TOP 30 Best Getaway rentals in Healdsburg, California

WC Lodging Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Healdsburg, California. Situated at 2095 Redwood Drive, this institution offers a wide range of vacation rental options for those looking to explore the stunning wine country region. Whether you're seeking a cozy cottage for a romantic getaway or a spacious villa for a family retreat, WC Lodging Vacation Rentals has the perfect accommodation for you. With exceptional customer service and local expertise, they strive to make your vacation experience unforgettable. Book your dream vacation rental with WC Lodging Vacation Rentals today and start planning your California adventure.

The Ruse Healdsburg is a charming lodging institution located at 891 Grove Street in the picturesque town of Healdsburg, California. This boutique hotel offers a unique and stylish experience for guests looking to explore the beauty of wine country. With cozy rooms, modern amenities, and personalized service, The Ruse Healdsburg is the perfect retreat for those seeking a relaxing getaway in the heart of Sonoma County. Immerse yourself in the beauty of Northern California at The Ruse Healdsburg.

Getaway Adventures/Wine Country Bikes is a premier travel agency located in the heart of Healdsburg, California. Offering unique and unforgettable experiences, they specialize in guided tours and bike rentals for exploring the beautiful Wine Country region. Whether you're a wine enthusiast looking to discover new vineyards or an outdoor enthusiast seeking adventure, Getaway Adventures/Wine Country Bikes has something for everyone. With knowledgeable guides and top-of-the-line equipment, they ensure a memorable and enjoyable experience for all visitors. Come visit them at 61 Front Street and start your next adventure in Wine Country today!

The Cottages at Healdsburg offer cozy and charming accommodations in the heart of California's wine country. Located at 425 Foss Street in Healdsburg, these quaint cottages provide a peaceful retreat for guests looking to explore the nearby wineries, restaurants, and shops. Each cottage is beautifully appointed with modern amenities and thoughtful touches, making it the perfect home away from home. Whether you're looking for a romantic getaway or a relaxing vacation, the Cottages at Healdsburg are the ideal choice for your stay in this picturesque town.

Wine Country Getaways is a premier real estate and travel agency located in the heart of California's wine country, Healdsburg. Our team specializes in curating unforgettable experiences for those looking to explore the beauty and charm of the region. Whether you're looking to purchase a vacation home or plan a luxurious wine tasting tour, our knowledgeable staff is here to help. Visit us at 521 Prince Avenue to start planning your perfect wine country getaway today.

Warm Regards Vacation Rental Management is a premier real estate and travel agency located in the picturesque town of Healdsburg, California. Our dedicated team specializes in managing vacation rental properties, ensuring that guests have a seamless and unforgettable experience during their stay. From cozy cottages to luxurious villas, we offer a wide range of accommodations to suit every traveler's needs. Our prime location in the heart of wine country allows us to provide unparalleled service and local expertise to our clients. Whether you're looking to book a weekend getaway or a long-term stay, Warm Regards Vacation Rental Management is here to make your dream vacation a reality. Visit us at 122 Matheson Street to start planning your next adventure today.

Cloverdale / Healdsburg KOA is a charming campground and lodging facility nestled in the beautiful countryside of Cloverdale, California. Located at 1166 Asti Ridge Road, this RV park offers a peaceful and picturesque setting for guests to relax and unwind. The park features spacious RV sites, cozy cabins, and tent camping options, perfect for a weekend getaway or extended stay. Guests can enjoy a range of amenities including a swimming pool, playground, hiking trails, and picnic areas. With its convenient location near Healdsburg, guests can also explore nearby wineries, restaurants, and shops. Whether you're looking for a relaxing retreat or a fun-filled adventure, Cloverdale / Healdsburg KOA has something for everyone.

Healdsburg Garden House is a charming institution located at 221 Bailhache Avenue in Healdsburg, California. As a real estate agency, they specialize in helping clients find their dream homes in the picturesque Healdsburg area. Additionally, they also operate as a travel agency, offering personalized travel packages to explore the beautiful wine country region. With a focus on personalized service and attention to detail, Healdsburg Garden House is your one-stop destination for all your real estate and travel needs in the heart of California's wine country.

The Grape Leaf Inn is a charming lodging located at 539 Johnson Street in the picturesque town of Healdsburg, California. This historic inn offers guests a luxurious and comfortable stay in the heart of wine country. The beautifully appointed rooms feature elegant decor, modern amenities, and stunning views of the surrounding vineyards. Guests can relax in the inviting common areas, enjoy a delicious breakfast each morning, and take advantage of the inn's convenient location near top wineries, restaurants, and shops. Whether you're looking for a romantic getaway or a relaxing retreat, the Grape Leaf Inn is the perfect destination for a memorable stay in Sonoma County.

Located in the vibrant and culturally rich town of Healdsburg, California, the Bella Luna Inn is a charming bed and breakfast that offers guests a comfortable and memorable stay. Originally built in 1909, the inn has been fully remodeled to provide modern amenities and a welcoming atmosphere. Each guest room is spacious and beautifully decorated, with luxurious private bathrooms. The backyard deck and pool are surrounded by lush gardens, creating a peaceful environment for relaxation. Free Wi-Fi and private parking are also provided for guests' convenience. The Bella Luna Inn is just a short walk from the bustling Healdsburg Town Square, where guests can explore restaurants, art galleries, boutiques, and tasting rooms. Sonoma County is known for its world-class wineries, and guests can easily visit the many vineyards in the area. For outdoor enthusiasts, the region offers a variety of activities such as biking, hiking, canoeing, and fishing.

Belle de Jour Inn is a charming lodging located at 16276 Healdsburg Avenue in the beautiful town of Healdsburg, California. This cozy inn offers a peaceful and relaxing retreat for guests looking to explore the renowned wine country of Sonoma County. The inn features comfortable and elegantly appointed rooms, each designed with a blend of modern amenities and classic charm. Guests can enjoy a delicious breakfast each morning, relax in the lush garden courtyard, or take a leisurely stroll to nearby shops, restaurants, and wineries. Belle de Jour Inn is the perfect choice for a romantic getaway, a wine tasting adventure, or a rejuvenating escape in the heart of California's wine country.

The Ranch at Lake Sonoma is a unique institution located at 100 Marina Road in Geyserville, California. This establishment offers a variety of services including a bar, food, lodging, and a travel agency. Guests can enjoy horseback riding trails by appointment, with ride descriptions and pricing available on the website. The Ranch is an iconic location in the heart of Sonoma Wine Country, overlooking Lake Sonoma and just minutes away from downtown Healdsburg. The Event Space features a Sonoma Style Redwood Barn, perfect for corporate events and team building activities. Visitors can also enjoy craft beer and local wine at the bar, and boxed lunch rides are available for a unique dining experience. Check out the Press Democrat Article on the Ranger Ride for more information.

Wildhaven Sonoma Glamping is a unique and luxurious camping experience located at 2411 Alexander Valley Road in Healdsburg, California. Nestled in the heart of wine country, this institution offers a one-of-a-kind blend of nature and comfort. Guests can enjoy the beauty of the outdoors while staying in stylish and well-appointed tents. The campground also features modern amenities, such as a communal kitchen, bathrooms, and a fire pit. Whether you're looking for a peaceful retreat or a fun getaway with friends, Wildhaven Sonoma Glamping is the perfect destination.

The Raford Inn is a charming bed and breakfast located in Healdsburg, California. Nestled on a picturesque property on Wohler Road, this historic inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The beautifully restored Victorian mansion boasts elegant accommodations, luxurious amenities, and warm hospitality. Guests can enjoy a delicious homemade breakfast each morning, relax in the lush gardens, or explore the nearby wineries and attractions of Sonoma County. Whether you're looking for a romantic getaway, a wine country adventure, or simply a tranquil place to unwind, The Raford Inn is the perfect choice for your stay in Healdsburg.

River's Edge Kayak & Canoe is a travel agency located at 13940 Healdsburg Avenue in Healdsburg, California. This peaceful morning paddle on the Russian River offers a 5-mile section for a 3-6 hour relaxed pace journey. Stop along the way to swim, picnic, and play! Customers have praised the well-organized staff, free supplies, and the opportunity to enjoy the river away from crowds. With excellent customer service and a beautiful wildlife experience, visitors have enjoyed their time kayaking and stand-up paddle boarding with River's Edge. The owners, Dave and Kim Lockhart, are dedicated to providing a fun and safe recreation venue for everyone to enjoy. Conveniently located to serve various areas in California, River's Edge Kayak & Canoe is the perfect destination for a relaxing river excursion.

Two Thirty-Five Luxury Suites is a premier lodging establishment located at 235 Healdsburg Avenue in the charming town of Healdsburg, California. This upscale accommodation offers a collection of beautifully designed suites that exude luxury and sophistication. Each suite is thoughtfully appointed with modern amenities and elegant furnishings to ensure a comfortable and unforgettable stay. Guests can enjoy personalized service, stunning views of the surrounding area, and convenient access to the best attractions and activities in Healdsburg. Whether visiting for business or pleasure, Two Thirty-Five Luxury Suites provides a truly exceptional experience for discerning travelers.

Fairview Inn & Suites is one of the best hotels in Healdsburg, California, offering a relaxing escape in the heart of Sonoma County. Located at 74 Healdsburg Avenue, our affordable hotel features modern guestrooms with top-notch amenities such as free WiFi, coffee-making facilities, and air-conditioning. Enjoy a refreshing outdoor pool, free parking, and friendly 24-hour front desk staff during your stay. Conveniently situated near top vineyards and attractions, including Healdsburg Plaza and Chalk Hill Estate Vineyards & Winery, our hotel provides a hassle-free trip with exceptional hospitality and service. Book your stay at Fairview Inn & Suites for a memorable experience in Healdsburg, CA.

Wine Country Life Vacation Homes is a premier real estate and travel agency located in the heart of Healdsburg, California. We specialize in offering luxury vacation homes in the picturesque Wine Country region, providing our guests with the perfect blend of comfort and convenience during their stay. Our properties are meticulously curated to offer a truly unforgettable experience, whether you are looking for a romantic getaway or a family retreat. With a prime location on Healdsburg Avenue, guests have easy access to the charming town's shops, restaurants, and wineries. Let Wine Country Life Vacation Homes help you create lasting memories in one of the most beautiful destinations in the United States.

Sonoma Second Home is a charming institution located at 316 Twin Oaks Way in Healdsburg, California. This cozy retreat offers a welcoming environment for individuals seeking a comfortable and peaceful second home in the beautiful Sonoma County. With its serene surroundings and convenient location, Sonoma Second Home provides the perfect escape for those looking to relax and unwind in the heart of wine country. Whether you're looking for a weekend getaway or a longer stay, this institution offers a variety of amenities and services to make your stay truly memorable. Experience the beauty and tranquility of Sonoma County at Sonoma Second Home.

Wheelman House is a charming lodging institution located at 223 Center Street in the picturesque town of Healdsburg, California. This historic house offers a cozy and comfortable stay for travelers looking to explore the wine country of Sonoma County. The beautifully decorated rooms and friendly staff make Wheelman House the perfect home away from home. Guests can enjoy a relaxing stay in a convenient location, just a short walk from shops, restaurants, and wineries. Experience the beauty and hospitality of Healdsburg at Wheelman House.

ZinScape is a charming lodging institution located at 7727 West Dry Creek Road in the picturesque town of Healdsburg, California. Nestled in the heart of wine country, ZinScape offers a peaceful and tranquil retreat for guests looking to escape the hustle and bustle of everyday life. The cozy accommodations and beautiful surroundings make it the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby vineyards or simply unwind in a serene setting, ZinScape provides a welcoming and comfortable home away from home.

Romo Vineyard Inn is a charming lodging establishment located at 1100 Alexander Valley Road in Healdsburg, California. Nestled in the heart of wine country, this cozy inn offers guests a peaceful retreat surrounded by picturesque vineyards and rolling hills. The inn features comfortable accommodations, a welcoming atmosphere, and personalized service to ensure a memorable stay for visitors. Whether you are looking to explore the local wineries, relax in the beautiful countryside, or simply unwind in a serene setting, Romo Vineyard Inn is the perfect destination for a relaxing getaway.

Hotel Vinea, a Travelodge by Wyndham, is a charming lodging establishment located at 178 Dry Creek Road in the picturesque town of Healdsburg, California, United States. This cozy hotel offers comfortable accommodations and a welcoming atmosphere for travelers looking to explore the beautiful wine country of Sonoma County. With its convenient location and affordable rates, Hotel Vinea is the perfect choice for both leisure and business travelers seeking a relaxing stay in the heart of California's wine country.

Magic Tours is a premier travel agency located at 400 Market Street in San Francisco, California. Specializing in Wine Tours and SF Tours, we offer transportation services for public tours, private tours, and group tours to Napa, Sonoma, and San Francisco. Our fleet includes Sprinter Vans and Sedans, providing comfortable and reliable transportation for your wine tasting adventures or city excursions. With Magic Tours, you can escape to the renowned wine regions of Napa and Sonoma from anywhere in the Bay Area. Our guided tours take you to vineyards and barrel rooms, where you can taste a variety of regional wines and learn about the winemaking process. Whether you're planning a romantic getaway or a group outing, we have options to accommodate 2 to 11 persons.

Sonoma County Vacations is a premier vacation rental agency located at 465 Healdsburg Avenue in the charming town of Healdsburg, California. We offer a wide selection of luxury vacation homes and cottages in the heart of Sonoma County, perfect for exploring the world-renowned wine country. Our properties are meticulously maintained and fully equipped with all the amenities you need for a relaxing and unforgettable getaway. Whether you're looking for a romantic retreat for two or a spacious family home, Sonoma County Vacations has the perfect accommodation for your needs. Book your dream vacation today and experience the beauty and charm of Sonoma County.

Villa Toscana is a charming Italian restaurant located in the heart of Healdsburg, California. Inspired by the rustic beauty and culinary traditions of Tuscany, Villa Toscana offers a warm and inviting atmosphere for guests to enjoy authentic Italian cuisine. From homemade pastas and wood-fired pizzas to fresh seafood and decadent desserts, every dish is prepared with care and attention to detail. Whether you're looking for a romantic dinner for two or a lively gathering with friends and family, Villa Toscana is the perfect destination for a memorable dining experience in Wine Country.

The Wine Stay is a unique institution located at 1083 Vine Street in the charming town of Healdsburg, California. As a real estate and travel agency specializing in wine country accommodations, The Wine Stay offers a selection of luxurious vacation rentals and wine country experiences for visitors looking to explore the beautiful vineyards and wineries of Northern California. Whether you're looking for a cozy cottage nestled among the vines or a spacious estate with breathtaking views, The Wine Stay has the perfect property for your wine country getaway. Experience the best of California wine country with The Wine Stay as your guide.

Kenneth Carl Vineyard Estate is a luxurious lodging establishment located at 7462 West Dry Creek Road in the picturesque town of Healdsburg, California. Nestled in the heart of wine country, this estate offers guests a tranquil and elegant retreat surrounded by vineyards and rolling hills. The property features beautifully appointed rooms, a stunning outdoor pool, and a cozy fireplace lounge. Guests can enjoy wine tastings, vineyard tours, and gourmet dining experiences during their stay. Whether you are looking for a romantic getaway or a relaxing vacation, Kenneth Carl Vineyard Estate is the perfect destination for those seeking a taste of luxury in California's wine country.

Welcome to Weird Stuff We Make, a unique institution located at 577 Healdsburg Avenue in Healdsburg, California. As a real estate agency and travel agency combined, we specialize in creating one-of-a-kind properties and experiences that are sure to leave a lasting impression. At Weird Stuff We Make, we believe in pushing the boundaries of creativity and imagination. Our team of experts is dedicated to designing and curating properties and travel packages that are truly out of the ordinary. Whether you're looking for a quirky vacation rental or a custom-built home with a twist, we've got you covered.

Foss Creek Villas is a luxurious residential community located at 206 Foss Creek Circle in Healdsburg, California. Nestled in the heart of wine country, this stunning property offers a peaceful and serene environment with beautiful views of the surrounding vineyards and hills. The villas feature modern amenities and spacious floor plans, perfect for those looking for a comfortable and upscale living experience. Residents can enjoy a variety of on-site amenities, including a sparkling swimming pool, fitness center, and lush landscaping. With its convenient location near downtown Healdsburg and the many vineyards and wineries in the area, Foss Creek Villas is the perfect place to call home for those seeking a relaxing and refined lifestyle.