Healdsburg holiday rentals

We found 586 holiday rentals — enter your dates for availability

Discover a selection of 145 homes, 11 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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:

  • 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)
  • Korbel Winery (8.8 mi / 14.1 km)
  • Kendall-Jackson Winery (8.8 mi / 14.2 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? Stayz 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 Stayz 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 Stayz. 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 Stayz, 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, Stayz 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 Stayz 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 Stayz’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 Stayz.
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 Stayz 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 Stayz, 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.

More Holiday Rentals ideas

Blue Lake Holiday Rentals
Standard Link for Blue Lake
San Diego Holiday Rentals
Standard Link for San Diego
Palm Springs Holiday Rentals
Standard Link for Palm Springs
La Jolla Holiday Rentals
Standard Link for La Jolla
Anaheim Holiday Rentals
Standard Link for Anaheim
Carmel Holiday Rentals
Standard Link for Carmel
Indio Holiday Rentals
Standard Link for Indio
Big Bear City Holiday Rentals
Standard Link for Big Bear City
Mammoth Lakes Holiday Rentals
Standard Link for Mammoth Lakes
Pebble Beach Holiday Rentals
Standard Link for Pebble Beach
Coachella Holiday Rentals
Standard Link for Coachella
Joshua Tree Holiday Rentals
Standard Link for Joshua Tree
Yosemite National Park Holiday Rentals
Standard Link for Yosemite National Park
Laguna Beach Holiday Rentals
Standard Link for Laguna Beach
Sequoia National Park Holiday Rentals
Standard Link for Sequoia National Park
Alpine Holiday Rentals
Standard Link for Alpine
Big Sur Holiday Rentals
Standard Link for Big Sur
Half Moon Bay Holiday Rentals
Standard Link for Half Moon Bay
Monterey Holiday Rentals
Standard Link for Monterey
Kings Canyon National Park Holiday Rentals
Standard Link for Kings Canyon National Park
Vista Holiday Rentals
Standard Link for Vista
Irvine Holiday Rentals
Standard Link for Irvine
Newport Beach Holiday Rentals
Standard Link for Newport Beach
South Lake Tahoe Holiday Rentals
Standard Link for South Lake Tahoe
Big Bear Lake Holiday Rentals
Standard Link for Big Bear Lake
Huntington Beach Holiday Rentals
Standard Link for Huntington Beach
Santa Barbara Holiday Rentals
Standard Link for Santa Barbara
Oceanside Holiday Rentals
Standard Link for Oceanside

People also search for

Sausalito Houseboats
Standard Link for Sausalito
Ski holiday rentals in Mammoth Lakes
Standard Link for Mammoth Lakes