Hotels in Healdsburg

A stay at 27 North places you in the heart of Healdsburg, steps from Raven Performing Arts Theater and 3 minutes by foot from Healdsburg Plaza. This luxury hotel is 0.2 mi (0.3 km) from Healdsburg Center for the Arts and 0.4 mi (0.6 km) from Healdsburg Museum.

Settle in and live like a local at our beautifully remodeled single-level retreat—available... exclusively for stays of 30 days or more. Perfect for remote work, relocation, or an extended wine-country escape, this home blends refined comfort, modern design, and unbeatable walkability—just three short blocks from Healdsburg Plaza, the heartbeat of Sonoma County’s world-renowned wine region.
From the moment you arrive, you’ll feel the calm sophistication that defines Urban Elegance in Wine Country. Tucked away on a quiet residential street yet steps from Michelin-starred restaurants, artisanal bakeries, and cozy tasting rooms, our home offers the best of both worlds: privacy and proximity. Wake to the sound of birds and the scent of nearby vineyards, then stroll downtown for coffee, yoga, or the Saturday farmers market. End your evenings with live music in the Plaza or a glass of pinot on the deck beneath the Sonoma sky.
A Space Designed for Long-Term Comfort
Our home has been thoughtfully designed for extended stays—where comfort, practicality, and aesthetic meet. Every finish and furnishing was selected to create a sense of effortless luxury, from the soft lighting and high-end linens to the open layout that invites natural light throughout.
Two Bedrooms & Two Baths
- Primary Suite: A king-size bed with a plush, hotel-quality mattress and crisp white linens invites deep rest. The ensuite bathroom feels like a private spa, complete with double vanities, a walk-in European-style glass shower, and premium bath amenities. A large walk-in closet provides generous storage for clothing, luggage, and longer-term needs.
- Guest Bedroom: The guest room features a queen-size bed, elegant decor, and easy access to a full bath with a shower/tub combination—ideal for visiting family, friends, or colleagues.
Gourmet Kitchen & Dining
At the heart of the home, the fully equipped gourmet kitchen makes cooking a pleasure, whether you’re preparing quick breakfasts or multi-course meals. Enjoy a five-burner gas range, farmhouse sink, and GE stainless steel appliances—including a full-sized refrigerator, dishwasher, and microwave. Every utensil and appliance is on hand for the modern chef. Slide open the glass door to the outdoor deck, where you’ll find a gas grill and dining space perfect for alfresco meals under twinkle lights or a canopy of stars.
Living Area & Work-Friendly Design
The open-concept living room invites you to unwind in style. Relax by the charming fireplace, stream your favorite shows on the Smart TV, or curl up with a glass of cabernet after a day exploring wine country.
For those working remotely, the home offers fast, reliable Wi-Fi, and flexible workspaces—whether you prefer the dining table with natural light or a quiet corner desk setup ideal for video calls and productivity.
Conveniences for Longer Stays
Every element of the home was created with longer visits in mind. You’ll appreciate:
- In-unit washer and dryer for easy laundry care
- Central heating and air conditioning for year-round comfort
- Ample storage for luggage, groceries, and personal items
- Private driveway parking and quiet neighborhood surroundings
- Smart home touches, from lighting to streaming, making your stay seamless
Whether you’re in Healdsburg for a corporate assignment, a creative sabbatical, home renovations, or simply an extended getaway, our retreat provides a turn-key solution that feels like home.
Outdoor Living
The outdoor deck and garden area provide a tranquil extension of your living space. Enjoy morning coffee surrounded by lush landscaping or evening wine as the sun sets over the oaks. With privacy fencing, comfortable lounge seating, and soft outdoor lighting, it’s an ideal spot to relax or entertain small gatherings.
Location, Location, Location
This home’s location is what truly sets it apart. Situated in a quiet residential enclave, you’re just minutes on foot from:
- Healdsburg Plaza’s restaurants, wine bars, and boutique shops
- Weekly farmers markets and summer concerts in the Plaza
- Foss Creek Pathway and local parks for walking, jogging, or cycling
- Dozens of wineries across Dry Creek, Russian River, and Alexander Valley
- Convenient access to Highway 101 for day trips to Geyserville, Calistoga, or Sonoma
Live like a local—shop at Big John’s Market, pick up pastries from Costeaux French Bakery, or spend afternoons wine tasting at nearby Jordan, Ridge, or Ferrari-Carano. Every experience of Healdsburg’s charm is within reach, without the need to drive far.
Lifestyle & Experience
Our guests often describe their stay as transformative. Many arrive for a month and wish they’d stayed longer. Whether you’re a couple seeking a romantic extended retreat, a family on relocation, or a professional working from the wine country, you’ll find the home to be peaceful, inspiring, and meticulously maintained.
Every design element—from the neutral color palette and curated art to the balance of natural wood and soft textiles—was chosen to create serenity. This isn’t just a rental; it’s a home for living, creating, and restoring.
Guest Access & Stay Details
You’ll have full private access to the entire home and outdoor spaces.
- Minimum stay: 30 nights (per City of Healdsburg requirements)
- All utilities, high-speed internet, and landscaping services are included in your rate.
- Housekeeping during your stay can be arranged upon request.
- Sorry, no pets or smoking are permitted.
Our Commitment to Excellence
We take pride in offering a spotless, professionally maintained property that exceeds expectations. Our guests frequently comment on the cleanliness, thoughtful amenities, and attention to detail that make their extended stay effortless. We’re available throughout your stay to answer questions, assist with local recommendations, or help arrange services like wine tours, in-home chef experiences, or cleaning schedules.
Your Extended Stay Awaits
Escape to the serenity of wine country living—where your mornings begin with sunlight streaming through the kitchen windows and your evenings end with laughter on the deck beneath the stars. Here, every day brings a new adventure, and every night welcomes you home to tranquility.
Book your extended stay today and experience the best of Healdsburg living—where luxury meets comfort, and convenience meets authenticity. Discover why our guests return year after year to their home away from home in Sonoma County.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed. More...

In 1850, Healdsburg founder Harmon Heald showed a pioneering spirit of creative urban planning when... he donated space for a Healdsburg town plaza. The Harmon Guest House honors this tradition with thoughtful spaces that encourage friends and families to gather, from the creekside park to the rooftop deck to the cleverly- designed “pods” that allow the adjoining of several guestrooms. The Harmon Guest House will appeal to adventurous, curious, conscious consumers who drawn to it for its eco-friendly approach and unquie amenities. More...

The Urban Luxe Loft is an ideal spot for travelers wanting to discover the city. The Urban Luxe Loft offers a pleasant stay in Healdsburg for those traveling for business or leisure.

With a stay at this vacation home in Healdsburg, you'll be within a 5-minute drive of Russian River and Raven Performing Arts Theater. This vacation home is 11.6 mi (18.7 km) from River Rock Casino and 0.3 mi (0.5 km) from Healdsburg Center for the Arts.

About this space
The Garden Room is a licensed, centrally-located, and peaceful studio. Full of... hand-crafted, vintage, and one-of a kind decoration and details, this space was designed with love by all members of our family. We look forward to hosting you in our beloved home town. The Garden Room sits in the ideal location to enjoy all that Healdsburg has to offer. Just a block from the central plaza, fine-dining, wine tasting rooms and so much more.
Most-welcomed guests,
Please know that 16% of the cost of your stay (already included in the price) goes to the City of Healdsburg in the form of TOT tax (occupancy tax). As locals who love our hometown, we appreciate that this money goes to development projects for the enjoyment of us all! We hope that you, as visitors to this wonderful place, feel good in turn about your contribution to our community.
Happy stay!
Ann and ColinAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours after 10pm (22:00) due to the adjacent residences..Please DO NOT take the clothes hangers home. Leave them for the next guest..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed. More...

The Roost - Sun Room is a licensed guest room located 2 blocks from Healdsburg's central plaza in a... quiet residential neighborhood. The Sun Room occupies a corner of a historic 1860s farmhouse with a separate secluded porch and private entrance.
The Sun Room boasts luminous natural light and rustic amenities . Our property's proximity to downtown offers guests the opportunity to soak up Healdsburg's small town charm charm and world class food, wine and culture just outside their doorstep. The Sun Room is always just a short walk away for a peaceful moment between wine tastings or before dinner. It's that close!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours after 10pm (22:00) due to the adjacent residences..Please DO NOT take the clothes hangers home. Leave them for the next guest..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed. More...

The 10-acre Mill District neighborhood is the new gateway to Healdsburg, located steps from the... historic town plaza. Set amidst a preserved grove of redwood trees, Mill District offers luxury residences and a neighborhood park. The world-renowned wine, food, and outdoor adventures of Sonoma County are just moments away. Canopy is the first collection of luxury residences available at Mill District, featuring 43 condominiums by world-renowned architects Olson Kundig. This is a truly unique, one of kind development in a very special small town. Its no secret Healdsburg is an extravagantly fun and beautiful place to visit. Cond Nast Traveler further attested to its appeal in its 2024 Readers Choice Awards, released Oct. 1, in which Healdsburg ranked among the best cities in the United States. The list, divided into big and small cities, listed Healdsburg as the No. 8 best small city in America. This unit is furnished with two luxury swivel chairs with ottoman to relax in, marble top dining table with two tasteful and comfy dining chairs. The high-end foam mattress provides the perfect combo of comfort and support. High speed internet, wi-fi, everything brand new, floor to ceiling windows, high ceilings, view of the redwoods and park, and steps from downtown.
About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed. More...

A stay at Camellia Inn places you in the heart of Healdsburg, within a 5-minute walk of Healdsburg Center for the Arts and Healdsburg Plaza. This spa bed & breakfast is 0.7 mi (1.1 km) from Russian River and 3.7 mi (5.9 km) from Wilson Winery.

When you stay at Fairview Inn and Suites in Healdsburg, you'll be near the airport, within a 5-minute drive of Healdsburg Plaza and Healdsburg Golf Club. This motel is 4.6 mi (7.4 km) from SingleThread Farm at Dry Creek and 6.3 mi (10.1 km) from Francis Ford Coppola Winery.

The Haydon Street Inn provides a great place for travelers to relax after a busy day. The Haydon Street Inn is an ideal choice for travelers who want to take in the sights and sounds of Healdsburg.

The cottage is a well-appointed, stand-alone unit with a private gate and entrance which provides an... ideal retreat for touring the Sonoma and Napa wine country. Located in a garden setting 5 blocks from the Healdsburg Plaza in the central, historic district, it is adjacent to a 2-story, 1880's Victorian farmhouse in a friendly, pedestrian neighborhood. The cottage (600 sq. ft.) sleeps up to four people and offers an open, sunny living area with vaulted ceilings, a bedroom* and large bathroom with a shower facility. The window seat overlooks the cottage garden. (* Note that there is no door between the living room and the bedroom. These two areas are semi-private and separated by a short hallway.)
The setting accommodates visitors who want to relax in privacy. The bedroom has a very comfortable (brand new 12/22) Saatva Classic Luxury queen bed, which gets rave reviews, with high thread-count sheets and high-quality towels/washcloths. The living area includes a Scandinavian Design queen sleeper sofa with a very comfortable memory foam mattress. The living area has a workspace with a desk, a USB charging station, and speedy Wifi. Amenities include filtered and sparkling water, local coffee with a Ninja coffee maker/foamer for specialty coffee drinks, a coffee press (for those who like it simple), and a variety of teas and an electric tea kettle. The cottage is perfectly suited for simple food prep as it is equipped with a sink, utensils, dishes, bowls, microwave, toaster oven, and under-counter refrigerator. An induction stovetop is available on request. The use of outdoor bbq is also available on request.
We also provide cable TV, Bluetooth speaker, and Wifi.
Enjoy dining outdoors in our quiet, private garden area, or read and relax in nearby redwood chairs. The cottage is within an easy walk to award-winning restaurants and shopping. It is very quiet and peaceful at night.
- Children welcome.
About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Nearby parks and basketball/tennis.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Smoking outside of cottage only..About minBookingAge:Minimum age to rent: 25.About events:No events allowed. More...

Escape to this adorable condo in picturesque Healdsburg. This brilliant property features 2 cozy... bedrooms with a queen and full bed, a well-equipped bathroom with a hair dryer, and a charming living space. Guests can enjoy amenities like WiFi, AC, and heating during their stay. With a location that offers the perfect blend of comfort and convenience, it's easy to see why you'll be able to unwind at our place.About pets:Pets allowed: limit 1 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed. More...

Located in Healdsburg, this condo is a dream. With 2 bedrooms featuring a queen and full bed, guests... will feel right at home. The bathroom comes equipped with a hair dryer for added convenience. Enjoy the welcoming and soothing atmosphere of this wonderful property. Make your holiday one for the books with a stay at our place.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed. More...

Discover this terrific 3-bedroom gem in Healdsburg. This awesome house features 1 king bed, 2 full... beds, 1 crib, and 1 twin bed, perfect for families or friends traveling together. With a gorgeous kitchen equipped with everything you need, you'll feel right at home. Plus, there's an additional office space with a comfy futon for some quiet relaxation. A great place to call homebase while you're away, we hope you enjoy your stay.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed. More...

Beautifully renovated 3bd, 2bth + bonus room home - 1mi from Downtown Healdsburg / 3min from 20+... wineries. Our spacious & thoughtfully designed home is perfect for families & friends. The home comfortably sleeps 8, incl. a pull-out couch in a fully private bonus room. Everything is brand new! The quiet property is nestled on 3/4 acres w/20+ orchard fruit trees, pool, hot tub, fire pit, BBQ, strong WiFi, 6 bikes w/locks, kids items, board & outdoor games, smart TV's w/Netflix/Disney+, Pets Welcome!
The back patio lounge offers ample seating for watching sports or movies on the 60 inch outdoor TV. You can also relax in the hot tub, swing in the hanging egg chairs, swim in the pool, grill on the BBQ, dine alfresco or play one of the many outdoor games we have available - croquet, badminton, bean bag toss, ladder ball, Giant Jenga & Giant Connect Four.
There is a large living room with a 50 inch TV upon entering the home. The smart TV has complimentary access to Netflix, Disney+ and Amazon Prime Video, along with access to all of your favorite apps.
The primary bedroom has a King size memory foam bed, a desk for working remotely and an en-suite bath with a shower/tub.
The two additional bedrooms each have brand new Queen memory foam mattresses and share a hallway adjacent bathroom with a standing shower. Cozy, allergen-free linens are offered throughout the house.
The bathrooms are stocked with body wash, shampoo, conditioner, hair dryers, lotion and soap.
The bonus room, which can be fully closed for privacy, offers a custom bar, wine fridge, shuffle board table, games and toys for kids, pac n'play and high chair for little ones, and a pull out couch with additional foam topper and linens for extra guests.
The kitchen is fully stocked for all of your cooking, baking and hosting needs. Complimentary ground coffee and press, coffee pods, tea and mixers are provided. A welcome snack and oatmeal packets are also offered.
The laundry room has a Washer and Dryer for use, as well as iron, steamer and ironing board.
The garage houses 6 adult bikes with locks for ease of getting around town and to the many nearby wineries.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed. More...