Cottage vacation rentals in Healdsburg

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Top-rated cottage rentals in Healdsburg

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Guest favorite

Cottage in Marshall

4.92 out of 5 average rating, 165 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.

Guest favorite

Cottage in Sonoma

4.99 out of 5 average rating, 137 reviews

Idyllic Sonoma Vineyard Farmhouse With Pool

Immerse yourself in wine country! The "Bottage" is a recently updated farmhouse style 2 bedroom, 1 bath home, set on 2.5 acres with 2 acres of Pinot Noir vineyard of its own and more neighboring. It is also walking distance to tasting rooms, the world famous Lou's Luncheonette (formerly Fremont Diner) and Hanson's Distillery. It is conveniently located on one of the most popular biking routes in Sonoma, only 5 miles from the Sonoma Square, 10 miles to Napa, and 40 miles to San Francisco.

Guest favorite

Cottage in Sebastopol

4.98 out of 5 average rating, 191 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 favorite

Cottage in Dillon Beach

4.97 out of 5 average rating, 282 reviews

A Stone’s Throw: Coastal Cottage with Ocean Views

This quaint, remodeled cottage with ocean views from every room is just a stone's throw from the sand. In the most charming corner of Dillon Beach, it is 672 sq ft of light-filled, airy space. Downstairs, an open floor plan connects the updated kitchen, living & dining areas. A vintage wooden staircase opens up to a second story with a cozy reading area, half-bath and master bedroom with high ceilings, comfortable queen bed & more great views. Fall asleep to the sound of crashing waves.

Guest favorite

Cottage in Sonoma

4.99 out of 5 average rating, 155 reviews

Sonoma Vineyard Cottage - welcome to wine country!

Welcome to the beautiful Valley of the Moon! Enjoy Napa and Sonoma wine country from this lovely cottage in a peaceful vineyard, flower and food garden. Our locale attracts artists, foodies, nature-lovers and people seeking to unwind and rejuvenate. The cottage sits along a quiet creekside country road, perfect for walks. It is surrounded by vineyards, wineries, small farms and oak woodlands, yet just 8 minutes/3 miles from Sonoma Square & 50 minutes/38 miles from San Francisco.

Superhost

Cottage in Yorkville

4.84 out of 5 average rating, 116 reviews

The Tadpole Cottage

The Tadpole Cottage is one of our water front cottages and is situated to take in the surrounding wildlife that is abundant on this estate. This cozy sunlit one bedroom cottage is down a rustic private drive that moves along the lake and features a full kitchen, queen sized pull out sofa for guest in the living room. This is a perfect spot to sip your wine with your love and just relax near the water.

Guest favorite

Cottage in Forestville

4.92 out of 5 average rating, 351 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.

Guest favorite

Cottage in Healdsburg

5 out of 5 average rating, 182 reviews

Bee Haven Cottage

This unique property is located only 2.4 miles from Healdsburg Plaza. Situated on a historic 11-acre farm with 5 acres of Zinfandel grapes. This newly renovated cottage was built in 1903. This creekside cottage is fully restored in an artist's handcrafted manner. All the furnishings are of the highest quality. Enjoy the natural surroundings while soaking in the private outdoor spa.

Guest favorite

Cottage in Tomales

4.89 out of 5 average rating, 285 reviews

Rustic Studio Cottage at Stemple Creek Ranch

This cozy studio cottage (lovingly called the Writer's Cottage) at Stemple Creek Ranch in West Marin is a sweet retreat. It has a small deck with a BBQ, tiny kitchenette, outdoor shower, and views of the countryside that stretch for miles. We have two other AirBnB lodgings on the ranch - A 5 person "Rustic Cabin" and a 6 person "Charming Farmhouse".

Guest favorite

Cottage in Point Reyes Station

4.99 out of 5 average rating, 148 reviews

Creekside Cottage

The Creekside Cottage in Point Reyes Station is a simple, modern craftsman with beautiful light all around. New construction, completed in 2017, it features serene quiet at night, bird viewing, and relaxing. Walk into town or head for the beaches from here. (It is not in Bolinas, online maps services are still confused about this fact)

Guest favorite

Cottage in Tomales

4.86 out of 5 average rating, 612 reviews

Historic Garden Cottage

Our charming and quiet, one bedroom historic cottage reflects a comfortable getaway! It is located in the heart of historic Tomales, 3 miles from the ocean and is adjacent to Tomales Bay and nearby Point Reyes National Seashore. Great for strolling, hiking, kayaking, bicycling, and just resting & relaxing.

Guest favorite

Cottage in Inverness

4.98 out of 5 average rating, 168 reviews

Blue Paradise Cottage with view and mosaic garden

Located in the forest, this cottage is a perfect place to relax. The house was completed in 2017. It is beautifully decorated with bamboo floors and oriental rugs. A deck with chaises and a dining table make it a wonderful place to enjoy the forest view. 750 sq feet