Fitness-friendly holiday rentals in Healdsburg

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! 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!

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.

Remodeled 3BR 2BTH •Hot Tub • GameRoom • Epic View

Fully remodeled 3BR retreat built for unforgettable stays ✨ Wake to stunning hill views and unwind at sunset with a breathtaking city skyline 🌅 Relax in the massive hot tub ♨️, challenge friends in the epic game room 🎮, or gather around the fire pit 🔥 in the spacious backyard. Fully remodeled and packed with amenities for comfort and fun. We’re flexible and accommodating to make your stay seamless and stress-free. Whether celebrating or recharging, this is your perfect escape. Book now! 🏡

Uncork&Unwind atThis Sprawling Villa/Vineyard/Pool

Welcome to Villa Gaia a defining wine country escape tucked away in the sun drenched idyllic countryside of Sonoma only 53 miles from San Francisco. Villa Gaia is a luxury estate, vineyard and boutique retreat sitting on 28 acres just a short 9 miles from historic Sonoma plaza and 5 miles from Glen Ellen. To the discerning traveler we offer a one of a kind personalized experience in a world class wine country setting. With the large pool, expansive views Villa Gaia is the perfect getaway.

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! :)

Cozy Mountain Retreat | Peaceful with Scenic Views

Get away from it all and enjoy the peace and quiet of Loch Lomond. Relax on the deck surrounded by oaks, grill your favorite meals, and unwind in comfort. The kitchen is fully stocked for cooking, and there’s a small gym area for yoga or stretching. Each room has a comfy queen bed and mini-split A/C and heating. Kick back in the spacious TV room with a wet bar and a desk for remote work, plus fast WiFi to stay connected. Perfect for a peaceful retreat, remote work, or a mountain adventure.

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

2bdr/2ba Silverado Resort : Gated + Golf Views

Escape to a newly renovated Silverado Resort condo tucked beneath oak trees, offering serene golf course views and a true Napa Valley retreat. Bright, spacious, and thoughtfully updated, it’s perfect for relaxing after wine tasting, exploring local wineries, or enjoying scenic mornings with coffee overlooking the greens. Guests may enjoy a complimentary wine tasting at Amizetta Winery (based on availability). Contact host after booking.