Book Holiday Homes in Healdsburg

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Healdsburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Healdsburg vacation homes are the perfect way for you to wing it.

Holiday houses in Healdsburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Healdsburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Healdsburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Healdsburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Healdsburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Healdsburg Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
NZ$339
Highest Price
NZ$1,814
Popular accommodation
H2Hotel, Montage Healdsburg, The Lodge at Healdsburg, Tapestry Collection by Hilton, Hotel Trio Healdsburg

Top trending hotels in Healdsburg

H2Hotel

H2Hotel

4 out of 5
219 Healdsburg Ave, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is NZ$595 per night from 6 Apr to 7 Apr
NZ$595
includes taxes & fees
6 Apr - 7 Apr
Stay at this 4-star spa hotel in Healdsburg. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
H2Hotel
Montage Healdsburg

Montage Healdsburg

5 out of 5
100 Montage Way, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is NZ$1,814 per night from 20 Apr to 21 Apr
NZ$1,814
includes taxes & fees
20 Apr - 21 Apr
Stay at this 5-star luxury hotel in Healdsburg. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Montage Healdsburg
The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 out of 5
1261 Grove St, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is NZ$339 per night from 5 May to 6 May
NZ$339
includes taxes & fees
5 May - 6 May
Stay at this 3.5-star hotel in Healdsburg. Enjoy free WiFi, 2 hot tubs, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
The Lodge at Healdsburg, Tapestry Collection by Hilton
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Hotel Trio Healdsburg

Hotel Trio Healdsburg

3 out of 5
110 Dry Creek Rd, Healdsburg, CA
Fully refundableReserve now, pay when you stay
The price is NZ$359 per night from 20 Apr to 21 Apr
NZ$359
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star business-friendly hotel in Healdsburg. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff and ...
Hotel Trio Healdsburg
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.