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Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

Photo gallery for Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

Walkway, Path, Sidewalk, Flagstone, Cobblestone
Indoors, Room, Kitchen Island, Flooring, Kitchen
Flagstone, Chair, Furniture, Patio, Outdoors
Flooring, Floor, Hardwood, Room, Indoors
Flooring, Indoors, Living Room, Room, Couch

Reviews

9.6 out of 10
Exceptional
2 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue

Explore the area

View map
Healdsburg, CA
  • Place, Healdsburg Museum
    ‪5 min walk‬
  • Place, Healdsburg Plaza
    ‪5 min walk‬
  • Place, Russian River
    ‪16 min walk‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪15 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Living Room

1 Double Sofa Bed

3 bathrooms

Bathroom 1

Bathtub · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Balcony
Dining area

About this property

Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

Beautiful Mediterranean-style house just 2 blocks from the Downtown Healdsburg

in Sonoma County. Open gourmet kitchen/dining/living room with French doors

lead to 3 view decks. 3 bedrooms, 3 full baths and a pullout couch - perfect

couples getaway to Wine Country. Gated entrance, private patio, and parking

garage. EV charger on site! Studio & House can rent separately. Urban setting

in a country town. Walk to everything Healdsburg.



Cypress House is a perfect getaway with great outdoor spaces including rooftop

and garden patios plus multiple balconies for enjoying amazing views of the

town. The house is designed with tall ceilings and beautiful Moorish tile

throughout to create a wonderful Wine Country feeling, situated in the center

of Healdsburg's great restaurants, wine tasting bars and shopping. The gourmet

kitchen is ideal for entertaining, opening to dining and living rooms, as well

as large private deck with amazing views of Healdsburg. Organic and Mexican

grocery stores are right around the corner, like a house in Europe, perfect

for creating a fabulous meal with friends and family.



This listing includes the whole house, two units which include 3 BR/3 Bath +

sleeping sofa, rooftop dining deck and 3-car garage. Perfect for couples and

gatherings with friends and family.



Other things to note



Wi-Fi, high definition TV, gourmet kitchen with stainless steel appliances,

including gas range, convection oven, dishwasher, toaster, coffee maker, full

size refrigerator, pots/pans/utensils and all tableware, washer and dryer.

Kitchenette in first floor guest room "Studio" unit. Universal EV charger.



Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Internet is available. Internet is free.
Parking is available. Parking is free.

Important information

Optional extras

  • Early check-in fee: USD 196

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Healdsburg

Healdsburg is home to this holiday home. Seghesio Family Vineyards and Pezzi King Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Healdsburg Ridge Open Space Preserve and Safari West. Raven Performing Arts Theater and Healdsburg Center for the Arts are also worth visiting.
View more Holiday homes in HealdsburgOpens in a new window
Map
Healdsburg, CA

What's nearby

  • Healdsburg Museum - 5 min walk - 0.4 km
  • Healdsburg Center for the Arts - 5 min walk - 0.4 km
  • Healdsburg Plaza - 5 min walk - 0.5 km
  • Russian River - 16 min walk - 1.4 km
  • Pezzi King Winery - 16 min walk - 1.4 km

Getting around

  • Santa Rosa Station - 16 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 14 min drive

Restaurants

  • ‪Acorn Cafe - ‬6 min walk
  • ‪Little Saint - ‬5 min walk
  • ‪Black Oak Coffee Roasters - ‬4 min walk
  • ‪Bravas Bar de Tapas - ‬2 min walk
  • ‪Costeaux French Bakery - ‬3 min walk

Frequently asked questions

Is Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

As of 21 Mar 2026, prices found for a 1-night stay for 2 adults at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning on 4 Apr 2026 start from AU$1,032, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

On-site parking is available at the property.

What time is check-in at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

Check-in begins at 4:00 PM. Early check-in is available for a fee of USD 196.

What time is check-out at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

Checkout is at 11:00 AM.

Where is Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning located?

Situated in Healdsburg, this holiday home is within a 5-minute walk of Raven Performing Arts Theater, Healdsburg Center for the Arts and Healdsburg Plaza. Healdsburg Museum and Seghesio Family Vineyards are also within 15 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 22 out of 27 reviews
Rating 8 - Good. 4 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Steve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, great house

House was super convenient to downtown Healdsburg and all the attractions including restaurants, bakeries, coffee shops, wine tastings, and shopping.
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Sue B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Healdsburg

Great place to stay. Close to the square and walking distance to everything.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Chuck B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Time

Great location, easy process-would do it again!
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Kristi M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for wine weekend

The property is as described. The location was perfect and you can walk everywhere. The beds were comfortable and had the amenities needed for your stay. We rented the whole house and 6 people stayed there comfortably.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Thomas M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wine weekend

Great location and nice place for my wife and I and our two sons with signif others
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Lauren E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location and space

The Cypress House was extremely clean and located in the perfect spot to walk the town. The beds were incredible comfortable as was the bedding. Check in and out was super easy. Highly recommend
Stayed 6 nights in Oct 2023
Verified

8/10 Good

Dan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for a Healdsburg stay.

Great location. Nice property with a huge roof deck which was great to come back to. We would definitely come back. Lucy was communicative and helpful.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Madison J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible location and space!

This was the best place we could have asked for! The location is right in the heart of town, literally footsteps from local wineries and restaurants. The space was perfect for a girls weekend with lots of open spaces including a rooftop to enjoy! Would absolutely stay here again!
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

jennifer s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Holiday Family Trip

Great House! Great Location ! The beds were really comfortable. Perfect size for 5 adults. Highly recommend
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Laurie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls trip

This property was great! Loved the spaciousness… lots of room to relax and hang out together. And not having 4 women trying to share one bathroom was awesome! Loved being able to get groceries next door and walk all over town! Can’t wait to come back and Lucy was wonderful with her communications, information and responsiveness. My first time booking with Vrbo was a 10 out of 10!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

theodore b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Healdsburg gem

This place was super convenient and spacious. Easy walk to plenty of Healdsburg restaurants and shops. The only minus was the early morning garbage trucks noise. But that was minor.
Stayed 6 nights in Mar 2025
Verified

10/10 Excellent

Jen A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Very nice. Thanks!
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Eve S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for our group

Great experience. Host was very helpful and property was perfect for our party of 4 adults. Well located - we walked everywhere. Would definitely rent again the next time we’re in Healdsburg.
Stayed 2 nights in Dec 2022
From a partner site

10/10 Excellent

jennifer s.

Amazing Location!

Amazing Location! Great Beds! Great House! Kitchen Accessories Need a little updating. We had a wonderful time !
Verified

6/10 Okay

Justo G.

Liked: Cleanliness, check-in, communication, location
Great location, however, be ready for the garbage trucks every morning behind the property, which is a commercial strip center. Also, the TV in the den is from the 80s as is the drip coffeemaker. The big rug in the den is very stained. The place needs a refresh.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Alicia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Location!

Great location for our girls’ weekend. Able to walk right downtown. Loved the security of the home. Property manager replied to questions right away. Highly recommend!
Stayed 3 nights in Aug 2023
Verified

8/10 Good

Anne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

new year visit

Host very helpful. Dishwasher not working but refund provided. Best improvement would be some new cooking pots.Great location. Great customer service from Host.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Robert R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect location for a wine country weekend

Right in the middle of Healdsburg, walking distance to everything, is this Italian-esque villa with an awesome rooftop deck and everything you need for a relaxing weekend. So many restaurants within a five minute walk, you won't be needing your car keys. Downstairs is a self contained in laws suite, while upstairs has two bedrooms with bathrooms. plenty of living room space, with comfy couches. Really great place, would def stay here again!
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Terri N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Healdsburg

This house was so convenient to everything. It was very accommodating. Only negatives were ice maker broken but owner offered to reimburse us if we bought some and the dumpsters outside getting serviced very early in morning.
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

kate c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Swell

Easy convenient
Stayed 5 nights in Mar 2024
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, hard beds

The "master" bed is a hard foam ( not for side sleepers). The small bdrm upstairs is a double with thin mattress on a board bed.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Chris L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

conveniently located house near downtown Healdsburg

Our family of 3 enjoyed our stay at this unique house located just a few blocks from Healdsburg plaza. It was great to take a short walk in the morning to either Downtown bakery or Costeaux for a tasty breakfast pastry. The host was extremely responsive and the check-in/out process was streamlined efficiently. The neighborhood can be loud in the morning as the house is next to an alley way that locals use as a thru-passage to either the next-door shopping center or the drive-thru bank.
Stayed 3 nights in Jun 2023
Verified

8/10 Good

Margaret C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Had a great Time

We loved it. The only comments we could make is that it smelled musty when we arrived. Also, the soap in the master was empty. I don't know about the other bedrooms. The manager might send an email a few days prior. The website does it, but it seems to get caught in spam.. Thanks a ton We were very happy.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Sheryl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location in Spacious House

This house was right in the middle of everything! We loved being able to walk to/from dinner and in-town wine tastings and were literally next door to the natural food market. Each room had very comfy beds and nice full bathrooms. The living room/kitchen space was open, spacious, and inviting. It was too chilly to use the roof deck but it was quite nice! A few quirky things--it's adjacent to a commercial area and shares its parking lot entry before turning into the gated driveway (we had trouble finding the house at first because of this) and there was daily early morning garbage removal. The living space is on the second level by the main 2 bedrooms and the studio bedroom/bath is on the ground floor. The stairs are high and steep. I would not have felt comfortable being on separate floors from younger kids in this house. The central location and spacious interior were fab. We were very happy with our stay! Minor suggestions: replace saucepans and fix the bedroom reading light.
Stayed 4 nights in Dec 2022
Verified

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous location!

Think of a villa in wine country and add walkable to all of downtown. It rained & hailed everyday otherwise we would have loved to use & hangout on the rooftop patio! Note there are lots of stairs as the primary living area ( kitchen, living & 2 bed/bath are upstairs. We would not have even noticed or cared but unfortunately one of our group broke her Tibua right before the trip. Not a reflection at all on the place but now we notice. The kitchen had good basics but the pots & pans are VERY worn. We could not find any casserole dishes if any size ( breakfast quiche, baked ziti, brownies) so bought disposable at the store. You can walk everywhere and the garage is 3 car and huge. The suite on the main floor is delightful & spacious. Everyone loved having their own bathroom with very hot water & great pressure.
Stayed 3 nights in Mar 2024

About the host

Hosted by RedAwning Vacation Rentals

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