The Dragonfly

  • House in Healdsburg
The Dragonfly - property

The Dragonfly

House in Healdsburg

Stay Information

  • From: $850 per night


Property Details

The Dragonfly- Healdsburg Oasis with Infinity Pool and hot tub. 6 minutes to the Healdsburg Plaza!

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 pool, outdoor kitchen, and inviting hot tub, 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 sparkling pool 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 poolside 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 fellow travelers.

After a day of exploration, rejuvenate your senses in the inviting hot tub. The soothing bubbles and captivating views create an atmosphere of pure bliss, ideal for unwinding and reflecting on the day's adventures.

The Dragonfly is ideally situated in close proximity to renowned wineries, charming boutiques, and gourmet restaurants. Explore the vineyards, embark on picturesque hikes, or simply immerse yourself in the beauty of the surrounding countryside.

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.

Main House: has 3 bedrooms all with King beds and 2 1/2 bathrooms
Guest Unit has a King bed, queen air mattress and a double head stand up shower.
House is equipped with a generator which will turn on automatically during power outages.
Pool Heating optional: $250 for first night and $100 for each additional night
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 on the acceptance of property manager's rental agreement.
Sonoma County quiet hours: 9PM-7AM

Permit#: TVR22-0045
TOT#: 4331N
VR License#: LIC23-0104

Only 6 minutes to the Healdsburg Plaza and 7 minutes to the Windsor Town Green

Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed, 1 Air Mattress



  • Housekeeper Optional


  • Bay
  • Coin Laundry
  • Health Beauty Spa
  • Marina
  • Museums
  • Parks
  • Winery Tours
  • Zoo

Cleaning Protocols

  • All towels and bedding washed in hot water that’s at least 60ºC/140ºF
  • Contactless check-in and checkout is available
  • Disinfectant is used when cleaning the property
  • Enhanced cleaning practices are used
  • High-touch surfaces cleaned with disinfectant (like countertops, light switches, handles, and faucets)
  • Industry association - Not sure
  • Property is vacant for at least 24 hours between reservations
  • SafeHome (VRMA & VRHP)
  • SafeStay (AHLA - USA)


  • Games
  • Satellite / Cable
  • Stereo
  • Television
  • Toys


  • Air Conditioning
  • Central Heat
  • Clothes Dryer
  • EV Charger
  • Fireplace
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Internet - Hi Speed
  • Internet - Wifi
  • Iron and Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Travel Crib
  • Washing Machine


  • Books for kids
  • Dining Table
  • Fenced yard
  • Free wifi
  • Kitchen Island
  • Meal delivery
  • Outdoor Play Area
  • Smart TV


  • Childrens Dinnerware
  • Coffee Maker
  • Cookware
  • Dining Area
  • Dining Highchair
  • Dining Room
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster


  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Gambling
  • Horseback Riding
  • Outlet Shopping
  • Paddle Boat
  • Shopping
  • Water Sports
  • Wildlife Viewing


  • Fitness Center
  • Hospital
  • Laundromat


  • Mountain View


  • Deck/Patio
  • Fire Pit
  • Gas Grill
  • Heated Pool
  • Hot Tub
  • Private Pool

Regional standard for sanitation practice

  • Regional standard for sanitation - Not Sure


  • Carbon Monoxide Detector
  • Emergency Exit Route
  • Fire Emergency Contact
  • Fire Extinguisher
  • First Aid Kit
  • Medical Emergency Contact
  • Outdoor Lighting
  • Police Emergency Contact
  • Smoke Detector


  • Basketball Court
  • Biking
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing Freshwater
  • Fishing Surf
  • Golf Optional
  • Golfing
  • Hiking
  • Hot Air Ballooning
  • Ice Skating
  • Jet Skiing
  • Kayaking
  • Mountain Biking
  • Racquetball
  • Sailing
  • Surfing
  • Swimming
  • Tennis
  • Water Skiing
  • Water Tubing
  • Wind Surfing


  • Family
  • Luxury
  • Romantic



Cancellation Policy

Written notice of cancellation must be received and acknowledged by Owner before 30 days prior to the check-in date in order for Occupant to receive a full refund of the Reservation Deposit. Upon receipt of written notice to cancel, Owner will send email confirmation of cancellation. For cancellation requests received less than 30 days prior to the check-in date, 100% of the rental fee is forfeited. Furthermore, it is understood that Owner may reject this application and return the deposits in full; and Occupant hereby waives any claim for damages by reason of non-acceptance of tenancy. If cancellation is due to any circumstance caused by Owner, or by any act of nature that renders the home uninhabitable, then 100% of all deposits will be promptly returned to Occupant. After the first day of the rental, there will be no refunds for any reason. No credit will be given for shortened stays due to late arrival or early departure for any reason. No cancellations due to weather.

Deposit Policy

Accidental Rental Damage Insurance Required in lieu of security deposit.

Rate varies due to seasonality and holidays.

Please select your dates on our online booking calendar for an exact quote.

from $850 / night

Oct 9-14