Entire home

The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

Choose dates to view prices

Photo gallery for The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

Exterior
Smart TV, stereo
Interior
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, travel crib, free WiFi

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 42000 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
$1,082
$973 nightly
$1,082 total
Total with taxes and fees
Apr 29 - Apr 30

Explore the area

View in a map
Healdsburg, CA
  • Place, Russian River
    ‪3 min drive‬
  • Place, Healdsburg Plaza
    ‪6 min drive‬
  • Place, Raven Performing Arts Theater
    ‪6 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪13 min drive‬

Room options

Similar properties

About the neighborhood

Healdsburg

With a stay at this vacation home in Healdsburg, you'll be within a 10-minute drive of Russian River and Dom Whitney Tasting Lounge. .This family-friendly vacation home is 15.2 mi (24.4 km) from Safari West and 3.1 mi (5 km) from Pezzi King Winery.

What's nearby

  • Russian River - 3 min drive - 2.2 miles
  • Healdsburg Plaza - 6 min drive - 3.7 miles
  • Raven Performing Arts Theater - 6 min drive - 3.7 miles
  • Pezzi King Winery - 6 min drive - 3.3 miles
  • Healdsburg Museum - 6 min drive - 3.7 miles

Getting around

  • Santa Rosa Station - 18 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 15 min drive

Restaurants

  • ‪Ana's Cafe & Espresso - ‬5 min drive
  • ‪Sweet T's Restaurant + Bar - ‬8 min drive
  • ‪Pizzaleah - ‬7 min drive
  • ‪Grata Italian Eatery - ‬7 min drive
  • ‪KIN Windsor - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

Summary:

A luxurious villa with a private pool, hot tub, firepit, and complimentary tastings included!



The Space:

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.



Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings



As our guest, you’re invited to elevate your Wine Country stay with complimentary tastings at several small, locally owned wineries (Guest of record must be present for all tastings and reservations are required):



• Merriam Vineyards – a family-owned estate crafting elegant, Old World–inspired Bordeaux-style wines; a $35 value per guest, complimentary for up to six guests. (within walking distance of the villa)

• Orsi Family Vineyards – a locally loved winery specializing in expressive, small-lot Italian varietals like Sangiovese and Schioppettino; a $35 value per guest, complimentary for up to six guests.

• Stonemason Cellars – Small lot wines all sourced locally from Sonoma County grapes. Enjoy their "Nibbles & Wine" tasting experience ($35 value per person)



A unforgettable way to toast your Wine Country getaway — cheers to delicious moments ahead!



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).

• 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



The Neighborhood:

Located in a quiet residential area.



Getting Around:

Uber/Lyft is available but wait times can vary.



Other Things to Note:

You may also see this home listed as “Villa with Pool, Hot Tub and Tastings Included” on some booking sites.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker, and housekeeping is provided on request.
Be sure to enjoy recreational amenities including a hot tub and a fitness center.
Guests will find features like a car charging station.

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Things to do

  • Gym

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Electric car charging station
  • Housekeeping (on request)
  • Unit size: 2,000 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

An adult age 18 or older must assume all liability for the booking
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Smoking not allowed. Pets not allowed.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number TVR22-0045

Property is also known as

695ec726ecb5cf004623f050

The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Cana M.

Liked: Cleanliness
My family & I stayed over Thanksgiving and had an incredible stay! We loved the amenities like the hot tub, on-site gym, & gas fire pit. The house was exceptionally well-stocked and had high end appliances like a Viking grill:) Host was extremely responsive with the one question we had. This was our second stay with this vacation rental company, and will certainly not be our last!!
Stayed 9 nights in Nov 2025

10/10 Excellent

KJ C.

Liked: Cleanliness
Pool, spa and fire pit all were used a lot and enjoyed. House was beautiful with many wonderful amenities.
Stayed 5 nights in Sep 2025

10/10 Excellent

Margaret T.

Liked: Cleanliness
What a wonderful property! Everything is first class.We enjoyed the in and outside, all well done!
Stayed 14 nights in Aug 2025

10/10 Excellent

Kevin H.

Liked: Cleanliness

Amazing Property

I booked this house knowing it was more than I needed for this trip, but was comparing it to a suite at one of the nice hotels in the vicinity. This home feels like you’re staying at a family or friend’s home. I wish I would have had more time there. The kitchen was well-appointed, and worked well (I cooked in both nights). The furnishings are very nice and the instructions are easy to follow for the pool, fire pit, etc. I’ll be back with more friends or family next time!
Stayed 2 nights in May 2025

10/10 Excellent

Whitney S.

Liked: Cleanliness

Beautiful Property

The pictures didn’t do justice to how wonderful the property is. The outdoor space is amazing. Just wish the weather was warmer to enjoy it more. We will definitely be booking another stay here. Communication with property owner was responsive and helpful.
Stayed 8 nights in Mar 2025

10/10 Excellent

Michele P.

Liked: Cleanliness

10 year anniversary!!!!

We are speechless!! Absolutely the best home and time ever!!!!! Thank you ☺️
Stayed 11 nights in Sep 2024

10/10 Excellent

Thomas K., Philadelphia

Liked: Cleanliness

Couples trip to Sonoma

Overall we were very happy with the property and its location. Really easy to get to from Santo Rosa airport. And we were able to Uber to and from the property. It was a perfect getaway for 2 couples. We enjoyed the pool and the fire pit in the evenings. We felt like we did not have enough time to fully utilize the property. We used the bocce court the last day. That’s the only repair needed - it hasn’t been maintained well. But we still enjoyed it. We would definitely recommend to anyone. And we hope to stay again. 5 stars for sure.
Stayed 3 nights in Jun 2024