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Cottage vacation rentals in Healdsburg

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Top-rated cottage rentals in Healdsburg

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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, 365 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)

Top guest favorite

A wooden deck features two Adirondack chairs positioned to overlook the river, accompanied by a small table. Lush greenery surrounds the area, with hills visible in the background under a clear blue sky.

Cottage in Monte Rio

4.97 out of 5 average rating, 203 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

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

4.93 out of 5 average rating, 198 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!❤

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, 482 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

A wooden deck extends over the calm water, connecting to a cottage with rustic shingle siding. Lush greenery frames the approach, and soft pastel colors in the sky suggest a tranquil sunset, enhancing the scenic atmosphere of the waterfront setting.

Cottage in Marshall

4.99 out of 5 average rating, 151 reviews

Tranquil waterfront cottage with private beach

Take in the maritime beauty of Tomales Bay from the comfort of this luxury waterfront cottage. Turn the wooden steering wheel on the front door and enter a light-filled living room with high ceilings and sweeping views of the bay. Seals, otters and rays make their way into the bay; at high tide perhaps you'll be lucky and catch a glimpse of a sting ray from the glass window in the living room floor. Our private beach is the perfect spot to go for a swim, or launch your paddleboards and kayaks.

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, 225 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 favorite

A serene outdoor space features a sparkling saltwater pool surrounded by lush greenery and colorful landscaping. A cozy cottage is positioned in the background, with a gray roof and welcoming entrance. Comfortable lounge chairs are arranged neatly beside the pool, inviting relaxation.

Cottage in Kenwood

4.99 out of 5 average rating, 261 reviews

Private Charming Poolside 1 BD/BA in 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

A bright and welcoming living space features a mix of modern and cozy elements. Wooden beams enhance the ceiling above various seating arrangements, including a plush sofa and a round dining table. Natural light filters through large windows, highlighting framed art on the walls.

Cottage in Sebastopol

4.99 out of 5 average rating, 229 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.

Top guest favorite

The exterior of the private cottage is showcased with a modern design, featuring gray siding and large double doors that open to reveal the interior. Lush greenery is present around the entrance, complemented by potted plants. A wooden deck extends in front, enhancing outdoor access.

Cottage in Sonoma

4.99 out of 5 average rating, 276 reviews

Modern Farmhouse on Vineyard w Deck + Bocce Court

Escape to Sonoma in this bucolic slice of heaven with a Scandinavian-modern feel - just 9 minutes from Sonoma Square. Wake up to the sound of birds and enjoy your morning coffee outside, watching the sun come up over the rows of vines. Play a game of bocce in the 40' court or relax on the redwood deck overlooking neighboring vineyards, palms and ancient oaks by day; dine outdoors at night with a bottle of wine from one of the many world-class wineries within 10 minutes from the property.

Top guest favorite

An inviting outdoor space is surrounded by lush greenery and blooming lavender. Two wooden chairs are positioned to overlook sweeping views of the valley and vineyards below. A stone fire pit adds to the serene atmosphere of this natural setting.

Cottage in Penngrove

4.97 out of 5 average rating, 438 reviews

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.

Top guest favorite

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, 961 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

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

4.92 out of 5 average rating, 411 reviews

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.

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Popular amenities for Healdsburg cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Top guest favorite

A quaint entrance is framed by a wooden overhang, featuring two yellow Adirondack chairs placed on a stone patio. Nearby, potted plants sit under a blooming tree, contributing to a serene outdoor setting.

Cottage in Santa Rosa

4.97 out of 5 average rating, 181 reviews

WiLD Vines Winery and Farm Cottage

Top guest favorite

A charming cottage features a well-maintained front yard adorned with lush greenery and colorful flowers. The inviting exterior showcases a mix of brick and stucco, with multiple arching doorways and windows, set against a tranquil evening sky.

Cottage in Junior College

4.99 out of 5 average rating, 107 reviews

Story-Book Cottage in the Heart of Wine Country

The exterior of the cottage features a charming gray facade with white trim and a welcoming entrance. Colorful roses bloom along the stone path leading to the door, while greenery surrounds a sunlit patio area, creating a peaceful outdoor space.

Cottage in Sonoma

4.94 out of 5 average rating, 108 reviews

Andrea's Hidden Cottage

The quaint cottage is framed by tall redwood trees, showcasing a spacious front porch with a railing. A deck with wooden steps leads to the entrance, while the exterior features a light-colored facade and garage doors below. Lush greenery adorns the surrounding area.

Cottage in Guerneville

4.92 out of 5 average rating, 363 reviews

Red Door Retreat

Top guest favorite

A serene landscape features rolling hills adorned with golden grasses, leading to a distant view of the cabin nestled among green trees. The blue sky is complemented by a few clouds, creating a peaceful rural setting.

Cottage in Santa Rosa

4.94 out of 5 average rating, 207 reviews

Napa Wine Country Retreat - Villa

A two-story cottage is surrounded by lush greenery, featuring large windows that invite natural light. A wooden deck includes a picnic table and several seating chairs, positioned among ferns and flowering plants. A stone path leads to the garden area, enhancing the outdoor space.

Cottage in Monte Rio

4.97 out of 5 average rating, 118 reviews

garden in redwoods, hot tub, kayak, walk to river

An open living area features two cozy seating arrangements on a patterned rug, complemented by a dark electric fireplace. The kitchen area is partially visible, showcasing wooden cabinetry and appliances. A chest bed is neatly situated in the background, next to the wooden beams overhead.

Cottage in Glen Ellen

4.93 out of 5 average rating, 263 reviews

Glen Ellen Creek House/ Heart of Sonoma Valley

An open kitchen flows into a light-filled sitting area, where large windows offer views of the surrounding greenery. A wooden table is positioned near the window, and a bowl of fresh fruit sits on the kitchen island. Cozy seating with decorative pillows adds warmth to the space.

Cottage in Monte Rio

4.92 out of 5 average rating, 361 reviews

Riverside Retreat in Monte Rio

Pet-friendly cottage rentals

The exterior of a charming craftsman cottage showcases a well-maintained yard with a stone walkway and wooden fence. Lush greenery surrounds the house, while a clear blue sky complements the exterior's inviting design. A porch area is visible, enhancing the welcoming appearance.

Cottage in Santa Rosa

4.88 out of 5 average rating, 200 reviews

Cute Wine Country Cottage

A charming white house nestled among lush greenery, featuring a spacious deck and railing made of warm wood. Large windows invite natural light, and decorative wooden barrels add rustic charm to the outdoor area. The path is lined with pebbles, leading to the entrance.

Cottage in Forestville

4.96 out of 5 average rating, 118 reviews

Private Wine Country Bungalow! Sunny Treetop Views

The interior of the cottage features a spacious sleeping area with a king-sized bed, a soft sofa, and a leather love seat. A large window allows natural light, with curtains providing a touch of color. Nearby, a guitar and a small entertaining space can be seen.

Cottage in Middletown

4.98 out of 5 average rating, 138 reviews

Garden house with gas fireplace

A private entrance is framed by stone pillars and wooden gates, leading to a well-maintained asphalt driveway. Surrounding greenery and low-maintenance landscaping enhance the secluded feel of the property.

Cottage in Healdsburg

4.82 out of 5 average rating, 65 reviews

Charming Cottage in Sonoma Wine Country

The cottage is nestled among towering redwoods, featuring a large front porch and wooden steps leading to the entrance. A gravel path is surrounded by greenery, and a rustic outdoor area is visible on the side, enhancing the serene setting.

Cottage in Guerneville

4.87 out of 5 average rating, 119 reviews

Guerneville Cabin Among the Redwoods + Wineries

A cozy living area is filled with natural light, featuring a blue sectional sofa and a round coffee table topped with a neutral-colored book. Sheer curtains frame the window, and a plant adds a touch of greenery. A framed image is displayed on the wall.

Cottage in Glen Ellen

4.92 out of 5 average rating, 306 reviews

Charming Cozy Creekside Cottage in Wine Country

A rustic wooden house resides among lush greenery, featuring large windows that invite natural light. A simple outdoor seating area, with benches and tables, is positioned on a gravel path, surrounded by vibrant foliage and garden plants, contributing to a serene atmosphere.

Cottage in Occidental

4.94 out of 5 average rating, 747 reviews

The Perch

A quaint backyard setting features a picnic table with a red umbrella, surrounded by greenery. An outdoor chair sits nearby, and a charcoal grill is visible. A small dog is seen near the patio, while a person enjoys a drink with a plate of snacks.

Cottage in Dillon Beach

4.97 out of 5 average rating, 159 reviews

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

Private cottage rentals

A spacious living area is presented with two comfortable sofas and a round coffee table. Light floods the room through a large window, highlighting neutral tones and tasteful decor. A dining area is visible in the background, complementing the open layout.

Cottage in Santa Rosa

4.73 out of 5 average rating, 146 reviews

Wine Country Cottage in Santa Rosa

The solar-heated pool is framed by lush greenery, creating a serene outdoor setting. Two lounge chairs are positioned beside the water, with an umbrella providing shade. A poolside shed adds functionality, surrounded by the vibrant natural landscape.

Cottage in Glen Ellen

4.97 out of 5 average rating, 63 reviews

Romantic Sonoma Creek Cottage With Pool & Spa

A wooden gate marked 'Steelhead Creek Vineyards' is framed by lush greenery, including olive trees and dense foliage. The entrance is bordered by a gravel road that leads into the vineyard, inviting visitors into a tranquil environment.

Cottage in Santa Rosa

4.95 out of 5 average rating, 63 reviews

Steelhead Creek Vineyards Garden Casita

Top guest favorite

Cottage in Cotati

5 out of 5 average rating, 39 reviews

Redtail Hawk Cottage | Private & Sparkling New

A green treehouse is nestled among tall redwoods, surrounded by lush greenery. Sturdy wooden stairs lead up to the entrance, which is framed by small shrubs and bamboo. String lights are visible above, adding a touch of charm to the outdoor space.

Cottage in Rio Nido

4.95 out of 5 average rating, 66 reviews

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

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

4.99 out of 5 average rating, 76 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

The entrance features a welcoming porch with a wooden bench and a metal container filled with bright sunflowers. The interior space reveals a well-equipped kitchen and dining area, highlighted by pendant lighting and a blend of modern and rustic decor.

Cottage in Hidden Valley Lake

4.83 out of 5 average rating, 58 reviews

Windmill Cottage: A Peaceful & Private Retreat

The charming exterior of a private cottage is highlighted by white siding and blue shutters. Two stylish white chairs are positioned on either side of the front door, surrounded by lush greenery and manicured hedges, creating an inviting entrance.

Cottage in Calistoga

4.94 out of 5 average rating, 53 reviews

Luxury Cottage in Downtown Calistoga - Accessible

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