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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$46,049 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!❤

Outdoor spacesHot tubCleanliness

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!

Outdoor spacesHot tubBackyard

5.0 out of 5 average rating, 125 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

BathroomHot tubCondition

4.89 out of 5 average rating, 108 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.

Outdoor spacesBathroomKitchen

4.97 out of 5 average rating, 146 reviews
Top guest favorite
The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.
Home in Santa Rosa

Wine Country Villa Heated Pool Hot Tub Upper Level

Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

Hot tubBathroomQuiet

4.97 out of 5 average rating, 112 reviews
Top 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!

Hot tubOutdoor spacesLayout

4.97 out of 5 average rating, 244 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!

Hot tubBathroomParking

4.98 out of 5 average rating, 124 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.

BathroomOutdoor spacesValue

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.

BathroomOutdoor spacesValue

4.98 out of 5 average rating, 131 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.

Hot tubOutdoor spacesAccess

4.88 out of 5 average rating, 365 reviews
Top guest favorite
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.

BathroomHot tubCheck-in

4.99 out of 5 average rating, 321 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

This remodeled historic home is a Sonoma County Historic Landmark, called "The Bosworth, 1904," after the family who built it at the turn of the century. Beautifully restored, this 4 bed/4 bath home is two blocks from Geyserville's restaurants and wineries and a 10 minute drive from downtown Healdsburg and all the wineries the Anderson Valley and Dry Creek have to offer. TOT# 2463N

Hot tubBathroomIndoor spaces

4.98 out of 5 average rating, 121 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

Outdoor spacesHot tubCondition

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

BathroomOutdoor spacesValue

4.96 out of 5 average rating, 102 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

Outdoor spacesBathroomAmenities

4.88 out of 5 average rating, 104 reviews
Top guest favorite
Home in Santa Rosa

Botany House Designer Home with Hot Tub

Outdoor spacesBathroomGrill

4.96 out of 5 average rating, 133 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

Outdoor spacesBathroomDecor

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

Farpoint: Heated Infinity Pool, Mountain Views

Outdoor spacesHot tubSleep quality

4.93 out of 5 average rating, 149 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

Outdoor spacesHot tubAir conditioning

5.0 out of 5 average rating, 726 reviews
Top guest favorite
Home in Guerneville

Redwood Retreat near Wineries and Sonoma Coast

BathroomHot tubParks

4.99 out of 5 average rating, 135 reviews

Villa rentals with a hot tub

Guest favorite
A solar-heated pool glistens under sunlight, surrounded by a grassy lawn and majestic oak trees providing shade. Lounge chairs are positioned neatly along the pool's edge, while a covered terrace is visible in the background, enhancing the outdoor relaxation space.
Villa in Sonoma

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

BathroomHot tubTV

4.98 out of 5 average rating, 242 reviews
Guest favorite
Villa in Occidental

Exclusive Forest Retreat, 8 private acres +Hot Tub

BathroomHot tubView

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!

Outdoor spacesBathroomAir conditioning

4.95 out of 5 average rating, 207 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

Hot tubOutdoor spacesCheck-in

4.95 out of 5 average rating, 252 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

BathroomOutdoor spacesTV

4.93 out of 5 average rating, 122 reviews
Top guest favorite
Villa in Forestville

La Cachette Florale Estate + Pool+Hot Tub

Hot tubOutdoor spacesFamily

5.0 out of 5 average rating, 21 reviews
Superhost
Villa in Santa Rosa

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

Hot tubBathroomCleanliness

4.69 out of 5 average rating, 48 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!

Hot tubOutdoor spacesNearby

4.79 out of 5 average rating, 89 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

Outdoor spacesHot tubFamily

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

Outdoor spacesHot tubGrill

4.94 out of 5 average rating, 165 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

Outdoor spacesHot tubLayout

4.89 out of 5 average rating, 186 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

Outdoor spacesHot tubParks

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

Hot tubOutdoor spacesKitchen

4.99 out of 5 average rating, 396 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.

Hot tubBathroomAir conditioning

4.89 out of 5 average rating, 457 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

Hot tubBathroomKitchen

4.94 out of 5 average rating, 166 reviews
Top guest favorite
A cozy cabin sits nestled among tall trees, showcasing deep green foliage. A gentle set of stone steps leads up to the entrance, which is accentuated by large windows that allow natural light to fill the interior.
Cabin in Occidental

Relaxing Retreat with Hot Tub in the Woods

Hot tubBathroomComfort

4.99 out of 5 average rating, 104 reviews

When is the best time to visit Healdsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$93,981 GYDG$93,981 GYDG$92,307 GYDG$100,051 GYDG$135,634 GYDG$114,912 GYDG$124,959 GYDG$107,796 GYDG$103,191 GYDG$105,284 GYDG$122,866 GYDG$93,981 GYD
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