Search Healdsburg Villa Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Browse Select Healdsburg Villas

Our top choices for Healdsburg villas

Farpoint: Heated Infinity Pool, Mountain Views
A heated pool

Farpoint: Heated Infinity Pool, Mountain Views

9.8 out of 10, Exceptional, (7)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is CA $790
CA $1,469 total
includes taxes & fees
Sep 7 - Sep 8
Farpoint: Heated Infinity Pool, Mountain Views
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
A heated pool

Private 1+ acre, Bocce, New Heated Pool and Hot Tub

9.8 out of 10, Exceptional, (16)
"Absolutely incredible and worth every very expensive penny. Best hosts ever. Bocce ball, pool table, swimming pool, waterfall, hot tub, etc. and room for everyone (11) indoors and outdoors. Completely fenced in for our small dog's adventures."
The price is CA $878
CA $1,636 total
includes taxes & fees
Sep 1 - Sep 2
Private 1+ acre, Bocce, New Heated Pool and Hot Tub
Iconia: Historic Mansion, Heated Pool, 9 Bedrooms
A heated pool

Iconia: Historic Mansion, Heated Pool, 9 Bedrooms

9.8 out of 10, Exceptional, (12)
"Great house for a offsite"
The price is CA $1,381
CA $2,564 total
includes taxes & fees
Sep 25 - Sep 26
Iconia: Historic Mansion, Heated Pool, 9 Bedrooms
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Pool

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is CA $529
CA $1,145 total
includes taxes & fees
Sep 3 - Sep 4
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath
Sky View: Heated Pool & Hot Tub, 5 Acres
4 bedrooms, desk, iron/ironing board, travel crib

Sky View: Heated Pool & Hot Tub, 5 Acres

10.0 out of 10, Exceptional, (32)
"This home is beautiful, comfortable, and clean. The pool and view put it over the top. We took a lot of day trips during our stay but our favorite part was coming back to swim and enjoy the hot tub. I highly recommend!"
The price is CA $826
CA $1,530 total
includes taxes & fees
Sep 16 - Sep 17
Sky View: Heated Pool & Hot Tub, 5 Acres
Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (48)
"Exactly as pictured and listed. Amazing location for a weekend with a large group. Plenty of space, beautiful property and excellent proximity to the town. Check in was seamless, and the team was super accommodating and helpful during our stay. Daily cleaning was a huge bonus too!"
The price is CA $1,804
CA $3,005 total
includes taxes & fees
Sep 3 - Sep 4
Luxury Napa Estate With Pool/Hot-tub/Concierge
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Healdsburg Hotel Reviews

Find out more about Healdsburg

Find out more about Healdsburg

Healdsburg Villas information

Number of reviews
Accommodation
7 Villas
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia