Cottage holiday rentals in Windsor

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.

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.

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.

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!

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.

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.

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".

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.

Historic Garden Cottage: Special

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.