Fitness-friendly holiday rentals in Healdsburg

4.91 out of 5 average rating, 116 reviews

Two turquoise chairs are positioned near a serene creek, surrounded by lush greenery. The water reflects the surrounding trees, creating a calm and tranquil atmosphere. A wooden deck of a nearby cabin is visible above, adding to the natural setting.

Cottage in Glen Ellen

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.

4.97 out of 5 average rating, 290 reviews

The kitchen and dining area features a large wooden dining table surrounded by four chairs, adorned with greenery. A modern kitchen is equipped with stainless steel appliances, and a hand-drawn chalk mural of hummingbirds adds a vibrant touch to the wall.

Home in Sebastopol

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!

A spacious multi-level deck is furnished with comfortable seating and a table. A patio heater stands beside a cozy seating area, surrounded by trees and ambient lighting. The home is visible in the background, enhancing the serene outdoor environment.

4.95 out of 5 average rating, 149 reviews

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!

4.93 out of 5 average rating, 125 reviews

A charming white house nestled among lush greenery, featuring a spacious deck and railing made of warm wood. Large windows invite natural light, and decorative wooden barrels add rustic charm to the outdoor area. The path is lined with pebbles, leading to the entrance.

Cottage in Forestville

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.

4.92 out of 5 average rating, 290 reviews

A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.

Flat in Santa Rosa

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.

5 out of 5 average rating, 46 reviews

A modern kitchen is equipped with stainless steel appliances and a spacious island with seating. Light wood flooring complements white cabinetry and a stylish chandelier. Natural light brightens the space through a nearby window, while a door leads to the exterior.

Home in Healdsburg

Downtown Healdsburg Plaza Charmer w/ Hot Tub!

Welcome to Clementine Cottage, your charming cozy wine country retreat, just two blocks off Healdsburg Plaza, and steps away from Sonoma County’s world class restaurants! This adorable 2 bedroom, 1 bath cottage w/sleeper sofa offers the perfect blend of comfort, class and convenience. The Cottage is located centrally in one of the best wine tasting regions in the world; it is 40 mins from Bodega Bay, 40 mins from Napa Valley, and 90 mins from San Francisco. A foodie & wine lover’s delight!!

A dining area is showcased with a wooden table surrounded by six matching chairs. A light fixture hangs above, illuminating the space. The kitchen area is visible in the background, featuring wooden cabinetry and modern appliances against warm wall tones.

4.97 out of 5 average rating, 110 reviews

Pool + 4 Hot Tubs! Gym, Luxury 2 bedroom villa.

Two Bedroom Twins: King in master, twins in second bedroom, queen Murphy bed in living area. Maximum occupancy 6. Full Kitchen: Unit includes refrigerator, sink, range and dishwasher. Resort has Pool, Children's Pool, Hot Tub, and much more. ❤ Free Parking. Free Internet ❤ ★ If reserving a FRIDAY OR SATURDAY there is a 2 night minimum unless request is made last minute (3 days before check in)★ ★24 hour reception★ ★Calendars updated daily★ ★Multiple Units/Room Sizes Available★

4.97 out of 5 average rating, 98 reviews

A spacious deck features comfortable seating arrangements with wicker chairs and side tables. A large dining table is positioned under an umbrella, providing a shaded area for meals. Lush greenery and vineyards are visible in the background, enhancing the serene environment.

Home in Healdsburg

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

Relax at this stunning and peaceful house overlooking vineyards. Incredible deck, beautiful living/dining room with fireplace. Spa area with hot tub, sauna, cold plunge, gym and massage table. New theatre room too! 3 separate patio spaces and 5 desk options! 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! :)

4.91 out of 5 average rating, 120 reviews

A spacious outdoor area features a large pool surrounded by natural stone walls. Comfortable lounge chairs are positioned for relaxation, and green umbrellas provide shade. Lush landscaping enhances the serene environment, with trees and plants framing the scene.

Home in Sebastopol

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.

4.96 out of 5 average rating, 230 reviews

A spacious living area features large windows allowing natural light to illuminate the room, showcasing wood accents on the walls and ceiling. Comfortable seating includes a leather sofa and sturdy armchairs, while a wooden coffee table adds a rustic touch. A decorative chandelier hangs above.

Villa in Cazadero

Luxury in Redwoods w/ Hot Tub and Fire Pit

Elements is a sophisticated estate compound set on landscaped acres, hidden amongst redwood groves. Your friends & family will find privacy and seclusion while being close to all that wine country has to offer. A variety of unique amenities will make your stay unforgettable: a jetted hot tub in a circle of redwoods, several decks & lounge areas, a yoga/exercise studio, an outdoor shower, a board game collection, fast internet and 150+ channels of sports/movies

A three-story building is seen with a colorful facade displaying verdant green, red, and yellow hues, surrounded by trees. The outdoor pool area features lounge chairs along the water's edge, illuminated against a night sky. The interior image shows a kitchen with wooden cabinets and dining space.

4.87 out of 5 average rating, 187 reviews

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.

Guest house in Healdsburg

A bright living area features a spacious white sectional couch and a wooden coffee table. An expansive bookshelf holds various items, with a television and fireplace being focal points. Large glass doors open to a garden, bringing in natural light and outdoor views.

4.97 out of 5 average rating, 222 reviews

Healdsburg Contemporary Cottage With Lush Backyard Patio

Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

Popular amenities for fitness-friendly rentals in Healdsburg

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Three-story buildings are set within a well-maintained lawn. Bushes and trees frame the scene, providing greenery and shade. A clear blue sky is visible in the background, with a few scattered clouds enhancing the tranquil outdoor environment.

4.85 out of 5 average rating, 13 reviews

Windsor, CA, 1-bedroom #2

The exterior of the building is displayed, featuring a three-story structure with multiple balconies and warm lighting. The well-maintained landscape includes green grass and shrubs, while a pathway leads toward the entrance. A tranquil atmosphere is evident in the soft evening light.

5 out of 5 average rating, 6 reviews

2 Bedroom Twin! Sleeps 6! C

A stylish bedroom features a four-poster bed with a crisp white duvet and dark throw blanket. Two bedside tables are positioned on either side, adorned with elegant lamps. Natural light enters through partially opened blinds, illuminating tasteful wall decor above the bed.

Flat in Napa

4.93 out of 5 average rating, 15 reviews

Luxury 2-Bedroom w/ Plush Amenities, Heart of Napa

A scenic view of the resort building showcases three stories of balconies surrounded by lush greenery. The well-maintained lawn adds to the inviting outdoor space, while multiple trees provide natural shade.

Windsor, CA, Studio #1

A large outdoor pool is surrounded by lounge chairs on a sunlit deck. Various umbrellas provide shaded seating areas, while well-maintained landscaping and the resort buildings are visible in the background under a clear blue sky.

4.83 out of 5 average rating, 6 reviews

Wine Country Sonoma Windsor 2 Bedroom Sleeps 6!

An outdoor pool area is captured under clear blue skies, featuring a curvy, inviting pool with a light blue surface. Surrounding the pool are multiple lounge chairs arranged neatly, and well-kept landscaping provides a lush backdrop. A clubhouse can be seen in the distance.

Professionally Managed 2BR Condo, Pool & BBQ

The image captures a resort exterior featuring three-story buildings with balconies overlooking a large swimming pool. Lounge chairs and umbrellas are set up around the pool area, inviting relaxation under clear blue skies.

5 out of 5 average rating, 7 reviews

Studio -Windsor WorldMark Resort

A spacious bedroom features a king-sized bed adorned with decorative pillows and a soft throw blanket. Natural light filters through a window with blinds, illuminating the room's soothing green wall and stylish furnishings, including a dresser and bedside lamps.

Heart of Sonoma, One Bedroom - Windsor, CA

Fitness-friendly apartment rentals

A serene bedroom feature is observed, showcasing a queen-sized bed with accent pillows and a decorative bolster. Light-colored walls enhance the natural illumination from the window, which is adorned with horizontal blinds. Nightstands with lamps are positioned on either side of the bed.

4.86 out of 5 average rating, 7 reviews

Napa 1br/1ba unit @ Riverpointe Napa - Sleeps 4

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

A well-appointed bedroom features a spacious bed dressed in fresh white linens. Two nightstands flank the bed, each with a lamp. A large, decorative wall piece is positioned above the headboard, and a window with blinds allows natural light to enter the room.

Santa Rosa - Self Contained Suite 5 Mins Away

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

An entrance to the estate cave is framed by vibrant blooming flowers and lush greenery. The arched doorway, featuring intricate ironwork, is set against a stone facade, inviting guests to explore the Trinitas Tasting Room. Clear blue skies provide a bright backdrop.

5 out of 5 average rating, 3 reviews

Wine Country Luxury studio suite

An outdoor patio area features a cozy fire pit surrounded by lounge seating and elegant landscaping. Vineyards are visible in the background, complementing the serene atmosphere of the resort. Soft lighting highlights the gathering spaces, creating an inviting environment for relaxation.

4.82 out of 5 average rating, 104 reviews

Napa Luxury Resort King Studio (5)

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 spacious living area features comfortable seating, a gas fireplace, and a dining table with upholstered chairs. The kitchen is equipped with modern appliances, including a dishwasher and coffee maker, set against warm wooden cabinetry and granite countertops.

4.67 out of 5 average rating, 3 reviews

1 Bedroom - Idyllic Home Base in Wine Country

Fitness-friendly house rentals

4.94 out of 5 average rating, 50 reviews

The game room is equipped with multiple entertainment options, including a ping pong table, foosball table, air hockey table, and a pool table. A large screen TV is situated on one wall, and comfortable seating is provided on a tan couch against the opposite wall.

Home in Santa Rosa

Tranquil Acres, Relaxing Wine Country Retreat

4.89 out of 5 average rating, 18 reviews

Home in Monte Rio

Sunny Designer Retreat with Gym & Game Room

A bright and airy living area is showcased with high wooden ceilings and large windows offering views of the surrounding vineyards. A gas fireplace adds warmth, while a dining table is set for two. Comfortable seating is arranged nearby, enhancing the open space.

4.96 out of 5 average rating, 70 reviews

Sonoma-Napa Retreat with Vineyards Views

An open living area showcases a cozy fireplace surrounded by wooden beams. Comfortable seating includes two bright red chairs and a small round table. Natural light filters in through large glass doors, revealing a wooden deck and serene outdoor views.

Home in Angwin

Howell Mountain Estate by St Helena, CA

A spacious living area features a classic stone fireplace with a warm glow. Comfortable seating options include a red sofa and patterned chairs. Natural light fills the room, highlighting wood flooring and a colorful wall art piece above the fireplace.

4.8 out of 5 average rating, 273 reviews

Charming Sonoma Home

5 out of 5 average rating, 39 reviews

Home in Glen Ellen

Oak Den - Secluded Charm in the Heart of Sonoma

The exterior of a charming yellow house is framed by lush greenery and flowering plants. A small garden with a decorative stone statue is visible in the foreground, along with two stone benches positioned beside it. The entryway features a welcoming round window and a set of stairs leading to the porch.

Home in Cloverdale

5 out of 5 average rating, 4 reviews

Cloverwood Manor

A sunlit outdoor space features a crystal-clear swimming pool surrounded by a patio. Lounge chairs and dining sets are placed nearby, with a gazebo offering shaded seating. Lush greenery adds a natural touch, creating a welcoming environment for relaxation and gatherings.