
Holiday rentals with breakfast in Healdsburg
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Healdsburg
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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!

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.

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.

Forest Cozy Home
My house in Forestville is a walk to the river (Steelhead County Beach), near endless wineries, canoe rentals, gorgeous Sonoma coast beaches, Santa Rosa airport, a bicycle trail through West County with bike rentals in downtown Forestville offering immediate access to the trail, and a very well-stocked little grocery store a 5-minute walk down the hill. Lovely back roads take you to Healdsburg to the north or Sebastopol to the south. My dog & I stay in a basement studio when guests are here.

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!

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.

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.

Mediterranean Getaway with breakfast Healdsburg
An attractive, ultra-romantic, almost-a-cottage Bed&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, and 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.

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.

Robin's Nest
Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

The Magic Treehouse
We call our second-story studio apartment the Magic Treehouse because it is up in the trees that enhance the view and provide a magical ambience. The high ceilings add an openness that is very relaxing. It is within walking distance from downtown Sebastopol and close to many other fun and beautiful places. Come check it out! Sebastopol Business Lic. # 152
Popular amenities for rentals with breakfast in Healdsburg
House rentals with breakfast

Lazy Oak Bella Terra

Lovers Nest!HOT TUB & Sauna! Near river

Sonoma Cottage

Napa Wine Country Stay

Historic 1880's Craftsman Style Home with Pool.

Sonoma County Oasis w/ complimentary wine

Sunshine cottage

Miwok Escape-Pet Friendly, Nestled in the sand dun
Apartment rentals with breakfast

The Cloverdale House

Studio -Windsor WorldMark Resort

Napa Wine Country private stay!

123 Petaluma Me

Central charming studio w/pvt patio + breakfast

A Private Guesthouse Studio - The Owl

A Private Guesthouse Studio – The Otter
Bed and breakfast rentals with breakfast

Gables Wine Country Inn - Library

Gold Room - Historic Luxurious Victorian, Napa

Applegarden Cottage B&B near Point Reyes and Tomales Bay

The Unbeatable Place To Be (PET FRIENDLY)

Wine Country Comfort ~ Garden Haven ~ Fire Pit

Jenner Room

Pool View Junior Suite - Hennessey Estate

Room #1 view of the pond
Quick stats about holiday rentals with breakfast included in Healdsburg

Total holiday rentals
Explore 10 holiday rentals in Healdsburg

Nightly prices starting at
Healdsburg holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Wifi availability
10 of Healdsburg holiday rentals include wifi access

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

4.8 Average rating
Healdsburg stays are highly rated by guests – averaging 4.8 out of 5!
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- Lake Berryessa
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Goat Rock Beach
- Doran Beach
- Safari West
- Limantour Beach
- Johnson's Beach
- Sonoma Coast State Park
- Armstrong Redwoods State Natural Reserve
- Jack London State Historic Park
- Trione-Annadel State Park
- Chateau St. Jean
- Charles M. Schulz Museum
- VJB Vineyard & Cellars
- Iron Horse Vineyards
- V. Sattui Winery
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Francis Ford Coppola Winery
- Healdsburg Plaza
- Sonoma State University
- Salt Point State Park





