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

Healdsburg Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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, (138 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is NT$3,177
NT$3,622 total
includes taxes & fees
Nov 29 - Nov 30
Wildhaven Sonoma Glamping
A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. 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$2,568
NT$2,927 total
includes taxes & fees
Oct 30 - Oct 31
The Ranch at Lake Sonoma
A room with a brown sofa, two wicker chairs, a small table, and a lamp.

3. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
The price is NT$8,105
NT$9,321 total
includes taxes & fees
Nov 1 - Nov 2
Hideaway Cottages
A white building with a covered porch, potted plants, and a bicycle.

4. 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$4,701
NT$5,241 total
includes taxes & fees
Nov 1 - Nov 2
Mandala Springs Wellness Retreat Center
A view from a window overlooking a lake with a dock and greenery.

5. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.2 out of 10, Wonderful, (390 reviews)
"Clean, cozy and cute."
United States
Julian
The price is NT$4,639
NT$5,173 total
includes taxes & fees
Nov 1 - Nov 2
Clear Lake Cottages & Marina
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$6,322
NT$9,319 total
includes taxes & fees
Oct 30 - Oct 31
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$13,617
NT$31,348 total
includes taxes & fees
Nov 5 - Nov 6
Dog-friendly Haven w/ Stunning Views in Bodega Bay
A wooden pathway leading to a house with a view of a lake and mountains.

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$5,576
NT$8,871 total
includes taxes & fees
Nov 1 - Nov 2
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.
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Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

Hotel Trio Healdsburg

8/10 Good
"The staff were very helpful and accommodating. The room was spacious and loved the black out blinds to facilitate deep sleep! It was great that they had EV chargers but the Tesla model doesn't fit our EV so we had to charge at the Safeway Electrify America fast chargers which wasn't too far away but not as convenient as being able to charge overnight. Maybe Trio could provide a charging adopter!"
Piet 2-night trip
Posted 1 hour ago
Hotel Trio Healdsburg

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:

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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.