Fitness-friendly holiday rentals in Windsor

Sonoma Paradise! 3 miles from the Historic Square

Escape to this gated-private hilltop home with breathtaking mountain views, just 3 miles from Sonoma Plaza. This peaceful getaway features 2 king bedrooms, a fully equipped kitchen, and a comfortable pull-out sofa in the living room, all with blackout drapes for ultimate rest after a day of adventuring. Enjoy multi-level decks with views, grill, and a detached office with a new gym & yoga setup. Close to wineries, hiking, shopping, and top restaurants—your perfect wine country retreat awaits!

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.

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.

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.

Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger

Welcome to your own private slice of wine country paradise—a stunning vineyard estate amidst rolling hills. This luxurious home is beautifully designed and combines contemporary architecture with a warm, inviting ambiance. Whether you’re sipping wine on the patio, enjoying the serene views, or gathering with loved ones, this home provides the perfect setting to create unforgettable memories with family and friends. Escape, relax, and indulge in the best of Healdsburg’s charm and tranquility.

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.

Luxury home (+ pool house) with views, pool & 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.

Exemplary Windsor 2 Bedroom +Amenities!

Savor the sweetness of Sonoma. The best way to enjoy a glass of wine is with good company at Sonoma County. Covid-19 Enhanced cleaning protocols in place. • Guest checking in must be 21+ with valid ID. • Guest must have debit/credit card to put $100 refundable security deposit on hold at resort check-in. • Name on reservation must match photo ID at check-in. Please confirm your first and last name as shown on I.D when submitting a booking.