
Cottage vacation rentals in Healdsburg
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Quick stats about cottage rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

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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 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)

❤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!❤

Private Wine Country Bungalow! Sunny Treetop Views
Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Rustic Beach Cottage with Hot Tub on Tomales Bay
Riley Beach Cottage sits on stilts just a few feet above the east shore of Tomales Bay. The great room, master bedroom, hot tub and northwest facing redwood decks all provide land's end views of Point Reyes National Seashore across this pristine estuary. With its own beach for launching kayaks or just doing nothing, this cottage has been a favorite due to its proximity to the water, front-row views of nature and simplicity. For more space, also book our Family Beach Cottage right next door.

Swallowtail Historic Art Studios
Antique Indonesian teakwood cottage, private deck with hot tub and very special, large, artistic bathroom/sitting room, private for cottage guests only.. Beautifully rural, yet just 6 minutes from historic downtown Petaluma and fine restaurants and shops. A short trip to the Pacific coast and the fabulous Pt. Reyes National Seashore, Tomales and Bodega Bays and towns, excellent vineyards and breweries, and San Francisco! WE FOLLOW THE CLEANING AND DISINFECTING GUIDELINES ISSUED BY AIRBNB.

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

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.

Wine Country Farmhouse with Hot Tub
Cozy Wine Country Farmhouse: Hot Tub, Fireplace & Views Escape to a serene 3-bedroom farmhouse in Sonoma wine country! Perfect for families and friends, this pet-friendly retreat features a hot tub, fireplace, and a private fenced garden. Surrounded by oaks and an heirloom orchard, it offers rustic elegance with modern comforts like high-speed internet and an EV charger. Enjoy easy access to both Sonoma and Napa wineries for an unforgettable getaway.

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!

Sonoma Mountain Retreat - Jaw Dropping Views
The views here are the reason people book—and guests often say they’re even more breathtaking in person. Perched atop Sonoma Mountain on 10 private acres, this peaceful retreat overlooks vineyards, olive trees, rolling hills, Mt. Tamalpais, and the distant ocean horizon. Quiet yet central to Sonoma County wine country, the cottage blends artistic warmth, outdoor living, and a uniquely creative ranch atmosphere.
Popular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub

Seaside Sanctuary • Perched Over the Bay • Dogs OK

Story-Book Cottage in the Heart of Wine Country

Napa Wine Country Retreat - Villa

cozy cottage in redwoods, hot tub, walk to river

Riverfront Cottage w/ lush gardens & hot tub!

Riverfront Serenity on the Sonoma Coast

Glen Ellen Creek House/ Heart of Sonoma Valley

Calistoga Cottage • Hot Tub • Creek • Wine Country
Pet-friendly cottage rentals

Cute Wine Country Cottage

Garden house with gas fireplace

Charming Cottage in Sonoma Wine Country

Creekside Retreat Cottage – Wine Country Haven

The Vintage Cottage, walkable and restful.

The Perch - Outdoor Clawfoot Tub

Riverside Retreat in Monte Rio

Elim Grove Cottage
Private cottage rentals

Historic Cuneo Cottage Downtown Sonoma

Creekside Cottage

Walk to the Beach, Ocean Views on Salmon Creek

Pool & garden getaway in beautiful Sonoma Valley!

2 Beds 1.5 Bath 700 sq ft, Kitchen Laundry Desk

Wisteria Garden

Sonoma Vineyard Cottage - welcome to wine country!

Sonoma SummerHouse
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- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Safari West
- Limantour Beach
- Armstrong Redwoods State Natural Reserve
- Sonoma Coast State Park
- Point Reyes National Seashore
- V. Sattui Winery
- Jack London State Historic Park
- Trione-Annadel State Park
- Iron Horse Vineyards
- Healdsburg Plaza
- Harbin Hot Springs
- Sonoma State University
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Ledson Winery & Vineyards
- Salt Point State Park
- Francis Ford Coppola Winery





