We found 596 holiday rentals — enter your dates for availability
Select from 135 homes, 16 cottages and other holiday rentals in Healdsburg to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, including parking and a TV. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Healdsburg
Showing deals for:5 Feb - 12 Feb
Image gallery for Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog
9.09.0 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog
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Find out more about Healdsburg
Why visit Healdsburg
Charming Downtown: Stroll through Healdsburg's picturesque piazza, filled with unique shops and delightful eateries.
Scenic River Adventures: Enjoy outdoor activities along the nearby river, perfect for kayaking or picnicking.
Historic Vibe: Experience the city's rich history through its well-preserved architecture and landmarks.
Outdoor Excursions: Engage in various outdoor adventures, from hiking to biking in the stunning surroundings.
Healdsburg Golf Club: Relax and unwind at a beautifully maintained golf course, ideal for enthusiasts and novices alike.
Top attractions in and around Healdsburg
Healdsburg, California, offers a delightful blend of outdoor activities, culture, and scenic beauty. Visitors can explore its charming piazza, enjoy the nearby river, and partake in various outdoor adventures. The city's historic charm is complemented by the Healdsburg Golf Club, making it a perfect destination for both relaxation and recreation. With its inviting atmosphere, Healdsburg caters to travellers seeking memorable experiences in a picturesque setting.
Armstrong Redwoods State Park: Located 14km from Healdsburg, this national state park offers rugged outdoor adventures, breathtaking scenery, and a sense of natural wonder.
Lake Sonoma: Situated 18km from Healdsburg, this picturesque lake provides beach experiences, stunning views, and a touch of romance in a serene outdoor setting.
Healdsburg Plaza: Nestled in the heart of Healdsburg, this piazza square pulses with city and cultural vibes, offering a unique local experience.
Things to do recommended for couples
Discover Healdsburg's charm for a romantic escape. Enjoy a leisurely walk through its scenic vineyards and quaint town centre. Relish local flavours and unwind with a wine tasting tour, creating memories to cherish.
Things to do recommended for families
Healdsburg offers a delightful family escape with outdoor markets, playful wine tours, and charming parks. Kids can enjoy interactive activities, while parents relish local delicacies and scenic walks along the Russian River, making it a memorable Kiwi holiday experience.
Things to do recommended for groups
Experience the adrenaline rush at Sonoma Zipline Adventures, a zipline and ropes course 21km from Healdsburg, and enjoy the thrill of motor racing at Calistoga Speedway, 24km away, perfect for adventurous groups exploring local vibes.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
What do I need to keep in mind when booking a vacation in Healdsburg
If you're travelling with a group, family, pets, or planning an extended stay, be sure to refine your search according to your priorities. Here are some helpful Vrbo booking tips for you.
Traveling to Healdsburg with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
Traveling to Healdsburg with young kids: Travelling with little ones can be quite demanding. It's important to prioritise their comfort and safety, along with ensuring that age-appropriate facilities, like a private swimming pool, are available. Additionally, it's wise to think about how close you are to family-friendly activities.
Taking your pets with you to Healdsburg: For many, a family holiday isn't complete without their four-legged companion. If that's you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
Planning for a long term stay visiting Healdsburg: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodation. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.
Where to stay near Healdsburg
Discover the charm of Healdsburg, California, where downtown delights and central neighbourhoods invite you to immerse in vineyard views and relaxing excursions. Experience a blend of outdoor adventures and city life, featuring sunny weather and a warm, family-friendly atmosphere. This is the perfect destination for those seeking a vibrant yet laid-back holiday in Healdsburg.
Guerneville: Guerneville is a charming city located 16km away from Healdsburg. It boasts a rich blend of outdoor adventures and scenic beauty, making it a perfect destination for travellers seeking an active holiday. The area's attractions include a picturesque river, pristine beach, and a national state park. Whether you're exploring the local recreational areas or indulging in a relaxing body treatment or spa, Guerneville offers a refreshing escape into nature that is sure to captivate your senses.
Geyserville: Geyserville, situated 11km from Healdsburg, invites visitors to experience a romantic and scenic retreat. This city is renowned for its outdoor allure, with a charming river, a serene lake, and a bustling piazza square enhancing its unique character. Enjoy leisurely strolls, outdoor activities in the recreational areas, or a soothing session at a spa or body treatment centre. Geyserville is an ideal destination for those wishing to combine romance with a touch of adventure.
Alexander Valley: Located 8km from Healdsburg, Alexander Valley is celebrated for its blend of outdoor charm and entertainment-themed experiences. Known for its winery options and scenic attractions, this region offers a relaxed setting with a river, a piazza square, and an urban park nearby. Enjoy a day exploring recreational areas or indulge in a spa or body treatment session. Alexander Valley provides a delightful mix of tranquillity and vibrant local culture, perfect for a memorable getaway.
Best time to go to Healdsburg
If you're planning a trip to Healdsburg, it's a good idea to check both the weather and property rates. The warmest month is July.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
48.2°F (9.0°C)
Light Rain
Mostly Sunny
Slightly Low
February
49.3°F (9.6°C)
Light Rain
Mostly Sunny
Average
March
50.7°F (10.4°C)
Light Rain
Mostly Sunny
Average
April
55.2°F (12.9°C)
No Rain (Dry)
Mostly Sunny
Slightly High
May
60.3°F (15.7°C)
No Rain (Dry)
Sunny
Average
June
67.6°F (19.8°C)
No Rain (Dry)
Sunny
Average
July
70.7°F (21.5°C)
No Rain (Dry)
Sunny
Slightly High
August
70.2°F (21.2°C)
No Rain (Dry)
Sunny
Average
September
68.2°F (20.1°C)
No Rain (Dry)
Sunny
Average
October
61.9°F (16.6°C)
No Rain (Dry)
Sunny
Slightly High
November
52.9°F (11.6°C)
Light Rain
Mostly Sunny
Slightly Low
December
47.5°F (8.6°C)
Light Rain
Mostly Sunny
Slightly Low
Booking with Vrbo is simple
Looking to cut costs on your upcoming journey? It might be worth being flexible with your travel dates since prices can vary. Additionally, booking a longer stay often leads to significant savings. To locate the perfect Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.
Vrbo Trips: Planning made easy
Vrbo’s Trip Board offers a handy platform where you can set up new trips, resume your planning, or manage your existing arrangements. You’ll easily find your saved or booked properties sorted into categories: Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
What is the best area to stay in Healdsburg when booking a holiday rental?
When considering a holiday rental in Healdsburg, a popular area to stay is the charming downtown district. This vibrant neighbourhood is known for its delightful blend of boutique shops, art galleries, and an impressive array of dining options, making it a great spot for those who wish to immerse themselves in local culture. The central plaza is particularly noteworthy, often serving as the heart of the community with its beautiful gardens and regular events.
Additionally, the surrounding areas such as the Russian River offer a more tranquil setting, ideal for those looking to unwind amidst nature. This region features lovely parks and opportunities for outdoor activities, including kayaking and hiking.
In terms of properties, downtown Healdsburg boasts a diverse selection, ranging from quaint cottages to luxurious homes, suiting various preferences and group sizes. Not far from the downtown area, you can also explore the renowned wineries that make this region famous, adding a touch of adventure and flavour to your stay.
Where are the best areas for renting a beach house in Healdsburg?
For renting a beach house in Healdsburg, travellers should consider the nearby Russian River area, which offers a delightful blend of riverfront and wooded settings. The stretch along the river, particularly near the towns of Guerneville and Monte Rio, features properties that provide a serene escape with easy access to sandy banks and swimming spots. Many of these holiday homes come equipped with amenities such as outdoor decks, barbecues, and spacious living areas, great for families or groups looking to enjoy a riverside retreat.
Additionally, the coastal town of Jenner, located slightly further afield at the mouth of the Russian River, offers stunning ocean views and charming beach houses. Here, visitors can expect properties that often include large windows for breathtaking scenery, hot tubs, and proximity to local beaches such as Goat Rock State Beach. The area is also known for its natural beauty and opportunities for wildlife observation, making it an excellent choice for nature enthusiasts.
While Healdsburg itself is renowned for its vineyards and wine culture, the nearby coastline and river provide an appealing mix of relaxation and outdoor activities, including kayaking, hiking, and exploring the scenic beauty of Sonoma County.
What is the most popular type of holiday rental accomodation in Healdsburg?
In Healdsburg, holiday houses are the most popular type of holiday rental, with around 472 available throughout the area. These properties are often situated in picturesque neighbourhoods, close to local wineries and the charming town centre, making them ideal for those looking to explore the region's renowned wine culture. Most holiday houses come equipped with spacious living areas, fully stocked kitchens, and outdoor spaces such as patios or gardens for enjoying the beautiful Californian weather.
Additionally, there are about 72 cottages that offer a quaint and cozy experience, superb for couples or small families. These usually feature rustic decor, kitchen facilities, and often a fire pit for evening gatherings. For those seeking more compact options, approximately 40 apartments provide a convenient base for exploring Healdsburg, typically including kitchen amenities and comfortable seating areas.
While villas and condos are less common, with 16 and 12 available respectively, they still present unique options for visitors looking for a more upscale experience.
Are there any family house rentals in Healdsburg?
In Healdsburg, California, there are numerous family-friendly house rentals available, with around 110 options throughout the area. Visitors can find homes in charming neighbourhoods such as the historic downtown or the picturesque outskirts, each offering great experiences. Many properties feature spacious living areas, full kitchens equipped for family meals, and outdoor spaces that may include pools or gardens, superb for children to play in.
Additionally, these rentals are conveniently located near local attractions, such as the Healdsburg Plaza, where families can enjoy farmer's markets and various dining options. The nearby Russian River also provides opportunities for outdoor activities like kayaking and picnicking.
Can I rent a holiday home with a pool or hot tub in Healdsburg?
In Healdsburg, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 64 options to choose from. This picturesque town, located in California's renowned wine country, offers a variety of charming neighbourhoods where these properties can be found, including the scenic Dry Creek Valley and the vibrant downtown area.
Travellers can expect a range of amenities in these rentals, such as private swimming pools, inviting hot tubs, outdoor dining areas, and fully equipped kitchens, making them superb for both relaxation and entertaining. Many properties also feature lush gardens, patios, and sometimes even vineyard views, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Healdsburg?
In Healdsburg, there are numerous pet-friendly house rentals available, with around 71 options for travellers seeking a welcoming environment for their furry friends. Many of these holiday homes feature spacious layouts, fully equipped kitchens, and outdoor areas such as patios or gardens where pets can enjoy the fresh air.
The charming downtown area of Healdsburg offers a vibrant setting with boutique shops, restaurants, and wine tasting rooms, all within a short distance from many of these rentals. Additionally, the nearby Healdsburg Plaza provides a lovely park setting, superb for leisurely strolls with pets, while the surrounding wine country offers opportunities for scenic hikes and exploration of dog-friendly vineyards.
Are there any remote work holiday rentals in Healdsburg?
In Healdsburg, California, there is an abundance of remote work-friendly holiday rentals available, with around 584 options to choose from. This charming wine country town is not only known for its picturesque vineyards and culinary delights but also offers a conducive environment for remote work. Many properties come equipped with high-speed Wi-Fi, dedicated workspaces including desks and chairs, and comfortable living areas that allow for a seamless blend of work and relaxation.
Travellers can expect to find amenities such as fully equipped kitchens, outdoor spaces for fresh air breaks, and cozy lounges for unwinding after a productive day. The town's vibrant centre, with its boutique shops, tasting rooms, and restaurants, provides ample opportunities to explore during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Healdsburg?
In Healdsburg, popular rental amenities include kitchens, allowing guests to prepare their own meals with local ingredients from nearby markets. Many rentals also feature decks or patios, providing a lovely outdoor space to enjoy the scenic views of vineyards and surrounding countryside. Onsite parking is commonly available, making it convenient for travellers with cars. Additionally, many properties come equipped with coffee and tea makers, ensuring guests can start their day with a warm beverage.
When is the best time to visit Healdsburg for a holiday rental?
The best time to visit Healdsburg for a holiday rental is during the vibrant months of August to October, with October being particularly popular among travellers. This season captures the essence of the California wine country, as vineyards burst with colour and offer a lot of harvest events, making it an ideal time for wine enthusiasts and those seeking a relaxed yet engaging getaway.
In October, temperatures typically range between 10 to 25 degrees Celsius, creating a pleasant climate for outdoor activities such as wine tasting tours, leisurely strolls through the picturesque downtown, and even cycling along scenic routes. The combination of comfortable weather and stunning autumn foliage enhances the overall experience, allowing visitors to fully immerse themselves in the beauty of the region.
For those looking to save a bit on accommodation, December presents a quieter alternative. While the holiday season can still be charming, it's an excellent time for travellers seeking a peaceful retreat amid the festive decorations, without the bustling crowds.
What are the top attractions in Healdsburg?
In Healdsburg, visitors can take part in a charming blend of wine country attractions and natural beauty. The town square is a focal point, featuring quaint shops, art galleries, and delightful eateries that showcase local cuisine. Just a short stroll away, the Russian River offers opportunities for kayaking and fishing, making it a popular spot for outdoor enthusiasts.
For wine lovers, the surrounding vineyards are a significant draw, with many wineries offering tastings and tours. Notable areas include Dry Creek Valley and Alexander Valley, where visitors can explore picturesque estates and sample a variety of exquisite wines.
Additionally, the Healdsburg Plaza hosts events and farmers' markets, fostering a vibrant community atmosphere.
Are all fees included in the Healdsburg holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Healdsburg holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Healdsburg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Healdsburg holiday homes?
You can find great discounts on holiday homes in Healdsburg on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Healdsburg holiday home booking on Bookabach?
To find Healdsburg holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Healdsburg?
A long-stay holiday home in Healdsburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Healdsburg holiday home?
Book your Healdsburg holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Healdsburg?
Prices for holiday homes in Healdsburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Healdsburg to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way.
Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.