See all properties
Entire home

Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

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

Your vacation oasis awaits...
So close to town...Ladies, you can wear your heels for this walk. Just 2 blocks.
6 Public brand bikes for your use to putz around town or the valley…
Private gym…Fully equipped to burn off your vacation indulgences.
8’ pool table is just one of the many fun amenities in the party barn.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 8)

Guest Bed 1

1 King Bed

Guest Bed 2

1 King Bed

Master Bedroom

1 King Bed and 1 Crib

2 bathrooms

Guest Bathroom 1

Bathtub or shower · Bidet · Toilet

Master Bedroom En-suite Bathroom

Bathtub or shower · Bidet · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

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...

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Walkway, Path, Sidewalk, Flagstone, Cobblestone
Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning
Healdsburg
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
9.6 out of 10, Exceptional, (27 reviews)
Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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!
Failure to complete these may result in a negative review from the host.
There is a STRICT NOISE POLICY. *No Parties* Quiet hours are 10p-7a Our neighbors live next door full time. Please be respectful of them. ;)
We love this home. Please treat it as if it were yours. If anything breaks or isn't working correctly, please let us know asap.
Your reservation is for max 6 adults. No animals. No exceptions.

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 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 and a deadlock
Property Registration Number TVR22-0001

About the area

Healdsburg

Located in Healdsburg, this holiday home is in the city centre and on a river. The area's natural beauty can be seen at Russian River and Safari West. Travelling with kids? Consider Raven Performing Arts Theater and Healdsburg Center for the Arts. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and horse riding nearby.
View more Holiday homes in HealdsburgOpens in a new window
Map
Healdsburg, CA

What's nearby

  • Healdsburg Plaza - 13 min walk - 1.1 km
  • Healdsburg Center for the Arts - 14 min walk - 1.2 km
  • Raven Performing Arts Theater - 14 min walk - 1.2 km
  • Healdsburg Museum - 14 min walk - 1.3 km
  • Russian River - 1 min drive - 1.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬11 min walk
  • ‪The Burrow - ‬11 min walk
  • ‪Starbucks - ‬7 min walk
  • ‪Little Saint - ‬12 min walk
  • ‪Quail and Condor - ‬9 min walk

Frequently asked questions

Does Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental?

As of 30 April 2026, prices found for a 1-night stay for 2 adults at Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental on 26 July 2026 start from NZ$2,029, 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.

Is Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental pet-friendly?

No, pets are not allowed at this property.

How much is parking at Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental?

On-site parking is available at the property.

What time is check-in at Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental?

Check-in begins at 4:00 PM.

What time is check-out at Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental?

Checkout is at 11:00 AM.

Where is Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental located?

This family-friendly Healdsburg holiday home is located by the sea, within 1 mi (2 km) of Bacchus Landing and Russian River. Healdsburg Center for the Arts and Raven Performing Arts Theater are also within 15 minutes.

Reviews

10

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. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

James S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay!
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Lindsay L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Two Palms house was paradise! We lived by the pool our entire stay. The house had everything you could need for a fun and relaxing experience. Our hosts were friendly, informative, and always available. There was plenty of room for everyone to sleep, get ready, and relax. Close proximity to downtown Healdsburg made it so easy to get to restaurants and shops. Highly recommend this property for your next Sonoma adventure!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Paul G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Hands down, this is Healdsburg HEAVEN! This accommodation was perfect in every single way: a beautiful, well cared for home decorated with original art and with highest quality finishes and products in kitchen, bedrooms and bathrooms. The grounds are stunning and spacious (think villa) and there are countless extras like a well stocked kitchen, top notch coffee, robes, and pool with hot tub. The hosts set the bar even higher as they themselves are gracious and immediately responsive to any request. I absolutely want to return to this property many more times, and if I were ever a host, I'd strive to be as great as these hosts.
Stayed 10 nights in Mar 2026
Verified

10/10 Excellent

Dimitri K.

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

10/10 Excellent

Leslie P.

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

10/10 Excellent

Arthur L.

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

10/10 Excellent

Michael M.

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

Excellent location!

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

10/10 Excellent

Korin S.

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

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
Verified

10/10 Excellent

Lori K.

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

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
Verified

10/10 Excellent

Michelle R.

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

10/10 Excellent

Erin M.

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

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
Verified

10/10 Excellent

Rich D.

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

Great Stay in Healdsburg

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

10/10 Excellent

John M.

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

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
Verified

10/10 Excellent

Holly K.

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

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
Verified

10/10 Excellent

Emma M.

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

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
Verified

10/10 Excellent

Sarah W.

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

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
Verified

10/10 Excellent

Marc D.

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

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
Verified

10/10 Excellent

David R.

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

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
Verified

10/10 Excellent

Shannon F.

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

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
Verified

10/10 Excellent

neal H.

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

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
Verified

10/10 Excellent

James B.

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

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
Verified

10/10 Excellent

Colleen D.

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

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
Verified

10/10 Excellent

Tim W.

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

Fun Russian River Getaway

We had a great time at Casa Dos Palmeras taking advantage of the easy access to Russian River wineries and the Healdsburg square. Leah was incredibly helpful with planning ahead of our trip and made sure we had everything we needed. A highlight of the stay was the awesome tour and wine tasting at the Harris Gallery. Thank you so much Leah and Al3x!
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Katie R.

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

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
Verified

10/10 Excellent

Claire G.

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

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

About the host

Hosted by Leah & Alex Harris

Host profile image
We are born and raised in Sonoma County and own a Fine Art Gallery + Premium Wine-tasting Lounge on the plaza in downtown Healdsburg, The Harris Gallery.
We have an appreciation for luxury travel and that has driven every finish and amenity we're offering.
Food, Wine, Art, Entertaining & Outdoor Activities are our passions.

Why they chose this property

No vacation rental in Healdsburg can offer these amenities w this proximity to town.
This one of a kind property is your dream escape to wine country.
(Short term vacation rentals are prohibited in the city of Healdsburg. This home sits on the county line, just 2 short blocks from downtown Healdsburg.)
Walking is easy, biking is easier.
No need for a rental car or hopelessly waiting for an Uber to show. No drawing straws to see who will be the sober driver.
Westside Rd is the Rodeo Drive of Pinot Noir. And this home is at its entrance.

What makes this property unique

Our Collector-level wine club members earn ONE FREE NIGHT a year at Casa Dos Palmeras. Go to www.theharrisgallery.com to join.
We offer complimentary wine tasting for your group at our fine art gallery on the plaza.
Our highly-scored wines are also stocked in your 50-bottle wine fridge.
Go to www.casadospalmeras.com for more info on this special home away from home.

Languages:

English, Italian, Spanish

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback