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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Healdsburg vacation rentals

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

1. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (128 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is NT$3,014
NT$3,436 total
includes taxes & fees
Sep 15 - Sep 16
Wildhaven Sonoma Glamping
Exterior

2. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is NT$1,903
NT$2,169 total
includes taxes & fees
Aug 17 - Aug 18
The Ranch at Lake Sonoma
Meeting facility

3. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (35 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is NT$5,161
NT$5,754 total
includes taxes & fees
Aug 18 - Aug 19
Mandala Springs Wellness Retreat Center
Lake

4. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (365 reviews)
"Staff very helpful room very clean."
United States
Eileen John
The price is NT$4,434
NT$4,944 total
includes taxes & fees
Aug 19 - Aug 20
Clear Lake Cottages & Marina
Studio | Exterior

5. 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$4,595
NT$7,534 total
includes taxes & fees
Aug 17 - Aug 18
Rouge Cobb Mountain Hotel - Cabin 3
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

6. Suites On Main

Suites On Main
2.0 star property
Kelseyville
10.0 out of 10, Exceptional, (3 reviews)
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street. We very much enjoyed our stay and will stay again."
United States
Margaret
The price is NT$6,247
NT$9,208 total
includes taxes & fees
Aug 17 - Aug 18
Suites On Main
House (2 Bedrooms) | Interior

7. 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$5,510
NT$8,765 total
includes taxes & fees
Aug 17 - Aug 18
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Room, 1 Bedroom | Outdoor dining

8. Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"My stay with my fiancée and my little Maltese Terrier was fantastic! We had an amazing relaxing getaway! And the back yard of Cabin 2, was perfect to listen to the creek. As well as so many birds, we loved the back soo much we even drew canvases to remember our stay! Definitely will be coming back!"
United States
Keila
The price is NT$4,508
NT$7,437 total
includes taxes & fees
Aug 17 - Aug 18
Rouge Cobb Mountain Hotel - Cabin 2
Room, 1 Bedroom | 1 bedroom, desk, laptop workspace, WiFi (free)

9. 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$4,943
NT$7,923 total
includes taxes & fees
Aug 20 - Aug 21
Rouge Cobb Mountain Hotel - Cabin 4
Room, 1 Bedroom | Living area | Smart TV

10. 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
The price is NT$4,595
NT$7,534 total
includes taxes & fees
Aug 17 - Aug 18
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

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

10/10 Excellent
"I arrived past hours around 12am It was easy to find location and check-in box. I was having trouble check-in the reservation because upon arrival -- I was asked to scan QR code and provide for an arrival number but Expedia did not provide that to me. Spent almost half an hour trying to figure it out. Never did, but fortunately, I was able to just grab my pass and go to tent. Great stay, poor check-in experience."
Jonathan 1-night trip
Posted 5 days ago
Wildhaven Sonoma Glamping

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 Healdsburg Center for the Arts, 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 wineries and top-notch restaurants.

How many vacation rentals are there in Healdsburg?

Expedia has 139 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.