Fitness-friendly holiday rentals in Windsor

Cozy Sonoma Creekside Escape: Couples Retreat

Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

Vino & Views, Artisan Hues |Spa, Eggs & Equine Too

A boutique farm retreat, elevated and rare, with concrete floors and artisan care. Rainbow eggs greet you when you arrive, alongside rich coffee and wide-open sky. Horses roam pastures just beyond the glass, a private hot tub, and room to relax. Barn doors glide, natural light pours, a curated escape with thoughtful decor. Designed for rest, crafted with style, luxury that greets you with a wine country smile. Slow down, settle in, savor the stay -this is where comfort meets your unique getaway!

Sonoma Paradise- Yoga Room

Escape to your private hilltop retreat with sweeping mountain views—just 3 miles from Sonoma Plaza. Tucked behind a gated entry, this peaceful wine country hideaway blends comfort, charm, and thoughtful luxury. Wake up to golden hillside views, sip coffee on sunlit decks, and unwind under the stars after a day of wine tasting & exploring. With 2 king bedrooms, a cozy pull-out sofa, and curated amenities throughout, this home is designed for slow mornings, restful nights, and memorable moments.

Wine and Golf Paradise in Windsor, CA (#1)

The WorldMark-Windsor resort is a timeshare resort located within the Russian River Valley. It is one of California's most beautiful wine regions. The name on the reservation must be the person checking in at the front desk. You must be at least 21 years old to check in. Wifi is available for an additional fee. The resort charges and collects the fee. If your check-in date is on a Friday there may be a delay in getting your room as there is a large volume of guests checking in on Fridays.

Private Wine Country Bungalow! Sunny Treetop Views

Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Wine Country Retreat w Pool & Spa-1 Acre Grounds

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up hwy 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in an upscale, quiet, peaceful neighborhood.

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.

Bluebird's Burrow~ EV Charging|Hot Tub| Firepit

NEW! EV charging available! Awaken to crisp mornings nestled in the redwood forests with access to your private hot tub. Float the Russian River and relish award-winning wineries in Sonoma County. Upon returning, dine alfresco on the sundeck featuring a BBQ, firepit, and patio seating with cantilever umbrella. This newly renovated, modern farmhouse home will excite you boasting luxurious amenities including marble fireplace, game room with billiards, ping pong, and retro video game console.

Views, hot tub, sauna, cold plunge, cinema!

Relax at this stunning and peaceful two level house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. Two huge ensuite bedrooms and flex space playroom with queen daybed too. So much space. Sorry no parties/events allowed here. Max 6 guests and 3 cars as per county rules. I’ve just updated the listing with some new amenities if anything is unclear please message me and I'll reply fast! :)

Private Resort with Pool, Pool House, View and Spa

This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

Windsor 2 Bed/2 Bath Condo ~Pool~Hot Tub~Gym

**Condo: 1,023 square feet 2 bedroom/2 bath- King size bed in the master bedroom, two twin beds in the 2nd bedroom (can be put together to make a king), and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer and dryer and a private terrace with gas barbecue. Maximum occupancy is six. *** twin beds in 2nd bedroom can be put together to make a king size bed. Please request in advance.

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.