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Cottage vacation rentals in Windsor

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Top-rated cottage rentals in Windsor

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A shaded front porch features wooden flooring and an inviting seating area, including a black adirondack chair. Large windows allow natural light to filter in, while a vibrant yellow door adds a pop of color. Redwoods stretch upward in the background.

Cottage in Guerneville

4.88 out of 5 average rating, 104 reviews

Guerneville Cabin Among the Redwoods + Wineries

- 2 min walk to the river + beach - 1 mile to downtown Guerneville - 10 min drive to wineries - 20 min drive to the Sonoma coast Surrounded by redwoods on a quaint street, this cottage is the perfect space to spend time soaking in the Russian River Valley. The home is remodeled, providing a fresh modern feel alongside traditional cottage elements, a large porch and deck. Relax in the hot tub beneath the trees, spend the day on the river, and explore surrounding wineries and breweries. Enjoy!

A cozy living space features warm wooden paneling, a comfortable black sofa facing large sliding glass doors. A kitchen area with a wooden island and open shelving for dishes is visible, while natural light brightens the room. Decorative elements create a homey feel.

Cottage in Bodega Bay

4.94 out of 5 average rating, 454 reviews

Swallow's Nest - Ocean and Creek Views

Enjoy the charm of our 1932 knotty pine beach cottage with gorgeous views of Salmon Creek meeting the Pacific Ocean. We are a short 5-minute walk to the beach. Bask in the fresh air and views of sand, surf and sunsets from the living room or back deck, or majestic mountains from the front porch. Our cottage offers comfort with a beachy feel. We take great care in the comfort and safety of our guests. Our home is thoroughly cleaned and sanitized per the California Guidelines after each guest.

Top guest favorite

A cozy outdoor patio features two circular chairs beside a small table adorned with a drink. The space offers views of a bedroom through open French doors, highlighted by soft natural light and surrounded by garden elements.

Cottage in Sebastopol

4.99 out of 5 average rating, 210 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

A serene view of the Hygge Haus surrounded by lush landscaping and pathways. The property features a reflective pool, framed by vibrant plantings, and is bordered by vineyards in the background. A spacious deck connects to the cottage, inviting outdoor relaxation.

Cottage in Sonoma

5 out of 5 average rating, 239 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.

The entrance of a charming cottage is framed by two white windows with blue planters, displaying vibrant plants. Two adirondack chairs sit on either side of the door, inviting relaxation. A white picket fence encloses the front yard, enhancing the cottage's quaint appeal.

Cottage in Dillon Beach

4.97 out of 5 average rating, 298 reviews

Spring Special: Quaint 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.

Vineyards stretch across a gently sloping landscape, bordered by a quiet road. Lush green vines are visible in neat rows, leading towards a backdrop of hills partially veiled in fog. The scene captures the serene beauty of the Valley of the Moon.

Cottage in Sonoma

4.99 out of 5 average rating, 157 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.

A landscaped pathway winds through the front yard of the cottages, lined with small trees and shrubs. Unique wooden posts mark the cottage numbers. Soft outdoor lighting illuminates the pathway, creating a welcoming approach to the residences.

Cottage in Calistoga

4.99 out of 5 average rating, 108 reviews

The Atlas Calistoga - Cottage #1

Make this sophisticated wine country cottage your personal Napa Valley hideaway. One of three luxury one-bedrooms on the historic Atlas Estate, the cottage blends a modern aesthetic with Zen-like tranquility and historic charm. This well-appointed property offers every comfort – from a fully stocked kitchenette to a cozy fireplace, and a sun-dappled outdoor seating area. Located in the heart of Calistoga, fine dining, shopping, spas and world-class wineries are at your doorstep!

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 Santa Rosa

4.99 out of 5 average rating, 103 reviews

Story-Book Cottage in the Heart of Wine Country

This sophisticated cottage in the heart of Wine Country offers a luxury experience for those seeking the best that Sonoma County has to offer. Built in 1934 and fully updated to suit modern travelers, this property has a gourmet kitchen with an 8-burner Viking stove, wine fridge, dining room, 2 bedrooms, 2 bathrooms, indoor fireplace, outdoor hot tub and large exterior deck. Please note, an additional 14% City of Santa Rosa tax will be collected prior to check-in.

The front entrance of the cottage is framed by lush greenery, showcasing a welcoming blue door and several windows. A wooden deck with a sturdy railing and steps leads up to the entrance, offering a blend of privacy and accessibility in a serene forest setting.

Cottage in Forestville

4.92 out of 5 average rating, 382 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.

Top guest favorite

The cottage is framed by lush gardens, featuring vibrant flowers and greenery. Natural stone pathways lead to the entrance, where inviting patio seating is arranged among blooming plants. Sunshine filters through the trees, enhancing the peaceful outdoor setting surrounding the rustic wooden structure.

Cottage in Healdsburg

5 out of 5 average rating, 190 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.

A cozy red cottage is surrounded by colorful wildflowers, creating a welcoming atmosphere. A small deck is accessible from the entrance, featuring a bistro table and chairs. Lush greenery and trees outline the property, providing a serene backdrop to the charming structure.

Cottage in Tomales

4.9 out of 5 average rating, 301 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".

A cozy cottage is nestled among towering redwood trees, illuminated softly from within. A circular arrangement of Adirondack chairs surrounds a small fire pit, framed by lush greenery and blooming hydrangeas. Natural stone pathways lead through the vibrant landscape towards the inviting entrance.

Cottage in Monte Rio

4.87 out of 5 average rating, 204 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

Surrounded by redwoods, with a sprawling grass lawn and direct river access, Riverwood has everything you need to enjoy a relaxing and refreshing vacation! LAST MINUTE SPECIALS -- 15% off rental cost when arriving within six days of booking! Or, minimum night requirement may be waived! Message owner for details.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

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A space thats all yours, with room for everyone

Popular amenities for Windsor cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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

4.92 out of 5 average rating, 316 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

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, 174 reviews

WiLD Vines Winery and Farm Cottage

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, 102 reviews

Andrea's Hidden Cottage

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, 194 reviews

Napa Wine Country Retreat - Villa

Top guest favorite

Cottage in Monte Rio

4.98 out of 5 average rating, 183 reviews

Riverfront Cottage w/ lush gardens & hot tub!

Top guest favorite

A spacious outdoor deck is furnished with a large sectional sofa and several lounge chairs, all adorned with blue cushions. A wooden coffee table sits in the center, surrounded by lush greenery and trees, creating a serene and private atmosphere.

Cottage in Healdsburg

4.99 out of 5 average rating, 277 reviews

Luxurious, Private, Healdsburg Guest Cottage

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, 245 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, 348 reviews

Riverside Retreat in Monte Rio

Pet-friendly cottage rentals

The entrance of the cottage is framed by a wooden gate leading to a gravel pathway. The facade showcases a cozy craftsman style with a gray exterior, white trim, and large windows. A welcoming wreath is placed on the front door, and the surrounding greenery adds to the charm.

Cottage in Santa Rosa

4.87 out of 5 average rating, 182 reviews

Cute Wine Country Cottage

A historic stone cottage is framed by lush greenery and well-maintained lawns. The front porch, supported by carved posts, provides a welcoming entrance. Surrounding palm trees add to the serene ambiance, enhancing the cottage’s character against a clear blue sky.

Cottage in Sonoma

4.87 out of 5 average rating, 133 reviews

Historic Cuneo Cottage Downtown Sonoma

A cozy living area is seen with a comfortable leather love seat, complemented by decorative pillows. A rustic table and chairs provide a dining space, while a large window invites natural light. A wall-mounted television is positioned for viewing, enhancing the room's functionality.

Cottage in Middletown

4.97 out of 5 average rating, 118 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

4.78 out of 5 average rating, 54 reviews

Charming Cottage in Healdsburg Wine Country

Two inviting lounge chairs in turquoise are positioned beside a serene creek, surrounded by lush greenery. The tranquil water reflects the sunlight and the trees overhead, creating a peaceful outdoor setting ideal for relaxation.

Cottage in Glen Ellen

4.91 out of 5 average rating, 282 reviews

Cozy Creekside Wine Country Retreat #2

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, 51 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

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

4.95 out of 5 average rating, 701 reviews

The Perch

Cottage in Hidden Valley Lake

4.86 out of 5 average rating, 51 reviews

Windmill Cottage: A Peaceful & Private Retreat

Private cottage rentals

Two rustic wooden rocking chairs are positioned on a deck, facing a serene wooded area. A small table rests between them, enhancing the inviting outdoor space that overlooks lush greenery and an area with trees and shrubs.

Cottage in Glen Ellen

4.97 out of 5 average rating, 61 reviews

Romantic Sonoma Creek Cottage With Pool & Spa

A spacious deck overlooks a tranquil creek, featuring two red chairs positioned beside a small table. A patterned area rug adds comfort. The sunset reflects softly on the water, enhancing the serene ambiance of the surroundings.

Cottage in Bodega Bay

4.94 out of 5 average rating, 289 reviews

Walk to the Beach, Ocean Views on Salmon Creek

Top guest favorite

A bocce court is framed by lush grapevines and a serene landscape. Smooth gravel lines the court, with balls positioned on the surface. The background features rolling hills, enhancing the peaceful outdoor setting.

Cottage in Kenwood

4.99 out of 5 average rating, 252 reviews

Cozy Up in Sonoma Valley's Best Location

Top guest favorite

The cabin's exterior showcases a wooden structure with large picture windows, allowing natural light to fill the space. A stone pathway leads to the entrance, surrounded by greenery and coastal plants, creating a welcoming atmosphere for guests.

Cottage in Bodega Bay

4.98 out of 5 average rating, 918 reviews

Knix's Cabin at Salmon Creek

Top guest favorite

The open living area features light wood flooring and a contemporary layout. A bright red sofa and blue ottoman are placed in front of a mounted flat-screen TV. An electric fireplace adds warmth, while natural light fills the space through the windows.

Cottage in Cotati

5 out of 5 average rating, 24 reviews

Redtail Hawk Cottage | Private & Sparkling New

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

4.91 out of 5 average rating, 346 reviews

Red Door Retreat

A seasonal dock sits on the river, featuring two red umbrellas providing shade over two comfortable chairs. Lush greenery and tall trees create a natural backdrop, while steps lead up to the nearby bank, enhancing the secluded atmosphere.

Cottage in Monte Rio

4.97 out of 5 average rating, 139 reviews

Sunny Riverfront Cottage

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, 420 reviews

Wisteria Garden

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