Holiday rentals with breakfast in Windsor

Vino & Views, Artisan Hues |Spa, Eggs & Equine Too

A boutique farm retreat, elevated and rare, with concrete floors and artisan care. Rainbow eggs greet you when you arrive, alongside rich coffee and wide-open sky. Horses roam pastures just beyond the glass, a private hot tub, and room to relax. Barn doors glide, natural light pours, a curated escape with thoughtful decor. Designed for rest, crafted with style, luxury that greets you with a wine country smile. Slow down, settle in, savor the stay -this is where comfort meets your unique getaway!

Family · Location · Parks

Amy's Local BNB - walk to town **and hot tub!**

Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Value · Location · Kitchen

Wine Country Estate

A very Quiet and Private Estate surrounded by an acre of redwoods in the center of the Wine Country. Open beam ceilings, 3 fire places, three large redwood decks and 5 person Spa. Many couches and lounge chairs. There is a Fire Pit, paths and outdoor benches to relax on. It is Soundproofed and has a solarium. Indoors has high ceiling with skylights to view the dense surrounding redwoods with mid-century modern furniture. There is a 9 PM to 8AM quiet hour and there is no amplified sound allowed.

Value · Family · Kitchen

Mediterranean Getaway with breakfast Healdsburg

Attractive, ultra-romantic, almost-a-cottage Bed&Breakfast(no extra charge for breakfast) is waiting for you in our restored 1930s-era home in a peaceful corner of northern Sonoma County. Ours is a quiet rural road nestled in beautiful oaks, redwoods, California bay, buckeye trees near the bottom of Fitch Mountain, some 100’ above the Russian Rive. Fitch Mountain is known for its interesting local history, eclectic building styles, beautiful views, secluded neighborhoods, and friendly spirit.

Location · Value · Quiet

Forest Cozy Home

Please view all photos to understand my home. There is no listing category within the Airbnb template to label my place what it truly is: not the entire house because I live in the basement when guests are here. County Permit Office now requires me to say the rental is only 1 bedroom, but these photos don't lie. You have full privacy, not me sharing any of the space with you. I have to comply with County Permitting restrictions. Plz forgive the confusion. Message me directly and I will explain.

Value · Location · Quiet

WiLD Vines Winery and Farm Cottage

Come enjoy our little piece of heaven centrally located between Santa Rosa and Sebastopol. Our vineyard is 10 years old and the winery is open for tasting! A vegetable garden, fruit trees and lovely back yard with fire pit provide tranquil, country ambiance. Full kitchen, large living room with big screen tv and X Box. Queen bedroom and additional small room with a crib, and a small desk. Private patio with gas bar que and hot tub. Most comfortable for a couple or family with younger children.

Family · Location · Hot tub

The Black Sheep - Wine Country • Hot Tub • Theater

This bold, eclectic 2000 sqft cabin provides a unique bohemian experience and a spacious calm retreat, ideal for multiple couples or families. The Black Sheep is nestled among the redwoods and perfectly situated for the Russian River (4min), wine tasting (8min), restaurants (10min), and the Armstrong Redwoods preserve. After a day spent floating on the river or tasting some of the best wines in the world, soak in the hot tub, BBQ, or watch a movie/karaoke/play games on the 12ft movie screen!

Location · Family · Kitchen

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.

Family · Value · Laundry

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.

Family · Value · Solo travel

Casa de Gamay - Your Home Away From Home

Casa de Gamay is your home away from home. We've strove to include all the amenities one would need. Start with a complete kitchen with a few items ready to cook for that last minute dinner. We have the spices and staples to help you create a marvelous meal. Sit down next to our gas fireplace and watch cable TV (Comcast with a voice controlled remote), DVD player, Netflix, Hulu. Charge your car in our EV station, and then sleep in a king sized bed. Doesn't get better.

Location · Family · Backyard

Luxurious, Private, Healdsburg Guest Cottage

1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.

Value · Location · Laundry

A Wine Country Cottage

close to downtown Santa Rosa. Minutes from Hwy 12 and Hwy 101. cottage is equipped with queen sleep number bed, fireplace, flat screen TV, wi-fi, mini-fridge, toaster oven, coffee maker, tiled shower, outdoor grill and a cozy seating area to relax. Enjoy the courtyard and patio after a day exploring beautiful Sonoma County!

Value · Family · Access