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Vacation rentals with a hot tub in Healdsburg

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Quick stats about vacation rentals with a hot tub in Healdsburg

  • Total vacation rentals

    Explore 40 vacation rentals in Healdsburg

  • Nightly prices starting at

    Healdsburg vacation rentals start at G$46,028 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Healdsburg vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Healdsburg rentals

  • 4.9 Average rating

    Healdsburg stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated hot tub rentals in Healdsburg

Guests agree: these hot tub rentals are highly rated for location, cleanliness, and more.

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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!❤

4.9 out of 5 average rating, 268 reviews
Top guest favorite
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.
Home in Healdsburg

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!

5.0 out of 5 average rating, 126 reviews
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.
Home in Healdsburg

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

4.89 out of 5 average rating, 109 reviews
Top guest favorite
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.
Home in Santa Rosa

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.

4.97 out of 5 average rating, 147 reviews
Guest favorite
A cozy treehouse retreat is surrounded by towering redwoods, resting on stilts above the forest floor. Large windows illuminate the structure, allowing natural light to flood the interior. A wooden deck extends outdoors, providing a relaxing space to enjoy the serene woodland environment.
Treehouse in Camp Meeker

Redwood Treehouse Retreat - Hot tub, fire pit

Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

4.93 out of 5 average rating, 238 reviews
Guest favorite
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.
Home in Santa Rosa

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!

4.97 out of 5 average rating, 244 reviews
Top guest favorite
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.

4.98 out of 5 average rating, 127 reviews
Top guest favorite
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

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!

4.98 out of 5 average rating, 124 reviews
Superhost
A spacious hot tub, surrounded by lush greenery, is set on a manicured lawn. Beyond, expansive views of the vineyards and rolling hills are visible under a clear blue sky, creating a tranquil outdoor retreat.
Home in Healdsburg

Spectacular Vineyard View!! SPA, Close to Plaza!

Escape to our charming 3B/2B Healdsburg Vineyard Home nestled in the 30 acres vineyards of world famous scenic Dry Creek Valley. With a stunning view that spans across the picturesque vineyard landscape!! Adjacent to the property, indulge in the authentic experience of wine tasting at our neighboring winery, offering a firsthand glimpse into the art of local viticulture. We consider small lapdogs, ensuring the whole family can revel in the joys of our splendid abode.

4.81 out of 5 average rating, 185 reviews
Top guest favorite
Home in Healdsburg

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.

4.93 out of 5 average rating, 181 reviews
Guest favorite
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.

4.98 out of 5 average rating, 132 reviews
Guest favorite
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.
Home in Healdsburg

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.

4.89 out of 5 average rating, 366 reviews

Popular amenities for Healdsburg hot tub rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a hot tub

Guest favorite
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

4.95 out of 5 average rating, 116 reviews
Guest favorite
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.
Home in Santa Rosa

5-Bedroom Creekside Wine Country Retreat

4.96 out of 5 average rating, 102 reviews
Top guest favorite
Home in Santa Rosa

Botany House Designer Home with Hot Tub

4.96 out of 5 average rating, 134 reviews
Top guest favorite
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

4.98 out of 5 average rating, 122 reviews
Guest favorite
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

4.97 out of 5 average rating, 116 reviews
Top guest favorite
A cozy living area features a light-colored sofa, complemented by a vibrant floral arrangement on a nearby table. Large windows offer broad views of the river and lush hills beyond, inviting natural light into the space.
Home in Jenner

Casa Panama: Relax in Luxury on the Sonoma Coast

4.95 out of 5 average rating, 175 reviews
Guest favorite
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.
Home in Santa Rosa

Haven: 5 King Bedrooms, Heated Pool and Hot Tub

4.88 out of 5 average rating, 104 reviews
Top guest favorite
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

5.0 out of 5 average rating, 729 reviews

Villa rentals with a hot tub

Guest favorite
Villa in Occidental

Exclusive Forest Retreat, 8 private acres +Hot Tub

4.88 out of 5 average rating, 111 reviews
Guest favorite
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!

4.95 out of 5 average rating, 207 reviews
Guest favorite
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

4.93 out of 5 average rating, 122 reviews
Guest favorite
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

4.95 out of 5 average rating, 252 reviews
Top guest favorite
Villa in Forestville

La Cachette Florale Estate + Pool+Hot Tub

5.0 out of 5 average rating, 22 reviews
Superhost
A large outdoor space features a swimming pool surrounded by lounge chairs. A covered summer kitchen and additional seating areas are visible next to the house. Trees provide a natural backdrop, enhancing the tranquil environment.
Villa in Sonoma

Wildflower by AvantStay|Steps to Sonoma Golf Club!

4.79 out of 5 average rating, 89 reviews
Superhost
Villa in Sonoma

Stunning Vineyard Villa | Pool · Hot Tub · Games R

4.82 out of 5 average rating, 67 reviews
Guest favorite
Villa in Calistoga

Mountain Villa with Hot Tub

4.98 out of 5 average rating, 61 reviews

Cabin rentals with a hot tub

Top guest favorite
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

4.99 out of 5 average rating, 111 reviews
Guest favorite
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

4.94 out of 5 average rating, 166 reviews
Guest favorite
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

4.95 out of 5 average rating, 642 reviews
Top guest favorite
Cabin in Monte Rio

Unwind in your serene redwood retreat with hot tub

4.99 out of 5 average rating, 396 reviews
Guest favorite
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

4.94 out of 5 average rating, 166 reviews
Guest favorite
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.

4.89 out of 5 average rating, 457 reviews
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

4.89 out of 5 average rating, 186 reviews
Guest favorite
The cabin's exterior features a two-story design with multiple large windows, inviting natural light. A wraparound wooden deck is accompanied by seating options, including two wooden chairs. Surrounded by towering redwoods, the cabin offers a tranquil and picturesque woodland setting.
Cabin in Monte Rio

Cozy, Hot Tub, Treehouse Cabin, Hi-Spd Wi-Fi

4.96 out of 5 average rating, 610 reviews

When is the best time to visit Healdsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$93,939 GYDG$93,939 GYDG$92,266 GYDG$100,007 GYDG$135,574 GYDG$114,861 GYDG$124,904 GYDG$107,748 GYDG$103,145 GYDG$105,237 GYDG$122,812 GYDG$93,939 GYD
Avg. temp10°C10°C11°C11°C12°C13°C14°C14°C15°C13°C12°C10°C

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