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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Healdsburg vacation rentals

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

1. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (140 reviews)
"Awesome place to stay . So fun"
United States
Amy
The price is NT$3,220
NT$3,671 total
includes taxes & fees
Dec 13 - Dec 14
Wildhaven Sonoma Glamping
A room with a brown sofa, two wicker chairs, a small table, and a lamp.

2. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
4.0 out of 10, (1 review)
"Old but quaint. No amenities, no updates. Coffee cups looked like thrift shop purchases. Bed was comfortable. Bath shower drained poorly. Too expensive for a 2 star property."
United States
Chris
The price is NT$8,216
NT$9,448 total
includes taxes & fees
Nov 23 - Nov 24
Hideaway Cottages
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

3. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed my stay"
United States
Epeli
The price is NT$2,603
NT$2,967 total
includes taxes & fees
Nov 13 - Nov 14
The Ranch at Lake Sonoma
A view from a window overlooking a lake with a dock and greenery.

4. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.2 out of 10, Wonderful, (396 reviews)
"All of positive things such as a lake view, clean room, and nice staff made a good memory for my family"
United States
leila karbalaei
The price is NT$4,703
NT$5,243 total
includes taxes & fees
Nov 24 - Nov 25
Clear Lake Cottages & Marina
A bedroom with a bed, a small table, and a chair, a bathroom with a sink and a mirror, and a sliding glass door leading to an outdoor area.

5. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
8.8 out of 10, Excellent, (39 reviews)
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
United States
Carmino
The price is NT$4,765
NT$5,313 total
includes taxes & fees
Nov 23 - Nov 24
Mandala Springs Wellness Retreat Center
A kitchen with a stainless steel faucet, a microwave, and an oven.

6. Suites On Main

Suites On Main
2.0 star property
Kelseyville
9.0 out of 10, Wonderful, (4 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$6,408
NT$9,446 total
includes taxes & fees
Nov 13 - Nov 14
Suites On Main
A spacious living area with a sectional sofa, a blue armchair, and a dining table.

7. Dog-friendly Haven w/ Stunning Views in Bodega Bay

Dog-friendly Haven w/ Stunning Views in Bodega Bay
3.0 star property
Bodega Bay
The price is NT$13,805
NT$31,780 total
includes taxes & fees
Nov 18 - Nov 19
Dog-friendly Haven w/ Stunning Views in Bodega Bay
A kitchen with a central island, wooden cabinets, and a large window overlooking a deck.

8. Spacious Beautiful Country Home on 8 Private Acres

Spacious Beautiful Country Home on 8 Private Acres
3.0 star property
Kelseyville
The price is NT$10,976
NT$22,099 total
includes taxes & fees
Nov 22 - Nov 23
Spacious Beautiful Country Home on 8 Private Acres
A modern kitchen with wooden cabinets, stainless steel appliances, and a glass door refrigerator.

9. Private Pool & Large Deck: Modern Cotati Villa!

Private Pool & Large Deck: Modern Cotati Villa!
4.0 star property
Cotati
The price is NT$13,805
NT$36,364 total
includes taxes & fees
Nov 15 - Nov 16
Private Pool & Large Deck: Modern Cotati Villa!
A wooden pathway leading to a house with a view of a lake and mountains.

10. 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$5,653
NT$8,993 total
includes taxes & fees
Nov 22 - Nov 23
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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

8/10 Good
"Clean rooms, easy parking, close to the 101, air conditioning worked well, staff was nice. Bathrooms are clean but need updating and better water pressure. No breakfast but walkable to diner next door and a very good coffee shop."
Eileen 3-night trip
Posted 18 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 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 135 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.