
Cottage vacation rentals in Windsor
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Top-rated cottage rentals in Windsor
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Cozy Sonoma Creekside Escape: Couples Retreat
Peaceful retreat in Glen Ellen, right on Sonoma Creek. Sleep to the sound of bubbling water! 1BR/1BA with a full kitchen, smart TV, washer/dryer, big office, and fast Wi-Fi. Relax on the deck with creek views, BBQ, and loungers. Pet-friendly, self check-in and great restaurants. Close to wineries and hiking. Perfect for couples, digital nomads, and nature lovers. You're just minutes from wineries, scenic hikes, and the charm of Glen Ellen — but you might find it hard to leave this peaceful spot.

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)

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

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.

Charming Rose Covered Cottage
Our Rose Cottage in quiet neighborhood is just two blocks from Main Street. Easy walking distance to town. It has a fully equipped kitchen, king bed in bedroom & queen sleeper sofa living room, with a washer/dryer. A large covered porch overlooks old growth redwoods, the cottage garden and is always a favorite spot for guests meals. Our chickens are delighted by our guests arrival and are a peaceful addition, like watching waves. Wifi with excellent speed. Minutes from the coast.

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

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!

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

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!

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.
Popular amenities for Windsor cottage rentals
Cottage rentals with a hot tub

Story-Book Cottage in the Heart of Wine Country

WiLD Vines Winery and Farm Cottage

Red Door Retreat

Napa Wine Country Retreat - Villa

Rustic Beach Cottage with Hot Tub on Tomales Bay

Alpine Ranch Farmhouse ~ Wine Country

Glen Ellen Creek House/ Heart of Sonoma Valley

Swallowtail Historic Art Studios
Pet-friendly cottage rentals

Wine Country Cottage in Santa Rosa

Cute Wine Country Cottage

Charming Cottage in Sonoma Wine Country

Gravenstein Cottage

cozy cottage in redwoods, hot tub, walk to river

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

Riverfront Cottage w/ lush gardens & hot tub!

Riverwood Cottage - Hot Tub, Direct River Access!
Private cottage rentals

Charming Farmhouse at Stemple Creek Ranch

Walk to the Beach, Ocean Views on Salmon Creek

Winter special on now in beautiful Sonoma Valley!

Riverfront Remodel | Hot Tub | Stunning Views

Andrea's Hidden Cottage

Sunny Riverfront Cottage

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 G$35,563 GYD 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
- Doran Beach
- Safari West
- Goat Rock Beach
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- V. Sattui Winery
- Jack London State Historic Park
- Charles M. Schulz Museum
- Armstrong Redwoods State Natural Reserve
- Mount Tamalpais State Park
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- Napa Valley Wine Train Wine Shop
- Iron Horse Vineyards
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- VJB Vineyard & Cellars




