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Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS

Photo gallery for Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS

A black lounge chair with a stone pathway and a view of a forested hillside.
A round table with four chairs, a framed picture on the wall, and a view of the outdoors through a glass door.
A kitchen with wooden cabinets, a double sink, and a window overlooking greenery.
A cozy living room with a glass coffee table, a sofa, and a bed in the adjacent room.
A cozy bedroom with a wooden headboard, a bed with patterned pillows, a bedside table with a lamp, and a view of a forested area through a window.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Russian River

Popular amenities

  • Balcony or patio
  • Arcade/game room
  • Barbecue
  • Internet access
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Healdsburg, CA
  • Place, Russian River
    ‪3 min walk‬
  • Place, Healdsburg Plaza
    ‪10 min drive‬
  • Place, Dry Creek Vineyard
    ‪17 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪26 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Convertible bed(s)

1 Double Futon and 2 Single Beds

Guest room

2 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

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About the area

Healdsburg

Located in Healdsburg, this holiday home is in the mountains and on a river. Russian River and Healdsburg Ridge Open Space Preserve reflect the area's natural beauty and area attractions include Raven Performing Arts Theater and Healdsburg Center for the Arts. Travelling with kids? Consider SingleThread Farm at Dry Creek and Powell's Sweet Shoppe - Windsor. Kayaking and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking and hiking/biking trails nearby.
View more Holiday homes in HealdsburgOpens in a new window
Map
Healdsburg, CA

What's nearby

  • Russian River - 3 min walk - 0.3 km
  • Healdsburg Plaza - 10 min drive - 5.0 km
  • Dry Creek Vineyard - 17 min drive - 12.3 km
  • Graton Resort and Casino - 41 min drive - 41.4 km
  • Castello di Amorosa - 57 min drive - 54.5 km

Getting around

  • Santa Rosa Station - 23 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 21 min drive

Restaurants

  • ‪Villa Chanticleer - ‬4 min drive
  • ‪Duke's - ‬8 min drive
  • ‪Black Oak Coffee Roasters - ‬8 min drive
  • ‪Acorn Cafe - ‬8 min drive
  • ‪The Matheson - ‬8 min drive

Frequently asked questions

Is Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS on 6 January 2027 start from NZ$867, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS?

On-site parking is available at the property.

What time is check-in at Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS?

Check-in begins at 4:00 PM.

What time is check-out at Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS?

Checkout is at 11:00 AM.

Where is Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS located?

This family-friendly Healdsburg holiday home is located on a river, within 3 mi (5 km) of Russian River, Healdsburg Center for the Arts and Raven Performing Arts Theater. Healdsburg District Hospital and Healdsburg Golf Club are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 156 out of 173 reviews
Rating 8 - Good. 13 out of 173 reviews
Rating 6 - Okay. 3 out of 173 reviews
Rating 4 - Poor. 1 out of 173 reviews
Rating 2 - Terrible. 0 out of 173 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely gorgeous place to stay, we loved the covered porch, comfy beds and incredible views. We had a blissful time here. Thank you so much!
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House is a fantastic private retreat that felt like a treehouse. Stunning views, nice decor and comfortable furnishings and well stocked kitchen. Be advised that parking a van or multiple cars may be tricky due to fire lane and minimal curb. Also house is well above the street, so keep in mind that all visitors, luggage and cases of wine will need to be carried up and back down flight of stairs. Better instructions on heat/AC recommended.
Stayed 7 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this place. Beautiful location and easy to access wine country.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was lovely. It accommodated four of us comfortably. The kitchen was well-appointed, as well as the bathrooms. Our favorite place to hang out was the covered porch with its pleasant views of the surrounding hillsides. It had several cozy couches and chairs to relax on while we had our morning coffee or a glass of wine. We made the short hike down to the river, which was an added bonus. The drive to get there surprised us a little, as the road gets quite steep in places and is one-way at the end. Not for the faint of heart especially at night. Best not to bring an oversized SUV or truck since parking is also a bit tight. Other than that, we thoroughly enjoyed our stay and our host Heather was awesome!
Stayed 4 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property. We especially appreciated the patio and view. Just the relaxing atmosphere our group of grad school friends needed. Very easy-to-reach responsive host.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! Truly a fun location with the views and all the outdoor space. Highly recommend for folks looking for a unique and special place to stay in Healdsburg. We came expecting the mountain drive (and mountain parking) plus the stairs. All of it was well worth it for the benefits of this location!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Healdsburg Hilltop is a lovely , serene place to be . The hosts have thoughtfully invested themselves in this special home and it is reflected on many levels including physical maintenance , gorgeous, mature plantings and a multitude of amenities. If looking for a place to unplug, Healdsburg Hilltop is highly recommended.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay and the view was absolutely beautiful! We should stay here again
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing!!! Beautiful property. Wonderful stay.
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was charming, lovely, and very picture ask. We felt like we were in a treehouse. The heating and cooling were compromised; and, except for the linens, one has to clean up after themselves, which is not typical. However, it was very quiet and enchanting, and we would stay there again. One issue to be aware of, parking is very limited, and can only accommodate a midsize vehicle.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

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

Beautiful view!

We really enjoyed our stay!
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view was outstanding, and the house was comfortable, beautiful and well appointed. It was perfect for our time in Healdsburg with our grandson.The hosts were very helpful.We thoroughly enjoyed our visit!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, just a great home. Very enjoyable.
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely hilltop retreat! Enjoyed our stay that was ultra convenient to Healdsburg Town Square. As stated in property description the four flights of stairs from road to the house are not for those with any mobility issues.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property with beautiful views and close to Healdsburg. It's like being in a tree house.
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

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

Best Furnished Rental EVER

What a great spot!
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heather was an excellent host. The house is super beautiful and comfortable, the kitchen is very well stocked with anything you might need to cook a meal. Definitely take a peek at all the house materials she sends you - the instructions to get to the house are very useful, and her recommendations for local restaurants and activities are really great! We also loved that the house is so close to a magnificent trailhead!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

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

Great property with amazing views!

We just loved staying here! There are a lot of stairs, but if you're healthy, it's easy! The views are just beautiful and we really enjoyed sitting on the deck every evening!
Stayed 3 nights in Sep 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was a little tough to get to, but the views were worth it! Loved the balconies. Heather is a great owner to work with!
Stayed 5 nights in Jul 2025
Verified review

10/10 Excellent

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

Awesome House & Beautiful location

The house was really nice and very well stocked. The location was so peaceful and quiet. The beds were all very comfortable. We would stay again for sure.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

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

Great place!

This was our 3rd time staying here. We really enjoy the covered deck overlooking the Russian River. The house is well stocked for cooking with most everything you’d need in the kitchen. We will be back!
Stayed 4 nights in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
A little further drive to town than we expected.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

An incredible oasis

One of the best vacation homes I have rented. Tucked away in the nature on Fitch mountain, while still being close to the town of Healdsburg. We had a wonderful time.
Stayed 15 nights in Jun 2024
Verified review

10/10 Excellent

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

Beautiful Home

Beautiful home in an amazing location. We have stayed numerous times in Healdsburg but this was a first renting a home, I would stay here everytime moving forward!!!
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

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

Love this place!

We love this place! The deck is just the best, even in the winter on a rainy day! Great views. Cozy place. Kitchen is really well stocked.
Stayed 3 nights in Feb 2024
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