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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
A spacious outdoor deck is surrounded by towering redwoods, creating a serene setting. Comfortable seating arrangements include a sectional sofa with yellow cushions and a low coffee table. String lights illuminate the space, while potted plants add a touch of greenery.
Cottage in Guerneville
4.98 out of 5 average rating, 306 reviews

Hillside Retreat in the Redwoods w/ 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
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

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 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, 227 reviews

Rustic Beach Cottage with Hot Tub on Tomales Bay

Top 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, 222 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, 264 reviews

Glen Ellen Creek House/ Heart of Sonoma Valley

Guest favorite
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, 362 reviews

Riverside Retreat in Monte Rio

Pet-friendly cottage rentals

Guest favorite
Cottage in Santa Rosa
4.88 out of 5 average rating, 205 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
4.93 out of 5 average rating, 104 reviews

Cozy Sonoma Creekside Escape: Couples Retreat

Superhost
A comfortable living space is presented, featuring a light-colored couch and an armchair beside a wooden coffee table. Natural light floods through the windows, highlighting the soft rug on the floor. A door leads outside, and decorative accents add character to the room.
Cottage in Napa
4.83 out of 5 average rating, 111 reviews

The Vintage Home | Downtown Napa | Entire Home

Top 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, 142 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, 66 reviews

Charming Cottage in Sonoma Wine Country

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, 80 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

Guest favorite
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, 753 reviews

The Perch

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

Private cottage rentals

Guest favorite
A vibrant garden is showcased in the foreground, filled with wildflowers in various colors. In the background, a gently sloping hillside is adorned with trees, while a charming farmhouse is visible to the right, reflecting a serene rural landscape.
Cottage in Tomales
4.95 out of 5 average rating, 142 reviews

Charming Farmhouse at Stemple Creek Ranch

Guest favorite
A spacious deck is showcased, featuring two red Adirondack chairs facing a calm waterway. A small table is positioned between the chairs. The sunset casts warm colors across the sky, reflecting on the water's surface, creating a peaceful atmosphere.
Cottage in Bodega Bay
4.94 out of 5 average rating, 321 reviews

Walk to the Beach, Ocean Views on Salmon Creek

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, 365 reviews

Red Door Retreat

Guest favorite
A wooden dock extends over the calm river, complemented by red Adirondack chairs and a matching umbrella. Lush greenery surrounds the area, providing a natural backdrop. The scene captures a peaceful riverside setting ideal for relaxation.
Cottage in Monte Rio
4.97 out of 5 average rating, 154 reviews

Sunny Riverfront Cottage

Superhost
A vintage cottage is presented with a welcoming front porch and steps leading to the entrance. Lush greenery and flowering plants surround the home, enhancing the outdoor space. The exterior features pale yellow siding and multiple windows, providing a bright and inviting appearance.
Cottage in Napa
4.9 out of 5 average rating, 578 reviews

The Vintage Cottage (VR-17-0045)

Superhost
The exterior of a two-bedroom cottage is showcased, featuring a brick pathway leading to a front door framed by vibrant greenery and flowering plants. A wooden fence borders the property, with sunlight casting gentle shadows on the landscape.
Cottage in Sonoma
4.93 out of 5 average rating, 439 reviews

Wisteria Garden

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, 120 reviews

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

Top guest favorite
A charming yellow cottage is set against a backdrop of vibrant autumn foliage. A weathered wood bench sits beneath a grape vine, while a shaded patio area with seating is visible in the garden. The landscape features lush greenery and colorful shrubs.
Cottage in Sonoma
4.99 out of 5 average rating, 165 reviews

Sonoma Vineyard Cottage - welcome to wine country!

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