Holiday rentals with a hot tub in Healdsburg

4.97 out of 5 average rating, 116 reviews

An open-concept kitchen and dining area features a large wooden dining table and modern kitchen appliances. A spacious island with bar seating is included, and the bi-fold patio doors lead to a deck with lounge seating surrounded by greenery.

Home in Forestville

Russian River Luxury Escape | Private Hot Tub

Indulge in luxury at your new modern style home. Unwind in the elegant, open space interior with natural lighting and Forestville's scenery seeping through the windows. Craft culinary creations in the fully stocked kitchen with a spacious island, and relax on the large backyard deck or hot tub. Stay connected with fast Wi-Fi, the dedicated office space, and the electric car charging outlet. Conveniently located near the Russian River, enjoy your space designed for utmost comfort and tranquility.

Outdoor spacesHot tubFamily

Superhost

The exterior of the barn cottage is featured, showcasing a two-story structure with large windows illuminated in a warm glow. The entrance is adorned with wooden doors and a star accent. A spacious deck is visible above, providing an inviting outdoor space.

Cottage in Healdsburg

❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤

❤New! Welcome to the "The Elegant Barn", our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤

Outdoor spacesHot tubEV charging

4.9 out of 5 average rating, 268 reviews

An airy living space is highlighted by high-beamed ceilings and large windows, allowing plenty of natural light. A gray sofa and two brown leather chairs are arranged around a round coffee table on a light-colored rug. The adjacent dining area features a wooden table, surrounded by various chairs.

5.0 out of 5 average rating, 126 reviews

Healdsburg House - Chiquita Road

Relax with the whole family at this peaceful and private home mins to the Healdsburg Square, Montage Resort, and Dry Creek/Alexander Valley Wineries. The updated home features an open concept kitchen, two family rooms, and a sparkling hot tub on 1.5 private acres surrounded by vineyards and oak trees. Cruise your bike to town or head directly out Chiquita Road to some of the world's greatest cycling. 2.4 miles to the Montage Resort. 2.5 miles to the Healdsburg Square. Welcome to Wine Country!

BathroomHot tubKitchen

Superhost

An aerial view reveals a spacious property surrounded by lush vineyards. The main house is situated to the left, with a sparkling pool adjacent to it. A winding road leads through the greenery, while gentle hills stretch into the distance under a clear blue sky.

4.89 out of 5 average rating, 108 reviews

Dry Creek Ranch ~ (Tariff Discount) Hot Tub & Pool

Enjoy an idyllic wine tasting weekend for 3-4 couples, have fun with the whole family (pets welcome) or find adventure along the world famous Dry Creek Road. This property boasts a main house, pool house & Game barn. The main house sleeps 10. The pool house features a 70” flatscreen, a Live Edge tasting bar and Lanai. The property is only 1.4 miles from Healdsburg’s square. Take a gentle bike ride into town or stay put – pour wine, soak in the hot tub, and watch the sun set over the vineyards

Outdoor spacesBathroomSleep quality

An expansive outdoor patio area features modern metal furniture and a covered dining table, inviting al fresco meals. Large sliding glass doors create a seamless flow between indoor and outdoor spaces, with a view of the surrounding natural landscape and vineyard beyond.

4.97 out of 5 average rating, 146 reviews

WineCamp - Wine Country - Vineyard View Hot Tub

The WineCamp concept is rooted in the rural ambience of working local vineyards and craft breweries. This purpose-built residence offers indoor/outdoor living at it best. Conceived as the ideal space for two adult couples, the spacious dual master suites are separated by gracious open-plan living areas that flow seamlessly through multi-panel sliding walls of glass onto the terrace with Sundance spa hot tub and vineyards beyond. This wine and beer themed property is not suitable for children.

BathroomOutdoor spacesLaundry

The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.

4.97 out of 5 average rating, 244 reviews

Elegant & Spacious Luxury Wine Country Estate

The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

Hot tubBathroomIndoor spaces

4.98 out of 5 average rating, 127 reviews

Home in Sebastopol

Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard

Welcome to Green Hill Retreat. Swim in the solar-heated pool, soak in the 6-person hot tub, or lounge poolside on the spacious wood deck with stunning views of the outdoor space. Stargaze at the dark sky among the apple trees or by the wood fire pit. Head to the entertainment barn for a wet bar, air hockey, big-screen TV projector, darts, and cornhole. The main house features TVs in every room and a new open-concept kitchen. Pet- and family-friendly, EV charging, and fast WiFi.

BathroomHot tubHospitality

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.

4.98 out of 5 average rating, 124 reviews

Vineyard views, hot tub, sauna, cinema

Peaceful two-level house overlooking Dry Creek Valley vineyards. A winery a few doors away and Healdsburg Square 8 minutes away. Big deck for sunsets over the vines, fireplace living room, and a full private spa: hot tub, sauna, cold plunge, gym and massage table. Sleeps 6 across 3 rooms - king master suite and queen guest suite (both ensuite), plus a playroom with queen daybed and bunk. Media room for movie nights, EV charger, Starlink wifi. Questions? I reply fast!

Outdoor spacesBathroomKitchen

4.93 out of 5 average rating, 181 reviews

Modern Healdsburg Retreat • Hot Tub, Bocce & Views

Vineyard views + hot tub under the stars—modern Healdsburg, 5 min to the Plaza. Set in Dry Creek Valley, this design-forward retreat feels a world away—yet you’re minutes from top wineries, tasting rooms, and dining. Slow mornings with coffee overlooking the vines. Golden-hour dinners outside. Evenings in the hot tub with sunset views and total privacy. Designed for relaxed Wine Country living with bocce, outdoor lounge spaces, and seamless indoor-outdoor flow.

Hot tubOutdoor spacesBiking

4.98 out of 5 average rating, 132 reviews

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

BathroomHot tubLaundry

A pathway leads to a welcoming front porch, flanked by greenery and blooming flowers. The light-colored home is partially shaded by surrounding trees, creating a serene approach. The yard features fresh landscaping with mulch and various plants, enhancing the inviting entrance.

4.89 out of 5 average rating, 366 reviews

Peaceful location, hot tub, fire pit, game room!

Feel your stress melt away as you wind your way down a country road to our little piece of heaven in wine country. Our cozy home is a great starting place for your Healdsburg adventures! Private yard, super comfortable beds, well equipped kitchen, cozy living room with fireplace, free wifi and cable, game room with pool table, poker, Skee-ball plus a wonderful outdoor dining area. Just a 5 minute drive to downtown Healdsburg.

BathroomOutdoor spacesHeating

4.99 out of 5 average rating, 321 reviews

A spacious outdoor deck is furnished with a large sectional sofa and several lounge chairs, all adorned with blue cushions. A wooden coffee table sits in the center, surrounded by lush greenery and trees, creating a serene and private atmosphere.

Guesthouse in Healdsburg

Luxurious, Private, Healdsburg Guest Cottage

1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.

Outdoor spacesHot tubQuiet

Popular amenities for Healdsburg hot tub accommodation

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

A serene infinity pool extends towards the horizon, bordered by lush greenery. Eight lounge chairs, with two umbrellas, face the pool, inviting relaxation. A wooden structure sits in the background, along with a staircase leading to the home, all under a soft, pastel sky.

4.93 out of 5 average rating, 149 reviews

Farpoint: Heated Infinity Pool, Mountain Views

Outdoor spacesHot tubFamily

4.95 out of 5 average rating, 116 reviews

A bright kitchen features sleek white cabinetry and a spacious island with a light marble countertop. Pendant lights hang above the island, while large windows allow natural light to fill the space. Stainless steel appliances add a modern touch to the overall design.

Home in Windsor

Gourmet Kitchen in Wine Country w/Hot Tub + Office

Outdoor spacesBathroomKitchen

4.98 out of 5 average rating, 122 reviews

A serene outdoor space is showcased, featuring a sparkling pool surrounded by neatly arranged white lounge chairs. Lush greenery and blooming shrubs create a natural border, enhancing the tranquil atmosphere.

Home in Geyserville

Historic Home; Walk to Cyrus, Diavola, Catelli's

BathroomOutdoor spacesComfort

5.0 out of 5 average rating, 729 reviews

A private backyard features a solar heated swimming pool surrounded by lounge seating and potted plants. A tiki bar is visible in the background, with palm trees providing shade in the sunlight. The space combines relaxation and outdoor living for a serene atmosphere.

Home in Graton

Eco Luxury Private Sanctuary / The Farmhouse Oasis

Outdoor spacesBathroomLong stay

An expansive backyard is shown, featuring a sparkling pool surrounded by a stone patio. A gazebo offers shaded seating, while a cozy fire pit creates an inviting gathering space. Lush greenery and trees frame the scene, enhancing the tranquil setting of the home.

4.96 out of 5 average rating, 102 reviews

5-Bedroom Creekside Wine Country Retreat

BathroomOutdoor spacesComfort

4.96 out of 5 average rating, 134 reviews

Botany House Designer Home with Hot Tub

Outdoor spacesBathroomBarbecue

4.99 out of 5 average rating, 136 reviews

Home in Guerneville

Redwood Retreat near Wineries and Sonoma Coast

Outdoor spacesBathroomNearby

A spacious saltwater pool is surrounded by trees, offering a serene view of the landscape. Ten pool loungers are arranged alongside the pool, while an outdoor dining area is visible in the background, ideal for gathering and enjoying meals.

4.88 out of 5 average rating, 104 reviews

Haven: 5 King Bedrooms, Heated Pool and Hot Tub

Hot tubBathroomFamily

Villa rentals with a hot tub

4.97 out of 5 average rating, 162 reviews

Villa in Santa Rosa

Private 1+ acre, Bocce, Waterfall, Free Pool Heat

Outdoor spacesBathroomValue

4.88 out of 5 average rating, 111 reviews

Villa in Occidental

Exclusive Forest Retreat, 8 private acres +Hot Tub

Outdoor spacesHot tubAmenities

4.95 out of 5 average rating, 207 reviews

The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.

Villa in Napa

An Italian Villa in the heart of Napa Valley!

Hot tubBathroomBiking

4.93 out of 5 average rating, 122 reviews

A sunlit living area features large windows, allowing natural light to fill the space. Two leather armchairs sit adjacent to a wooden coffee table, which holds a tray. A television accompanies decorative plants and warm wooden accents, creating a cozy atmosphere.

Villa in Penngrove

Charming Home in Penngrove

Hot tubOutdoor spacesIndoor spaces

4.95 out of 5 average rating, 252 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 - Hot tub and fire pit

Hot tubBathroomCheckout

5.0 out of 5 average rating, 75 reviews

Villa in Healdsburg

Walk to Downtown Healdsburg | Luxe Vacation Rental

BathroomHot tubIndoor spaces

5.0 out of 5 average rating, 22 reviews

Villa in Forestville

La Cachette Florale Estate + Pool + Hot Tub

Outdoor spacesBathroomLayout

4.96 out of 5 average rating, 94 reviews

Villa in St. Helena

Boutique Compound on Vineyard, with Guest House

BathroomHot tubLayout

Cabin rentals with a hot tub

4.99 out of 5 average rating, 111 reviews

A bright living area features large windows that provide ample natural light and views of the surrounding trees. A contemporary sectional sofa is complemented by a vintage rocker and a small desk. A striped rug lies beneath a coffee table, enhancing the cozy setting.

Cabin in Cazadero

Caz Treehouse: Haven in the Redwoods

Hot tubOutdoor spacesComfort

4.94 out of 5 average rating, 166 reviews

A spacious great room features a high wood-beamed ceiling and natural light pouring in through skylights. Comfortable lounge seating is arranged near a fireplace, with a large dining table designed to accommodate multiple guests, creating an inviting space for gatherings.

Cabin in Forestville

The Black Sheep - Wine Country • Hot Tub • Theater

Outdoor spacesBathroomCleanliness

4.95 out of 5 average rating, 642 reviews

The cabin is nestled among lush greenery, showcasing multiple levels and large windows that reflect warm indoor light. A hot tub sits on the expansive lower deck, complemented by a bright red umbrella, creating an inviting outdoor space as dusk settles over the surroundings.

Cabin in Guerneville

Unique Modern Mountain Getaway

Hot tubBathroomBeach

4.89 out of 5 average rating, 457 reviews

The exterior view of the cabin showcases a grey wooden façade, complemented by a vibrant red door. Two orange chairs are positioned on a wooden deck, surrounded by lush greenery and a decorative maple tree. Large windows allow natural light to illuminate the interior space.

Cabin in Guerneville

Velouria - Hot Tub, Woodstove, Redwoods.

BathroomHot tubGetting around

4.94 out of 5 average rating, 166 reviews

A light-filled living room features vaulted ceilings and large windows showcasing views of the lush surroundings. A spacious sofa and two armchairs are arranged around a coffee table, with a decorative rug underfoot. A warm pendant light hangs above, enhancing the inviting atmosphere.

Cabin in Forestville

Fresh + Cozy Cabin fireplace + new Hot tub

BathroomOutdoor spacesPets

Superhost

A wooden sign reading 'Springhill' is illuminated by colorful lights, set against a backdrop of towering redwoods. A winding staircase leads up through lush greenery, with soft lighting visible through windows of the cottage in the background.

Cabin in Forestville

SPRiNGHiLL Escape to Redwoods Hot Tub Near Wine

BathroomOutdoor spacesShared spaces

4.89 out of 5 average rating, 186 reviews

4.99 out of 5 average rating, 396 reviews

Cabin in Monte Rio

Unwind in your serene redwood retreat with hot tub

Hot tubBathroomPool