Healdsburg Vacation Rentals

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Our top choices for Healdsburg vacation rentals

Vacation Home in Northwest Santa Rosa

Wineries & Wine: A Comforting Getaway in Wine Country
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
Wineries & Wine: A Comforting Getaway in Wine Country
8.8 out of 10, Excellent, (12 reviews)
"Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses."
United States
Jennifer H.
$279 nightly
The price is $309
Jan 20 - Jan 21
Total with taxes and fees
Enchanting Retreat in the heart of Redwoods
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
$445 nightly
The price is $500
Jan 20 - Jan 21
Total with taxes and fees
Cozy Riverfront Cabin - Beach Access & Wood Stove
9.2 out of 10, Wonderful, (43 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 20 - Jan 21
Total with taxes and fees
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
10.0 out of 10, Exceptional, (44 reviews)
"Great location, very clean, private hot tub, bed was comfortable. "
United States
Peter J.
$426 nightly
The price is $471
Jan 20 - Jan 21
Total with taxes and fees
Peaceful Redwood Hideaway - Hot Tub, Hammock, Walk to Russian River and Downtown

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.
$414 nightly
The price is $465
Jan 20 - Jan 21
Total with taxes and fees
Russian River Brew-cation Home
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.
$430 nightly
The price is $483
Jan 20 - Jan 21
Total with taxes and fees
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
$1,171 nightly
The price is $1,196
Jan 20 - Jan 21
Total with taxes and fees
Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa

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.
$402 nightly
The price is $451
Feb 9 - Feb 10
Total with taxes and fees
Winemaker's Delight: 3BD/3BA Russian River Valley
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.
$293 nightly
The price is $324
Jan 20 - Jan 21
Total with taxes and fees
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
$359 nightly
The price is $397
Feb 10 - Feb 11
Total with taxes and fees
Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries
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.
$1,029 nightly
The price is $1,139
Jan 26 - Jan 27
Total with taxes and fees
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
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
$797 nightly
The price is $882
Jan 22 - Jan 23
Total with taxes and fees
Farpoint: Heated Infinity Pool, Mountain Views
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.
$435 nightly
The price is $435
Jan 25 - Jan 26
Total with taxes and fees
Sonoma Getaway: Winemaker’s Home with Modern Amenities
$1,080 nightly
The price is $1,219
Jan 20 - Jan 21
Total with taxes and fees
NEW! Adventure Alexander Valley Lodge with Pool & Hot tub
$520 nightly
The price is $584
Jan 20 - Jan 21
Total with taxes and fees
Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C
8.4 out of 10, Very Good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
$972 nightly
The price is $1,094
Jan 20 - Jan 21
Total with taxes and fees
Elegant Vineyard Living at a Private Wine Country Estate
$1,531 nightly
The price is $1,749
Jan 20 - Jan 21
Total with taxes and fees
Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown
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.
$2,040 nightly
The price is $2,254
Jan 20 - Jan 21
Total with taxes and fees
Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Mobile Home in Guerneville

Hillside Hideaway in the Redwoods
10.0 out of 10, Exceptional, (6 reviews)
"So adorable the outdoor space was amazing. I really enjoyed all the little touches to the bathroom everything."
United States
Holly N.
$286 nightly
The price is $316
Jan 20 - Jan 21
Total with taxes and fees
Hillside Hideaway in the Redwoods
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?

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 142 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.