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Cottage vacation rentals in Healdsburg

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Healdsburg cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Guest favorite
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

Guest favorite
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

Guest favorite
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

Guest favorite
A deck with a glass table and four woven chairs overlooks the river and surrounding greenery. A vase of flowers sits at the center of the table. The expansive lawn and white loungers are visible in the background, framed by lush trees.
Cottage in Monte Rio
4.88 out of 5 average rating, 221 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

Guest favorite
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

Guest favorite
The exterior of a blue house is surrounded by tall trees, creating a serene atmosphere. A wooden deck features two chairs and a unique circular structure, which appears to be a separate sitting area, enhancing the space for relaxation among nature.
Cottage in Guerneville
4.96 out of 5 average rating, 119 reviews

Private Cabin (w/ hot tub & sauna) close to river

Guest favorite
A cozy bedroom is highlighted by a spacious bed adorned with a light-colored blanket and decorative pillows. Large windows allow natural light and views of the surrounding greenery, while a ceiling fan and minimalist decor enhance the room's inviting feel.
Cottage in Santa Rosa
4.91 out of 5 average rating, 141 reviews

Mins from Napa, Sonoma, spas. Cozy home w/ Hot tub

Pet-friendly cottage rentals

Guest favorite
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

Guest favorite
Two turquoise chairs are positioned near a serene creek, surrounded by lush greenery. The water reflects the surrounding trees, creating a calm and tranquil atmosphere. A wooden deck of a nearby cabin is visible above, adding to the natural setting.
Cottage in Glen Ellen
4.95 out of 5 average rating, 99 reviews

Cozy Sonoma Creekside Escape: Couples Retreat

Guest favorite
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

Guest favorite
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

Superhost
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

Guest favorite
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

Guest favorite
The inviting front porch features two white rocking chairs, fostering a welcoming atmosphere. A variety of plants and flowers surround the entrance, and a concrete path leads to the door. Large redwood trees provide a natural backdrop to the cottage.
Cottage in Healdsburg
4.88 out of 5 average rating, 85 reviews

Riverfront Wine Country Cottage With Views and Spa

Guest favorite
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

Superhost
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

Guest favorite
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

Guest favorite
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, 40 reviews

Redtail Hawk Cottage | Private & Sparkling New

Guest favorite
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 Guerneville
4.95 out of 5 average rating, 66 reviews

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

Superhost
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, 59 reviews

Windmill Cottage: A Peaceful & Private Retreat

Guest favorite
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

Guest favorite
The exterior of the barn is shown, featuring deep green siding and white trim. An American flag is mounted on the side, and double glass doors open onto a small patio area. Lush greenery surrounds the structure, providing a tranquil and inviting atmosphere.
Cottage in Sonoma
4.89 out of 5 average rating, 18 reviews

Barn at Cedar Mansion Bungalows

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