
Cottage vacation rentals in Windsor
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Top-rated cottage rentals in Windsor
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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)

❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
❤New! Welcome to the "The Elegant Barn", our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤

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.

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.

Luxury Cottage in Downtown Calistoga - Accessible
Escape to Wine Country– Your Cozy Napa Valley Retreat Tucked in charming Calistoga, our private cottages offer the perfect blend of comfort and relaxation. Enjoy luxury amenities like plush beds, fireplaces, en-suite bathroom with 2 person soaking tub, plus delightful morning treats with locally roasted coffee, pastries, and fresh fruit. Borrow a complimentary bike to explore nearby wineries or stop by our on-site office (9 AM-5PM) for wine or local tips. Pet-friendly options available.

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

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.

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 Perch - Outdoor Clawfoot Tub
Overlooking a fern grotto and redwood valley, The Perch 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, and there are communal and private areas for guests. TOT#3345N, Permit#:THR18-0032

Private Cabin (w/ hot tub & sauna) close to river
The River House is far enough from the main road to be quiet and serene but is still just walking distance from the Russian River where you can float/swim all day. The house has incredibly fast wifi as well as an electric car charging port. The neighborhood has a tennis court, Pee Wee golf course, community playground, and the house is walking distance from the Rio Nido Roadhouse which offers incredible food, drinks, and live music.

Surfscape Beach House, Beach & Ocean views
Surfscape Beach House 2 Bedroom 2 Bathroom With Secluded Beach. Welcome to our beach house for the 'Ultimate Pacific Coast Surf Experience'. Perched atop a cliff overlooking the Pacific approximately 4 miles north of Bodega Bay. The photo's will depict views from the actual property and the beautiful coastal inspired interior. You will have your own private stairs down to a sheltered, secluded beach.

Modern, Secluded Retreat - Walk to the Plaza!
Beautiful modern getaway right on Dry Creek! This secluded, peaceful property has a full kitchen, huge deck, two king bedrooms with in-suite bathrooms and a king Murphy bed and full bath in the living space. The popular Healdsburg Plaza, with all its shops and restaurants, is just a 15-minute walk away. A family of foxes often makes early morning visits and we once saw an otter in the river.
Popular amenities for Windsor cottage rentals
Cottage rentals with a hot tub

WiLD Vines Winery and Farm Cottage

Cosmo Beach: Riverfront Sanctuary

Red Door Retreat

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

Riverfront Cottage w/ lush gardens & hot tub!

Riverwood Cottage - Hot Tub, Direct River Access!

Glen Ellen Creek House/ Heart of Sonoma Valley

Sonoma Hideaway- Private Hot Tub & Close to Town!
Pet-friendly cottage rentals

Cute Wine Country Cottage

Historic Cuneo Cottage Downtown Sonoma

Garden house with gas fireplace

Charming Cottage in Sonoma Wine Country

Creekside Retreat Cottage – Wine Country Haven

cozy cottage in redwoods, hot tub, walk to river

Sundog - EV - Walk to Beach & Food - Yard for Dog

Riverside Retreat in Monte Rio
Private cottage rentals

Walk to the Beach, Ocean Views on Salmon Creek

Spring getaway in beautiful Sonoma Valley!

Andrea's Hidden Cottage

Casa Bonita

Sunny Riverfront Cottage

Idyllic Sonoma Vineyard Farmhouse With Pool

Wisteria Garden

Sonoma Vineyard Cottage - welcome to wine country!
Quick stats about cottage rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at R2,870 ZAR per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests—averaging 4.8 out of 5!
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- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Jack London State Historic Park
- Napa Valley Wine Train Wine Shop
- Charles M. Schulz Museum
- Mount Tamalpais State Park
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Healdsburg Plaza
- VJB Vineyard & Cellars
- St. Francis Winery and Vineyard




