The 10 best vacation rentals in Healdsburg, US | Booking.com
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Vacation Rentals in Healdsburg

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The best vacation rentals in Healdsburg

Check out our selection of great vacation rentals in Healdsburg

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The Grape Leaf Inn

Healdsburg

Located in a Victorian building in two blocks north of Healdsburg’s town center, this boutique B&B serves a daily breakfast and offers free Wi-Fi in each guest room.

K
Kim
From
United States
The History and The Modern Farm House Feel
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 158 reviews
Price from
$337.50
1 night, 2 adults
Check availability

Calderwood Inn

Healdsburg

Featuring a glass of wine at check-in, this Healdsburg, California inn is 10 minutes’ walk to Healdsburg Plaza. Free WiFi and fresh flowers are featured in each room.

E
Elizabeth
From
Switzerland
I thought the breakfast and treats were fabulous, and the room was lovely and comfortable.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 219 reviews
Price from
$180.63
1 night, 2 adults
Check availability

Rockhouse Suites

Healdsburg

Rockhouse Suites enjoys a location in Healdsburg, 17 miles from Safari West and 21 miles from Petrified Forest. The air-conditioned accommodations are 11 miles from Luther Burbank Center for the Arts....

M
Melissa
From
United States
Beautiful property with plenty of room to relax!
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 71 reviews
Price from
$286.11
1 night, 2 adults
Check availability

Cottages On River Road

Guerneville (Near Healdsburg)

Private balconies or patios are provided in every cottage and studio at Cottages On River Road.

C
Charles
From
United States
The Cottages and grounds are beautiful....very comfortable. Location is excellent, 25 minutes to Sonoma Coast Park ( Kortum Trail is an incredible, easy hike along the Coast ), 25 minutes to Healdsburg, 10 minutes to Armstrong Redwoods. Guernville is a cute, authentic old California small town
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 931 reviews
Price from
$99
1 night, 2 adults
Check availability

Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free

Forestville (Near Healdsburg)

Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free is a recently renovated vacation home in Forestville where guests can make the most of the garden and bar.

P
Pearl
From
United States
The location is ideal, about a mile from Steelhead Beach, so we didn’t have to drive. Beautiful scenery and quiet neighborhood.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews
Price from
$422.75
1 night, 2 adults
Check availability

Mine and Farm, The Inn at Guerneville, CA

Guerneville (Near Healdsburg)

Mine and Farm, The Inn at Guerneville, CA is a recently renovated bed and breakfast in Guerneville where guests can make the most of its garden and terrace.

M
Mary
From
United States
Loved the house, furnishings and art. The bed and bedding were perfect. Most importantly, the owners were warm and gracious. My daughter and I will return.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
$406.40
1 night, 2 adults
Check availability

Hobbit Hut

Geyserville (Near Healdsburg)

20 miles from Luther Burbank Center for the Arts in Geyserville, Hobbit Hut offers accommodations with access to a hot tub. Guests can benefit from a patio and an outdoor fireplace.

J
Jacob
From
United States
This place offers absolute freedom to create your own experience. If someone is easy going- this is just like 'home' and it felt that way for some odd reason. Being our first time there- it felt like we had been there many times and didn't want to leave. Ever since driving off of the property- we have been missing it and looking for ways to return as if we left a little part of us there. If you read the reviews- it is pretty self explanatory. Nothing is misrepresented but one cannot allow their mind or comparison to play a part in any expectations. Isis literally is what it is and it can be the most joyous unique experience especially for open minded easy going folks.
Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 7 reviews
Price from
$108
1 night, 2 adults
Check availability

Bear Flag Inn

Calistoga (Near Healdsburg)

Bear Flag Inn in Calistoga provides adults-only accommodations with a spa and wellness center, a seasonal outdoor swimming pool, and a shared lounge. A hot tub is available for guests.

K
Katheryn
From
United States
Lovely and very cozy property. Delicious breakfast and such a nice wine hour. Marge and her husband are the sweetest hosts and so welcoming. 100% recommend.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 32 reviews
Price from
$249
1 night, 2 adults
Check availability

My Big Art Project

Santa Rosa (Near Healdsburg)

My Big Art Project in Santa Rosa provides adults-only accommodations with a garden, a tennis court, and a shared lounge. This bed and breakfast features air-conditioned accommodations with a patio.

K
Katie
From
United States
We loved everything about our stay. The art was engaging, the garden and Koi pond mesmerizing, the bed was great, the host was so welcoming, the place was spotlessly clean, and the breakfast was so tasty. Central location, wonderful neighborhood with fabulous pizza close by. We wished we had had more time. Thank you, Steve, for all the wonderful touches that made our stay so pleasant.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 33 reviews
Price from
$225
1 night, 2 adults
Check availability

Foothill House

Calistoga (Near Healdsburg)

Foothill House offers accommodations in Calistoga, 30 miles from Napa Valley Wine Train and 30 miles from Mission San Francisco Solano. This 4-star bed and breakfast offers daily room service.

F
Flocchini
From
United States
Vary romantic. Awesome setting.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 61 reviews
Price from
$488.75
1 night, 2 adults
Check availability
All vacation rentals in Healdsburg

Most booked vacation rentals in Healdsburg and surrounding area in the past month

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Enjoy breakfast in Healdsburg and nearby

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 71 reviews

    Rockhouse Suites enjoys a location in Healdsburg, 17 miles from Safari West and 21 miles from Petrified Forest. The air-conditioned accommodations are 11 miles from Luther Burbank Center for the Arts.

    From $368.76 per night

  • Heavenly Hideaway A Wine Country Escape is located in Healdsburg, just 11 miles from Luther Burbank Center for the Arts and 17 miles from Safari West.

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Cypress House & Studio, Walk to Healdsburg Plaza home is located in Healdsburg, just 11 miles from Luther Burbank Center for the Arts and 18 miles from Safari West.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    22 miles from Petrified Forest in Healdsburg, Healdsburg Plaza Gem A Wine Country Escape offers accommodations with access to a spa center.

  • Modern Wine Country Charmer is located in Healdsburg, just 11 miles from Luther Burbank Center for the Arts and 18 miles from Safari West.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    11 miles from Luther Burbank Center for the Arts in Healdsburg, Fitch St Escape A Wine Country Escape offers accommodations with access to a spa center.

  • 11 miles from Luther Burbank Center for the Arts in Healdsburg, Private Vineyard Haven A Wine Country Escape provides accommodations with access to a spa center.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Healdsburg Homestead A Wine Country Escape offers accommodations in Healdsburg, 12 miles from Luther Burbank Center for the Arts and 19 miles from Safari West.

These vacation rentals in Healdsburg and nearby have options with free cancellation

  • River View Lodge A Wine Country Escape

    Healdsburg
    Free cancellation options available
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 3 reviews

    14 miles from Luther Burbank Center for the Arts in Healdsburg, River View Lodge A Wine Country Escape offers accommodations with access to a hot tub and spa center.

  • Heron House A Wine Country Escape

    Healdsburg
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    13 miles from Luther Burbank Center for the Arts in Healdsburg, Heron House A Wine Country Escape provides accommodations with access to a hot tub and spa center.

  • Xanadu Healdsburg A Wine Country Escape

    Healdsburg
    Free cancellation options available

    8.4 miles from Luther Burbank Center for the Arts in Healdsburg, Xanadu Healdsburg A Wine Country Escape offers accommodations with access to a hot tub and spa center.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Healdsburg Home with Magnificent Vineyard View home offers accommodations in Healdsburg, 19 miles from Old Faithful Geyser of California and 22 miles from Safari West.

  • Sanctuary On Lytton A Wine Country Escape

    Geyserville
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    20 miles from Old Faithful Geyser of California in Geyserville, Sanctuary On Lytton A Wine Country Escape provides accommodations with access to a spa center.

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