A garden pathway lined with white roses leading to a building with a stone facade and a window.

Healdsburg Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Healdsburg vacation rentals

Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (114 reviews)
"Nice location to go and have a good time in the family "
United States
Ismelda Cortez
The price is NT$4,223
NT$4,814 total
includes taxes & fees
Jul 7 - Jul 8
Wildhaven Sonoma Glamping
Lake

Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (348 reviews)
"Wonderful place to stay while in Clearlake!"
United States
Charlotte
The price is NT$5,330
NT$5,943 total
includes taxes & fees
Jul 28 - Jul 29
Clear Lake Cottages & Marina
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

Suites On Main

Suites On Main
2.0 star property
Kelseyville
The price is NT$6,216
NT$9,163 total
includes taxes & fees
Jun 30 - Jul 1
Suites On Main
House (2 Bedrooms) | Interior

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
The price is NT$5,483
NT$8,722 total
includes taxes & fees
Jun 30 - Jul 1
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Meeting facility

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (34 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is NT$5,136
NT$5,726 total
includes taxes & fees
Jul 6 - Jul 7
Mandala Springs Wellness Retreat Center
Room, 1 Bedroom | Outdoor dining

Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
Rouge Cobb Mountain Hotel - Cabin 2
Lobby sitting area

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very Good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is NT$8,666
NT$14,675 total
includes taxes & fees
Jul 7 - Jul 8
Sonoma Stonehouse, Wine Country Vibes
Exterior

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (4 reviews)
"Nice camping spot "
United States
Evelyn
The price is NT$2,525
NT$2,878 total
includes taxes & fees
Jun 30 - Jul 1
The Ranch at Lake Sonoma
Room, 1 Bedroom | 1 bedroom, desk, laptop workspace, free WiFi

Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
The price is NT$4,275
NT$8,636 total
includes taxes & fees
Jun 30 - Jul 1
Rouge Cobb Mountain Hotel - Cabin 4
Studio | Exterior

Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"I love this place. The River was going on. I wish I can go every weekend there.thank you for everything. We appreciate the owner."
United States
JOSELITA
The price is NT$3,778
NT$7,922 total
includes taxes & fees
Jun 30 - Jul 1
Rouge Cobb Mountain Hotel - Cabin 3
Room, 1 Bedroom | Living area | Smart TV

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"Quaint mountain cabin, relaxing, clean, pet friendly, easy check in"
United States
Bethany
Rouge Cobb Mountain Hotel - Cabin 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Healdsburg Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Amazing place especially for the price ($187/night). The staff were a little pushy about my checking out. I called and asked for a late checkout, they gave me 30 extra mins, housekeeping still knocked on the door and front desk called, while I was still in my extra 30 mins. But the property was great"
Gabriel 1-night trip
Posted 11 hours ago
Dry Creek Inn MOD Collection by Sonesta

Find out more about Healdsburg

Search for holiday rentals in Healdsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Healdsburg using one of the methods below:

  • View our selection of featured holiday rentals in Healdsburg
  • Use the map to find apartments and other holiday homes in the Healdsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Healdsburg while they last

Look no further and take a look at our great range of rental properties in Healdsburg!

Frequently asked questions

Are there vacation rentals in Healdsburg?

Yes, there are vacation rentals in Healdsburg near SingleThread Farm at Dry Creek, or you can choose a secluded option if you want a relaxing stay. Visitors like the array of shops and scenic riverfront in Healdsburg. While you're here, grab a bite or have a drink at the top-notch restaurants and wineries.

How many vacation rentals are there in Healdsburg?

Expedia has 143 vacation rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Russian River and Healdsburg Ridge Open Space Preserve are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include SingleThread Farm at Dry Creek. Healdsburg Plaza and Jordan Vineyard & Winery are other places to visit while you're in town.

What are vacation rentals like in Healdsburg?

Vacation rentals are privately owned properties you can book for several days or more in Healdsburg. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for small groups.