Cottage vacation rentals in Windsor

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Top-rated cottage rentals in Windsor

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Guest favorite

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, 366 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)

Guest favorite

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, 484 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

Guest favorite

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

Cozy retreat nestled in the heart of wine country. Our charming home offers a tranquil escape surrounded by breathtaking redwood trees. Relax on the 3 private decks while sipping your morning coffee or unwind in the inviting living space. The bedrooms promise a restful sleep, and the high end fully equipped kitchen allows for home-cooked meals. Conveniently near wineries, hiking, and the Russian River, our sunny forest getaway is the perfect destination for nature lovers and adventure seekers.

Top guest favorite

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, 230 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, 277 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.

Guest favorite

An outdoor deck surrounded by lush greenery features a fire pit at its center, surrounded by seating options. A claw foot tub is positioned against the railing, while a small round table and folding chairs provide additional seating. Bright green cushions add color to the wooden lounge chairs.

Cottage in Occidental

4.94 out of 5 average rating, 752 reviews

The Perch

Overlooking a fern grotto and redwood valley, The Perch, our newly renovated room lets you experience nature up close. Come unwind and luxuriate in nature. Limited cell service. The room INSIDE has a bed, toilet, sink, mini-fridge, microwave, and electric hot water kettle. OUTSIDE a claw foot tub/shower, private deck & outside kitchen with a gas burner stove. Very rural. We live full-time on the property, there are communal and private areas for guests TOT#3345N, Permit#:THR18-0032

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, 962 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

Top guest favorite

Cottage in Santa Rosa

4.97 out of 5 average rating, 235 reviews

Alpine Ranch Farmhouse ~ Wine Country

Cozy Wine Country Farmhouse: Hot Tub, Fireplace & Views Escape to a serene retreat in the heart of wine country, surrounded by majestic oaks and a small orchard. Unwind in the hot tub beneath a canopy of stars. Inside, enjoy the airy ambiance created by abundant natural light, blending the outdoors with the comforts of home. Located near countless Sonoma and Napa vineyards, this idyllic farmhouse offers the perfect blend of tranquility and proximity to wine country adventures.

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

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.

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

Rascal's Flat is a luxurious hillside retreat w/ hot tub in the heart of the Russian River Valley. There is a cozy 900 sq-ft, 1-bedroom, 1.5 bath cottage with a detached extra bedroom just up the hill. The cottage includes all modern amenities you could want for a comfortable stay. Outside beneath the towering Redwoods, you’ll find multiple outdoor spaces for dining, entertainment, exercise & relaxation. Experience Russian River living at its best!

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

Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.

Guest favorite

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, 413 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.