Healdsburg Vacation Rentals

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Our top choices for Healdsburg vacation rentals

Vacation Home in Northwest Santa Rosa

Winemaker's Delight: 3BD/3BA Russian River Valley
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
$384 nightly
The price is $431
Feb 9 - Feb 10
Total with taxes and fees
Winemaker's Delight: 3BD/3BA Russian River Valley
10.0 out of 10, Exceptional, (1 review)
"Our stay was fantastic! The cabin was everything we needed for a few days; cozy, and quiet. The outdoor spaces were great and the hot tub was perfect at the end of the day. The host was super helpful and responded to my questions almost immediately. "
United States
Rosa N.
$404 nightly
The price is $454
Jan 28 - Jan 29
Total with taxes and fees
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
9.6 out of 10, Exceptional, (65 reviews)
"Better than expected!! We loved this properly and would most definitely stay again!! It was perfect and magical in every way!!! "
United States
Elaine G.
$1,211 nightly
The price is $1,339
Feb 2 - Feb 3
Total with taxes and fees
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Vacation Home in Northwest Santa Rosa

Russian River Brew-cation Home
10.0 out of 10, Exceptional, (55 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
$378 nightly
The price is $425
Feb 1 - Feb 2
Total with taxes and fees
Russian River Brew-cation Home
$1,097 nightly
The price is $1,119
Jan 28 - Jan 29
Total with taxes and fees
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
$442 nightly
The price is $497
Jan 28 - Jan 29
Total with taxes and fees
Cozy Riverfront Cabin - Beach Access & Wood Stove
10.0 out of 10, Exceptional, (2 reviews)
"The house is in a great secluded location just outside of Healdsburg. It is very easy to get to town, and the house itself is well stocked. We really enjoyed our stay!"
United States
James B.
$628 nightly
The price is $706
Feb 12 - Feb 13
Total with taxes and fees
River Retreat - Hot Tub and Tastings Included

Mobile Home in Guerneville

Creekside Under the Redwoods
9.8 out of 10, Exceptional, (17 reviews)
"Very enjoyable stay at this place. Very cute and charming and had everything we needed. Close to restaurants and shopping. I'd definitely stay here again."
United States
Anonymous traveler
$289 nightly
The price is $320
Feb 9 - Feb 10
Total with taxes and fees
Creekside Under the Redwoods
10.0 out of 10, Exceptional, (78 reviews)
"The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again."
United States
Gary R.
$416 nightly
The price is $416
Feb 3 - Feb 4
Total with taxes and fees
Sonoma Getaway: Winemaker’s Home with Modern Amenities

Vacation Home in Guerneville

Redwoods getaway w/ decks & fenced yard
9.0 out of 10, Wonderful, (2 reviews)
"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."
United States
Beth G.
$405 nightly
The price is $448
Feb 2 - Feb 3
Total with taxes and fees
Redwoods getaway w/ decks & fenced yard
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
$362 nightly
The price is $400
Feb 9 - Feb 10
Total with taxes and fees
Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries
10.0 out of 10, Exceptional, (44 reviews)
"Great location, very clean, private hot tub, bed was comfortable. "
United States
Peter J.
Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown
$505 nightly
The price is $568
Jan 28 - Jan 29
Total with taxes and fees
Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C
$1,537 nightly
The price is $1,755
Jan 29 - Jan 30
Total with taxes and fees
Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown
9.0 out of 10, Wonderful, (4 reviews)
"This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private."
United States
Cheryl P.
$294 nightly
The price is $325
Jan 28 - Jan 29
Total with taxes and fees
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
9.8 out of 10, Exceptional, (9 reviews)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
United States
Christy
$780 nightly
The price is $865
Feb 9 - Feb 10
Total with taxes and fees
Farpoint: Heated Infinity Pool, Mountain Views
9.2 out of 10, Wonderful, (15 reviews)
"Fabulous property perfect for our needs. Family was able to stay together eat meals together in the big kitchen enjoy fantastic outdoor time together - really nice ambience and breathtaking views."
United States
Margo R.
$836 nightly
The price is $924
Jan 28 - Jan 29
Total with taxes and fees
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
9.2 out of 10, Wonderful, (44 reviews)
"Check-in was a little difficult, but the condo itself was convenient and a great stay."
United States
SB L.
$337 nightly
The price is $373
Jan 28 - Jan 29
Total with taxes and fees
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
8.4 out of 10, Very Good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
$860 nightly
The price is $967
Jan 28 - Jan 29
Total with taxes and fees
Elegant Vineyard Living at a Private Wine Country Estate
$1,135 nightly
The price is $1,278
Feb 25 - Feb 26
Total with taxes and fees
NEW! Adventure Alexander Valley Lodge with Pool & Hot tub
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

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.

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?

Casa Bella Estate in Wine Country w/ New Pool!: This vacation home rental outside of Healdsburg is located in a rural location and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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?

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 Wilson 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.