
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.

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.

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

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!

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.

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.

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

Guerneville Cabin Among the Redwoods + Wineries

WiLD Vines Winery and Farm Cottage

Story-Book Cottage in the Heart of Wine Country

Red Door Retreat

Napa Wine Country Retreat - Villa

Rustic Beach Cottage with Hot Tub on Tomales Bay

Riverwood Cottage - Hot Tub, Direct River Access!

Riverside Retreat in Monte Rio
Pet-friendly cottage rentals

Cute Wine Country Cottage

Cozy Sonoma Creekside Escape: Couples Retreat

Steelhead Creek Vineyards Garden Casita

Charming Healdsburg Cottage in Wine Country

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

The Perch

Riverfront Wine Country Cottage With Views and Spa

Sundog - EV - Walk to Beach & Food - Yard for Dog
Private cottage rentals

Zoë Creekside-Tranquil Redwoods in Kenwood

Vineyard views close to town w/ free EV charger

Redtail Hawk Cottage | Private & Sparkling New

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

Casa Bonita

The Vintage Cottage (VR-17-0045)

Romantic Russian River Garden Cottage

Luxury Cottage in Downtown Calistoga - Accessible
Quick stats about cottage rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at £67 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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