Best Vacation Rentals in Healdsburg

Featuring a glass of wine at check-in, this Healdsburg, California inn is 10 minutes’ walk to Healdsburg Plaza. Free WiFi and fresh flowers are featured in each room. Providing plush bathrobes, all rooms are individually decorated and features a seating area and an private bathroom with designer toiletries, fine linens, and makeup mirrors. A TV and a DVD player are also available. Select rooms offer skylights, ceiling murals, fireplaces, stained-glass windows or 4-poster beds. Day passes to a nearby property's spa pool and spa services are available. Concierge services help guests’ book reservations an nearby restaurants. A gourmet breakfast is offered each morning, as well as a welcome wine reception is provided on the night of arrival. Optima Winery, Seghesio Winery and Toad Hollow Vineyards are within 10 minutes’ walk of Calderwood Inn.

- "Charming and comfy stay near Healdsburg Plaza." - "Beautiful and comfortable!" - "A lovely Inn" - "We were upgraded multiple levels on arrival which was super as I am eperiencing mobility issues." - "A lovely, peaceful and comfortable place to relax in wine country. Excellent!" - "Charming inn close to downtown" - "We liked staying at the Calderwood. The staff was very welcoming and the value was great!" - "Okay"

Luxury hotel with 2 restaurants and 2 outdoor pools
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and a full-service spa. WiFi in public areas is free. Other amenities include 2 bars/lounges, a fitness center, and a poolside bar.
Montage Healdsburg offers 130 air-conditioned accommodations with minibars and safes. Rooms open to balconies. Beds feature Egyptian cotton sheets and premium bedding. 55-inch flat-screen televisions come with digital channels. Bathrooms include separate bathtubs and showers with deep soaking bathtubs, bathrobes, slippers, and hair dryers.

This Healdsburg hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones. Additionally, rooms include coffee/tea makers and irons/ironing boards. A nightly turndown service is provided and housekeeping is offered daily. Amenities available on request include hypo-allergenic bedding.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Beautiful!" - "Great service " - "We came here for my wife’s birthday and we loved everything about this resort!" - "Great stay on a beautiful, unique property with exceptionally warm and well-trained staff" - "Impeccable in every way! " - "Amazing stay - would stay again " - "Very peaceful, excellent service. Top notch" - "I had an amazing time! The rooms were very comfortable and nice, the pool was perfect during these days, even with a few people around. "

Located in a Victorian building in two blocks north of Healdsburg’s town center, this boutique B&B serves a daily breakfast and offers free Wi-Fi in each guest room. Healdsburg’s restaurants and tasting rooms are 5 minutes’ walk away. Guest rooms at The Grape Leaf Inn offer antique furnishings and include modern amenities such as a TV, a DVD player and a CD player. Luxury toiletries are provided in each guest room. Select rooms feature a deep soaking tub and steam shower. Guests are also welcome to come to our Wilson Artisan Wineries for free tastings at all eleven of our local wineries. All Grape Leaf Inn guests receive a welcome glass of wine. Guests can stroll through thel grounds of this B&B or enjoy a glass of wine or morning coffee on a shaded porch. Grape Leaf Inn also features a Prohibition-style Speakeasy. Guests can explore local wineries by taking a Healdsburg Wine Country Tour, 2 minutes’ drive away from this B&B. Healdsburg Plaza, Healdsburg Museum and Willow Creek Plaza Shopping Center are within 5 minutes’ walk away from Grape Leaf Inn.

- "Great! Would love to return" - "Cozy retreat" - "Fit the bill for a nice anniversary getaway." - "Breakfast was delicious. Location excellent." - "Disappointing customer service"

Luxury bed & breakfast with a golf course and free breakfast
This smoke-free bed & breakfast features a golf course, an outdoor pool, and a restaurant. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include outdoor tennis courts, a hot tub, and coffee/tea in a common area.
The Ruse offers 11 accommodations with espresso makers and complimentary bottled water. Each accommodation is individually furnished and decorated. Pillowtop beds feature Frette Italian sheets and premium bedding. 44-inch Smart televisions come with premium digital channels and Netflix. Bathrooms include bathrobes, slippers, designer toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access (speed: 250+ Mbps (good for 3–5 people or up to 10 devices)). Business-friendly amenities include phones; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include coffee/tea makers and fans. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Don’t hesitate to book this place. Totally unique, breakfast was amazing. Highly recommend!" - "The rooms and the grounds were beautiful and very clean! The breakfast was amazing! The staff were all extremely friendly and provided great dining and site seeing recommendations. Special nod to chef Craig! We will definitely return. " - "I have nothing negative to say. And I usually always find something I don’t like. So that’s pretty amazing. I Will be back to stay here again. "

Rockhouse Suites enjoys a location in Healdsburg, 17 miles from Safari West and 21 miles from Petrified Forest. The air-conditioned accommodations are 11 miles from Luther Burbank Center for the Arts. The apartment also offers facilities for disabled guests. The apartment provides guests with a patio, a seating area, cable flat-screen TV, a fully equipped kitchenette with a microwave and a fridge, and a private bathroom with shower and bathrobes. Free Wifi is available to all guests, while selected rooms are equipped with a terrace. At the apartment complex, every unit includes bed linen and towels. For visitors looking to embark on day trips to nearby landmarks, Rockhouse Suites provides a selection of packed lunches. Guests at the accommodation can enjoy cycling and fishing nearby, or make the most of the garden. Old Faithful Geyser of California is 23 miles from Rockhouse Suites, while Robert Louis Stevenson State Park is 31 miles away. Charles M. Schulz Sonoma County Airport is 7.5 miles from the property.

- "It was very nice" - "Seamless" - "Nice stay" - "Very fun" - "A great place to experience Healdsburg and environs" - "A great value and a perfect location to enjoy downtown Healdsburg. Only the minor issue of outside light impacting slee" - "Great room getting a little tired" - "A return trip that was sadly disappointing compared with our previous stay." - "Love Healdsburg, but will not be staying at Rockhouse again."

Hotel with a full-service spa, steps from Healdsburg Plaza
Along with a full-service spa, this smoke-free hotel has an outdoor pool and a restaurant. Other amenities include a bar/lounge, a coffee shop/cafe, and massage/treatment rooms.
H2Hotel offers 36 accommodations with iPod docking stations and DVD players. Rooms open to balconies or patios. Guests can make use of the in-room refrigerators, coffee/tea makers, and minibars. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers.

32-inch flat-screen televisions come with cable channels. Business-friendly amenities include safes and phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Convenient to Williamson epicurean kitchen. Have stayed here before and will be back." - "Great hotel in the heart of Healdsburg. Very well appointed. Welcoming friendly staff. " - "Location, cleanliness, staff, food, and beds were excellent. The only thing that was a bit of a struggle was the wifi. Healdsburg in general has terrible Verizon reception, so wifi is pivotal. If they can boost the signals, I'd give it a 10/10. " - "Excellent property with friendly and efficient staff"

13 miles from Luther Burbank Center for the Arts in Healdsburg, Bella Villa Messina provides accommodations with access to a fitness room. This property offers access to a terrace, free private parking, and free Wifi. All rooms are equipped with a patio with mountain views. All units come with a seating area, a flat-screen TV with streaming services, and a private bathroom with a hair dryer, hot tub, bath, and shower. A dishwasher, a microwave, and toaster are also provided, as well as a coffee machine. At the bed and breakfast, all units are equipped with bed linen and towels. Buffet and continental breakfast options with warm dishes, fresh pastries, and champagne are available. There is a coffee shop and lounge. The bed and breakfast offers a variety of wellness options, including a hot tub, a wellness packages, and yoga classes. Guests can swim in the outdoor swimming pool, go cycling, or relax in the garden. Safari West is 20 miles from the bed and breakfast, while Old Faithful Geyser of California is 21 miles away. Charles M. Schulz Sonoma County Airport is 11 miles from the property.

- "Great way to celebrate our 47th anniversary. My wife absolutely loved the place." - "Our wedding anny fantastic" - "Amazing stay" - "Excellent life style for just a lovely night dry romantic room….. we felt rich in stylish comfort. Thank you so much fo" - "Don't pass up this unexpected gem of a property" - "I wanted a romantic night out in wine country and got everything I wanted at Bella Messina." - "Our stay was very nice. The room accommodations were beautiful, clean and convenient."

Hotel with 2 restaurants, steps from Healdsburg Plaza
2 restaurants, a full-service spa, and an outdoor pool are available at this smoke-free hotel. Free continental breakfast and free self parking are also provided. Additionally, a fitness center, a bar/lounge, and a snack bar/deli are onsite.
Hotel Healdsburg offers 56 accommodations with MP3 docking stations and DVD players. Beds feature Frette Italian sheets and down comforters. Flat-screen televisions come with cable channels.

Bathrooms include bathrobes, complimentary toiletries, and hair dryers. Business-friendly amenities include safes and phones. Additionally, rooms include complimentary bottled water and coffee/tea makers. Housekeeping is provided daily.

- "Beautiful property, clean well-organized rooms, what's not to like?" - "Great staff, amenities, etc. " - "Beautiful hotel right onnthe square. Excellent location. Friendly staff and comfortable environment. Would return here for sure!" - "The Hotel Healdsburg was a wonderful place to stay in wine country. The hotel was well appointed with excellent service. Our room was attractive and clean. It has a great location right on the plaza surrounded by charming shops—great for an afternoon stroll. We also enjoyed the pool."

Vineyards Edge - Pool, Hot Tub, Bikes- 1mi to Downtown is a recently renovated vacation home in Healdsburg where guests can make the most of the spa and wellness center and free bikes. This property offers a private pool, free Wifi, and free private parking. The vacation home has an outdoor fireplace and a hot tub. Providing a terrace and pool views, the spacious vacation home includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a hot tub and a bath. Guests can take in the ambience of the surroundings from an outdoor dining area or keep warm by the fireplace on colder days. The vacation home offers bed linen, towels, and laundry service. During warmer months, you can make use of the barbecue facilities and eat on the private patio. Guests at the vacation home can enjoy cycling and hiking nearby, or make the most of the garden. Luther Burbank Center for the Arts is 10 miles from Vineyards Edge - Pool, Hot Tub, Bikes- 1mi to Downtown, while Safari West is 17 miles away. Charles M. Schulz Sonoma County Airport is 7.5 miles from the property.

- "Stop scrolling, this is the place to stay." - "Amazing!! Already planning our next visit." - "One of the best vacation homes and responsive managers ever." - "This little oasis was perfect! Walking distance to downtown but also secluded and quiet. The fruit trees were a bonus!" - "Great getaway with kids" - "I highly recommend this home and the owners were fantastic! It was a wonderful experience!"

Luxury hotel with a 24-hour front desk and a restaurant
Along with a restaurant, this smoke-free hotel has a bar/lounge and a snack bar/deli. Free WiFi in public areas, free self parking, and a free manager's reception are also provided. Additionally, concierge services, dry cleaning, and laundry facilities are onsite.
27 North offers 16 accommodations with fireplaces and minibars (stocked with some free items). Each accommodation is individually decorated. Beds feature down comforters and premium bedding. Flat-screen televisions are featured in guestrooms. Refrigerators and espresso makers are provided. Bathrooms include bathtubs or showers, bathrobes, slippers, and designer toiletries.

This Healdsburg hotel provides complimentary wireless Internet access. Business-friendly amenities include complimentary newspapers and safes, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include hair dryers and complimentary toiletries. Hypo-allergenic bedding and irons/ironing boards can be requested. A nightly turndown service is provided and housekeeping is offered daily.

- "Upscale boutique, elegant and beautifully appointed " - "Charming hotel with gracious staff." - "Charming B&B in the middle of Healdsburg. Very walkable to other locations." - "Wonderful " - "Excellent " - "Great small French style upscale hotel just off the square in downtown Healdsburg. Makes a weekend getaway even more enjoyable." - "Just a really stunning hotel. My husband I enjoyed our short weekend getaway. The location was prime for walkability to all the local wine and food spots. Would come back in an instant."

Offering a garden, Charming Milk Barn Home on Vineyard Estate features accommodations in Forestville. The air-conditioned accommodation is 7.8 miles from Luther Burbank Center for the Arts, and guests can benefit from private parking available on site and free Wifi. Old Faithful Geyser of California is 23 miles from the vacation home and Fairmont Sonoma Mission Inn Spa is 31 miles away. Featuring a patio with garden views, this vacation home also includes a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom with a bath and bathrobes. The property has an outdoor dining area. Safari West is 14 miles from the vacation home, while Petrified Forest is 18 miles from the property. Charles M. Schulz Sonoma County Airport is 3.7 miles away.

- "Communication was spot on, and early after booking. The property was comfortable, and had all of the amenities that allo" - "Enjoyed our stay very much - well-kept, clean and comfortable place. Cecilia was very responsive." - "One of the nicest Airb&b we’ve stayed. Really enjoyed it. Hope we will stay there again in future." - "Tranquil and peaceful stay near Healdsburg" - "Very nice vineyard setting. Comfy roomy and quiet. Slept well"

Victorian bed & breakfast with spa services and an outdoor pool
Along with an outdoor pool, this smoke-free bed & breakfast has massage/treatment rooms and concierge services. Free WiFi in public areas and free self parking are also provided. Additionally, a library, express check-in, and express check-out are onsite.
Grape Leaf Inn offers 13 air-conditioned accommodations with bathrobes and hair dryers. Beds feature premium bedding. Cable television is provided.

Bathrooms include bathtubs or showers and complimentary toiletries. This Healdsburg bed & breakfast provides complimentary wireless Internet access. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The room was clean and comfortable. The breakfast each morning was very good. The location was perfect for getting to know the Healdsburg downtown. " - "It’s a relaxing place, great for exploring Healdsburg on foot or bike and a convenient drive to multiple wineries. Breakfast is well presented, afternoon wine and freshly baked cookies were appreciated. The heated pool (really a large spa pool) was nice. The massage therapist was excellent. And make sure to ask about how to get to the former speakeasy in the basement. "

Magnolia Ranch Vineyards offers accommodations in Healdsburg, 12 miles from Luther Burbank Center for the Arts and 19 miles from Safari West. The vacation home has access to a restaurant. Petrified Forest is 22 miles from the vacation home and Old Faithful Geyser of California is 24 miles away. With direct access to a patio with mountain views, the spacious vacation home consists of 2 bedrooms. The air-conditioned vacation home also offers a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 2 bathrooms with a walk-in shower and a bath. The property has an outdoor dining area. Charles M. Schulz Sonoma County Airport is 9.3 miles from the property.

- "Gorgeous home and magnificent setting within walking distance to downtown Healdsburg" - "This is a neat historic house in a beautiful location. It has been upgraded with nice appliances and paint, but again,"

Holiday park in Healdsburg with free parking
Along with an outdoor pool, this smoke-free holiday park has a seasonal outdoor pool and concierge services. Free WiFi in public areas and free self parking are also provided. Other amenities include a garden.
All accommodations are individually decorated and feature free WiFi, pillowtop beds, and furnished balconies or patios. Guests can enjoy fireplaces, and other standard amenities include Egyptian cotton sheets, rainfall showerheads, and Smart TVs. Housekeeping is available on request.
Air-conditioned accommodations at Cottages at Little Saint offer fireplaces and coffee/tea makers. Rooms open to furnished balconies or patios. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. 55-inch Smart televisions come with premium digital channels.

Bathrooms include showers with rainfall showerheads, designer toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided on request.

- "Excellent" - "its a very nice property. Awesome shower and bathroom. ivate. awesome good price." - "Beautiful cottages. Clean and spacious. We are definitely coming back." - "Excellent location to the square: shopping, restaurants, tasting rooms. The room was clean and modern. The street was quiet. " - "No service to the room for 3 days, no cleaning, no clean towels, no trash taken from room. " - "Great location in walking distance of Healdsburg square. Nicely decorated is a modern minimalist style. Staying at a cottage with a living room was great for separation of space and kitchenette would be great if a guest wanted to cook. Fireplace was a great bonus! "

14 miles from Luther Burbank Center for the Arts in Healdsburg, River View Lodge Tasting At Croix Included! offers accommodations with access to a hot tub and spa center. This beachfront property offers access to free Wifi and free private parking. Safari West is 20 miles away and Petrified Forest is 24 miles from the vacation home. With direct access to a patio with river views, the spacious air-conditioned vacation home consists of 3 bedrooms. Offering a balcony with mountain views, this vacation home also has a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a hot tub and a hair dryer. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Healdsburg, like cycling. Old Faithful Geyser of California is 24 miles from River View Lodge Tasting At Croix Included!. Charles M. Schulz Sonoma County Airport is 11 miles away.

- "We were a family of five and had a thoroughly enjoyable time. The inconveniences of the small dining area were not insur"

Adults-only hotel with free breakfast and free valet parking
Along with an outdoor pool, this hotel has a restaurant and a 24-hour fitness center. Free continental breakfast, free WiFi in public areas, and free valet parking are also provided. Other amenities include a bar/lounge, a seasonal outdoor pool, and a meeting room.
Change of towels is available on request.
The Madrona offers 24 air-conditioned accommodations with minibars (stocked with some free items) and espresso makers. Each accommodation is individually decorated. Beds feature down comforters and premium bedding. Guests can surf the web using the complimentary wireless Internet access (speed: 500+ Mbps (good for 6+ people or 10+ devices)).

Bathrooms include shower/tub combinations, bathrobes, designer toiletries, and hair dryers. Business-friendly amenities include desks and safes, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include complimentary bottled water and irons/ironing boards. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. A nightly turndown service is provided and housekeeping is offered daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Beautiful old building wonderfully updated. Great food and service. Great place." - "Beautiful hotel, delicious breakfast. We loved it!" - "Beautifully kept property! Organic gardens, a lovely pool area with giant, fall trees above. Lush green grass, entire property is spotless. The rooms in the carriage house were slightly more minimal then expected but the bathrooms even better with heated floors that made the mornings extra cozy in november. The main house had plenty of seating for lounging and breakfast and we enjoyed the bar too. Dinner was absolutely delicious, reasonably priced and well paired to local wines. We loved everyone who assisted in our stay- Laura, Arianna, and the bartender on thanksgiving eve who we somehow missed his name. 10/10, have already spread the word!!!!"

Sanctuary On Lytton Complimentary Wine Tasting At Croix Included! is located in Geyserville, just 15 miles from Luther Burbank Center for the Arts and 20 miles from Old Faithful Geyser of California. This villa features air-conditioned accommodations with a patio. The villa has an outdoor fireplace and a hot tub. With free Wifi, this 6-bedroom villa offers a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the villa. The accommodation has a fireplace. For guests with children, the villa provides a children's playground. Guests at Sanctuary On Lytton Complimentary Wine Tasting At Croix Included! can enjoy cycling nearby, or make the most of the garden. Safari West is 21 miles from the accommodation, while Petrified Forest is 25 miles from the property. Charles M. Schulz Sonoma County Airport is 12 miles away.

Sports/Activities • Air Conditioner • Guest Services • View • Security/Safety • Other • Laundry • Barbecue/Outdoor Cooking • Pool • Parking • Child Friendly • Spa

Luxury hotel with 2 outdoor pools and 2 hot tubs
This hotel features 2 outdoor pools, a full-service spa, and a restaurant. Free WiFi in public areas and free self parking are also provided. Additionally, a health club, a bar/lounge, and a poolside bar are onsite.
Appellation Healdsburg offers 108 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and complimentary bottled water. Rooms open to balconies or patios. Accommodations offer separate sitting areas. Tempur-Pedic beds feature Egyptian cotton sheets and premium bedding. 48-inch Smart televisions come with cable channels. Bathrooms include shower/tub combinations with rainfall showerheads, bathrobes, slippers, and designer toiletries.

Guests can surf the web using the complimentary wired and wireless Internet access (speed: 25+ Mbps). Business-friendly amenities include desks and desk chairs. Additionally, rooms include coffee/tea makers and hair dryers. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "We had the opportunity to stay within two weeks of the opening. It has a wonderful vibe, the breakfast was outstanding (especially the gluten free blueberry muffins - one in our party has celiac disease), and the staff courteous. We would stay again." - "Great room and restaurant area. Staff was a little untrained. The place is very new and "

11 miles from Luther Burbank Center for the Arts in Healdsburg, Fitch St Escape Complimentary Wine Tasting At Croix Estate Included! provides accommodations with access to a spa center. This vacation home offers air-conditioned accommodations with a patio. Guests can use massage services. With free Wifi, this 2-bedroom vacation home features a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Guests can also warm up near the outdoor fireplace after a day of cycling. Safari West is 18 miles from the vacation home, while Petrified Forest is 22 miles from the property. Charles M. Schulz Sonoma County Airport is 8.1 miles away.

Fireplace/Heating • Laundry • Spa • Security/Safety • Parking • Pet Friendly • Other • Barbecue/Outdoor Cooking • Wellness Facilities • Internet • Sports/Activities • View

Mediterranean hotel with a 24-hour front desk and an outdoor pool
This smoke-free hotel features an outdoor pool, a restaurant, and self parking. WiFi in public areas is free. Additionally, coffee/tea in a common area, a microwave in a common area, and a meeting room are onsite.
Housekeeping is available on request.
Best Western Dry Creek Inn offers 103 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. 55-inch flat-screen televisions come with premium satellite channels. Bathrooms include complimentary toiletries and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided on request. Renovation of all guestrooms was completed in April 2022.

Guests under 16 years old are not allowed in the fitness facility.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "I love the area. Nature and town. Will come back !" - "The only thing to improve is to put in more towel racks and a microwave in the room. some of the out lets were blown out too" - "Nice large room. Would have like some bathroom amenities. There was no lotion, shower cap or anything that are usually in rooms" - "Would be great if they had plugs for chargers by the bed. Had to move bed away from wall, unplug lights to be able to plug in phone. Otherwise a quick and uneventful stay for a reasonable price. Looking forward to the restaurant in the parking lot to open again."