
Cottage holiday rentals in Healdsburg
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Top-rated cottage rentals in Healdsburg
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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

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.

Sonoma Mountain Incredible Views 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 unique space adjacent to a mellow artist's studio. The kitchen isNOTE: Well behaved and Pre-Approved dogs available for a nightly fee.

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.

Luxury Cottage in Downtown Calistoga - Accessible
Escape to Wine Country– Your Cozy Napa Valley Retreat Tucked in charming Calistoga, our private cottages offer the perfect blend of comfort and relaxation. Enjoy luxury amenities like plush beds, fireplaces, en-suite bathroom with 2 person soaking tub, plus delightful morning treats with locally roasted coffee, pastries, and fresh fruit. Borrow a complimentary bike to explore nearby wineries or stop by our on-site office (9 AM-5PM) for wine or local tips. Pet-friendly options available.

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.
Popular amenities for cottage rentals in Healdsburg
Cottage rentals with a hot tub

Hillside Retreat in the Redwoods w/ Hot Tub

Story-Book Cottage in the Heart of Wine Country

WiLD Vines Winery and Farm Cottage

Napa Wine Country Retreat - Villa

Riverfront Serenity on the Sonoma Coast

Glen Ellen Creek House/ Heart of Sonoma Valley

Riverside Retreat in Monte Rio

Swallowtail Historic Art Studios
Pet-friendly cottage rentals

Cute Wine Country Cottage

Historic Cuneo Cottage Downtown Sonoma

Garden house with gas fireplace

Charming Cottage in Sonoma Wine Country

Creekside Retreat Cottage – Wine Country Haven

cozy cottage in redwoods, hot tub, walk to river

Sundog - EV - Walk to Beach & Food - Yard for Dog

Cottage by the Bay
Private cottage rentals

Romantic Sonoma Creek Cottage With Pool & Spa

Vineyard views close to town w/ free EV charger

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

Redtail Hawk Cottage | Private & Sparkling New

2 Beds 1.5 Bath 700 sq ft, Kitchen Laundry Desk

Romantic Waterfront /Hot/Tub/Fire Pit/Pet Friendly

Riverfront Wine Country Cottage With Views and Spa

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

Nightly prices starting at
Healdsburg holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 630 verified reviews to help you choose

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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- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Armstrong Redwoods State Natural Reserve
- Chateau St. Jean
- V. Sattui Winery
- Jack London State Historic Park
- Charles M. Schulz Museum
- Healdsburg Plaza
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- VJB Vineyard & Cellars
- Sugarloaf Ridge State Park
- Iron Horse Vineyards
- Harbin Hot Springs
- St. Francis Winery and Vineyard
- Francis Ford Coppola Winery




