COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Cottages in Healdsburg and Cabins - Holiday Lettings - Holiday Rentals Healdsburg

Updating

age 0-16
240 Results

Relevance

Price low to high

Price high to low

Reviews

240 Holiday homes

Holiday home in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

5

from £420 / night

£2,643 / week

Holiday home in Healdsburg

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

“Cecilia's Vineyard” This is a wonderful house in a great location. If you are looking for a place where you can cook, relax, and drink the wine from your daily tastings this is the place. It's conveniently located just outside of Healdsburg, but you would never know it. It's just a short drive to Big John's which has everything you might need for cooking in, rather than going out. The view is beautiful, the amenities great, and you can even watch planes take off from the local airport. We were so busy, we didn't even get to really take advantage of the great entertainment room.

16

from £788 / night

£4,962 / week

Holiday home in Healdsburg

Healdsburg house

5 bedrooms / 4 bathrooms / sleeps 12

4

from £1,021 / night

£6,427 / week

Holiday home in Healdsburg

Healdsburg house

/ 3 bathrooms / sleeps 10

from £793 / night

£4,660 / week

Holiday home rental

Healdsburg house

3 bedrooms / 3 bathrooms / sleeps 6

from £655 / night

£4,236 / week

Healdsburg holiday home rental

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

5

from £699 / night

£4,404 / week

Holiday villa in Healdsburg

Healdsburg villa

3 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

from £800 / night

£5,594 / week

Holiday home in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

from £273 / night

£1,911 / week

Healdsburg holiday home rental

Healdsburg house

4 bedrooms / 4 bathrooms / sleeps 8

from £1,119 / night

£5,592 / week

Holiday home in Healdsburg

Healdsburg house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 21 minutes

from £212 / night

£1,483 / week

Healdsburg holiday home rental

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £839 / night

£5,033 / week

Holiday home in Healdsburg

Healdsburg house

3 bedrooms / 3 bathrooms / sleeps 8

from £532 / night

£3,617 / week

Home rental in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £329 / night

£2,349 - £2,744 / week

Holiday home in Healdsburg

Healdsburg house

2 bedrooms / 2 bathrooms / sleeps 6

from £275 / night

£1,925 / week

Holiday home with swimming pool in Healdsburg

Healdsburg house

3 bedrooms / 3 bathrooms / sleeps 8

5

from £793 / night

£5,546 / week

Holiday home in Healdsburg

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 10

from £746 / night

£3,728 / week

Healdsburg holiday home rental

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 6

3

from £741 / night

£4,668 / week

Holiday home in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £420 / night

£2,643 / week

Healdsburg holiday home rental

Healdsburg house

4 bedrooms / 7 bathrooms / sleeps 8

from £1,694 / night

£9,882 / week

Holiday home in Healdsburg

Healdsburg house

5 bedrooms / 6 bathrooms / sleeps 12

from £2,144 / night

£12,303 / week

Holiday home with swimming pool in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

from £835 / night

£5,255 / week

Healdsburg holiday home rental

Healdsburg house

2 bedrooms / 1 bathroom / sleeps 6

7

from £373 / night

£1,958 / week

Holiday villa in Healdsburg

Healdsburg villa

2 bedrooms / 2 bathrooms / sleeps 4

from £420 / night

£2,643 / week

Holiday villa in Healdsburg

Healdsburg villa

4 bedrooms / 6 bathrooms / sleeps 8

from £2,071 / night

£14,496 / week

Holiday cottage in Healdsburg

Healdsburg cottage

2 bedrooms / 2 bathrooms / sleeps 4

from £236 / night

£1,648 / week

Holiday home in Healdsburg

Healdsburg house

1 bedroom / 1 bathroom / sleeps 4

from £184 / night

£1,454 / week

Holiday cottage with golf nearby in Healdsburg

Healdsburg cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 21 minutes

from £329 / night

£2,300 / week

Holiday home with swimming pool in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 6

from £583 / night

£4,404 / week

Holiday chateau with swimming pool in Healdsburg

Healdsburg chateau

3 bedrooms / 4 bathrooms / sleeps 6

from £1,974 / night

£13,813 / week

Home rental in Healdsburg with swimming pool, golf nearby

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

from £837 / night

£5,859 - £10,935 / week

Holiday home with swimming pool, golf nearby in Healdsburg

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

from £1,125 / night

£7,874 / week

Healdsburg holiday home accommodation

Healdsburg house

3 bedrooms / 6 bathrooms / sleeps 8

from £173 / night

£1,208 / week

Home rental in Healdsburg with golf nearby

Healdsburg house

2 bedrooms / 2 bathrooms / sleeps 4

from £535 / night

£3,745 - £5,213 / week

Home rental in Healdsburg with golf nearby

Healdsburg house

4 bedrooms / 4 bathrooms / sleeps 9

Responds fast! avg. 1 hour 23 minutes

from £1,600 / night

£11,200 / week

Great rentals within 20 miles that match your search

Holiday home in Forestville

Forestville house

2 bedrooms / 1 bathroom / sleeps 4

2

from £174 / night

£1,195 / week

Holiday cottage in Sebastopol

Sebastopol cottage

1 bedroom / 1 bathroom / sleeps 4

2

from £155 / night

£931 - £1,259 / week

Home accommodation in Geyserville

Geyserville house

3 bedrooms / 3 bathrooms / sleeps 8

from £694 / night

£4,369 / week

Holiday log cabin in Guerneville

Guerneville log cabin

2 bedrooms / 1 bathroom / sleeps 4

from £159 / night

£1,000 / week

Windsor holiday condo rental

Windsor condo

3 bedrooms / 2 bathrooms / sleeps 8

from £263 / night

£1,842 / week

Home rental in Sebastopol

Sebastopol house

2 bedrooms / 2 bathrooms / sleeps 4

1

from £184 / night

£1,128 / week

Viewing 40 of 240
rentals in Healdsburg

×

Healdsburg holidays

Located along the Russian River at the centre of Sonoma County wine country, Healdsburg offers a perfect holiday paradise, especially for wine lovers and outdoor enthusiasts. Every year, visitors come here from all over the world to experience tours through the rolling hillsides covered with vineyards and olive groves. Some of the finest award winning olive oils, wines, and champagnes in the world are produced right here. The mountains lie within easy reach of downtown Healdsburg, offering endless outdoor activities against a backdrop of rugged natural beauty. Stay in your own private holiday rental and enjoy a cup of coffee on your deck as the sun rises. Head into town for shopping, art galleries, craft studios, and seasonal festivals. When you're ready to explore the wilderness, there are miles of scenic trails and picnic areas here offering beautiful overlooks and wildlife spotting opportunities. At night, come home to your holiday rental in Healdsburg. Pool and luxury gourmet kitchens are features that many rentals offer, which can make your private condo or holiday home a great place for relaxing in style or hosting dinner for your family and friends.

Here are a few additional suggestions for your trip:

  • Tour wine country: A vineyard tour is an indispensible part of the Healdsburg Experience.
  • Go biking: Explore the steep back country trails by bicycle or rent a bike and peddle around town and have a freewheeling afternoon on a bicycle wine tour.
  • Take a balloon ride: Experience the majestic beauty of Sonoma from the sky. Take a ride in a colourful balloon at sunrise and follow it up with a romantic champagne brunch.
  • Go boating and fishing: Head out onto Healdsburg's tranquil lakes and waterways for some of the best fly fishing opportunities in the state.
  • Spend an afternoon in the spa: Healdsburg spa venues are truly world class. After a few days of mountain biking and rock climbing, indulge in an afternoon of serious pampering.
  • Go bird watching and wildlife spotting: The Healdsburg area is home to some of California's most elusive bird and wildlife species. Come here to see eagles, hawks, otters, foxes, and black bears.

Sonoma country is becoming increasingly popular for weekend getaways, family reunions, and Healdsburg wedding locations. Bring your friends and family, rent a luxury holiday home or seasonal condo, and let the holiday memories begin.

Also consider