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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$45,993 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 spacesBathroomPets

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!

Hot tubBathroomLaundry

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

Hot tubOutdoor spacesLayout

4.89 out of 5 average rating, 108 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 tubOutdoor spacesAir conditioning

4.97 out of 5 average rating, 113 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 spacesView

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.

Hot tubOutdoor spacesParking

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!

BathroomHot tubWalkability

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.

Outdoor spacesBathroomAccuracy

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.

Outdoor spacesBathroomQuiet

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.

Outdoor spacesHot tubBiking

4.89 out of 5 average rating, 366 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 tubHospitality

4.99 out of 5 average rating, 321 reviews
Top guest favorite
A hot tub is positioned on a grassy area, offering a view of rows of grapevines against a serene sunset. Colorful flowers are visible nearby, complementing the natural surroundings.
Home in Healdsburg

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court

Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Your perfect wine country escape awaits!

Hot tubOutdoor spacesGetting around

5.0 out of 5 average rating, 275 reviews

Popular amenities for Healdsburg hot tub rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a hot tub

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

Outdoor spacesBathroomKitchen

4.97 out of 5 average rating, 146 reviews
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

BathroomHot tubBackyard

4.95 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 tubQuiet

4.93 out of 5 average rating, 149 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

Hot tubOutdoor spacesComfort

4.98 out of 5 average rating, 122 reviews
Top guest favorite
Home in Santa Rosa

Botany House Designer Home with Hot Tub

Hot tubBathroomCleanliness

4.96 out of 5 average rating, 134 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

BathroomHot tubCheckout

5.0 out of 5 average rating, 728 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

Outdoor spacesBathroomLayout

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

Redwood Retreat near Wineries and Sonoma Coast

Hot tubOutdoor spacesAccuracy

4.99 out of 5 average rating, 136 reviews

Villa rentals with a hot tub

Guest favorite
Villa in Santa Rosa

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

Outdoor spacesHot tubHiking

4.97 out of 5 average rating, 162 reviews
Guest favorite
Villa in Occidental

Exclusive Forest Retreat, 8 private acres +Hot Tub

Outdoor spacesHot tubCheck-in

4.88 out of 5 average rating, 111 reviews
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

Outdoor spacesBathroomIndoor spaces

4.98 out of 5 average rating, 243 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!

BathroomHot tubGetting around

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

BathroomHot tubLayout

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

Outdoor spacesHot tubCondition

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

La Cachette Florale Estate + Pool+Hot Tub

BathroomOutdoor spacesLayout

5.0 out of 5 average rating, 22 reviews
Guest favorite
Villa in St. Helena

Boutique Compound on Vineyard, with Guest House

Outdoor spacesBathroomCheck-in

4.96 out of 5 average rating, 93 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

BathroomHot tubHeating

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

Hot tubBathroomAmenities

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

Hot tubOutdoor spacesCleanliness

4.95 out of 5 average rating, 642 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.

Outdoor spacesBathroomWalkability

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

Hot tubBathroomCheck-in

4.89 out of 5 average rating, 186 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 tubBathroomFamily

4.94 out of 5 average rating, 166 reviews
Top guest favorite
Cabin in Monte Rio

Unwind in your serene redwood retreat with hot tub

Hot tubBathroomAccess

4.99 out of 5 average rating, 396 reviews
Guest favorite
A spacious outdoor deck is furnished with comfortable seating arrangements, perfect for relaxation. Landscaped greenery surrounds the area, providing a natural setting. Views of the coastline extend in the background, where the ocean meets the sky under a partly cloudy atmosphere.
Cabin in Jenner

Coastal Cabin, with king bed, big deck, hot tub

Hot tubBathroomHiking

4.95 out of 5 average rating, 319 reviews

When is the best time to visit Healdsburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$93,867 GYDG$93,867 GYDG$92,195 GYDG$99,930 GYDG$135,470 GYDG$114,773 GYDG$124,808 GYDG$107,665 GYDG$103,066 GYDG$105,156 GYDG$122,717 GYDG$93,867 GYD
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