Entire home
Villa with Pool, Hot Tub and Tastings Included
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Reviews
10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 42100 sq ft
Popular amenities
Explore the area

Healdsburg, CA
- Place, Russian River3 min drive
- Place, Pezzi King Winery4 min drive
- Place, Healdsburg Plaza4 min drive
- Airport, Santa Rosa, CA (STS-Sonoma County)9 min drive
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
Villa with Pool, Hot Tub and Tastings Included
Welcome to The Dragonfly, a refined Wine Country retreat where luxury, comfort, and privacy come together on a beautiful, vineyard-surrounded estate. Thoughtfully designed for both adults seeking a peaceful escape and families looking for space to relax and reconnect, this sophisticated homestead offers an unforgettable Sonoma County experience.
The Space
Inside, The Dragonfly features a warm, elegant interior with high-end furnishings, curated artwork, and an open, easy flow throughout the main living areas. The spacious living room connects seamlessly to the dining area and a fully equipped gourmet kitchen—ideal for relaxed meals, entertaining, or quiet evenings at home.
Sleeping & Bath Layout
• Primary bedroom: A serene master en suite with a king bed and a spa-like private bathroom.
• Two additional guest bedrooms: Both feature king beds and share a well-appointed Jack-and-Jill bathroom, ideal for families or couples traveling together.
• Half bath: Conveniently located off the kitchen.
Outdoor Living
The expansive outdoor space is a true highlight of The Dragonfly. Surrounded by lush landscaping and vineyard views, guests can enjoy both relaxation and play. Comfortable outdoor seating invites leisurely afternoons with a glass of local wine, while the kids’ play area, bocce court, and open acreage provide plenty of room to explore and stay active.
The outdoor kitchen is fully equipped with high-end appliances, generous prep space, and everything needed for effortless al fresco dining. Cook, gather, and dine under the shaded patio while taking in the peaceful Wine Country setting.
End the day by unwinding in the hot tub, where soothing bubbles and tranquil views create the perfect place to relax after a day of wine tasting or local adventures.
A Thoughtful Hosting Experience
At WC Lodging, we offer more than a beautiful home. Guests appreciate our responsive, hands-on approach that ensures every stay is smooth, supported, and truly relaxing.
Complimentary Winery Tastings
As our guest, enjoy complimentary tastings at three small, locally owned wineries (guest of record must be present):
• Croix Estate Winery – Boutique producer known for exceptional Pinot Noir and Chardonnay
• Merriam Vineyards – Family-owned, Old World–inspired Bordeaux varietals (within walking distance)
• Orsi Family Vineyards – Small-lot Italian varietals loved by locals
A wonderful way to toast your Wine Country getaway.
Additional Details
• Whole-house rental; not shared with other guests or the owner
• Pool house shown in photos is not included and remains locked and vacant
• Automatic generator for power outages
• Dedicated workout room with Peloton, free weights, yoga mats, foam roller, and split-zone HVAC
• Tesla charger available for complimentary use
• Keurig, drip coffee maker, and bean grinder provided (coffee not supplied)
• Booking contingent upon acceptance of WC Lodging rental agreement (excludes Airbnb)
• Sonoma County quiet hours: 9 PM–7 AM (no amplified music; no Bluetooth speaker)
Pool heating is currently unavailable.
Hot tub heating is included. With warm weather, the pool cover typically raises the water temperature to the mid–high 70s.
Only 6 minutes to the Healdsburg Plaza and 7 minutes to the Windsor Town Green
Permit #: TVR22-0045
TOT #: 4331N
VR License #: LIC23-0104
The Space
Inside, The Dragonfly features a warm, elegant interior with high-end furnishings, curated artwork, and an open, easy flow throughout the main living areas. The spacious living room connects seamlessly to the dining area and a fully equipped gourmet kitchen—ideal for relaxed meals, entertaining, or quiet evenings at home.
Sleeping & Bath Layout
• Primary bedroom: A serene master en suite with a king bed and a spa-like private bathroom.
• Two additional guest bedrooms: Both feature king beds and share a well-appointed Jack-and-Jill bathroom, ideal for families or couples traveling together.
• Half bath: Conveniently located off the kitchen.
Outdoor Living
The expansive outdoor space is a true highlight of The Dragonfly. Surrounded by lush landscaping and vineyard views, guests can enjoy both relaxation and play. Comfortable outdoor seating invites leisurely afternoons with a glass of local wine, while the kids’ play area, bocce court, and open acreage provide plenty of room to explore and stay active.
The outdoor kitchen is fully equipped with high-end appliances, generous prep space, and everything needed for effortless al fresco dining. Cook, gather, and dine under the shaded patio while taking in the peaceful Wine Country setting.
End the day by unwinding in the hot tub, where soothing bubbles and tranquil views create the perfect place to relax after a day of wine tasting or local adventures.
A Thoughtful Hosting Experience
At WC Lodging, we offer more than a beautiful home. Guests appreciate our responsive, hands-on approach that ensures every stay is smooth, supported, and truly relaxing.
Complimentary Winery Tastings
As our guest, enjoy complimentary tastings at three small, locally owned wineries (guest of record must be present):
• Croix Estate Winery – Boutique producer known for exceptional Pinot Noir and Chardonnay
• Merriam Vineyards – Family-owned, Old World–inspired Bordeaux varietals (within walking distance)
• Orsi Family Vineyards – Small-lot Italian varietals loved by locals
A wonderful way to toast your Wine Country getaway.
Additional Details
• Whole-house rental; not shared with other guests or the owner
• Pool house shown in photos is not included and remains locked and vacant
• Automatic generator for power outages
• Dedicated workout room with Peloton, free weights, yoga mats, foam roller, and split-zone HVAC
• Tesla charger available for complimentary use
• Keurig, drip coffee maker, and bean grinder provided (coffee not supplied)
• Booking contingent upon acceptance of WC Lodging rental agreement (excludes Airbnb)
• Sonoma County quiet hours: 9 PM–7 AM (no amplified music; no Bluetooth speaker)
Pool heating is currently unavailable.
Hot tub heating is included. With warm weather, the pool cover typically raises the water temperature to the mid–high 70s.
Only 6 minutes to the Healdsburg Plaza and 7 minutes to the Windsor Town Green
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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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. The area's natural beauty can be seen at Healdsburg Ridge Open Space Preserve and Safari West, while Healdsburg Museum and Pacific Coast Air Museum are cultural highlights. Travelling with kids? Consider Dom Whitney Tasting Lounge, or check out an event or a game at Redwood Empire Ice Arena. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Healdsburg, CA
What's nearby
- Russian River - 3 min drive - 3.5 km
- Pezzi King Winery - 4 min drive - 4.9 km
- Healdsburg Plaza - 4 min drive - 6.0 km
- Healdsburg Museum - 5 min drive - 6.0 km
- Healdsburg Center for the Arts - 5 min drive - 6.0 km
Getting around
Restaurants
- Ana's Cafe & Espresso - 5 min drive
- Sweet T's Restaurant + Bar - 8 min drive
- Pizzaleah - 7 min drive
- KIN Windsor - 6 min drive
- The Publican - 7 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
9.2/10
Location
10/10
Listing accuracy
Reviews
29 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Sep 2025
10/10 Excellent
Cana M.
2 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cana M.
Stayed 9 nights in Nov 2025
10/10 Excellent
Margaret T.
29 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Margaret T.
Stayed 14 nights in Aug 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
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
Thomas K.
12 Jun, 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, hot tub, firepit, and complimentary tastings at Merriam Vineyards, Orsi Family Vineyards and Croix Estate!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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