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Healdsburg Plaza, Healdsburg, California, United States of America

Healdsburg Plaza vacation rentals

We found 351 vacation rentals — enter your dates for availability

Discover a selection of 351 vacation rentals near Healdsburg Plaza, Healdsburg that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $160 per night, and condos and houses are popular options for a stay near Healdsburg Plaza. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Condos/Apartments

View 34 Condos/Apartments

Houses

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Cottages

View 31 Cottages

Bungalows

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Cabins

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Resorts

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Estates

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Find the best place to stay — Healdsburg Plaza

Family-Friendly Dry Creek Valley Retreat w/Amazing Views <15 Minutes To Square

Sleeps 6 · 3 Bedrooms · 4 Bathrooms
$925 avg/night
(7)

Charming Matheson Modern Townhome 2 Blocks from Healdsburg Plaza

2 Bedrooms · 1 Bathroom
$160 avg/night

Alexander Valley Modern Farmhouse with Vintage Charm - Newly Renovated pool

5 Bedrooms · 3 Bathrooms
$1,800 avg/night

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

Sleeps 2 · 1 Bedroom · 1 Bathroom
$250 avg/night
(219)

Healdsburg Cottage Walk to the Plaza, Workspace

Sleeps 4 · 1 Bedroom · 1 Bathroom
$305 avg/night
(170)

Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$268 avg/night
(127)

Search 351 vacation rentals

Top rated rentals — Healdsburg Plaza
Stayed Mar 2023

Perfect

The house was perfect for our trip to the wine country for our daughters birthday. The hosts had thought of every little detail and made us feel welcomed and at ease. The house is in a great location. You feel like you are in the country yet just min...

Donna G.
Donna G.

Charleston, SC

Stayed Mar 2023

Zen & Zin!

Newly refurbished property in the heart of Dry Creek & Russian River wine country. Gated & secure with a huge porch overlooking vineyards in the valley. Fully equipped kitchen, great bbq on the patio, and comfy furniture & beds. If you want an upscal...

Keetha M.
Keetha M.
Stayed Mar 2023

Beautiful place close to Healdsburg

Very comfortable home for 4, nicely decorated, in bucolic setting less than 2 miles to Healdsburg plaza. Most enjoyable! On a steep hillside, so some twisty lanes getting up, but only 1/4 mile, very doable. Lovely view from balcony and in neighborhoo...

Mary K.
Mary K.
Stayed Mar 2023

Look no further!

A lovely comfortable home away from home. Although it rained the entire visit, we enjoyed the country like setting, a cozy fireplace, an outdoor spa & cooking in the open kitchen that has all of the modern high end appliances. Not to mention, great r...

Robin M.
Robin M.
Stayed Mar 2023

Private retreat!

Our stay was made thoroughly successful by having this wonderful home to come back to or stop off in between outings. The location from Healdsburg is ideal. Your in the midst of wine country while still having a quiet,’private retreat to recharge! Ro...

Margaret F.
Margaret F.
Stayed Mar 2023

Multi-generational trip

We had a wonderful stay at this rental property. It was very clean and spacious, and it had a great set up for our multi-generational trip. We were four family units with three toddlers, and we had plenty of room to relax and play. Having two living ...

Rachel H.
Rachel H.

Houston, TX

Stayed Mar 2023

Cozy Vineyard Cabin

Wonderful location, scenic and convenient to everything we wanted to do. The cabin is very comfortable and was well furnished with everything we needed. Very much enjoyed our visit, hope we can return again. Host provided good communication and helpf...

Laura S.
Laura S.
Stayed Mar 2023

SO cozy

This is my third time staying at nest! I love visiting in the winter, this little cabin is SO COZY. In the non-summer/fall months, the property is quiet and I feel like I am in my own private oasis. After being out and about, I just love coming back ...

Lisa P.
Lisa P.
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How many vacation rentals are available around Healdsburg Plaza, Healdsburg?

Our 2023 property listings offer a large selection of 351 vacation rentals around Healdsburg Plaza. From 34 condo and apartment rentals to 223 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Condos/Apartments near Healdsburg Plaza?

Yes, of course. Vrbo has 34 Condos/Apartments near Healdsburg Plaza. Our other popular types of vacation rentals near Healdsburg Plaza include:

  • Houses: 223 rentals available
  • Cottages: 31 rentals available
  • Bungalows: 31 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool near Healdsburg Plaza?

Yes, you can select your preferred vacation rental with pool among our 170 vacation rentals with pool available near Healdsburg Plaza. Please use our search bar to access the selection of vacation rentals available.

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