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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Healdsburg vacation rentals

Deluxe Cabin, 1 Queen Bed, Patio, Garden View

1. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (130 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is NT$3,323
NT$3,788 total
includes taxes & fees
Aug 25 - Aug 26
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$1,898
NT$2,164 total
includes taxes & fees
Aug 21 - Aug 22
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, (36 reviews)
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
United States
Carmino
The price is NT$5,148
NT$5,740 total
includes taxes & fees
Aug 23 - Aug 24
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, (368 reviews)
" The room was so clean and comfortable I feel so good and relaxed."
United States
Marcos
The price is NT$4,831
NT$5,387 total
includes taxes & fees
Sep 20 - Sep 21
Clear Lake Cottages & Marina
Room

5. Russian River RV Campground

Russian River RV Campground
1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
United States
Samantha
Russian River RV Campground
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$6,231
NT$9,185 total
includes taxes & fees
Aug 21 - Aug 22
Suites On Main
Studio | Exterior

7. 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$4,236
NT$7,128 total
includes taxes & fees
Aug 24 - Aug 25
Rouge Cobb Mountain Hotel - Cabin 3
House (2 Bedrooms) | Interior

8. 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$5,496
NT$8,743 total
includes taxes & fees
Aug 23 - Aug 24
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Room, 1 Bedroom | Outdoor dining

9. 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$4,366
NT$7,273 total
includes taxes & fees
Aug 24 - Aug 25
Rouge Cobb Mountain Hotel - Cabin 2
Room, 1 Bedroom

10. 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$4,801
NT$7,758 total
includes taxes & fees
Sep 9 - Sep 10
Rouge Cobb Mountain Hotel - Cabin 4
Room, 1 Bedroom | Living area

11. 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$4,801
NT$7,758 total
includes taxes & fees
Sep 9 - Sep 10
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

Healdsburg Inn on the Plaza, A Four Sisters Inn

Healdsburg Inn on the Plaza, A Four Sisters Inn

8/10 Good
"Great location in the middle of the plaza. Enjoyed evening wine tasting, comfortable bed and convenient parking 2 blocks away. Nice people."
Kenneth 1-night trip
Posted 12 hours ago
Healdsburg Inn on the Plaza, A Four Sisters Inn

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 140 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.