Condo holiday rentals in Sonoma County

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.

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!!

2 Separate 3BR Apts with Resort Amenities

These two separate 3-bedroom, 2-bath apartments transform a simple getaway into a shared family experience, giving everyone room to relax while still staying close. Together, they comfortably host up to 16 guests, making them perfect for group trips that need both togetherness and privacy. Enjoy the freedom of vacationing side by side while taking advantage of resort-style amenities: pools, hot tubs, a fitness center, volleyball and basketball courts, a kids’ play area, and a game center.

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)

Make This Your Best Vacation Ever - 2 Bdrm Condo

**New for 2026: zero housekeeping fees, just great stays.** 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.

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

**New for 2026: zero housekeeping fees, just great stays.** 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.

Resort Living w/ Pools - 2 Bdm Condo Slps 6

**New for 2026: zero housekeeping fees, just great stays.** 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.

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.

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.

New! Rouge Cobb Mountain Hotel - Cabin 2

 Dog-Friendly Cabin | Near Trails & Clear Lake Adventure awaits at this cozy 1-bedroom, 1-bath Middletown cabin! Start your day with coffee from a nearby café, then hit local hiking and biking trails, golf at Belmont Pines, or explore Clear Lake by boat. In the evening, unwind on your private patio with a glass of local wine under the shady umbrella.

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

New! Rouge Cobb Mountain Hotel - Cabin 1

Escape to this cozy 1-bedroom, 1-bath Middletown cabin, perfect for couples or solo travelers. Explore nearby hiking trails, sip local wines, fish at Clear Lake, or test your luck at Twin Pine Casino. Relax in your private yard with a charcoal grill and outdoor seating after a day of adventure.