Healdsburg Vacation Rentals from $164: Search Short-Term Rentals

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

Bird Watcher Paradise 2 Bedroom 2 Bath with Beautiful View : This vacation home rental outside of Healdsburg is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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In two weeks

In two months

In three months

In four months

Our top choices for Healdsburg vacation rentals

Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Healdsburg

Ismelda Cortez

$144 nightly

Jun 16 - Jun 17

Total with taxes and fees

The Ranch at Lake Sonoma

Geyserville

Evelyn

$77 nightly

Jun 15 - Jun 16

Total with taxes and fees

Clear Lake Cottages & Marina

Clearlake

Charlotte

$188 nightly

Jul 12 - Jul 13

Total with taxes and fees

Backyard Garden Oasis

Middletown

Jodi

$209 nightly

Jul 3 - Jul 4

Total with taxes and fees

Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

Suites On Main

Kelseyville

$265 nightly

Jun 13 - Jun 14

Total with taxes and fees

Mandala Springs Wellness Retreat Center

Cobb

Victoria

$175 nightly

Jun 23 - Jun 24

Total with taxes and fees

Rouge Cobb Mountain Hotel - Cabin 2

Cobb

$206 nightly

Jun 15 - Jun 16

Total with taxes and fees

Sonoma Stonehouse, Wine Country Vibes

Santa Rosa

Tara

$352 nightly

Jun 15 - Jun 16

Total with taxes and fees

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Top Healdsburg Hotel Reviews

Hotel Vinea, a Travelodge by Wyndham

8/10 Good

"This is an excellent place to stop for easy access off and on the 101. Good food nearby. Modern room improvements."

H2Hotel

10/10 Excellent

"Very comfortable place to be. The building is thoughtfully designed, the staff is friendly and professional. Nice restaurant and bar on site. There is a free breakfast option with fresh fruit, yogurt, etc. The location is right downtown, easy walk to a number of restaurants, other businesses and a park. Valet or street parking only. Very nice vibe. We look forward to returning."

The Lodge at Healdsburg, Tapestry Collection by Hilton

6/10 Okay

"Overall, the experience was spotty. On arrival, the staff member described all the amenities while looking at them, hardly understood a word, just not the best approach. Had trouble with the television which was difficult to get to function properly, shorted us on in-room coffee, the room had a huge deep tub, but no grab bars to get an and out of and because the tub was so big, the shower was tiny (I mean tiny!) with a loose control handle. They were short of complimentary coffee in the morning, but one of the staff graciously offered a complimentary coffee americano from the expresso machine. Wanted to buy a Danish from the cafe but discovered they don't take cash. As I say, spotty."

Calderwood Inn

4/10 Poor

"Calderwood cancelled our reservation a couple of weeks before check in. They offered an alternative BNB, but it was in Geyserville several miles away and not walkable into town. We were forced to find different accommodations for our trip. However, when we drove by the Calderwood, there didn’t seem to be anything going on and their sign indicated a vacancy was available. Not sure why all this happened. We wouldn’t book any of their properties again,"

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 $164 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.

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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 top-notch restaurants and wineries.

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

Bird Watcher Paradise 2 Bedroom 2 Bath with Beautiful View: This vacation home rental outside of Healdsburg is located on the waterfront and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Healdsburg?

Expedia has 143 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.

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Our top choices for Healdsburg vacation rentals

Wildhaven Sonoma Glamping

The Ranch at Lake Sonoma

Clear Lake Cottages & Marina

Backyard Garden Oasis

Suites On Main

Mandala Springs Wellness Retreat Center

Rouge Cobb Mountain Hotel - Cabin 2

Sonoma Stonehouse, Wine Country Vibes

Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 3

Find vacation rentals that suit your style

Top Healdsburg Hotel Reviews

Hotel Vinea, a Travelodge by Wyndham

Fairview Inn and Suites

Dry Creek Inn MOD Collection by Sonesta

Wildhaven Sonoma Glamping

H2Hotel

Hotel Trio Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Appellation Healdsburg

Calderwood Inn

Find out more about Healdsburg

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