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Hotels in Healdsburg

Vacation rentals in Healdsburg, CA

Find deals on 250 vacation rentals in Healdsburg, CA

Healdsburg, CA
Sep 24 — Sep 252

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Top rentals in Healdsburg

Find the perfect vacation rental for your stay in Healdsburg
Price
$98
$2,885
Review Score
0+
6+
7+
8+
9+

Vacation rentals in popular neighborhoods in Healdsburg

Below is the most popular neighborhood in Healdsburg to stay in, as well as some of the best vacation rentals in each area
Downtown
Search rentals in Downtown
The Roost - Garden Studio Photo
Best value

The Roost - Garden Studio

Healdsburg, CA, United States

10.0
Cottages at Healdsburg Photo
#1 Most popular

Cottages at Healdsburg

Healdsburg, CA, United States

Rockhouse Suites Photo
#2 Most popular

Rockhouse Suites

115 Mill Street, Healdsburg, CA, United States

8.5
Cypress House & Studio, Walk To Healdsburg Plaza 3 Bedroom Home by RedAwning Photo
#3 Most popular

Cypress House & Studio, Walk To Healdsburg Plaza 3 Bedroom Home by RedAwning

Healdsburg, CA, United States

9.6
$1,006
View Deal

Hostels and cheap hotels in Healdsburg

These hotels and hostels usually make for a cheap way to stay in Healdsburg
Wildhaven Sonoma Glamping Photo

Wildhaven Sonoma Glamping

Healdsburg, CA, United States

8.4
Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning Photo

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

Healdsburg, CA, United States

9.8
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards Photo

Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards

Healdsburg, CA, United States

Healdsburg Downtown Condo Photo

Healdsburg Downtown Condo

Healdsburg, CA, United States

10.0
Clean, Modern 1 Bedroom Apt Built in 2019 -- Walking distance to HBG Plaza Photo

Clean, Modern 1 Bedroom Apt Built in 2019 -- Walking distance to HBG Plaza

Healdsburg, CA, United States

Adorable 2 bedroom/2 bathroom apartment for rent - 1 month min stay Photo

Adorable 2 bedroom/2 bathroom apartment for rent - 1 month min stay

Healdsburg, CA, United States

Get the best value vacation rental in Healdsburg

These Healdsburg vacation rentals have the best prices for their ratings
Wildhaven Sonoma Glamping Photo

Wildhaven Sonoma Glamping

Healdsburg, CA, United States

8.4
Rockhouse Suites Photo

Rockhouse Suites

115 Mill Street, Healdsburg, CA, United States

8.5
Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning Photo

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

Healdsburg, CA, United States

9.8
The Roost - Garden Studio Photo

The Roost - Garden Studio

Healdsburg, CA, United States

10.0
Healdsburg Downtown Condo Photo

Healdsburg Downtown Condo

Healdsburg, CA, United States

10.0
Bunkhouse at Side Road Farm charming one bedroom cottage Photo

Bunkhouse at Side Road Farm charming one bedroom cottage

Healdsburg, CA, United States

9.8

momondo's favorite vacation rentals in Healdsburg

Learn more about these user-preferred vacation rentals in Healdsburg

Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.

Healdsburg, CA, United States

9.8
$925
Wooded Restful Retreat, with broad scenic views, outdoor dining Photo

Wooded Restful Retreat, with broad scenic views, outdoor dining

Healdsburg, CA, United States

9.9
$449
Hidden Pocket: Private Sonoma Wine Country Retreat Photo

Hidden Pocket: Private Sonoma Wine Country Retreat

Healdsburg, CA, United States

10.0
$877
Enjoy a Slice Of Country--Two miles to Downtown Healdsburg Photo

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Healdsburg, CA, United States

10.0
$481
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards Photo

Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards

Healdsburg, CA, United States

$129
Wine Country Riverfront Retreat With Spa & Views Photo

Wine Country Riverfront Retreat With Spa & Views

Healdsburg, CA, United States

9.8
$345

3-bedroom vacation home just 10 minutes drive to Healdsburg Plaza

Windsor, CA, United States

9.1
$592
Updated cabin, right on Russian River, amazing river access & location! Photo

Updated cabin, right on Russian River, amazing river access & location!

Healdsburg, CA, United States

9.8
$482
Healdsburg Downtown Condo Photo

Healdsburg Downtown Condo

Healdsburg, CA, United States

10.0
$228
Morning Dew-A Riverfront Healdsburg Home Photo

Morning Dew-A Riverfront Healdsburg Home

Healdsburg, CA, United States

9.5
$357
Stunning Home with Pool, Hot Tub, Decks, & Gourmet Kitchen - Close to Wineries Photo

Stunning Home with Pool, Hot Tub, Decks, & Gourmet Kitchen - Close to Wineries

Healdsburg, CA, United States

8.0
$650
Highly Rated, Contemporary Wine Country Home with Sweeping Views Photo

Highly Rated, Contemporary Wine Country Home with Sweeping Views

Geyserville, CA, United States

10.0
$314
Clean, Modern 1 Bedroom Apt Built in 2019 -- Walking distance to HBG Plaza Photo

Clean, Modern 1 Bedroom Apt Built in 2019 -- Walking distance to HBG Plaza

Healdsburg, CA, United States

$132
Alexander Valley Retreat Photo

Alexander Valley Retreat

Healdsburg, CA, United States

9.5
$899
Xanadu Healdsburg Photo

Xanadu Healdsburg

Healdsburg, CA, United States

9.8
$1,613
Rendezvous Under the Oaks-Pool & hot Spa Photo

Rendezvous Under the Oaks-Pool & hot Spa

Healdsburg, CA, United States

9.5
$981

Luxe Penthouse on the River

Healdsburg, CA, United States

$756

Fabulous Pet Friendly Retreat On Russian River - 2 Miles To Healdsburg

Healdsburg, CA, United States

8.8
$455
Healdsburg Homestead Photo

Healdsburg Homestead

Healdsburg, CA, United States

9.6
$817
Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning Photo

Healdsburg Home With Magnificent Vineyard View 2 Bedroom Home by RedAwning

Healdsburg, CA, United States

9.8
$181

Useful insights on Healdsburg vacation rentals

Get a quick overview on price and accommodation trends for your visit in Healdsburg

Lowest Vacation Rental Price

$98
The cheapest price for a room in Healdsburg found in the last 7 days is $98/night. This rate is available with Wildhaven Sonoma Glamping.

Information about staying in Healdsburg

Read these important travel tips before booking a vacation rental in Healdsburg

How long do people typically book vacation apartments for in Healdsburg?

4 nights is the typical length of a Healdsburg vacation rental booking.

How much does a vacation rental apartment in Healdsburg cost?

A vacation rental in Healdsburg will generally cost around $561 per night. This figure is taken from average apartment rental searches in Healdsburg and prices will vary according to the required size, facilities, and location of the rental.

When is the best time to book a vacation rental in Healdsburg?

February is often the cheapest month to rent a vacation apartment in Healdsburg. Prices per night can be around 83% below average at this time.

What’s the best area of Healdsburg to book a vacation rental in?

Downtown is typically the most popular place to rent vacation apartments in Healdsburg.

How many operators does momondo search for hotels in Healdsburg?

The number of operators available for hotels in Healdsburg is 285 as of September 2025.

When did momondo last update prices for hotels in Healdsburg?

Prices for hotels in Healdsburg refresh daily.

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