Healdsburg Vacation Rentals

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In two weeks
Dec 26 - Dec 28
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Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Healdsburg vacation rentals

Villa, 6 Bedrooms | Pool | Outdoor pool
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

3.5 star property
Geyserville
$1,046 nightly
The price is $1,060
Dec 10 - Dec 11
Total with taxes and fees
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
Property grounds
Backyard Garden Oasis

Backyard Garden Oasis

3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$209 nightly
The price is $233
Dec 10 - Dec 11
Total with taxes and fees
Backyard Garden Oasis
Meeting facility
Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center

3.5 star property
Kelseyville
8.6 out of 10, Excellent, (27)
"Beautiful quiet retreat "
United States
Belwadi
$244 nightly
The price is $272
Dec 10 - Dec 11
Total with taxes and fees
Mandala Springs Wellness Retreat Center
Room, 1 Bedroom | Terrace/patio
Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1

2.0 star property
Cobb
$190 nightly
The price is $212
Dec 10 - Dec 11
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 1
View from property
Clear Lake Cottages & Marina

Clear Lake Cottages & Marina

2.5 star property
Clearlake
9.0 out of 10, Wonderful, (326)
"Great stay!"
United States
Andrey and Irina
$151 nightly
The price is $169
Dec 16 - Dec 17
Total with taxes and fees
Clear Lake Cottages & Marina
House (2 Bedrooms) | Interior
Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake

3.0 star property
Clearlake
$209 nightly
The price is $230
Dec 10 - Dec 11
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1.0 star property
Geyserville
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
$59 nightly
The price is $68
Dec 10 - Dec 11
Total with taxes and fees
The Ranch at Lake Sonoma
Room
Russian River RV Campground

Russian River RV Campground

1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2)
"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
$128 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Russian River RV Campground
House, 3 Bedrooms | Property grounds
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

3.0 star property
Clearlake
$438 nightly
The price is $488
Dec 10 - Dec 11
Total with taxes and fees
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning
Room, 1 Bedroom | Outdoor dining
Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2

2.0 star property
Cobb
$190 nightly
The price is $212
Dec 10 - Dec 11
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 2
Room, 2 Bedrooms | Terrace/patio
Rouge Cobb Mountain Hotel - Cabin 5

Rouge Cobb Mountain Hotel - Cabin 5

2.0 star property
Cobb
$215 nightly
The price is $240
Dec 10 - Dec 11
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 5
Room, 1 Bedroom | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4

2.0 star property
Cobb
$203 nightly
The price is $226
Dec 10 - Dec 11
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 4
Studio | Exterior
Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3

2.0 star property
Cobb
$190 nightly
The price is $212
Dec 10 - Dec 11
Total with taxes and fees
Rouge Cobb Mountain Hotel - Cabin 3
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

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent
"The room was clean, bed was comfortable and staff was great"
Mariah 1-night trip
Posted 3 days ago
The Lodge at Healdsburg, Tapestry Collection by Hilton

Find out more about Healdsburg

Everything you need to know about Healdsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Healdsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Healdsburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Healdsburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Healdsburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Healdsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $68 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Healdsburg rentals

At Expedia, we put the best Healdsburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Healdsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Healdsburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Healdsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Healdsburg?

Yes, there are vacation rentals in Healdsburg near SingleThread Farm at Dry Creek, 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.

What's the top vacation rental that Healdsburg has to offer?

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH: This vacation home rental outside of Healdsburg is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Healdsburg?

Expedia has 138 vacation rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Enjoy the outdoors at Russian River and Healdsburg Ridge Open Space Preserve, or simply take in cultural attractions like Healdsburg Museum and Raven Performing Arts Theater. 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.