
Cottage holiday rentals in Healdsburg
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Healdsburg
Guests agree: These cottages 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)

Riverfront Cottage w/ lush gardens & hot tub!
Take it easy at this unique, modern, cottage w/ a hot tub located on the banks of the Russian River in historic Duncans Mills. The soulful dwelling is mid-century modern style w/ expansive decks, lush gardens, outdoor space & a serene, yet hip, interior including a cozy living room, modern kitchen, 2 bedrooms and 2 baths. The lay out is two separated bed/bath units- offering complete privacy for 2 couples or parents w/ kids! Float the river, soak in the hot tub or just relax. Pets OK- $50 fee

❤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!❤

Cosmo Beach: Riverfront Sanctuary
Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

Sunny Riverfront Cottage
This lovely cottage is directly on the Russian River with gorgeous views. We've kept the original 1909 charm of the main living space while adding many new amenities. Your oasis awaits. BEFORE BOOKING: Be aware that the cozy second bedroom is not attached to the house, it is accessed through the main bedroom and a just few steps across the deck. You’ll enjoy the lovely bed, luxurious linens, fireplace and a great river view. See photos. NO PETS/SMOKING due to severe allergies. Thanks!

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.

Knix's Cabin at Salmon Creek
Our cabin has large picture windows providing views of Salmon Creek and the whitewater of the ocean. Our cabin is a cozy retreat for your getaway. Beachfront Access: A short and pleasant stroll from the cabin TOT tax ID is 1186N. Your stay supports the local community and complies with all regulations. Quiet Hours: 9:00pm to 7:00am Vacation Rental License No LIC25-0038 3075 Lucille Ave., Bodega Bay Property Owner: Lawler-Knickerbocker Certified Property Manager: Mary Lawler

The Perch - Outdoor Clawfoot Tub
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

Cottage C - Comfy and Cozy 1 bed 1 bath cottage
Tucked away among Monte Rio’s majestic Redwoods, Cottage C is a peaceful & thoughtfully designed escape, perfect for relaxation & nature lovers. This charming getaway features a private hot tub under the trees, a cozy wood-burning stove, & a beautifully designed interior with everything you need for a rejuvenating stay. Once inside the gated yard, you’ll feel like you’re in a world of your own, surrounded by Redwoods & the soothing sounds of a seasonal creek.

Garden house with gas fireplace
Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.

Nestled in Nature
A modern retreat in the Sonoma redwoods. The cottage is tucked away in the charming town of Forestville. Beneath the majestic redwoods, fir-covered hills, and the Russian river meandering toward Pacific shores. Forestville provides a wide variety of artisanal food, award winning restaurants and vineyards alike. An endless amount of outdoor activities from kayaking to hiking are nearly steps away.

Surfscape Beach House, Beach & Ocean views
Surfscape Beach House 2 Bedroom 2 Bathroom With Secluded Beach. Welcome to our beach house for the 'Ultimate Pacific Coast Surf Experience'. Perched atop a cliff overlooking the Pacific approximately 4 miles north of Bodega Bay. The photo's will depict views from the actual property and the beautiful coastal inspired interior. You will have your own private stairs down to a sheltered, secluded beach.
Popular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub

Hillside Retreat in the Redwoods w/ Hot Tub

WiLD Vines Winery and Farm Cottage

Guerneville Cabin Among the Redwoods + Wineries

Red Door Retreat

Andrea's Hidden Cottage

Napa Wine Country Retreat - Villa

Rustic Beach Cottage with Hot Tub on Tomales Bay

Luxury Cottage in Downtown Calistoga - Accessible
Pet-friendly cottage rentals

Cute Wine Country Cottage

Private Wine Country Bungalow! Sunny Treetop Views

Charming Cottage in Sonoma Wine Country

Creekside Retreat Cottage – Wine Country Haven

cozy cottage in redwoods, hot tub, walk to river

Riverside Retreat in Monte Rio

Creekside Cottage

Sonoma Mountain Incredible Views Artist's Retreat
Private cottage rentals

Wine Country Cottage in Santa Rosa

Breathtaking Sonoma Country Vineyard Getaway

Modern Cottage on Sonoma Creek

Vineyard views close to town w/ free EV charger

Moonrise | Charming Retreat w/ Privacy & Lake View

OCEANFRONT! 180VIEWS, fire pit,2bd/2ba

2 Beds 1.5 Bath 700 sq ft, Kitchen Laundry Desk

Romantic Waterfront /Hot/Tub/Fire Pit/Pet Friendly
Quick stats about cottage rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at $127 AUD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Healdsburg rentals

4.9 Average rating
Healdsburg stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Oakland Holiday rentals
- Rentals with a hot tub Healdsburg
- Rentals with a washing machine and dryer Healdsburg
- Condo rentals Healdsburg
- Rentals with pools Healdsburg
- House rentals Healdsburg
- Fitness-friendly rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Luxury rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Apartment rentals Healdsburg
- Hotel rooms Healdsburg
- Villa rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Family-friendly rentals Healdsburg
- Rentals with an EV charger Healdsburg
- Pet-friendly rentals Healdsburg
- Cabin rentals Healdsburg
- Rentals with a patio Healdsburg
- Cottage rentals Sonoma County
- Cottage rentals California
- Cottage rentals United States
- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- V. Sattui Winery
- Jack London State Historic Park
- Charles M. Schulz Museum
- Armstrong Redwoods State Natural Reserve
- Sugarloaf Ridge State Park
- Napa Valley Wine Train Wine Shop
- Iron Horse Vineyards
- Harbin Hot Springs
- Salt Point State Park
- St. Francis Winery and Vineyard
- VJB Vineyard & Cellars
- Healdsburg Plaza




