
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.

The Perch
Overlooking a fern grotto and redwood valley, The Perch, our newly renovated room 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, there are communal and private areas for guests TOT#3345N, Permit#:THR18-0032

Sonoma Mountain Artist's Retreat
Enjoy the perched feeling of Sonoma Mountain's setting with sweeping views and nature. The slightly tamed wilderness with an olive orchard and gardens sets the tone as you chill on the redwood deck. This is a studio cottage with expansive views to the western valley and Marin. Mount Tam appears through the windows from your super comfy bed. This is a beautiful and unique space adjacent to a mellow artist's studio. NOTE: Well behaved and Pre-Approved dogs available for a nightly fee.

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

Story-Book Cottage in the Heart of Wine Country
This sophisticated cottage in the heart of Wine Country offers a luxury experience for those seeking the best that Sonoma County has to offer. Built in 1934 and fully updated to suit modern travelers, this property has a gourmet kitchen with an 8-burner Viking stove, wine fridge, dining room, 2 bedrooms, 2 bathrooms, indoor fireplace, outdoor hot tub and large exterior deck. Please note, an additional 14% City of Santa Rosa tax will be collected prior to check-in.

Hillside Retreat in the Redwoods w/ Hot Tub
Rascal's Flat is a luxurious hillside retreat w/ hot tub in the heart of the Russian River Valley. There is a cozy 900 sq-ft, 1-bedroom, 1.5 bath cottage with a detached extra bedroom just up the hill. The cottage includes all modern amenities you could want for a comfortable stay. Outside beneath the towering Redwoods, you’ll find multiple outdoor spaces for dining, entertainment, exercise & relaxation. Experience Russian River living at its best!

Private Cabin (w/ hot tub & sauna) close to river
The River House is far enough from the main road to be quiet and serene but is still just walking distance from the Russian River where you can float/swim all day. The house has incredibly fast wifi as well as an electric car charging port. The neighborhood has a tennis court, Pee Wee golf course, community playground, and the house is walking distance from the Rio Nido Roadhouse which offers incredible food, drinks, and live music.
Popular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub

WiLD Vines Winery and Farm Cottage

Guerneville Cabin Among the Redwoods + Wineries

Red Door Retreat

Napa Wine Country Retreat - Villa

garden in redwoods, hot tub, kayak, walk to river

Rustic Beach Cottage with Hot Tub on Tomales Bay

Riverwood Cottage - Hot Tub, Direct River Access!

Glen Ellen Creek House/ Heart of Sonoma Valley
Pet-friendly cottage rentals

Cute Wine Country Cottage

Private Wine Country Bungalow! Sunny Treetop Views

Garden house with gas fireplace

Charming Vineyard Cottage in Healdsburg

Private Creekside Cottage Retreat, Wine Country

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

Riverfront Wine Country Cottage With Views and Spa

Luxury Cottage in Downtown Calistoga - Accessible
Private cottage rentals

Wine Country Cottage in Santa Rosa

SonomaCountryCottage w/ Pool, Spa, & Bocce Ask us

Modern Cottage on Sonoma Creek

Steelhead Creek Vineyards Garden Casita

Redtail Hawk Cottage | Private & Sparkling New

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

Bodega Bay Waterfront View with Hot Spa & Fire Pit

Romantic Russian River Garden Cottage
Quick stats about cottage rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at $139 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
- San Joaquin River Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Condo rentals Healdsburg
- Rentals with pools Healdsburg
- Rentals with a washing machine and dryer Healdsburg
- Fitness-friendly rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Rentals with a patio Healdsburg
- Rentals with a hot tub Healdsburg
- Cabin rentals Healdsburg
- Hotel rentals Healdsburg
- Apartment rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Luxury rentals Healdsburg
- Rentals with an EV charger Healdsburg
- Villa rentals Healdsburg
- House rentals Healdsburg
- Family-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Cottage rentals Sonoma County
- Cottage rentals California
- Cottage rentals United States
- Lake Berryessa
- Bolinas Beach
- Jenner Beach
- Six Flags Discovery Kingdom
- Brazil Beach
- Clam Beach
- Santa Maria Beach
- Schoolhouse Beach
- Point Reyes Beach
- Safari West
- Doran Beach
- Drakes Beach
- Goat Rock Beach
- Johnson's Beach
- Caymus Vineyards
- Bowling Ball Beach
- Mayacama Golf Club
- Limantour Beach
- Sonoma Coast State Park
- North Salmon Creek Beach
- Trione-Annadel State Park
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach