating a spacious environment for relaxation. Lush greenery lines the perimeter, while the multi-story buildings of the resort are visible in the background against a clear blue sky.
Condo in Windsor
5 out of 5 average rating, 12 reviews

Windsor, CA, 1 Bedroom SN #1

Private condo rentals

Superhost
Condo in Windsor

Windsor, CA, 1 Bedroom S #1

Superhost
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.
Condo in Windsor
4.89 out of 5 average rating, 9 reviews

Windsor, CA, 2 Bedroom T #2

Superhost
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.
Condo in Windsor
5 out of 5 average rating, 3 reviews

Windsor, CA, 3 Bedroom Deluxe #2

Superhost
A spacious outdoor pool is centrally located within the resort, surrounded by a concrete deck and lounge chairs. Lush trees provide shade, while the sky transitions to evening, creating a serene atmosphere. The surrounding multi-story buildings offer a glimpse of resort life.
Condo in Windsor

Wine Country, CA, 2-Bdr Queen #2

Superhost
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.
Condo in Windsor
4.86 out of 5 average rating, 28 reviews

Treat Yourself to a Great Getaway - 2 Bdrm Condo

Superhost
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.
Condo in Windsor
4.89 out of 5 average rating, 36 reviews

Windsor, CA, 2 Bedroom T #1

Superhost
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.
Condo in Windsor
4.81 out of 5 average rating, 16 reviews

Wine Country Is Open - 2 Bedroom Resort Condo

Superhost
A large outdoor pool is surrounded by lounge chairs under shaded umbrellas. Lush greenery and well-maintained landscaping are visible in the background, with multiple apartment buildings showcasing balconies overlooking the pool area.
Condo in Windsor

Windsor, CA, *3 Bedroom S #1

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$389 NZD$384 NZD$355 NZD$343 NZD$344 NZD$372 NZD$370 NZD$367 NZD$361 NZD$408 NZD$394 NZD$413 NZD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

Quick stats about condo rentals in Windsor

  • Total holiday rentals

    Explore 130 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Windsor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Windsor rentals

  • 4.8 Average rating

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

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. Condo rentals