Cottage holiday rentals in Healdsburg

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Top-rated cottage rentals in Healdsburg

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Guest favourite
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.91 out of 5 average rating, 441 reviews

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)

Guest favourite
The exterior of the barn cottage is featured, showcasing a two-story structure with large windows illuminated in a warm glow. The entrance is adorned with wooden doors and a star accent. A spacious deck is visible above, providing an inviting outdoor space.
Cottage in Healdsburg
4.92 out of 5 average rating, 250 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!❤

Guest favourite
A modern living area features a high wood-beam ceiling with large windows offering lush outdoor views. A round dining table is surrounded by chairs, while a cozy seating arrangement includes a dark sofa and coffee table. A wood stove adds warmth to the space.
Cottage in Forestville
4.95 out of 5 average rating, 523 reviews

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

Guest favourite
A private hot tub is situated on a wooden deck, with views of the calm water and distant hills. Two wooden chairs are positioned nearby, inviting relaxation while enjoying the serene landscape.
Cottage in Marshall
4.92 out of 5 average rating, 263 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.

Top guest favourite
A light-filled living area features a comfortable gray sofa, accented by a textured throw and cushions. Natural wood beams and a skylight enhance the airy atmosphere. Two windows invite sunshine, while a dining area with a wooden table and four chairs is visible in the background.
Cottage in Sebastopol
4.99 out of 5 average rating, 255 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.

Guest favourite
Cottage in Calistoga
4.96 out of 5 average rating, 140 reviews

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.

Top guest favourite
A spacious living area features a gray sofa adorned with plush pillows, complemented by a round accent chair. Natural light fills the room through large windows, highlighting a wooden coffee table with a decorative piece. Wooden beams create an inviting ambiance.
Cottage in Bodega Bay
4.99 out of 5 average rating, 1,020 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

Top guest favourite
An outdoor deck surrounded by lush greenery features a fire pit at its center, surrounded by seating options. A claw foot tub is positioned against the railing, while a small round table and folding chairs provide additional seating. Bright green cushions add color to the wooden lounge chairs.
Cottage in Occidental
4.95 out of 5 average rating, 812 reviews

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

Guest favourite
A charming cottage exterior is surrounded by towering Redwoods, featuring a spacious patio area with Adirondack chairs and a stone pathway. Soft lights hang overhead, creating a cozy ambiance in the tranquil garden, complemented by natural greenery throughout the setting.
Cottage in Monte Rio
4.98 out of 5 average rating, 116 reviews

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.

Top guest favourite
Cottage in Santa Rosa
4.97 out of 5 average rating, 252 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.

Top guest favourite
A modern living area showcases a grey sofa adorned with plaid pillows. Above, three framed artworks feature intricate patterns against a navy blue wall. A wooden coffee table, centered with a vase of fresh flowers, completes the inviting space.
Cottage in Forestville
4.93 out of 5 average rating, 457 reviews

Nestled in Nature

A modern retreat in the Sonoma redwoods. The modest 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.

Guest favourite
A spacious outdoor seating area features a comfortable sofa with plush cushions facing the ocean. The scene captures the soothing waves and rugged coastline, complemented by a fire feature at the center, all under a beautiful sky transitioning from day to evening.
Cottage in Bodega Bay
4.85 out of 5 average rating, 333 reviews

Surfscape Beach House, Beach & Ocean views

Surfscape Beach House 2 Bedroom 2 Bathroom With Secluded Beach. Welcome to our beach house for the 'Ultimate Pacific Coast Surf Experience'. Perched atop a cliff overlooking the Pacific approximately 4 miles north of Bodega Bay. The photo's will depict views from the actual property and the beautiful coastal inspired interior. You will have your own private stairs down to a sheltered, secluded beach.

Popular amenities for cottage rentals in Healdsburg

Quick stats about cottage rentals in Healdsburg

  • Nightly prices starting at

    Healdsburg holiday rentals start at $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 660 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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