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Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

Photo gallery for Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

Outdoor pool, a heated pool
Outdoor dining
Smart TV, fireplace, video games, ping pong
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Parking available
  • Dryer
  • Washer

Explore the area

View map
Healdsburg, CA
  • Place, Healdsburg Plaza
    ‪10 min walk‬
  • Place, Raven Performing Arts Theater
    ‪11 min walk‬
  • Place, Russian River
    ‪19 min walk‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪10 min drive‬

Room options

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Exterior
Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor space
4.8 out of 5, Exceptional, 27 reviews
Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

About the area

Healdsburg

A stay at this vacation home places you in the heart of Healdsburg, within a 15-minute walk of Bacchus Landing and Healdsburg Plaza. .This family-friendly vacation home is 0.6 mi (1 km) from Raven Performing Arts Theater and 0.6 mi (1 km) from Healdsburg Center for the Arts.
View more Holiday homes in HealdsburgOpens in a new window

What's nearby

  • Healdsburg Plaza - 10 min walk - 0.9 km
  • Raven Performing Arts Theater - 11 min walk - 1.0 km
  • Healdsburg Center for the Arts - 11 min walk - 1.0 km
  • Healdsburg Museum - 13 min walk - 1.1 km
  • Russian River - 19 min walk - 1.6 km

Getting around

  • Santa Rosa Station - 16 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 12 min drive

Restaurants

  • ‪The Burrow - ‬11 min walk
  • ‪Starbucks - ‬7 min walk
  • ‪Carl's Jr. - ‬6 min walk
  • ‪Agave Mexican Restaurant & Tequila Bar - ‬6 min walk
  • ‪Quail and Condor - ‬9 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.

Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

//Just bring your toothbrush//

A 1/2 acre property in the Dry Creek Valley but on the edge of town.
This incredible home has it all and is continuing to evolve.

3 bed/2 bath w large, gourmet kitchen & living room.

Every amenity you can wish for:
-40’ heated pool w jetted spa & Baja shelf
-Tesla highspeed charger
-6 bikes & helmets for cruising into town or around the valley
-Detached gym equipped w Peloton, weights, smart TV and yoga eqpt
-Detached party barn complete w pool table, 412 arcade game-console, indoor basketball arcade game, cornhole
-BBQ
-Pizza Oven
-Large TV
-High speed internet
-Fully stocked wine fridge w premium wine from The Harris Gallery Art & Wine Collection...consume what you want, we'll charge your card when you leave
-Complimentary wine tasting for all registered guests @ The Harris Gallery, a Father/Son art gallery and boutique tasting lounge on the plaza in downtown Healdsburg
-Complimentary, local coffee
-2 robes for each room
-Crib/high chair/rocking chair for taking care of little ones
-Great for groups, families & new parents

Special requests? Just ask.

The Safeway shopping center is a block away.
Downtown Healdsburg is 2 blocks away. Walk or bike to town.

Each room has a king-size bed & black out shades.
The master bedroom has a walk-in closet that will perfectly house a pack & play for napping littles.

Anything missing during your stay? Let us know so we can add it.
We want this to be your home away from home.
Every detail was intentionally and thoughtfully planned for you.

Want a private chef?
Want someone to stock your bar or kitchen?
Need someone to plan your itinerary?
We can connect you to it all...
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a private pool. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment.
Enjoy a range of recreational amenities, including an outdoor pool, a hot tub, and a fitness center. Additional amenities at this vacation home include an arcade/game room and barbecue grills.
Guests will find features like internet access, onsite parking, and a car charging station.

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

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

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Safe

Location highlights

  • In a rural location
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the sea
  • On a lake
  • On a river

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Gym
  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rock climbing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Winery tours nearby

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
  • Deadbolt lock

General

  • Bicycles
  • Electric car charging station
  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Lock the doors
Please return any furniture, covers, bikes, etc that've been moved back to how you found them. Thank you!

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
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 and a deadbolt lock
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
Property Registration Number TVR22-0001

Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 34 out of 34 reviews
Rating 8 - Good. 0 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jennifer J.

Liked: Cleanliness
Casa Dos Palmeras was spectacular! We only wished that we had more days to enjoy all the amenities- pool and spa, fitness center and huge game, plus the outdoor fire places. The home is light and happy! It is nicely appointed with kitchen amenities too! It was a respite and pleasure!
Stayed 3 nights in Oct 2025

10/10 Excellent

Leslie P., Ocean, New Jersey

Liked: Cleanliness
Beautiful house with fabulous, fun backyard, less than a 10 minute walk from town. Engaging host and lovely artwork on the wall (my friend bought a painting). The beds are very comfortable and the hot tub/pool was warm and clean. Good parking. It's on a busier street but there is a beautiful vineyard across the road and little road sound in the house.An overall memorable stay.
Stayed 2 nights in Oct 2025

10/10 Excellent

Dimitri K.

Liked: Cleanliness
Beautiful property with great hosts. Location is a short walk to downtown and the pool and outdoor spaces are incredible. We will definitely be returning!
Stayed 4 nights in Oct 2025

10/10 Excellent

Arthur L.

Liked: Cleanliness
The house was wonderful. Had everything you could want and more. Easily the best hosts I’ve ever had in a vacation rental. Very comfortable and very well equipped home. 5 stars
Stayed 21 nights in Aug 2025

10/10 Excellent

Michelle R.

Liked: Cleanliness
Adorable house that is just a short walk to Healdsburg. Leah was very responsive with any questions we had. Be sure to go by their gallery. We ran out of time and just were able to stop by for quick visit and wished we had had longer.
Stayed 4 nights in Jul 2025

10/10 Excellent

Korin S.

Liked: Cleanliness

Amazing, relaxing girls weekend in Healdsburg

Absolutely loved the property and highly recommend!! Everything was immaculate and the vibes were so high. Great space and energy for a relaxing girls weekend. Will look to stay here again when coming up. The house was a short walk from the square and we loved walking into town to get coffee or a meal and window shop.
Stayed 2 nights in Apr 2025

10/10 Excellent

Lori K., Nicholasville, KY

Liked: Cleanliness

Perfect stay

This was our favorite stay! Great location, so many nice amenities. Close to town with plenty of privacy. Super nice and attentive hosts. We wouldn’t change a thing. It was just the two of us and we loved it! Planning to return!
Stayed 5 nights in Apr 2025

10/10 Excellent

Michael M., Chattanooga, TN

Liked: Cleanliness

Excellent location!

Great proximity to wine and town. Loved it! Leah is great
Stayed 4 nights in Mar 2025

10/10 Excellent

victor p.

Liked: Cleanliness
Stayed 3 nights in Jan 2025

10/10 Excellent

Erin M.

Liked: Cleanliness

Wonderful home

Great location that’s walkable and bike able to wineries and downtown, very helpful and welcoming hosts, super comfortable space with an awesome game room.
Stayed 2 nights in Nov 2024

10/10 Excellent

Stacy C.

Liked: Cleanliness
Stayed 4 nights in Aug 2024

10/10 Excellent

Marc D.

Liked: Cleanliness

Sonoma weekend

Absolutely fantastic property right near the center of Healdsburg. Leah was fantastic and made sure our stay was perfect. The house is absolutely gorgeous and the pictures Don do the outdoor space justice. Can't wait for the opportunity to book another stay
Stayed 4 nights in Sep 2024

10/10 Excellent

Katie R.

Liked: Cleanliness

Our best VRBO experience ever

We have stayed in A LOT of VRBOs over the years, and this property was by far the best. The house itself is beautiful and full of meaningful touches (e.g., nice bath gels, fragrances, hangover meds, clothes steamer, pool towels, etc.) The yard and pool area are off-the-charts cool. We loved the heated pool and fire pits so much that we opted to spend our evenings there instead of paying to go elsewhere. And the location is perfect for those who want to be in the middle of wine country AND within walking distance of everything you might want or need (grocery store, Starbucks, shopping, dining, bars, etc.) We love, love, loved our time here and wouldn't consider staying anywhere else next time.
Stayed 4 nights in Aug 2024

10/10 Excellent

Sarah W.

Liked: Cleanliness

Great Healdsburg location

This property is in a great location with just a short walk to town. The house is great and we enjoyed the yard, pool, hot tub, private gym, and tesla charger. Perfect! Leah is a great host!
Stayed 2 nights in Jul 2024

10/10 Excellent

Holly K.

Liked: Cleanliness

Perfect Healdsburg getaway

Great location! Walkable to Healdsburg's restaurants and art galleries downtown. Home is well appointed, has great space for entertaining inside and out. Highly recommend ! We hope to return soon.
Stayed 7 nights in Jul 2024

10/10 Excellent

James B.

Liked: Cleanliness

Healdsburg dazzler

Exceptional property, conveniently located a short distance from both downtown and world class wineries. The hosts are attentive and the property is stocked with thoughtful touches both big (the 3 Ps: pool, peloton, pizza oven) and small (water and advil by the bedside, for example). Absolutely world class.
Stayed 2 nights in Jun 2024

10/10 Excellent

Shannon F.

Liked: Cleanliness

Wonderful experience!

Leah was an amazing host and made our stay extra special. The home was immaculate and had everything we needed for a well-deserved weekend away. It was clean and organized and smelled amazing when we arrived! They take pride in their home, and it was a pleasure to be a part of that. We will definitely return!
Stayed 2 nights in Jun 2024

10/10 Excellent

John M.

Liked: Cleanliness

Wedding Weekend Bliss

We had a great time celebrating our daughter’s wedding. The house was the focal point of the weekend and was fantastic! Great place for a family celebration!
Stayed 5 nights in Apr 2024

10/10 Excellent

David R., Lafayette LA

Liked: Cleanliness

Healdsburg made easy!

Great convenient location right in center of Healdsburg. Leah, our host, was attentive and knowledgable, and went out of her way to make sure our stay was going well. Would come back!
Stayed 7 nights in Oct 2023

10/10 Excellent

Emma M.

Liked: Cleanliness

Beautiful stay in Healdsburg

The house was immaculate and so comfortable for us, and the owners were very responsive and so accommodating. Highly recommend this house! The backyard is gorgeous and the perfect spot to hang out with a glass of their wine, which you can buy on-site. Would definitely stay here again, thank you so much!
Stayed 4 nights in Sep 2023

10/10 Excellent

Danielle A.

Liked: Cleanliness

Wine country perfection!

We stayed as a small group for two days of business meetings. The home was absolutely perfect! Such incredible attention to detail; blending style and comfort superbly. The kitchen had everything you could ever need for all types of cooking and entertaining. The living space had serval creative spaces and provided ample seating. There were tons of games provided to enjoy. The bedrooms were spacious and the beds were so comfortable!! The mattresses were divine; complete with great pillows and luxury linens. The bathrooms had high end fixtures, the fluffiest towels, and excellent soaps. The quality continues outdoors with fire pits, blankets, ambient lighting, incredible olive trees, and gardens. The outdoor dining table is impressive and ideal for hosting a dinner party. The game room was full of fun and tastefully designed as well. A gym equipped with everything needed for a vacation workout. The pool and hot tub topped off this incredible and absolutely perfect wine country vacation home. The hosts clearly treat each and every guest like a special friend in their own home. We can’t wait to come back!
Stayed 2 nights in Jul 2023

10/10 Excellent

neal H.

Liked: Cleanliness

July 4

Went for a long July 4 weekend. Grand kids came up from SFO on the fourth. The place was perfect. Host was gracious and gave us great ideas for things to try.
Stayed 5 nights in Jun 2023

10/10 Excellent

Colleen D.

Liked: Cleanliness

Lovely home and wonderful home owners

It was a perfect home for my entire adult family. The house is spacious and beautifully maintained. The amenities including the exercise space, party barn and pool provide everything you could ask for along with a fully stocked kitchen, outdoor grill and pizza oven! Location is convenient to wineries and downtown - if you have the opportunity to stay here….do it!
Stayed 3 nights in May 2023

10/10 Excellent

Rich D.

Liked: Cleanliness

Great Stay in Healdsburg

Great accommodations. Walking distance to downtown Healdsburg. We will be back.
Stayed 2 nights in Mar 2023

10/10 Excellent

Claire G.

Liked: Cleanliness

Best house in Healdsburg - get treated like royalty!

Leah and Alex have spared no expense and overlooked not a single detail in the design and guest experience for their vacation home. Location is amazing because you can take a very short walk into town (short-term rentals aren’t allowed in the actual town), so this is the closest you can get for a larger group that wants all the amenities of home. Leah and Alex seemingly know all of Healdsburg and made sure we had the royal treatment everywhere we went, including a last-minute reservation plus car ride to the lovely Madrona for dinner (a must visit if you go!). The layout of the house is perfect for both groups of six friends who don’t mind sharing beds and would also be ideal for three couples. The outdoor space is heavenly! We could have stayed at the house all weekend and been entertained. Everyone is already scheming how we can go back as quickly as possible and ordering the amazing smart toilets for our own homes. Best hosts any of us have ever had for any rental property - the Harrises deliver the absolute best experience from start to finish!
Stayed 3 nights in Mar 2023