
Pet-friendly vacation rentals in Healdsburg
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Top-rated pet-friendly home rentals in Healdsburg
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Stunning Sauna Cottage Retreat on Private Vineyard
Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Amy's Local BNB - walk to town **and hot tub!**
Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Country Studio Cottage Sanctuary
Cozy, quiet studio cottage nestled on 1/3 acre of trees and surrounded by seasonal creeks. Indoor gas fireplace and full kitchen & large spacious deck. In Sonoma Wine Country, 12 minutes to downtown gourmet restaurants, and organic coffee houses. Take gorgeous backroads to Bodega Bay and Sonoma Coast. Nestle into the warm glow of a gas fireplace or watch for deer and wildlife from the deck or living room. This is a perfect retreat space for one or two people; it is not appropriate for parties.

❤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!❤

Designer Wine Country Cottage in Perfect Location
Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Wikiup lookout retreat
We self-developed our rural property as a secluded retreat with dog-friendly gardens. To share our creation with you, we designed a private 2nd-floor guest suite (ok to bring your good dogs). Your suite includes secure parking, private entrance, deck, kitchen, dining, living, 3 beds (queen, double, twin), one bath & a fenced back yard. We are on a country road near Healdsburg, Windsor, Russian River, Sebastopol, Santa Rosa, Calistoga, Sonoma & Napa valleys, wineries & beaches.

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

The Perch
Overlooking a fern grotto and redwood valley, The Perch lets you experience nature up close. Come unwind and luxuriate in nature. Limited cell service. The room INSIDE has a bed, toilet, sink, mini-fridge, microwave, and electric hot water kettle. OUTSIDE a claw foot tub/shower, private deck & outside kitchen with a gas burner stove. Very rural. We live full-time on the property, and there are communal and private areas for guests TOT#3345N, Permit#:THR18-0032

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. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

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.

Healdsburg Contemporary Cottage With Lush Backyard Patio
Your private Healdsburg retreat—just a 4-minute walk to downtown wine tasting rooms, restaurants, shops, and the Farmers Market. This stylish guest cottage offers parking in front of a private entry, garden with al fresco dining, BBQ, lounge area, and a fully equipped Pilates studio. Designed with international contemporary art and thoughtful touches, it’s perfect for a weekend escape or a longer stay while house hunting.

Country Barn 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 "barn" is a modern/rustic country-correct cottage. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Property rental supports Farm Sanctuary on site of rescue goats, horses, and one heifer named Francis.
Popular amenities for Healdsburg pet-friendly home rentals
Pet-friendly home rentals with a pool

An Italian Villa in the heart of Napa Valley!

Modern mid-century-inspired, Deer Ranch

Vineyard-House Escape in Sonoma Wine Country

Modern wine country stunner!

Arches - Olive Grove Cottage

Spacious home w/heated pool/hot tub, lovely yard

Leo’s Lodge - Lux Retreat with Pool and Hot Tub

Happy House Getaway - Pool, Hot Tub & Wine Country
Pet-friendly home rentals with a hot tub

Fresh + Cozy Cabin fireplace + new Hot tub

Hillside Retreat in the Redwoods w/ Hot Tub

Rio Haus | Relaxing & Chic in Premier Villa Grande

Redwood Treehouse Retreat

The Black Sheep-Hot Tub, 12ft Movie Screen & EVc!

Rustic Beach Cottage with Hot Tub on Tomales Bay

Cozy Fires, Hot Tub, Magical Vibe, Views | Top 5%

Riverfront Cottage w/ lush gardens & hot tub!
Pet-friendly house rentals

Casa de Gamay - Your Home Away From Home

Wine Country Adventure Fun for Families & Friends

Craftsman 2 blocks from Russian River Brewery!

The "Bird's Nest" in the Redwoods

Olive House

Modern Sonoma | VIEWS | Minutes to Dwtn | Sleeps 6

Centrally Located, Modern Wine Country Estate

Calistoga Tejas Trails
When is the best time to visit Healdsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 267 | € 269 | € 303 | € 293 | € 307 | € 292 | € 342 | € 305 | € 308 | € 327 | € 306 | € 266 |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
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 € 69 per night before taxes and fees

Verified guest reviews
Over 3,370 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!
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