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
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

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 P6,141
P7,001 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 P3,636
P4,145 total
includes taxes & fees
Aug 28 - Aug 29
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 P9,861
P10,995 total
includes taxes & fees
Aug 26 - Aug 27
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 P8,491
P9,467 total
includes taxes & fees
Aug 16 - Aug 17
Clear Lake Cottages & Marina
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 P8,530
P14,118 total
includes taxes & fees
Aug 19 - Aug 20
Rouge Cobb Mountain Hotel - Cabin 3
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 P11,936
P17,593 total
includes taxes & fees
Aug 15 - Aug 16
Suites On Main
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 P10,528
P16,748 total
includes taxes & fees
Aug 26 - Aug 27
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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 P9,113
P14,768 total
includes taxes & fees
Aug 17 - Aug 18
Rouge Cobb Mountain Hotel - Cabin 2
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 P8,966
P14,614 total
includes taxes & fees
Aug 17 - Aug 18
Rouge Cobb Mountain Hotel - Cabin 4
Living area

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 P10,194
P15,973 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.
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Top Healdsburg Hotel Reviews

Appellation Healdsburg

Appellation Healdsburg

10/10 Excellent
"We had an incredible weekend at the Appalachian. We were thoroughly impressed by the exceptional hospitality and the beautiful environment that’s created. It was a truly special weekend, especially since we were celebrating a special event.. Chef Charlie Palmer and Chef Reed provided us with an exceptional tasting menu. Sommelier Tess’s wine pairing and list were nothing short of remarkable. GM Brian’s hospitality was truly exceptional. Our waiter Dominic was a true professional. There are many other members of the team who deserve our thanks as well."
Joseph 1-night trip
Posted 2 days ago
Appellation 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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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.