
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 €87 per night before taxes and fees

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Over 690 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!
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)
4.91 out of 5 average rating, 475 reviews
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
4.97 out of 5 average rating, 239 reviews
2 Beds 1.5 Bath 700 sq ft, Kitchen Laundry Desk
Experience fresh forest air, tranquility and relaxation at our unique treehouse nestled in the redwoods. Private outdoor hangout areas, private entrance, full kitchen, large bedroom with a memory foam king bed, work station with standing desk and high speed internet, laundry and 1.5 baths. A short walk to the Russian River, 1.8 miles to Armstrong Redwoods Park, 25 minute drive to the coast. The cottage is nestled on its own private level of the property while the host's house is on street level.
4.96 out of 5 average rating, 139 reviews
❤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!❤
4.9 out of 5 average rating, 268 reviews
Dillon Beach Surf Cottage
Our cottage is the perfect spot for singles or couples to enjoy everything about Dillon Beach. Just 100 yards from the beach with sweeping panoramic views of the Pacific Ocean and Point Reyes National Seashore. Please take a look at all the 5 Star Reviews we received this year. Our guests loved the ocean views, the location, the modern kitchen, the comfortable king size bed, and a nice bottle of wine by the fireplace or on the deck. Pet friendly so your pet can enjoy the surf and sand with you.
4.99 out of 5 average rating, 410 reviews
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.
4.9 out of 5 average rating, 284 reviews
Pool & garden getaway in beautiful Sonoma Valley!
Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath
4.99 out of 5 average rating, 275 reviews
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.
4.99 out of 5 average rating, 273 reviews
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
4.99 out of 5 average rating, 1051 reviews
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.
4.97 out of 5 average rating, 266 reviews
Country Carriage House in Downtown Geyserville
Linger over coffee on your quaint patio amongst 6 acres downtown in sweet Geyserville. An industrial loft vibe with wine country bones—the cottage is modern/rustic meets country-correct. Immerse yourself in country life or walk to downtown Geyserville for an Aperol Spritz. Truly where design meets refuge. Goats, horses, dogs, one heifer 🐄 named Francis, and one farm cat named Leo on property. Fully fenced front yard and back patio!
4.99 out of 5 average rating, 186 reviews
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.
4.95 out of 5 average rating, 152 reviewsPopular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub

Nestled in Nature
4.93 out of 5 average rating, 490 reviews
Calistoga Cottage • Hot Tub • Creek • Wine Country
4.87 out of 5 average rating, 167 reviews
Riverfront w/ Dock | Hot Tub | Stunning Views
4.99 out of 5 average rating, 275 reviews
Cottage C - Comfy and Cozy 1 bed 1 bath cottage
4.99 out of 5 average rating, 137 reviews
Riverfront Serenity on the Sonoma Coast
4.99 out of 5 average rating, 471 reviews
Cosmo Beach Riverfront Sanctuary
4.95 out of 5 average rating, 536 reviews
Wine Country Historic Cottage
5.0 out of 5 average rating, 120 reviews
Swallowtail Historic Art Studios
4.84 out of 5 average rating, 1010 reviewsPet-friendly cottage rentals

The Perch - Outdoor Clawfoot Tub
4.95 out of 5 average rating, 860 reviews
The Manzanita Cottage
4.88 out of 5 average rating, 120 reviews
Cute Wine Country Cottage
4.89 out of 5 average rating, 235 reviews
Gravenstein Cottage
4.91 out of 5 average rating, 414 reviews
Garden house with gas fireplace
4.98 out of 5 average rating, 221 reviews
Creekside Retreat Cottage – Wine Country Haven
4.91 out of 5 average rating, 362 reviews
Arches - Olive Grove Cottage
4.93 out of 5 average rating, 339 reviews
Sonoma Mountain Retreat - Jaw Dropping Views
4.97 out of 5 average rating, 531 reviewsPrivate cottage rentals

Sunny Riverfront Cottage
4.98 out of 5 average rating, 173 reviews
Interlude Serene Sonoma
4.96 out of 5 average rating, 510 reviews
Wisteria Garden
4.93 out of 5 average rating, 475 reviews
Walk to the Beach, Ocean Views on Salmon Creek
4.93 out of 5 average rating, 382 reviews
Sonoma SummerHouse
4.98 out of 5 average rating, 127 reviews
Red Door Retreat
4.92 out of 5 average rating, 391 reviews
Glen Ellen Creek House/ Heart of Sonoma Valley
4.94 out of 5 average rating, 295 reviews
Historic Garden Cottage
4.86 out of 5 average rating, 686 reviewsDestinations to explore
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- Armstrong Redwoods State Natural Reserve
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