
Hotels in Healdsburg
Find and book unique hotels on Airbnb
Quick stats about hotels in Healdsburg

Total vacation rentals
Explore 10 vacation rentals in Healdsburg

Nightly prices starting at
Healdsburg vacation rentals start at $300 per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Wi-Fi availability
10 of Healdsburg vacation rentals include wi-fi access

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

4.9 Average rating
Healdsburg stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated hotels in Healdsburg
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Classic King with balcony
Welcome to The Fainting Couch ✨ 🌄 Nestled in Cobb Mountain, CA A maximalist boutique hideaway designed for romance, family escapes, and unforgettable events. 💖 Swoon-worthy Stays Enjoy our Classic King room with a private balcony—perfect for two guests to unwind and relax. 📲 Seamless Check-in, No Front Desk Your room number and door code will be texted to you at check-in, so you can start your stay hassle-free! Just message us anytime for assistance. 🌙 Get Ready to Swoon
LocationFamilySleep quality

Bast Room
Goddess Room #1 at The Isis Oasis Grand Lodge honors Bast, the Cat Goddess of Pleasure. Each private lodge room is dedicated to a different Egyptian Goddess and decorated to reflect her special attributes. We invite you to partake in the spiritual life of The Temple of Isis, home of the Isis Oasis Retreat, by joining us for our daily noon rites or by meditating at our shrines. *Update : We are able to host your beloved animal companions with approval, please call our office.
LocationFamilyAir conditioning

Pet-Friendly King Room w/Garden in Napa Valley
Retreat to your pet-friendly King Room with a private entrance and serene garden area. This charming space blends rustic charm with modern comforts. Your Stay Includes: ✔ King-size bed with luxurious bedding ✔ Complimentary bottled water, coffee & tea pods ✔ Wi-Fi & use of the Calistoga Wine Shuttle ✔ Private garden area ✔ Free parking & access to common areas including the guest lounge, kitchen, dining area, front porch, back garden Pet fee is an additional $49/night.
FamilyLocationWalkability

Romantic Studio in Napa- Wine Country Getaway
Experience Napa Wine Country in this cozy studio Unit at Club Wyndham Vino Bello. Perfect for a relaxing getaway, this 493 sq ft retreat sleeps up to 4 guests with a queen bed and queen sofa sleeper (varies). Enjoy a partial kitchen with essential amenities, resort pool, hot tub, fitness center, fire pit, and more. Located minutes from downtown Napa, world-class wineries, dining, bike tours, and scenic adventures, this is the perfect wine country retreat.
Outdoor spacesHospitalityNearby

Sonoma Stonehouse, King room w/ Private Patio
Welcome to your peaceful Sonoma Stonehouse retreat - a comfy king room in a 1909 stone landmark, perfect for wine-country getaways! Sleeps 2 | 1 BR | 1 bed | 1 private bath Plush king bed w/ ensuite Mini-fridge, microwave & in-room coffee Streaming TV & Wi-Fi A/C, heating & laundry in building Outdoor seating & free on-site parking Private Patio Sonoma Stonehouse is a boutique and semi-private communal Airbnb. There is no staff on-site.
Sleep qualityCheckoutNearby

2 Queens w/ Kitchenette in Sonoma Wine Country
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection® is the ideal launch pad for exploring Sonoma Wine Country. Conveniently located just off US-101, it stands as an affordable and inviting option among Santa Rosa, California hotels. Within minutes, guests can reach the region's finest wineries and breweries, excellent dining options, outdoor adventures, and downtown businesses.
FamilyLocationBreakfast

Re-imagined Inn in Wine Country - Single King
The GoodSpring Motel has been thoroughly re-imagined with updated Guest Rooms and amenities. Enjoy easy access location right off of Highway 29, central to numerous wineries abound. Shopping is close by and Downtown Napa is only a 5 minute drive. Relax in our year round heated pool and hot tub. The Chablis Inn is the perfect base from which to enjoy your Napa Valley adventure.
LocationValueGetting around

Amazing Santa Rosa Retreat | Pool. Restaurant
Retreat to Hyatt Regency Sonoma Wine Country. Our hotel in Santa Rosa offers spacious rooms and exquisite suites with scenic views, an outdoor pool, hotel activities, stunning indoor and outdoor event venues and easy access to hundreds of Sonoma County wineries. Walk to Historic Railroad Square and charming downtown Santa Rosa to find museums, fine dining and shopping.
LocationPoolOutdoor spaces

Brannan Lofts: King
Our brand-new, ultra-luxurious 5 room hotel stands proudly in the heart of downtown Calistoga. These suites boast plush furnishings, custom-made designer furniture, and a color palette aimed at promoting rest and relaxation. PLEASE NOTE: This historic building spans two floors, and the hotel is situated on the second floor with no elevator access.
LocationValueCheckout

Historic charmer dates back to the 1940s
Country charm with contemporary touches make The Inn on Pine the perfect base for your wine country retreat. Our Classic Kings are our most spacious, offering ultra-comfortable king bed, woodstove gas fireplace, refrigerator, microwave, coffee maker, wet bar, TV, and whirlpool bathtub. Relax on our decks and enjoy wonderful Calistoga.
ValueLocationNearby

Throwback charm & in-room mini-fridge
Our Queen Guestrooms are located on the first floor and feature the following: One queen bed Refrigerator Air-conditioner Keurig coffee maker Flat panel television with cable High-speed wireless Internet access Desk and chair Spacious tiled bathrooms Original artwork
ValueLocationPool

Harmon King
Hand-loomed bed throws and wooded views from the balcony make for a calm, secluded feel in this warm room. Please note a credit card is required upon check in and will be authorized for $100 per night. Please note we are a dog-friendly hotel for an additional fee.
LocationNearbyParking
Popular amenities for Healdsburg hotels
Family-friendly hotels

Vino Bello studio

Hillside room
ComfortOutdoor spacesCheck-in

King Bed | Hawthorn Suites | Near Downtown | Pool
ValueLocationSleep quality

Historic Queen in Boutique Santa Rosa Hotel
ValueLocationDecor

Inn on the Russian River - River Dock + Fire Pits
FamilyLocationAccess

Rustic Charming Lodge
LocationValueHot tub

Bayview king newly renovated
LocationValueCheck-in

Cozy King Room | Free Parking. Serene Views
LocationValueAccuracy
Hotels with a pool

Dr. Wilkinson's Backyard Resort and Mineral Spr...
LocationValueParking

Petite queen
ValueLocationNearby

Glamping Queen w/ Private Bath, Firepit!

Charming King Room at Silverado
LocationPoolCheck-in

UpValley Inn & Hot Springs Napa Valley, an Asce...
ValueLocationBiking

Bohemian King in Boutique Casa Secoya Motel
FamilyValueIndoor spaces

Retro classic camper king studio
ValueLocationOutdoor spaces

Family-friendly Napa Valley getaway
LocationFamilyGetting around
Hotels with a patio

Beautiful 1 BR at the Vino Bello Resort

1‑Bedroom Wine Country Retreat in Vino Bello

Harbor Room at The Lodge at Bodega Bay
LocationValueOutdoor spaces

Cozy, Private Cottage in Napa
AmenitiesOutdoor spaces

Sonoma Coast 2BR Suite w/ Full Kitchen + Bay Views
ValueLocationView

Windsor 2 Bdrm Twin Condo Resort

1 Bedroom in Napa

Napa Upscale Resort Vacation
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