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Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining - Image 1
Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining - Image 2
Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining - Image 3
Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining - Image 4
Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining - Image 5

Healdsburg, California

Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

3 bedrooms5 beds3 baths8 guests

Welcome to your vintage escape nestled in the heart of California's wine country. This delightful 3 bedroom + den, 3 bath home captures the essence of the era with its unique architecture and large open great room.

Perfectly situated in Healdsburg wine country, this home offers convenient access to renowned wineries, artisanal eateries, and vibrant downtown attractions. Explore Sonoma County's finest vineyards just moments away.

Step into the inviting living area adorned with a sunlit ambiance and comfortable furnishings. Relax on the plush sofas, gather around the fireplace, or enjoy a movie night on the flat-screen TV. The adjacent dining area provides a perfect setting for family meals or intimate gatherings. Prepare delectable meals in the fully equipped kitchen boasting vintage charm.

Unwind in the expansive backyard featuring a patio area with a expansive outdoor dining table, outdoor seating, a barbecue grill, and lush greenery. Sip local wines as you bask in the serene ambiance or host a delightful alfresco dinner.

Three well-appointed bedrooms offer comfortable sleeping arrangements for up to eight guests. Each room is tastefully decorated, providing a relaxing retreat after a day of exploration.

The wine themed den can be used as an additional bedroom, wine tasting room or second living room.

Enjoy the convenience of modern amenities, including high-speed Wi-Fi, central heating, laundry facilities, and ample parking on the property.

Nearby Attractions:

J Vineyards – 2.5 miles
Aperture Cellars – 1.8 miles
Merriam Vineyards - .6 miles
Healdsburg Plaza – 3.5 miles
Windsor Town Green – 3.2 miles

Things to know:
You must be 25 years of age to rent this home

LIC23-0043
TOT# 4730

Sonoma County Regulations:

Quiet Hours 9pm-7am
No amplified sound or events
Max Occupancy – 8 guests
Up to 3 vehicles may park on-site

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 5, 2026$440Available2
Nov 6, 2026$400Not Available2
Nov 7, 2026$404Not Available2
Nov 8, 2026$400Not Available2
Nov 9, 2026$456Available2
Nov 10, 2026$371Not Available2
Nov 11, 2026$373Not Available2
Nov 12, 2026$460Not Available2
Nov 13, 2026$593Not Available2
Nov 14, 2026$504Available2
Nov 15, 2026$440Available2
Nov 16, 2026$440Available2
Nov 17, 2026$440Available2
Nov 18, 2026$440Available2
Nov 19, 2026$440Available2
Nov 20, 2026$400Not Available2
Nov 21, 2026$400Not Available2
Nov 22, 2026$440Available2
Nov 23, 2026$440Available2
Nov 24, 2026$440Available2
Nov 25, 2026$787Not Available3
Nov 26, 2026$785Not Available3
Nov 27, 2026$824Not Available3
Nov 28, 2026$573Available3
Nov 29, 2026$440Available3
Nov 30, 2026$440Available2
Dec 1, 2026$440Available2
Dec 2, 2026$440Available2
Dec 3, 2026$440Available2
Dec 4, 2026$403Not Available3
Dec 5, 2026$403Not Available3
Dec 6, 2026$403Not Available3
Dec 7, 2026$440Available2
Dec 8, 2026$440Available2
Dec 9, 2026$440Available2
Dec 10, 2026$451Available2
Dec 11, 2026$502Available3
Dec 12, 2026$495Available3
Dec 13, 2026$443Available2
Dec 14, 2026$440Available2
Dec 15, 2026$440Available2
Dec 16, 2026$440Available2
Dec 17, 2026$460Available2
Dec 18, 2026$519Available3
Dec 19, 2026$512Available3
Dec 20, 2026$519Available2
Dec 21, 2026$528Available2
Dec 22, 2026$550Available2
Dec 23, 2026$743Available3
Dec 24, 2026$743Available3
Dec 25, 2026$743Not Available3
Dec 26, 2026$743Available3
Dec 27, 2026$660Available3
Dec 28, 2026$660Available3
Dec 29, 2026$660Available3
Dec 30, 2026$633Available3
Dec 31, 2026$633Available3
Jan 1, 2027$596Available3
Jan 2, 2027$592Available3
Jan 3, 2027$450Available2
Jan 4, 2027$484Available2
Jan 5, 2027$502Available2
Jan 6, 2027$499Available2
Jan 7, 2027$509Available2
Jan 8, 2027$554Available3
Jan 9, 2027$541Available3
Jan 10, 2027$496Available2
Jan 11, 2027$483Available2
Jan 12, 2027$521Available2
Jan 13, 2027$482Available2
Jan 14, 2027$504Available2
Jan 15, 2027$637Available3
Jan 16, 2027$645Available3
Jan 17, 2027$626Available2
Jan 18, 2027$518Available2
Jan 19, 2027$472Available2
Jan 20, 2027$494Available2
Jan 21, 2027$517Available2
Jan 22, 2027$585Available3
Jan 23, 2027$596Available3
Jan 24, 2027$543Available2
Jan 25, 2027$500Available2
Jan 26, 2027$491Available2
Jan 27, 2027$521Available2
Jan 28, 2027$544Available2
Jan 29, 2027$566Available3
Jan 30, 2027$574Available3
Jan 31, 2027$523Available2
Feb 1, 2027$507Available2
Feb 2, 2027$529Available2
Feb 3, 2027$533Available2
Feb 4, 2027$534Available2
Feb 5, 2027$596Available3
Feb 6, 2027$607Available3
Feb 7, 2027$546Available2
Feb 8, 2027$523Available2
Feb 9, 2027$536Available2
Feb 10, 2027$509Available2
Feb 11, 2027$551Available2
Feb 12, 2027$753Available3
Feb 13, 2027$755Available3
Feb 14, 2027$725Available3
Feb 15, 2027$556Available3
Feb 16, 2027$553Available3
Feb 17, 2027$517Available3
Feb 18, 2027$562Available3
Feb 19, 2027$632Available3
Feb 20, 2027$627Available3
Feb 21, 2027$569Available3
Feb 22, 2027$538Available3
Feb 23, 2027$528Available3
Feb 24, 2027$533Available3
Feb 25, 2027$581Available3
Feb 26, 2027$644Available3
Feb 27, 2027$642Available3
Feb 28, 2027$550Available3
Mar 1, 2027$562Available3
Mar 2, 2027$562Available3
Mar 3, 2027$570Available3
Mar 4, 2027$549Available3
Mar 5, 2027$638Available3
Mar 6, 2027$647Available3
Mar 7, 2027$575Available3
Mar 8, 2027$528Available3
Mar 9, 2027$520Available3
Mar 10, 2027$538Available3
Mar 11, 2027$587Available3
Mar 12, 2027$692Available3
Mar 13, 2027$716Available3
Mar 14, 2027$603Available3
Mar 15, 2027$569Available3
Mar 16, 2027$658Available3
Mar 17, 2027$658Available3
Mar 18, 2027$594Available3
Mar 19, 2027$690Available3
Mar 20, 2027$716Available3
Mar 21, 2027$656Available3
Mar 22, 2027$643Available3
Mar 23, 2027$627Available3
Mar 24, 2027$403Not Available5
Mar 25, 2027$350Not Available2
Mar 26, 2027$729Available5
Mar 27, 2027$752Available5
Mar 28, 2027$656Available5
Mar 29, 2027$631Available5
Mar 30, 2027$626Available3
Mar 31, 2027$634Available3
Apr 1, 2027$708Available3
Apr 2, 2027$788Available3
Apr 3, 2027$760Available4
Apr 4, 2027$639Available4
Apr 5, 2027$613Available4
Apr 6, 2027$604Available4
Apr 7, 2027$630Available4
Apr 8, 2027$700Available4
Apr 9, 2027$775Available5
Apr 10, 2027$766Available5
Apr 11, 2027$631Available5
Apr 12, 2027$604Available5
Apr 13, 2027$599Available4
Apr 14, 2027$638Available4
Apr 15, 2027$668Available4
Apr 16, 2027$848Available5
Apr 17, 2027$848Available5
Apr 18, 2027$593Available5
Apr 19, 2027$642Available5
Apr 20, 2027$642Available4
Apr 21, 2027$672Available4
Apr 22, 2027$1,005Available4
Apr 23, 2027$1,005Available4
Apr 24, 2027$1,005Available4
Apr 25, 2027$746Available4
Apr 26, 2027$681Available4
Apr 27, 2027$647Available4
Apr 28, 2027$652Available4
Apr 29, 2027$691Available4
Apr 30, 2027$850Available4
May 1, 2027$850Available4
May 2, 2027$650Available4
May 3, 2027$611Available4
May 4, 2027$612Available4
May 5, 2027$643Available4
May 6, 2027$724Available4
May 7, 2027$871Available4
May 8, 2027$861Available4
May 9, 2027$676Available4
May 10, 2027$690Available4
May 11, 2027$690Available4
May 12, 2027$652Available4
May 13, 2027$763Available4
May 14, 2027$921Available4
May 15, 2027$942Available4
May 16, 2027$737Available4
May 17, 2027$739Available4
May 18, 2027$783Available4
May 19, 2027$796Available4
May 20, 2027$802Available4
May 21, 2027$1,010Available4
May 22, 2027$1,010Available4
May 23, 2027$1,010Available5
May 24, 2027$771Available5
May 25, 2027$643Available5
May 26, 2027$660Available5
May 27, 2027$773Available5
May 28, 2027$1,348Available5
May 29, 2027$1,302Available5
May 30, 2027$1,251Available5
May 31, 2027$682Available5
Jun 1, 2027$665Available5
Jun 2, 2027$699Available5
Jun 3, 2027$829Available5
Jun 4, 2027$1,000Available5
Jun 5, 2027$1,004Available5
Jun 6, 2027$816Available5
Jun 7, 2027$829Available5
Jun 8, 2027$722Available5
Jun 9, 2027$737Available5
Jun 10, 2027$841Available5
Jun 11, 2027$1,010Available5
Jun 12, 2027$1,004Available5
Jun 13, 2027$936Available5
Jun 14, 2027$732Available5
Jun 15, 2027$826Available5
Jun 16, 2027$826Available5
Jun 17, 2027$1,124Available5
Jun 18, 2027$1,088Available5
Jun 19, 2027$1,067Available5
Jun 20, 2027$812Available5
Jun 21, 2027$762Available5
Jun 22, 2027$751Available5
Jun 23, 2027$852Available5
Jun 24, 2027$400Not Available2
Jun 25, 2027$738Not Available2
Jun 26, 2027$745Not Available2
Jun 27, 2027$919Available5
Jun 28, 2027$827Available5
Jun 29, 2027$840Available5
Jun 30, 2027$806Available5
Jul 1, 2027$900Available5
Jul 2, 2027$1,148Available5
Jul 3, 2027$1,167Available5
Jul 4, 2027$1,191Available5
Jul 5, 2027$735Available5
Jul 6, 2027$723Available5
Jul 7, 2027$819Available5
Jul 8, 2027$880Available5
Jul 9, 2027$1,033Available5
Jul 10, 2027$1,037Available5
Jul 11, 2027$826Available5
Jul 12, 2027$846Available5
Jul 13, 2027$772Available5
Jul 14, 2027$874Available5
Jul 15, 2027$955Available5
Jul 16, 2027$1,037Available5
Jul 17, 2027$977Available5
Jul 18, 2027$800Available5
Jul 19, 2027$800Available5
Jul 20, 2027$951Available5
Jul 21, 2027$947Available5
Jul 22, 2027$853Available5
Jul 23, 2027$1,144Available5
Jul 24, 2027$1,160Available5
Jul 25, 2027$1,044Available5
Jul 26, 2027$1,043Available5
Jul 27, 2027$1,011Available5
Jul 28, 2027$1,050Available5
Jul 29, 2027$1,089Available5
Jul 30, 2027$1,085Available5
Jul 31, 2027$1,080Available5
Aug 1, 2027$1,028Available5
Aug 2, 2027$931Available5
Aug 3, 2027$929Available5
Aug 4, 2027$913Available5
Aug 5, 2027$923Available5
Aug 6, 2027$955Available5
Aug 7, 2027$944Available5
Aug 8, 2027$927Available5
Aug 9, 2027$840Available5
Aug 10, 2027$787Available5
Aug 11, 2027$733Available5
Aug 12, 2027$798Available5
Aug 13, 2027$970Available5
Aug 14, 2027$952Available5
Aug 15, 2027$760Available5
Aug 16, 2027$680Available5
Aug 17, 2027$683Available5
Aug 18, 2027$709Available5
Aug 19, 2027$773Available5
Aug 20, 2027$939Available5
Aug 21, 2027$953Available5
Aug 22, 2027$765Available5
Aug 23, 2027$664Available5
Aug 24, 2027$658Available5
Aug 25, 2027$693Available5
Aug 26, 2027$757Available5
Aug 27, 2027$885Available5
Aug 28, 2027$906Available5
Aug 29, 2027$748Available5
Aug 30, 2027$638Available5
Aug 31, 2027$623Available5
Sep 1, 2027$728Available5
Sep 2, 2027$755Available5
Sep 3, 2027$1,297Available5
Sep 4, 2027$1,302Available5
Sep 5, 2027$1,253Available5
Sep 6, 2027$720Available5
Sep 7, 2027$624Available5
Sep 8, 2027$664Available5
Sep 9, 2027$841Available5
Sep 10, 2027$890Available5
Sep 11, 2027$862Available5
Sep 12, 2027$691Available5
Sep 13, 2027$710Available5
Sep 14, 2027$710Available5
Sep 15, 2027$712Available5
Sep 16, 2027$770Available5
Sep 17, 2027$957Available5
Sep 18, 2027$931Available5
Sep 19, 2027$698Available5
Sep 20, 2027$667Available5
Sep 21, 2027$715Available5
Sep 22, 2027$688Available5
Sep 23, 2027$798Available5
Sep 24, 2027$961Available5
Sep 25, 2027$920Available5
Sep 26, 2027$709Available5
Sep 27, 2027$667Available5
Sep 28, 2027$667Available5
Sep 29, 2027$666Available5
Sep 30, 2027$751Available5
Oct 1, 2027$921Available5
Oct 2, 2027$896Available5
Oct 3, 2027$719Available5
Oct 4, 2027$719Available5
Oct 5, 2027$719Available5
Oct 6, 2027$720Available5
Oct 7, 2027$772Available5
Oct 8, 2027$999Available5
Oct 9, 2027$992Available5
Oct 10, 2027$1,000Available5
Oct 11, 2027$645Available5
Oct 12, 2027$640Available5
Oct 13, 2027$715Available5
Oct 14, 2027$787Available5
Oct 15, 2027$924Available5
Oct 16, 2027$924Available5
Oct 17, 2027$786Available5
Oct 18, 2027$639Available5
Oct 19, 2027$636Available5
Oct 20, 2027$663Available5
Oct 21, 2027$758Available5
Oct 22, 2027$1,101Available5
Oct 23, 2027$1,101Available5
Oct 24, 2027$679Available5
Oct 25, 2027$611Available5
Oct 26, 2027$605Available5
Oct 27, 2027$626Available5
Oct 28, 2027$729Available5
Oct 29, 2027$833Available5
Oct 30, 2027$853Available5
Oct 31, 2027$693Available5
Nov 1, 2027$608Available5
Nov 2, 2027$684Available5
Nov 3, 2027$623Available5
Nov 4, 2027$658Available5
Nov 5, 2027$741Available5
Nov 6, 2027$722Available5
Nov 7, 2027$634Available5
Nov 8, 2027$589Available5
Nov 9, 2027$580Available5
Nov 10, 2027$868Available5
Nov 11, 2027$863Available5
Nov 12, 2027$839Available5
Nov 13, 2027$832Available5
Nov 14, 2027$654Available5
Nov 15, 2027$602Available5
Nov 16, 2027$615Available5
Nov 17, 2027$675Available5
Nov 18, 2027$730Available5
Nov 19, 2027$798Available5
Nov 20, 2027$761Available5
Nov 21, 2027$652Available5
Nov 22, 2027$600Available5
Nov 23, 2027$611Available5
Nov 24, 2027$1,157Available5
Nov 25, 2027$1,167Available5
Nov 26, 2027$1,172Available5
Nov 27, 2027$1,179Available5
Nov 28, 2027$617Available5
Nov 29, 2027$573Available5
Nov 30, 2027$595Available5
Dec 1, 2027$634Available5
Dec 2, 2027$708Available5
Dec 3, 2027$721Available5
Dec 4, 2027$665Available5
Dec 5, 2027$582Available5
Dec 6, 2027$543Available5
Dec 7, 2027$552Available5
Dec 8, 2027$554Available5
Dec 9, 2027$608Available5
Dec 10, 2027$638Available5
Dec 11, 2027$637Available5
Dec 12, 2027$592Available5
Dec 13, 2027$576Available5
Dec 14, 2027$602Available5
Dec 15, 2027$615Available5
Dec 16, 2027$637Available5
Dec 17, 2027$673Available5
Dec 18, 2027$677Available5
Dec 19, 2027$656Available5
Dec 20, 2027$651Available5
Dec 21, 2027$741Available5
Dec 22, 2027$742Available5
Dec 23, 2027$889Available5
Dec 24, 2027$889Available5
Dec 25, 2027$885Available5
Dec 26, 2027$848Available5
Dec 27, 2027$848Available5
Dec 28, 2027$848Available5
Dec 29, 2027$849Available5
Dec 30, 2027$862Available5
Dec 31, 2027$864Available5
Jan 1, 2028$813Available5
Jan 2, 2028$648Available5
Jan 3, 2028$641Available5
Jan 4, 2028$658Available5
Jan 5, 2028$648Available5
Jan 6, 2028$657Available5
Jan 7, 2028$668Available5
Jan 8, 2028$645Available5
Jan 9, 2028$612Available5
Jan 10, 2028$571Available5
Jan 11, 2028$570Available5
Jan 12, 2028$571Available5
Jan 13, 2028$598Available5
Jan 14, 2028$778Available5
Jan 15, 2028$778Available5
Jan 16, 2028$777Available5
Jan 17, 2028$569Available5
Jan 18, 2028$567Available5
Jan 19, 2028$579Available5
Jan 20, 2028$612Available5
Jan 21, 2028$665Available5
Jan 22, 2028$680Available5
Jan 23, 2028$626Available5
Jan 24, 2028$577Available5
Jan 25, 2028$570Available5
Jan 26, 2028$588Available5
Jan 27, 2028$615Available5
Jan 28, 2028$664Available5
Jan 29, 2028$672Available5
Jan 30, 2028$613Available5
Jan 31, 2028$584Available5
Feb 1, 2028$577Available5
Feb 2, 2028$590Available5
Feb 3, 2028$623Available5
Feb 4, 2028$688Available5
Feb 5, 2028$707Available5
Feb 6, 2028$650Available5
Feb 7, 2028$596Available5
Feb 8, 2028$582Available5
Feb 9, 2028$589Available5
Feb 10, 2028$625Available5
Feb 11, 2028$891Available5
Feb 12, 2028$890Available5
Feb 13, 2028$888Available5
Feb 14, 2028$593Available5
Feb 15, 2028$577Available5
Feb 16, 2028$579Available5
Feb 17, 2028$625Available5
Feb 18, 2028$891Available5
Feb 19, 2028$890Available5
Feb 20, 2028$888Available5
Feb 21, 2028$586Available5
Feb 22, 2028$574Available5
Feb 23, 2028$579Available5
Feb 24, 2028$624Available5
Feb 25, 2028$699Available5
Feb 26, 2028$691Available5
Feb 27, 2028$618Available5
Feb 28, 2028$580Available5
Feb 29, 2028$572Available5
Mar 1, 2028$579Available5
Mar 2, 2028$636Available5
Mar 3, 2028$717Available5
Mar 4, 2028$728Available5
Mar 5, 2028$627Available5
Mar 6, 2028$586Available5
Mar 7, 2028$579Available5
Mar 8, 2028$585Available5
Mar 9, 2028$643Available5
Mar 10, 2028$746Available5
Mar 11, 2028$772Available5
Mar 12, 2028$659Available5
Mar 13, 2028$613Available5
Mar 14, 2028$602Available5
Mar 15, 2028$604Available5
Mar 16, 2028$665Available5
Mar 17, 2028$761Available5
Mar 18, 2028$793Available5
Mar 19, 2028$676Available5
Mar 20, 2028$638Available5
Mar 21, 2028$628Available5
Mar 22, 2028$629Available5
Mar 23, 2028$690Available5
Mar 24, 2028$790Available5
Mar 25, 2028$803Available5
Mar 26, 2028$694Available5
Mar 27, 2028$655Available5
Mar 28, 2028$639Available5
Mar 29, 2028$644Available5
Mar 30, 2028$711Available5
Mar 31, 2028$798Available5
Apr 1, 2028$791Available5
Apr 2, 2028$673Available5
Apr 3, 2028$643Available5
Apr 4, 2028$637Available5
Apr 5, 2028$644Available5
Apr 6, 2028$723Available5
Apr 7, 2028$822Available5
Apr 8, 2028$810Available5
Apr 9, 2028$658Available5
Apr 10, 2028$634Available5
Apr 11, 2028$624Available5
Apr 12, 2028$641Available5
Apr 13, 2028$727Available5
Apr 14, 2028$851Available5
Apr 15, 2028$841Available5
Apr 16, 2028$665Available5
Apr 17, 2028$633Available5
Apr 18, 2028$617Available5
Apr 19, 2028$641Available5
Apr 20, 2028$738Available5
Apr 21, 2028$896Available5
Apr 22, 2028$879Available5
Apr 23, 2028$677Available5
Apr 24, 2028$632Available5
Apr 25, 2028$610Available5
Apr 26, 2028$643Available5
Apr 27, 2028$735Available5
Apr 28, 2028$600Available2
Apr 29, 2028$600Available2
Apr 30, 2028$600Available2
May 1, 2028$600Available2
May 2, 2028$600Available2
May 3, 2028$600Available2
May 4, 2028$600Available2
May 5, 2028$600Not Available2
May 6, 2028$600Not Available2
May 7, 2028$600Not Available2
May 8, 2028$600Not Available2

What this home offers

Fire place
Balcony
Air conditioning
Dryer
Fire extinguisher

What our guests say

4.91

73 reviews

T
Truscott l.
June 2026

Great property, great house, tons of room and a super location just south of Healdsburg. Highly recommended, especially if you have 5 plus in your group.

T
Taylor C.
June 2026

Very cozy, quiet location with great spaces to have a fun weekend in Healdsburg!

T
thomas n.
May 2026

What a great place. The Host was wonderful and everything as advertised and more. We will be back next year for our annual wine tasting trip.

Where you’ll be

Healdsburg, California, 95448, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.