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Pet-friendly vacation rentals in Healdsburg

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Quick stats about vacation rentals that are pet-friendly in Healdsburg

  • Total vacation rentals

    Explore 50 vacation rentals in Healdsburg

  • Nightly prices starting at

    Healdsburg vacation rentals start at €87 per night before taxes and fees

  • Verified guest reviews

    Over 4,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 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 pet-friendly home rentals in Healdsburg

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living area features a comfortable sofa adorned with decorative pillows. A plush blanket is draped over the seat. The kitchen is visible in the background, showcasing modern appliances. Glass doors open to an outdoor deck, allowing natural light to brighten the space.
Home in Healdsburg

Chic Wine Country Stay - Walk to River & Downtown

Discover our cozy two-bedroom retreat, just minutes from downtown. This charming space features top-quality cooking items, a bidet, and a heated towel rack. Enjoy seamless indoor-outdoor living with doors that open to a deck, complete with a BBQ and outdoor dining area. Located across from scenic walking trails and only four blocks from the Russian River, it's the perfect spot for nature lovers. Despite its small size, every detail is thoughtfully designed for your comfort. Book your stay today

WalkabilityPetsCondition

4.92 out of 5 average rating, 134 reviews
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!❤

WalkabilityOutdoor spacesGrill

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!

PetsWalkabilityLayout

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

Outdoor spacesWalkabilityGrill

4.89 out of 5 average rating, 108 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!

Outdoor spacesWalkabilityFamily

4.97 out of 5 average rating, 244 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.

PetsOutdoor spacesNearby

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.

PetsOutdoor spacesHot tub

4.98 out of 5 average rating, 132 reviews
Top guest favorite
Cottage in Geyserville

Country Carriage House in Downtown Geyserville

Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the cottage is modern/rustic meets country-correct. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Goats, horses, dogs, one heifer 🐄 named Francis, and one farm cat named Leo on property. Fully fenced front yard and back patio!

PetsWalkabilityIndoor spaces

4.99 out of 5 average rating, 186 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 spacesWalkabilityLocation

4.89 out of 5 average rating, 366 reviews
Top guest favorite
Home in Healdsburg

Healdsburg Garden House

Hidden gem Best Value Ideal space for reunions and bridal parties (no events) Clean, Cozy & Private House Near Healdsburg Town Square. 20% discount for self serve rental Healdsburg Kayak Company Discount code - HEALDSBURGGARDEN20 Centrally located for Sonoma county day trips… Covered redwood deck with gas grill 50” HDTVs and fast 1 GB Wi-Fi. Fully stocked kitchen w/ dishwasher. New A/C and heating. TOT #798N

Outdoor spacesWalkabilityHiking

4.93 out of 5 average rating, 659 reviews
Top guest favorite
A bright living area features a spacious white sectional couch and a wooden coffee table. An expansive bookshelf holds various items, with a television and fireplace being focal points. Large glass doors open to a garden, bringing in natural light and outdoor views.
Guesthouse in Healdsburg

Designer Cottage | Garden Oasis | Walk to Plaza

✓ Fully equipped kitchen. ✓ On-site EV charger. ✓ Lush, private garden. ✓ Dedicated workspace. ✓ Comfortably accommodates 2 guests. ✓ Just a 4-minute walk to Healdsburg Plaza. ✓ Close to world-class wineries and dining. ✓ Private, architect-designed cottage for two. ✓ Seamless indoor-outdoor living. ✓ Stylish retreat created especially for couples. ✓ Comfortable Queen Bed with Hotel pressed Sheets.

WalkabilityOutdoor spacesView

4.97 out of 5 average rating, 262 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!

WalkabilityOutdoor spacesGrill

5.0 out of 5 average rating, 275 reviews

Popular amenities for Healdsburg pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly home rentals with a pool

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 spacesPetsDecor

5.0 out of 5 average rating, 729 reviews
Top guest favorite
The home is framed by lush greenery and vibrant plants, with a patio featuring outdoor furniture. Warm light spills from the windows, hinting at a cozy interior. A barbecue grill is positioned nearby, providing an inviting space for outdoor gatherings.
Home in Kenwood

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Outdoor spacesWalkabilityNearby

4.97 out of 5 average rating, 120 reviews
Top guest favorite
A private outdoor area features a hot tub adjacent to a wooden deck. A white dining table is positioned for meals, surrounded by lush greenery. Soft lighting hangs above, adding to the relaxed setting. A window on the house offers natural light to the space.
Home in Santa Rosa

Pacific Gardens Retreat

PetsOutdoor spacesHot tub

4.98 out of 5 average rating, 219 reviews
Top guest favorite
Home in Santa Rosa

Wine Country Retreat | Pool, Hot Tub + Vibes

Outdoor spacesWalkabilityComfort

4.97 out of 5 average rating, 236 reviews
Guest favorite
Home in Santa Rosa

Wine Country Retreat- Privacy-Spa/Pool/Games

Outdoor spacesPetsAccess

4.98 out of 5 average rating, 137 reviews
Guest favorite
A modern kitchen features a spacious island with three woven bar stools. Hexagon-tiled walls in a soothing grey tone complement open shelving displaying dishware. Large windows allow natural light to fill the space, with greenery visible outside.
Home in Sonoma

Modern wine country stunner with pool & pickleball

WalkabilityPetsGrill

4.95 out of 5 average rating, 131 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!

PetsOutdoor spacesBackyard

4.95 out of 5 average rating, 207 reviews
Guest favorite
A spacious outdoor space features a shimmering pool surrounded by wooden decking. A covered seating area with comfortable furniture is visible nearby, alongside a barbeque setup. Lush greenery encompasses the area, creating a tranquil retreat. A water slide adjoins the pool for added fun.
Guesthouse in Santa Rosa

2 Wine Country Gem 2 Bedroom Upstairs

PetsOutdoor spacesFamily

4.89 out of 5 average rating, 248 reviews

Pet-friendly home rentals with a hot tub

Top guest favorite
A covered hot tub is surrounded by curtain drapes and string lights, providing a cozy ambiance. The tub is filled with water that displays a soothing green hue, inviting relaxation in a tranquil outdoor setting.
Home in Geyserville

Updated 5 BR house w/ hot tub - walk to downtown!

Outdoor spacesWalkabilityNearby

4.99 out of 5 average rating, 143 reviews
Top guest favorite
Home in Forestville

Hilltop Haven Retreat | Scenic Hydro-Spa + Sauna

WalkabilityOutdoor spacesNearby

4.97 out of 5 average rating, 230 reviews
Top guest favorite
Home in Santa Rosa

Botany House Designer Home with Hot Tub

Outdoor spacesWalkabilityCheck-in

4.96 out of 5 average rating, 134 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 spacesWalkabilityAccuracy

4.94 out of 5 average rating, 166 reviews
Guest favorite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol

Stunning Sauna Cottage Retreat on Private Vineyard

PetsWalkabilityFamily

4.91 out of 5 average rating, 476 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.

PetsOutdoor spacesValue

4.89 out of 5 average rating, 457 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

PetsWalkabilityBathroom

4.95 out of 5 average rating, 174 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

WalkabilityPetsBackyard

4.95 out of 5 average rating, 116 reviews

Pet-friendly house rentals

Guest favorite
A well-appointed bedroom features a spacious bed with a light-colored upholstered headboard, draped in soft linens and a textured throw. Two nightstands flank the bed, each with a lamp and decorative items. Large windows allow natural light to illuminate the room, while soft curtains frame the view.
Home in Santa Rosa

Centrally Located Modern Wine Country Home

Outdoor spacesPetsLayout

4.94 out of 5 average rating, 126 reviews
Guest favorite
Two modern, white structures stand beneath a large green tree against a clear blue sky. The buildings feature large glass windows, allowing for natural light. The area is surrounded by open grass, contributing to a relaxed and spacious atmosphere.
Home in Healdsburg

Three-Building Healdsburg Homestead with Wine Barn

WalkabilityOutdoor spacesValue

4.84 out of 5 average rating, 159 reviews
Top guest favorite
An outdoor seating area features two cushioned chairs and a wooden coffee table set atop a textured area rug. A vase with lemon branches and a wine bottle accompany glasses, inviting guests to enjoy leisurely moments in a peaceful garden setting.
Home in Santa Rosa

Luxury wine country home 5 bedroom

WalkabilityPetsLayout

4.98 out of 5 average rating, 112 reviews
Top guest favorite
The kitchen features warm wooden cabinetry and an expansive central island. Stainless steel appliances include a refrigerator and microwave. Pendant lights illuminate the space, while natural light streams through a nearby window. Bar stools provide seating at the island, enhancing a functional cooking area.
Home in Santa Rosa

Casa de Gamay - Your Home Away From Home

PetsWalkabilityRiver

5.0 out of 5 average rating, 199 reviews
Top guest favorite
Home in Guerneville

Riverfront Home with Private Dock on Russian River

WalkabilityOutdoor spacesAccess

4.91 out of 5 average rating, 222 reviews
Guest favorite
A modern living area is shown, featuring a mid-century style blue sectional sofa adorned with decorative pillows. A light wood coffee table sits on a geometric patterned rug. Wall art depicting a serene landscape is displayed, along with circular mirrors that enhance the room's character.
Home in Cloverdale

Cozy Hisorical Home Walking Distance to Downtown!

Outdoor spacesPetsLaundry

4.97 out of 5 average rating, 138 reviews
Top guest favorite
Home in Sonoma

Sunset Sonoma | VIEWS | HOT TUB | | Sleeps 6

PetsWalkabilityLayout

4.98 out of 5 average rating, 168 reviews
Guest favorite
Home in Santa Rosa

Sonoma Wine Country Retreat | 3 Ensuite Baths

Outdoor spacesPetsParks

4.94 out of 5 average rating, 270 reviews

When is the best time to visit Healdsburg?

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Avg. price€291€307€337€333€425€353€344€307€310€306€291€321
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