Entire home
Dragonfly Healdsburg | A Wine Country Escape
Family-friendly holiday home with fitness centre and Hot tub
Photo gallery for Dragonfly Healdsburg | A Wine Country Escape





Reviews
10 out of 10 
Exceptional
2 bedrooms2+ bathroomsSleeps 4195.1 sq m
Popular amenities
Explore the area

- Place, Healdsburg Plaza
 - Place, Russian River
 - Place, Safari West
 - Airport, Santa Rosa, CA (STS-Sonoma County)
 
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Living Room
1 King Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet
Spaces
Deck or patio
Kitchen
Separate dining area
Outdoor play area
Dining area
About this property
Dragonfly Healdsburg | A Wine Country Escape
Welcome to The Dragonfly, an exquisite oasis of luxury nestled in the heart of wine country. This sophisticated vacation rental offers an unforgettable experience, combining tranquility, elegance, and modern comfort. With its stunning outdoor area this property promises the ultimate retreat for adults seeking an escape from the hustle and bustle of everyday life.
As you enter the estate you'll be enchanted by the tastefully designed interior, adorned with high-end furnishings and captivating artwork. The open-concept living area provides a seamless flow between the stylishly furnished living room, dining area, and fully equipped gourmet kitchen, creating an ideal space for sophisticated gatherings and private relaxation.
The soothing breeze beckons you to unwind and indulge in leisurely afternoons under the warm sun. Surrounded by lush greenery and vineyard views, this private oasis offers a serene ambiance, perfect for lounging on the comfortable outdoor chairs with a glass of local wine in hand. The outdoor kids play area, bocce court and acreage will keep the kids running around and engaged!
For those who appreciate the art of culinary excellence, the outdoor kitchen is a true delight. Featuring top-of-the-line appliances and ample counter space, it invites you to create gourmet masterpieces while savoring the picturesque surroundings. Dine al fresco under the shaded patio, immersing yourself in the beauty of wine country and enjoying the company of your friends and family.
After a day of exploration, rejuvenate your senses in the inviting backyard. The soothing bubbles and captivating views create an atmosphere of pure bliss, ideal for unwinding and reflecting on the day's adventures.
We offer more than just a beautiful setting—we provide a personal touch. Guests appreciate our responsive, thoughtful approach that ensures every stay is smooth, supported, and relaxing.
Exclusive Guest Perk – Complimentary Wine Tasting at Croix Estate!
We’re thrilled to offer our guests a free wine tasting experience at Croix Estate Winery, featuring their renowned Pinot Noir and Chardonnay - a $45 value per guest, up to 6 guests (guest of record must be present at tasting).
Book your stay at this gorgeous homestead and experience a luxury vacation like no other. Whether you're seeking a romantic escape, a retreat with friends or a multi-family get together, this exceptional property offers everything you need to create cherished memories in wine country.
Additional Info:
• House has 1 master en suite. The additional guest bedroom and a third room, both featuring King beds, share a Jack and Jill bathroom. (Third bed is in this third room, not in the living room as the breakdown suggests)
• House is equipped with a generator which will turn on automatically during power outages.
• Work out room has a Peloton bike, yoga mats, free weights, foam roller, & a split zone a/c / heater.
• Tesla Car Charger available for complementary use.
• Keurig and Drip Coffee maker as well as a bean grinder are available for guest use (Coffee not supplied).
• Booking is contingent upon guest's acceptance of WC Lodging's rental agreement (excludes Airbnb).
• This is a whole house rental that is not shared with other guests or the owner. The pool house in the pictures is not part of the rental and will remain vacant and locked during your stay.
• Sonoma County quiet hours: 9PM-7AM. No amplified music at anytime per the Sonoma County ordinance thus this house does not have a bluetooth speaker.
Pool heating is currently unavailable. Hot tub heating is included in the rental rate.
With consistently warm weather, using the pool cover alone will raise the water temperature to the mid- to high-70s.
Permit#: TVR22-0045
TOT#: 4331N
VR License#: LIC23-0104
As you enter the estate you'll be enchanted by the tastefully designed interior, adorned with high-end furnishings and captivating artwork. The open-concept living area provides a seamless flow between the stylishly furnished living room, dining area, and fully equipped gourmet kitchen, creating an ideal space for sophisticated gatherings and private relaxation.
The soothing breeze beckons you to unwind and indulge in leisurely afternoons under the warm sun. Surrounded by lush greenery and vineyard views, this private oasis offers a serene ambiance, perfect for lounging on the comfortable outdoor chairs with a glass of local wine in hand. The outdoor kids play area, bocce court and acreage will keep the kids running around and engaged!
For those who appreciate the art of culinary excellence, the outdoor kitchen is a true delight. Featuring top-of-the-line appliances and ample counter space, it invites you to create gourmet masterpieces while savoring the picturesque surroundings. Dine al fresco under the shaded patio, immersing yourself in the beauty of wine country and enjoying the company of your friends and family.
After a day of exploration, rejuvenate your senses in the inviting backyard. The soothing bubbles and captivating views create an atmosphere of pure bliss, ideal for unwinding and reflecting on the day's adventures.
We offer more than just a beautiful setting—we provide a personal touch. Guests appreciate our responsive, thoughtful approach that ensures every stay is smooth, supported, and relaxing.
Exclusive Guest Perk – Complimentary Wine Tasting at Croix Estate!
We’re thrilled to offer our guests a free wine tasting experience at Croix Estate Winery, featuring their renowned Pinot Noir and Chardonnay - a $45 value per guest, up to 6 guests (guest of record must be present at tasting).
Book your stay at this gorgeous homestead and experience a luxury vacation like no other. Whether you're seeking a romantic escape, a retreat with friends or a multi-family get together, this exceptional property offers everything you need to create cherished memories in wine country.
Additional Info:
• House has 1 master en suite. The additional guest bedroom and a third room, both featuring King beds, share a Jack and Jill bathroom. (Third bed is in this third room, not in the living room as the breakdown suggests)
• House is equipped with a generator which will turn on automatically during power outages.
• Work out room has a Peloton bike, yoga mats, free weights, foam roller, & a split zone a/c / heater.
• Tesla Car Charger available for complementary use.
• Keurig and Drip Coffee maker as well as a bean grinder are available for guest use (Coffee not supplied).
• Booking is contingent upon guest's acceptance of WC Lodging's rental agreement (excludes Airbnb).
• This is a whole house rental that is not shared with other guests or the owner. The pool house in the pictures is not part of the rental and will remain vacant and locked during your stay.
• Sonoma County quiet hours: 9PM-7AM. No amplified music at anytime per the Sonoma County ordinance thus this house does not have a bluetooth speaker.
Pool heating is currently unavailable. Hot tub heating is included in the rental rate.
With consistently warm weather, using the pool cover alone will raise the water temperature to the mid- to high-70s.
Permit#: TVR22-0045
TOT#: 4331N
VR License#: LIC23-0104
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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Healdsburg Homestead | A Wine Country Escape
Healdsburg Homestead | A Wine Country Escape
- Pool
 - Hot tub
 - Kitchen
 - Washer
 
9.8 out of 10, (18 reviews)
House Rules
Check in after 3:00 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 
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 first aid kit 
Property Registration Number TVR22-0045
We should mention
A car is recommended for transport to and from this property
About the area
Healdsburg
Located in Healdsburg, this holiday home is in a rural area. Railroad Square Historic District and Luther Burbank Home and Gardens are local landmarks, and some of the area's activities can be experienced at Pezzi King Winery and Healdsburg Golf Club. Travelling with kids? Consider Dom Whitney Tasting Lounge, or check out an event or a game at Luther Burbank Center for the Arts. Make sure you get close to the area's animals with activities such as game walks and birdwatching. 

Healdsburg, CA
What's nearby
- Healdsburg Plaza - 4 min drive - 6.0 km
 - Healdsburg Museum - 5 min drive - 6.0 km
 - Russian River - 7 min drive - 4.3 km
 - Matrix Winery - 8 min drive - 10.9 km
 - Safari West - 21 min drive - 29.9 km
 
Getting around
Restaurants
- Ana's Cafe & Espresso - 5 min drive
 - Sweet T's Restaurant + Bar - 8 min drive
 - The Publican - 7 min drive
 - Pizza-Leah - 7 min drive
 - KC's American Kitchen - 6 min drive
 
Frequently asked questions
Reviews
10
Exceptional
10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.0/10
Location
10/10
Listing accuracy
Reviews
29 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 14 nights in Aug 2025
10/10 Excellent
KJ C.
29 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
KJ C.
Stayed 5 nights in Sep 2025
10/10 Excellent
Kevin H.
19 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Property
Kevin H.
Stayed 2 nights in May 2025
10/10 Excellent
Whitney S.
29 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Property
Whitney S.
Stayed 8 nights in Mar 2025
10/10 Excellent
Michele P.
30 Sept 2024
Liked: Cleanliness, check-in, communication, listing accuracy
10 year anniversary!!!!
Michele P.
Stayed 11 nights in Sep 2024
10/10 Excellent
Thomas K.
12 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Couples trip to Sonoma
Thomas K.
Stayed 3 nights in Jun 2024
About the host
Hosted by WC Lodging
What makes this property unique
A luxurious villa with a private pool, spa, and a complimentary Croix Estate wine tasting for up to 6 guests!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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