The Top 10 Places to Stay in Healdsburg

Healdsburg, CA, nestled in the heart of Sonoma County’s wine country, offers a variety of exceptional places to stay, ranging from charming cottages to homes on private vineyards. Whether you’re seeking a romantic getaway, a family-friendly retreat, or a centrally located stay for wine tasting and exploring the vibrant downtown, WC Lodging has accommodations to suit every traveler’s style. Here are the top 10 best places to stay in Healdsburg:

Vineyard Vue

3 Bedrooms | 3.5 Baths | Sleeps 6 

Featured Amenities: Vineyard Views, Minutes from Healdsburg Plaza

Whether planning a romantic getaway or a group wine-tasting adventure, Vineyard Vue provides modern amenities and a serene, relaxing atmosphere. Open the French doors in the living area and invite in the fresh air and vineyard views while catching up on your favorite book or TV show. Or, hang out on the wraparound porch as you catch the sun setting over Healdsburg. 

Xanadu Healdsburg

4 Bedrooms | 3.5 Bathrooms | Sleeps 8

Featured Amenities: Private Pool and Hot Tub, Sand Volleyball Court, Horseshoes & Bocce Ball Court

This Sonoma County gem boasts 3,888 sq. ft. of sheer elegance and luxury. With four bedrooms, a large great room, and a gourmet kitchen, Xanadu Healdsburg is ideal for hosting family and friends for a wine country getaway. The outdoor space includes a large private pool and hot tub, sand volleyball court, horseshoes and bocce ball court, and a large deck with ample seating. You won’t have to go far to enjoy your Healdsburg vacation!

River View Lodge

3 Bedrooms | 1.5 Bathrooms | Sleeps 8

Featured Amenities: Riverfront Location, Private Hot Tub, Pet Friendly

River View Lodge’s waterfront location is right along the upper Russian River, which is known for its clear waters and uncrowded environment. Wake up in a serene setting, surrounded by the lush greenery and the sounds of the river flowing. The lodge has everything you need for a restful stay, including a private hot tub, two kayaks with a boat dock, and private riverfront access. Fido is also welcome to join the family getaway, as the property is pet-friendly. 

Private Vineyard Haven

2 Bedrooms | 2 Bathrooms | Sleeps 4

Featured Amenities: Private Pool

Private Vineyard Haven offers guests luxury in a private setting, perfect for a romantic escape or for a small family. Unwind at this home’s outdoor oasis, which features a private pool, vineyard views, a fire pit, and plenty of outdoor seating to soak up the Californian sun. The main highlight of this home is its glass slide-away doors in the living area, blurring the lines between indoor and outdoor living. Healdsburg Plaza is less than a mile away, and Healdsburg Ridge Open Space Preserve (an excellent location for picnics) is a little over three miles away. 

Heavenly Hideaway on the Healdsburg Plaza

2 Bedrooms | 2 Bathrooms | Sleeps 4

Featured Amenities: Pet Friendly, Prime Location 

Heavenly Hideaway offers guests the convenience of being just two blocks from historic Downtown Healdsburg Plaza. Indulge in nearby wine-tasting venues and award-winning restaurants, or take your furry family member to one of Healdsburg’s pet-friendly establishments like Costeaux French Bakery and Little Saint and dine al fresco. 

The Dragonfly Healdsburg

2 Bedrooms | 2.5 Bathrooms | Sleeps 4

Featured Amenities: Private Pool, Fire Pit, Incredible Outdoor Spaces

The Dragonfly, a 2,100 sq. ft. Healdsburg vacation rental with three king sized beds, exudes sophistication, luxury, and comfort. The outdoor area is the main attraction of this stunning home, which features a private pool, outdoor kitchen area, fire pit, and comfortable outdoor seating. Hang outside with a glass of local wine while the kids play bocce ball or whip up a homemade dish in the gourmet kitchen. Whether seeking a romantic escape, a retreat with friends, or a multi-family get-together, this exceptional property offers everything you need to create cherished memories in wine country.

Eastside Eden

3 Bedrooms | 3.5 Bathrooms | Sleeps 6

Featured Amenities: Pet Friendly, Private Pool, and Hot Tub

Eastside Eden is the quintessential wine country getaway. This historic property has three bedrooms that comfortably sleep six and features pet-friendly amenities as well as a private pool and hot tub. The home’s open layout makes it easy for family and friends to gather for game nights or to reminisce about the day’s outings. Make the most of your Sonoma County stay and book Eastside Eden for your wine country vacation.

Serenity on Dragonfly

3 Bedrooms | 2 Bathrooms | Sleeps 8

Featured Amenities: Private Hot Tub, Fire Pit

Reserve a stay at this countryside getaway for your Healdsburg vacation! Serenity on Dragonfly, just minutes from Healdsburg Plaza, offers guests a serene escape with picturesque views of wine country. When not exploring downtown, walk to nearby family-owned Merriam or Limerick Lane wineries for a glass of wine with the scenic countryside as your backdrop. 

Redwood River House

2 Bedrooms | 1 Bathrooms | Sleeps 6

Featured Amenities: Riverfront, Pet-Friendly, Private Hot Tub

Tucked away in the majestic redwoods, you’ll find the charming Redwood River House. Only six minutes from the Plaza, this upscale cottage’s riverfront location makes it a favorite among our guests. You’ll have access to two kayaks to take you out on the water, or you can choose to enjoy the private hot tub. Redwood River House is next to another of our Healdsburg vacation rentals, River View Lodge, so if you’re looking for a large group stay, these two are perfect for the occasion!

Healdsburg Homestead

3 Bedrooms | 2 Bathrooms | Sleeps 7

Featured Amenities: Pet-Friendly, Private Pool and Hot Tub

Healdsburg Homestead features everything you need for the perfect wine country retreat. Spend long days exploring Sonoma County, afternoons in the refreshing private pool, and end the day sitting by the fireplace, taking in the gorgeous garden views. Reserve your getaway at this Healdsburg rental today!