Healdsburg holiday homes

We found 574 holiday rentals — enter your dates for availability
Discover a selection of 140 homes, 10 apartments and other holiday rentals in Healdsburg that are 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:6 Nov - 13 Nov

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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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January48.2°F (9.0°C)Light RainMostly SunnySlightly Low
February49.3°F (9.6°C)Light RainMostly SunnyAverage
March50.7°F (10.4°C)Light RainMostly SunnyAverage
April55.2°F (12.9°C)No Rain (Dry)Mostly SunnySlightly High
May60.3°F (15.7°C)No Rain (Dry)SunnyAverage
June67.6°F (19.8°C)No Rain (Dry)SunnyAverage
July70.7°F (21.5°C)No Rain (Dry)SunnySlightly High
August70.2°F (21.2°C)No Rain (Dry)SunnyAverage
September68.2°F (20.1°C)No Rain (Dry)SunnyAverage
October61.9°F (16.6°C)No Rain (Dry)SunnySlightly High
November52.9°F (11.6°C)Light RainMostly SunnySlightly Low
December47.5°F (8.6°C)Light RainMostly SunnySlightly 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.

Arty Healdsburg will entice you

The area's wineries and art galleries are just some of the reasons to come on holiday to Healdsburg. Well known for its restaurants, riverfront and shopping, this walkable city won't disappoint. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Healdsburg

Are you hoping to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Healdsburg a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Calistoga Hot Springs (15.9 mi / 25.6 km)
  • Jordan Vineyard & Winery (3.4 mi / 5.5 km)
  • Dry Creek Vineyard (4.2 mi / 6.8 km)
  • Francis Ford Coppola Winery (4.9 mi / 7.9 km)
  • Trentadue Winery (4.9 mi / 7.9 km)
  • Windsor Golf Club (6.7 mi / 10.8 km)

Exploring the natural landscape of Healdsburg

Whether you're looking for adventure or just want to take in the scenery, Healdsburg is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Russian River (4.4 mi / 7 km)
  • Armstrong Redwoods State Park (9 mi / 14.5 km)
  • Kendall-Jackson Wine Estate and Gardens (9.1 mi / 14.6 km)
  • Safari West (10.1 mi / 16.3 km)
  • Johnson's Beach (10.3 mi / 16.6 km)
  • Lake Sonoma (10.9 mi / 17.6 km)

Travelling to and around Healdsburg

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 7.7 mi (12.5 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Healdsburg?
The most popular types of holiday homes in Healdsburg are houses. Looking for something different? Bookabach has numerous options to match our guests' diverse needs, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Healdsburg?
The average price for a holiday home in Healdsburg is determined by a number of factors, including length of stay, season and property type. Whether you're in search of a sprawling villa with a pool or a comfy cabin that's perfect for two, just add your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Healdsburg?
Prices for beach houses in Healdsburg can vary depending on the style and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Bookabach and how many guests to view holiday home options and prices. From there you can use our filters to narrow down your search by ratings, nearby activities, amenities and more.
Are there pet-friendly holiday homes in Healdsburg?
Yes. There are. Choose from 15 holiday homes that welcome pets in Healdsburg on Bookabach. Our furry friends deserve a getaway too, so simply use our search function for pet-friendly holiday homes to find a property where your puppy dog can get in on the fun.
Can I rent a house with a pool in Healdsburg?
Pack your swimming gear and pool noodle, because there are three houses with a private pool in Healdsburg. Make a booking at one of these superb holiday homes and you'll enjoy pool days every day. Simply enter your dates into Bookabach, then check the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Healdsburg?
Some of the most popular home amenities people prefer in Healdsburg include mountain views, a chef and nearby museums. Whether you're holidaying with buddies, family or even pets, Bookabach holiday properties provide the best amenities for fun and relaxation with the people you love.
Are there large group holiday homes in Healdsburg?
Take your pick of five Bookabach properties in Healdsburg that can host five or more guests. You'll get all the privacy and room you need to kick back with your loved ones — and nobody else.
Are there holiday homes in Healdsburg that welcome kids?
Healdsburg has 15 family-friendly holiday homes to pick from. And tracking down a stay that welcomes youngsters is super easy with Bookabach's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get perks and amenities such as dining rooms, yards and private pools.
What are the top attractions for families in Healdsburg?
Keeping the kids occupied during your holiday in Healdsburg is child's play with these top family-friendly attractions:

  • Pacific Coast Air Museum
  • Healdsburg Museum
  • Armstrong Redwoods State Park

Are there one-bedroom holiday homes in Healdsburg?
Healdsburg has five one-bedroom homes on offer. Often located in sought-after areas thanks to their smaller size, a one-bedroom holiday property is great if you're getting away with a pal or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you'll be able to relax while sightseeing around this incredible destination.
Can I find two-bedroom holiday homes in Healdsburg?
Gather your loved ones and relax in total privacy and comfort in one of the five two-bedroom holiday homes Healdsburg has to offer.
Are there holiday homes with WiFi in Healdsburg?
Take your pick of seven holiday homes with WiFi in Healdsburg. If you'd like to disconnect from the world during your escape, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Healdsburg?
Healdsburg has 15 holiday homes where you can relax and recharge in air-conditioned comfort. To find a property on Bookabach that comes with this amenity, enter your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Healdsburg?
The age limit can differ across properties on Bookabach, so double-check the rules of the holiday home in Healdsburg you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Healdsburg for?
How long you can book a holiday home in Healdsburg differs according to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With plenty of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find someplace just right to call your home away from home in Healdsburg.