The 10 best holiday rentals in Healdsburg, USA | Booking.com
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Holiday Rentals in Healdsburg

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The best holiday rentals in Healdsburg

Check out our pick of great holiday 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.

N
Nawtej
From
United Kingdom
Excellent breakfast, great location in central Healdsburg.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 159 reviews
Price from
US$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.

J
James
From
United States
Manager put us in a larger room due to the low headroom in our original room. She was available at all times for help. Took advantage of the free wine tasting at associate business of Soda Rock Tasting Room downtown.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 221 reviews
Price from
US$180.63
1 night, 2 adults
Check availability

Rockhouse Suites

Healdsburg

Located in Healdsburg, 17 km from Luther Burbank Center for the Arts, Rockhouse Suites provides air-conditioned rooms with free WiFi and express check-in and check-out.

R
Richard
From
United Kingdom
- location. Within walking distance of everything. Easy to get to if coming off the 101. - Parking: a parking lot out the front with allocated spaces makes it a doddle. - Space: the apartment is a good space, which is perfect if travelling with a little one (like we were) - Bed: excellent, super comfy. - Kitchen amenities: there are plenty of plates, glasses, mugs etc - Decor: nicely designed all round. - Breakfast: whilst a bit of a walk to the Green Leaf Inn (approx 12 mins), was very pleasant
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 72 reviews
Price from
US$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.

M
Michael
From
Australia
Such a cute place! Great room/cottage with everything we could ask for and all the surrounding facilities (like fire pit) were great. The continental breakfast was fantastic.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 932 reviews
Price from
US$390
1 night, 2 adults
Check availability

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

Forestville (Near Healdsburg)

Boasting mountain views, Private Wine Country-River Bungalow! Sunny Treetop Views - Pets Stay Free offers accommodation with a garden and a patio, around 16 km from Luther Burbank Center for the Arts....

S
Sandie
From
United Kingdom
We loved the quiet residential neighbourhood. We loved the cleanliness - even the windows and screens were spotless. We loved the deck with outdoor furniture., and the cosy atmosphere indoors.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews
Price from
US$422.75
1 night, 2 adults
Check availability

Mine and Farm, The Inn at Guerneville, CA

Guerneville (Near Healdsburg)

A recently renovated bed and breakfast in Guerneville, Mine and Farm, The Inn at Guerneville, CA offers outdoor fireplace, private parking and sports facilities.

J
Jolyon
From
Australia
Very relaxed atmosphere, warm inviting vibe, very cool styling, contemporary but a nod to a mid century feel. Great reading material, cool gifts.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 15 reviews
Price from
US$406.40
1 night, 2 adults
Check availability

Hobbit Hut

Geyserville (Near Healdsburg)

Boasting a sauna, Hobbit Hut is situated in Geyserville. Guests can benefit from a patio and a picnic area.

Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 7 reviews
Price from
US$108
1 night, 2 adults
Check availability

Bear Flag Inn

Calistoga (Near Healdsburg)

Situated within 47 km of Napa Valley Wine Train and 47 km of Sonoma State Historic Park, Bear Flag Inn features rooms with air conditioning and a private bathroom in Calistoga.

A
Alan
From
United States
Perfect bed & breakfast inn, a very nice change from the typical AirBnB experience. Hospitable hosts, delicious farm-fresh breakfast, romantic but not overboard decor. The inn is set back from the road among fruit trees and vineyards, just minutes from downtown Calistoga. We didn't get a chance to use the pool or hot tub, but it's a for-real pool, not a little motel pool. Great stay, great value,
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 27 reviews
Price from
US$249
1 night, 2 adults
Check availability

My Big Art Project

Santa Rosa (Near Healdsburg)

Situated within 36 km of Sonoma State Historic Park and 7.3 km of Luther Burbank Center for the Arts, My Big Art Project features rooms with air conditioning and a shared bathroom in Santa Rosa.

B
Barbara
From
United States
Breakfast was home made and delicious. Steve, the owner, is very sociable and friendly
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 34 reviews
Price from
US$225
1 night, 2 adults
Check availability

Foothill House

Calistoga (Near Healdsburg)

Situated in Calistoga and only 48 km from Napa Valley Wine Train, Foothill House features accommodation with mountain views, free WiFi and free private parking.

R
RUIZHENG
From
United Kingdom
The hosts were exceptional and accommodating. We didn’t have taxis one night and the host came to pick us up. The breakfast was great
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 61 reviews
Price from
US$488.75
1 night, 2 adults
Check availability
All holiday rentals in Healdsburg

Most booked holiday rentals in Healdsburg and surroundings in the past month

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Enjoy breakfast in Healdsburg and nearby

  • Featuring air-conditioned accommodation with a patio, Heavenly Hideaway A Wine Country Escape is located in Healdsburg.

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

    Cypress House & Studio, Walk to Healdsburg Plaza home, a property with a terrace, is situated in Healdsburg, 35 km from Petrified Forest, 36 km from Old Faithful Geyser of California, as well as 48 km...

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

    Featuring air-conditioned accommodation with a patio, Healdsburg Plaza Gem A Wine Country Escape is set in Healdsburg.

  • Featuring air-conditioned accommodation with a patio, Modern Wine Country Charmer is located in Healdsburg.

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

    Boasting air-conditioned accommodation with a patio, Fitch St Escape A Wine Country Escape is situated in Healdsburg. 18 km from Luther Burbank Center for the Arts and 29 km from Safari West, the...

  • Boasting air-conditioned accommodation with a balcony, Private Vineyard Haven A Wine Country Escape is situated in Healdsburg. Guests can benefit from a patio and an outdoor fireplace.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 3 reviews

    Set in Healdsburg, 22 km from Luther Burbank Center for the Arts and 32 km from Safari West, River View Lodge A Wine Country Escape offers a spa and wellness centre and air conditioning.

  • Dry Creek Haven

    Healdsburg
    Breakfast options
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a terrace, Dry Creek Haven is situated in Healdsburg. This holiday home features accommodation with a patio.

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

  • 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

    Boasting air-conditioned accommodation with a patio, Heron House A Wine Country Escape is situated in Healdsburg. This beachfront property offers access to a balcony.

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

    Healdsburg Home with Magnificent Vineyard View home is situated in Healdsburg, 35 km from Safari West, 36 km from Petrified Forest, and 43 km from Robert Louis Stevenson State Park.

  • 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

    Boasting air-conditioned accommodation with a private pool, Sanctuary On Lytton A Wine Country Escape is set in Geyserville.

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