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Hotels in Healdsburg

Vacation rentals in Healdsburg, CA

Find deals on vacation rentals in Healdsburg, CA

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Top rentals in Healdsburg

Find the perfect vacation rental for your stay in Healdsburg
Price
$104
$1,600
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

9.9
Cottages at Little Saint Photo
#1 Most popular

Cottages at Little Saint

425 Foss Street, Healdsburg, CA, United States

The Roost - Sun Room Photo
#2 Most popular

The Roost - Sun Room

Healdsburg, CA, United States

10.0
Right in the heart of Healdsburg lies this charming two-bedroom house Photo
#3 Most popular

Right in the heart of Healdsburg lies this charming two-bedroom house

Healdsburg, CA, United States

10.0
Heart of Healdsburg Cottage for 4, Pool, Spa, Fire Pit, Wifi, Bbq Photo
#4 Most popular

Heart of Healdsburg Cottage for 4, Pool, Spa, Fire Pit, Wifi, Bbq

Healdsburg, CA, United States

8.6
$1,297
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

2411 Alexander Valley Road, Healdsburg, CA, United States

8.4
7633505
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries Photo

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg, CA, United States

9.1
113019
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

4154318
Healdsburg Wine Country Escape with Tasting Perks & Vineyard Views Photo

Healdsburg Wine Country Escape with Tasting Perks & Vineyard Views

Healdsburg, CA, United States

9.8
10639115
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

5838815
The Roost - Garden Studio Photo

The Roost - Garden Studio

Healdsburg, CA, United States

9.9
10696290

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

2411 Alexander Valley Road, Healdsburg, CA, United States

8.4
7633505
The Roost - Garden Studio Photo

The Roost - Garden Studio

Healdsburg, CA, United States

9.9
10696290
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries Photo

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg, CA, United States

9.1
113019
The Roost - Sun Room Photo

The Roost - Sun Room

Healdsburg, CA, United States

10.0
11152852
Healdsburg Wine Country Escape with Tasting Perks & Vineyard Views Photo

Healdsburg Wine Country Escape with Tasting Perks & Vineyard Views

Healdsburg, CA, United States

9.8
10639115
Healdsburg Cottage Walk To The Plaza, Workspace Photo

Healdsburg Cottage Walk To The Plaza, Workspace

Healdsburg, CA, United States

9.9
4121610

momondo's favorite vacation rentals in Healdsburg

Learn more about these user-preferred vacation rentals in Healdsburg
Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining Photo

Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

Healdsburg, CA, United States

10.0
$731
Right in the heart of Healdsburg lies this charming two-bedroom house Photo

Right in the heart of Healdsburg lies this charming two-bedroom house

Healdsburg, CA, United States

10.0
$871
luxuriously appointed private large guest suite in a landmark Victorian Photo

luxuriously appointed private large guest suite in a landmark Victorian

Healdsburg, CA, United States

10.0
$370
Heart of Healdsburg Cottage for 4, Pool, Spa, Fire Pit, Wifi, Bbq Photo

Heart of Healdsburg Cottage for 4, Pool, Spa, Fire Pit, Wifi, Bbq

Healdsburg, CA, United States

8.6
$1,297
Riverstone Estate sleeps 12 Pool Bocce Spa Photo

Riverstone Estate sleeps 12 Pool Bocce Spa

Healdsburg, CA, United States

10.0
$2,270
Secluded Vineyard Estate Healdsburg Photo

Secluded Vineyard Estate Healdsburg

Healdsburg, CA, United States

9.6
$1,128
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
$439
Hidden Pocket: Pool + Spa, 1.5 Fenced Acres, Healdsburg Photo

Hidden Pocket: Pool + Spa, 1.5 Fenced Acres, Healdsburg

Healdsburg, CA, United States

10.0
$815
Modern Wine Country Home on 10 acres with vineyard Photo

Modern Wine Country Home on 10 acres with vineyard

Healdsburg, CA, United States

9.8
$966
Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza Photo

Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza

Healdsburg, CA, United States

9.9
$301
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

9.8
$378
Healdsburg Cottage Walk To The Plaza, Workspace Photo

Healdsburg Cottage Walk To The Plaza, Workspace

Healdsburg, CA, United States

9.9
$268
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

9.6
$295
Urban Elegance in Wine Country: Unwind Just Steps from Healdsburg Plaza! Photo

Urban Elegance in Wine Country: Unwind Just Steps from Healdsburg Plaza!

Healdsburg, CA, United States

9.6
$279
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

Healdsburg, CA, United States

9.5
$899
Spectacular Vineyard View!! SPA, Close to Plaza!- 3br/2ba (up to 8 guests) Photo

Spectacular Vineyard View!! SPA, Close to Plaza!- 3br/2ba (up to 8 guests)

Healdsburg, CA, United States

8.7
$510
Rendezvous Under the Oaks-Pool & hot Spa Photo

Rendezvous Under the Oaks-Pool & hot Spa

Healdsburg, CA, United States

9.4
$851
Stay surrounded by Fitch Mountain Park and Open Space Preserve. Photo

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Healdsburg, CA, United States

9.3
$433

Useful insights on Healdsburg vacation rentals

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

Average Length of Stay

2 days
On average, people stay for 2 days when lodging at vacation rentals in Healdsburg. The average accommodation price for 2 days in Healdsburg in the past week is $851.

When to book a vacation rental in Healdsburg

Check out the information below to find the best deal on a vacation rental in Healdsburg
Low SeasonJanuarycheapest month to stay
High SeasonAugustmost expensive time to stay
72%expected price decrease
74%expected price increase

Price

$200 - $2,680

Cheapest day of weekSundayis the cheapest day of the week to book
Highest day of weekTuesdayis the most expensive day of the week to book
$335is the average per night cost for a vacation rental on this day
$514is the average per night cost for a vacation rental on this day

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?

2 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 $482 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?

January is often the cheapest month to rent a vacation apartment in Healdsburg. Prices per night can be around 56% 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 208 as of November 2026.

When did momondo last update prices for hotels in Healdsburg?

Prices for hotels in Healdsburg refresh daily.

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