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Entire home

"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"

Overview
Amenities
Policies
Location
Host

9.8

Exceptional

3 bedrooms3 bathroomsSleeps 8

Popular amenities

Kitchen

Barbecue grill

Air conditioning

Outdoor space

Washer

Dryer

Explore the area

Healdsburg, CA

Healdsburg Center for the Arts5 min walk
Healdsburg Plaza5 min walk
Seghesio Family Vineyards13 min walk
Santa Rosa, CA (STS-Sonoma County)14 min drive

Most relevant reviews

10/10 Excellent

Great place to stay. Close to the square and walking distance to everything.

Sue B.

Mar 27, 2024

Rooms & beds

3 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

Kitchen

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.

Property manager

RedAwning Vacation Rentals

Premier Host

Languages

English

Amenities

Kitchen

Washer

Dryer

Air conditioning

Outdoor space

Barbecue grill

Kitchen

Washer

Dryer

Free WiFi

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Internet is available. Internet is free.

Parking is available. Parking is free.

Important information

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

About the area

Healdsburg

This holiday home is located in Healdsburg. 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 Safari West and Healdsburg Ridge Open Space Preserve. SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge are also worth visiting.

View more Holiday homes in Healdsburg

Healdsburg, CA

What's nearby

Healdsburg Center for the Arts - 5 min walk
Healdsburg Plaza - 5 min walk
Seghesio Family Vineyards - 13 min walk
Dry Creek Vineyard - 9 min drive
Jordan Vineyard & Winery - 11 min drive

Getting around

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

Restaurants

‪Asahi Sushi & Kitchen - ‬6 min walk
‪Black Oak Coffee Roasters - ‬4 min walk
‪The Matheson - ‬6 min walk
‪Little Saint - ‬5 min walk
‪Bravas - ‬2 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.

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

Check-in begins at 4:00 PM.

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 and Healdsburg Plaza. Healdsburg Center for the Arts and Healdsburg Museum are also within 10 minutes.

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Robert R.

2 May 2024

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

10/10 Excellent

Steve S.

29 Apr 2024

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

10/10 Excellent

Sue B.

27 Mar 2024

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

10/10 Excellent

kate c.

23 Mar 2024

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

Swell

Easy convenient

Stayed 5 nights in Mar 2024

10/10 Excellent

John M., Weatherby Lake, USA

9 Mar 2024

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

10/10 Excellent

Jen A.

27 Feb 2024

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

Great location

Very nice. Thanks!

Stayed 4 nights in Feb 2024

10/10 Excellent

Chuck B.

4 Nov 2023

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

Great Time

Great location, easy process-would do it again!

Stayed 5 nights in Oct 2023

10/10 Excellent

Lauren E.

30 Oct 2023

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

10/10 Excellent

Madison J.

23 Oct 2023

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

8/10 Good

Verified traveller

9 Oct 2023

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

10/10 Excellent

Thomas M.

11 Sept 2023

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

10/10 Excellent

Alicia M.

6 Sept 2023

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

jennifer s.

25 Aug 2023

Amazing Location!

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

10/10 Excellent

Chris L.

2 July 2023

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

8/10 Good

Margaret C.

23 June 2023

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

10/10 Excellent

Sheryl H.

30 Dec 2022

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

10/10 Excellent

jennifer s.

27 Dec 2022

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

10/10 Excellent

Eve S.

17 Dec 2022

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

10/10 Excellent

Terri N., Atlanta GA

18 Oct 2022

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