See all properties
Entire home

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Choose dates to view prices

Photo gallery for Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Terrace/patio
Dining
Exterior
Pool
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 72000 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Healdsburg, CA
  • Place, Krug Event Center
    ‪14 min walk‬
  • Place, Seghesio Family Vineyards
    ‪3 min drive‬
  • Place, Healdsburg Plaza
    ‪4 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪18 min drive‬

Room options

Similar properties

Front of property - evening/night
Hotel Trio Healdsburg
Healdsburg
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.7 out of 5, Exceptional, 938 reviews
$184 nightly
The price is $214
Jul 2 - Jul 3
Total with taxes and fees
Hotel Trio Healdsburg

About the neighborhood

Healdsburg

With a stay at this vacation home in Healdsburg, you'll be a 4-minute drive from Healdsburg Plaza and 8 minutes from Russian River. .This family-friendly vacation home is 19.1 mi (30.7 km) from Safari West and 0.6 mi (1 km) from Krug Event Center.
View more Vacation Homes in HealdsburgOpens in a new window

What's nearby

  • Krug Event Center - 14 min walk - 0.8 miles
  • Seghesio Family Vineyards - 3 min drive - 1.1 miles
  • Healdsburg Plaza - 4 min drive - 2.5 miles
  • Russian River - 4 min drive - 2.9 miles
  • Dry Creek Vineyard - 7 min drive - 4.2 miles

Getting around

  • Santa Rosa Station - 17 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 14 min drive

Restaurants

  • ‪Folia Bar & Kitchen - ‬5 min drive
  • ‪Bravas Bar de Tapas - ‬4 min drive
  • ‪Little Saint - ‬4 min drive
  • ‪Costeaux French Bakery - ‬4 min drive
  • ‪Breathless Wine - ‬4 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.

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Summary:

Swim, soak, sip & savor—Healdsburg Homestead offers a pool, hot tub, and an exclusive complimentary tastings! Tucked in Dry Creek Valley, just minutes from downtown.



The Space:

Welcome to Healdsburg Homestead!

In the heart of Sonoma County’s Dry Creek Valley, this peaceful farmhouse sits along a quiet country road, surrounded by vineyards, gardens, and the gentle sound of a seasonal creek. Though it feels worlds away, you’re just 5 minutes from downtown Healdsburg’s tasting rooms, boutiques, and acclaimed restaurants.

Wake up to birdsong and garden views, spend the day wine tasting or paddling on Lake Sonoma, then unwind in the hot tub beneath a sky full of stars. Whether celebrating, recharging, or simply soaking in the rhythm of wine country, every moment here is made to be memorable.

Highlights of Your Stay

• Prime Location – 5 minutes to Healdsburg, near world-class wineries like Dry Creek Vineyard, Ridge & Ferrari-Carano

• Outdoor Living – Private pool with baja shelf, hot tub by the creek, gardens, bocce, and wide-open space

• Family & Pet-Friendly – Sandbox, toys, Pack ’n Play, and room for kids to roam (up to 2 dogs welcome, pet fee applies)

• Work & Relax – Vineyard-view workspace, fast Wi-Fi, and cozy living room with gas fireplace

• Thoughtful Touches – Fully equipped kitchen, French press & drip coffee setup, and garden views throughout



While this home impresses with its comfort and setting, it’s the personal touches that make your stay memorable. From a warm welcome to attentive support throughout your visit, we ensure every detail is taken care of.



Local Winery Partnerships | Elevate Your Stay with Complimentary Tastings



As our guest, you're invited to enjoy complimentary tastings at several small, locally owned wineries—a value of over $1,000 for many groups.



Complimentary tastings are available at each participating winery for up to 6 guests per winery. MacRostie Winery includes complimentary tastings for up to 4 guests per winery. These tastings are offered at each winery listed below (not combined).



• Merriam Vineyards – Family-owned estate known for elegant Bordeaux-style wines.

• Orsi Family Vineyards – Specializing in expressive, small-lot Italian varietals.

• Stonemason Cellars – Small-lot Sonoma County wines and their popular "Nibbles & Wine" experience.

• Truett Hurst – Welcoming downtown tasting room featuring Dry Creek and Russian River Valley wines.

• Pedroncelli Winery – Historic fourth-generation winery known for award-winning Zinfandels and Cabernets.

• MacRostie Winery – Acclaimed for single-vineyard Chardonnays and Pinot Noirs with sweeping vineyard views.



Guest of record must be present. Reservations are required for all wineries, and contact information will be provided after booking is confirmed.



An unforgettable way to experience Wine Country—cheers to delicious moments ahead! 🍷✨



Sleeping Arrangements

– 3 Bedrooms, 2 Bathrooms

– Pool ranges from 3.5’ to 6’ deep

– Pack ’n Play provided



Healdsburg Homestead welcomes you to one of the most beautiful corners of Northern California—perfect for romantic escapes, family trips, or weekends with friends.



TOT#: 4214N | Permit#: TVR20-0084 | LIC#: LIC23-0113

Booking is contingent upon acceptance of Property Manger's rental agreement (excludes Airbnb).



The Neighborhood:

Located in a quiet Residential Neighborhood.



Getting Around:

Lyfts/Ubers are available although wait times can vary.



Other Things to Note:

You may also see this home listed as “Homestead with Pool Hot Tub and Tastings Included” on some booking sites.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy the recreation opportunities such as a hot tub or make use of other amenities including barbecue grills.

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • 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

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

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

  • 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 allowed.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

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 LIC23-0113

Property is also known as

695ec6f25d0959005ad10427

Healdsburg Homestead with Pool, Hot Tub and Tastings Included Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 16 out of 20 reviews
Rating 8 - Good. 4 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing, beautiful property.
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Katy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time

We had a lovely time staying here and the gardens were beautiful!
Stayed 2 nights in Jun 2023
Verified

8/10 Good

Mike G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

The large yard veggie garden and pool are great
Stayed 9 nights in Aug 2023
Verified

10/10 Excellent

Mindy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful farmhouse

This was the perfect spot for a girls weekend! We loved the kitchen, hot tub and cozy fireplace room!
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Erica M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Fabulous Wine Time

great location for a lovely girl's weekend in wine country. house and host we're fantastic and we look forward to staying there again.
Stayed 4 nights in Jan 2023
Verified

10/10 Excellent

Sandra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

GREAT GET AWAY

Family get away with family. Very comfortable home and easy operation of pool and hot tub. We cooked at home and enjoyed the beautiful garden and property. Such a relaxing time. Thank you!
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Eric S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property in Dry Creek Valley

Comfortable and stylish family home with great pool and hot tub, make sure to check on basic provisions before you come up. Great for kids, teens.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Marianne V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect healdsburg hideaway!

such a gorgeous and well-planned out house and property (with lots of room inside and out for when you're on a girls' trip and need a little space ( ; )! super easy to get into town and into wineries, but felt blissfully remote. can't wait to stay again in the summer to take advantage of that gorgeous pool!
Stayed 2 nights in Mar 2022
Verified

10/10 Excellent

Sandra M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property

Property was fantastic and close to downtown. Property management company was very responsive with contacted. Thank you!
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Rick F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet spot near all the good stuff

Beautiful location, the pool is wonderful, the kitchen is very well stocked. We stayed over a long weekend and had plenty of fun in town and at the house. Just make sure to keep an offline copy of the very long door code, there is no cell service at the house -- there is wifi but you'll need the code first to get in.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Cathy

Liked: Cleanliness, amenities, property conditions & facilities, communication
We loved our stay at the Healdsburg Homestead! It was the first leg of a 10 day Wine to Waves road trip through Wine Country and Mendocino County and was a perfect start to the trip. The home is warm, inviting and comfortable and very functional for cooking/eating at home. The outdoor space is amazing. We loved exploring the property and sitting out on the patio in the am and evening after visiting the many nearby wineries in Dry Creek, Russian River and Alexander Valleys. The location is close to all the great restaurants and shops in Healdsburg as well. Hosts were very responsive and flexible, too. Thank you!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Judy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend away in the wine country, Healdsburg

We had the most amazing week staying at this Healdsburg home! It had all the amenities we needed, including an awesome pool at the perfect temperature and a relaxing hot tub. The location was ideal, with a coffee shop within walking distance, about a mile, and just a few minutes’ drive to incredible vineyards and wineries. Our dog also loved the neighborhood, especially the neighboring horses, donkey, and other dogs. We definitely recommend staying here and will absolutely be back!
Stayed 8 nights in Aug 2024
Verified

10/10 Excellent

Kari D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene Getaway

Healdsburg Homestead was a wonderful place to spend a long weekend! My friends and I wish we could have stayed longer. It is beautiful, quiet and has all of the amenities you need! The kitchen is fully stocked, linens are incredibly soft and we absolutely loved the vinyl collection! The backyard oasis was also amazing. Hoping to enjoy the pool next time! Lastly the checkout process was incredibly easy which is so appreciated. Thank you for letting us enjoy your home!
Stayed 2 nights in Mar 2022
Verified

8/10 Good

Angel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy wine country cottage

Healdsburg Homestead is a cozy little cottage in a very quiet neighborhood. The backyard and deck are quirky and wonderful. Both the street in front of and behind the house are very quiet and seem to only be trafficked by neighbors. Given the proximity to neighbors I would say this is not a rental for large groups planning to be boisterous which was perfect for us. We enjoyed the quiet. We cooked a few meals while we were there and the kitchen is outfitted nicely. There is a nice selection of vinyl albums and so many wonderful design books to enjoy as well.
Stayed 7 nights in Mar 2022
Verified

8/10 Good

Adam H.

Liked: Check-in, communication, location, listing accuracy
The property including bedrooms, bathrooms and kitchen etc, are beautiful and really great. The location could not be better for all of the wineries on Dry Creek and Westside road. Was perfect to go to our wineries for wine pickups and to explore new ones as well without the worries of a long drive home after enjoying ourselves.Pool is not heated so don't expect to be able to use by late fall.We unfortunately encountered the following issues:As we stayed shortly after the early rains of the season the amount of ants in the bathrooms and the kitchen were uncontrollable and the property did not have anything on site to manage the issue. They provided a discount as a result of the vacationing alongside the ants!Hot tub had issues because of well water and was brown, once chemicals were inserted by pool technician it was good. Jets don't all work but otherwise hot and relaxing.
Stayed 2 nights in Nov 2025
Verified

8/10 Good

Hanim L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful garden and pool house

This place was beautiful with amazing garden and yard attached with the pool. Inside was well designed and very functional with many daily items and lovely books. Though for the $not allowed to share per night (ended up with cleaning tax and everything) there was only 2 bath room and even if we were to fill the house to 7, per night per person which seems too pricy for the property. Compared to other pricy property I've stayed for this price, this place should have little more hang out room, another bathroom and maybe slightly larger bedrooms. Maybe the price is set based on the pool only since the pool is amazing. Overall it was a good experience.
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Stephanie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming country home with five-star amenities

The house is gorgeous and just as advertised. The pool, hot tub, and back deck area were just stunning. The check-in process was a tad confusing at first. I received two texts with door code locks and neither seemed to work at first, and there was no real way to contact anyone because no number to call (only email address until you get in the house) and cell service was limited. We figured it out and all was well. Can’t say enough about tue facilities of the house though - very well-appointed. The interior is charming and the location is perfect for going into Healdsburg and out to the wineries. Would definitely recommend this lovely spot to others coming to the area. Thank you!
Stayed 2 nights in May 2022
Verified

10/10 Excellent

Kate L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ultimate Country Getaway

The property is gorgeous with the sprawling grass, and multiple gardens. The addition of the furniture and market lights creates a beautiful ambiance at night. The interior is so cute, and really well designed. We were a family of 6 adults staying (3 couples) and the (3) bedrooms worked perfectly for us. There is a lower level family room hangout where everyone could lounge together, and the main kitchen/dining space was perfect for cooking and gathering for a meal. My whole family kept commenting that this was the perfect weekend retreat, and that we all want to come back! The drive time to downtown Healdsburg is minimal, and some of the best wineries are within a 10-20 minute drive. We didn't want to leave!
Stayed 2 nights in Oct 2022
Verified

10/10 Excellent

Larkin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous property, just like the photos

We had a wonderful stay and throughly enjoyed the beautiful yard and amenities. The house was impeccably clean, comfortable, and looked just like the photos. Would absolutely recommend it and would stay again!
Stayed 2 nights in Apr 2022