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Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

Healdsburg vacation home with balcony

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

Exterior detail
2 bedrooms, iron/ironing board, travel crib, WiFi
Exterior
Fridge, microwave, oven, dishwasher
Smart TV

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill

Explore the area

View in a 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

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About the neighborhood

Healdsburg

In Healdsburg .You'll be steps from Raven Performing Arts Theater and a 5-minute walk from Healdsburg Center for the Arts. Healdsburg Plaza and Healdsburg Museum are also within half a mile (1 km).
View more Vacation Homes in HealdsburgOpens in a new window

What's nearby

  • Healdsburg Museum - 5 min walk - 0.3 miles
  • Healdsburg Plaza - 5 min walk - 0.3 miles
  • Russian River - 16 min walk - 0.9 miles
  • Pezzi King Winery - 16 min walk - 0.9 miles
  • Healdsburg Golf Club - 19 min walk - 1.0 mile

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.



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Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Electric car charging station

Policies

Check-in

Check-in time starts at 4:00 PM
Early check-in fee: USD 185
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

An adult age 18 or older must assume all liability for the booking
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Internet is available. Internet is free.
Parking is available. Parking is free.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Early check-in fee: USD 185

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property is also known as

471300

Frequently asked questions

How close is Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning to the airport?

This vacation home is 9.6 mi (14-min drive) away from the Santa Rosa, CA (STS-Sonoma County) airport, the closest popular airport to the property.

Does Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning to the beach?

This vacation home is 19.1 mi (38-min drive) from Johnson's Beach.

Does Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

No, there is no casino at this vacation home, but River Rock Casino (17-min drive) is nearby.

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 costs USD 185.

Is there free parking at Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning?

Free parking is not available at this vacation home.

Does Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning have a pool?

This vacation home does not have a pool.

Does Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning have a spa?

There are no spa services available at this vacation home.

How close is Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning to downtown Healdsburg?

This vacation home is 0.2 mi away from Healdsburg.

Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning Reviews

Reviews

9.6

Exceptional

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

Reviews

6/10 Okay

Justo G.

Liked: Cleanliness
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

10/10 Excellent

Laurie S.

Liked: Cleanliness

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

10/10 Excellent

Jack S.

Liked: Cleanliness
Stayed 4 nights in Apr 2025

10/10 Excellent

Ryan U.

Liked: Cleanliness
Stayed 6 nights in Mar 2025

10/10 Excellent

theodore b., Rochester, NY, USA

Liked: Cleanliness

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

8/10 Good

Anne S.

Liked: Cleanliness

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

10/10 Excellent

Kristi M., Mound, MN

Liked: Cleanliness

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

8/10 Good

Dan K., New York

Liked: Cleanliness

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

10/10 Excellent

Robert R.

Liked: Cleanliness

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

10/10 Excellent

Steve S., Cary

Liked: Cleanliness

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

10/10 Excellent

Sue B.

Liked: Cleanliness

Healdsburg

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

10/10 Excellent

kate c.

Liked: Cleanliness

Swell

Easy convenient
Stayed 5 nights in Mar 2024

10/10 Excellent

John M., Weatherby Lake, USA

Liked: Cleanliness

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

10/10 Excellent

Jen A.

Liked: Cleanliness

Great location

Very nice. Thanks!
Stayed 4 nights in Feb 2024

10/10 Excellent

Chuck B.

Liked: Cleanliness

Great Time

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

10/10 Excellent

Lauren E.

Liked: Cleanliness

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

10/10 Excellent

Madison J.

Liked: Cleanliness

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

8/10 Good

Verified traveler

Liked: Cleanliness

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

10/10 Excellent

Thomas M.

Liked: Cleanliness

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

10/10 Excellent

Alicia M.

Liked: Cleanliness

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

10/10 Excellent

Chris L.

Liked: Cleanliness

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

8/10 Good

Margaret C.

Liked: Cleanliness

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

10/10 Excellent

Sheryl H.

Liked: Cleanliness

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

10/10 Excellent

jennifer s.

Liked: Cleanliness

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

10/10 Excellent

Eve S.

Liked: Cleanliness

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