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

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77 Holiday homes

Holiday villa in Healdsburg

Healdsburg villa

3 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

from £706 / night

£4,940 / week

Holiday home with golf nearby in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

from £408 / night

£2,851 / week

Holiday home with golf nearby in Healdsburg

Healdsburg house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 33 minutes

from £312 / night

£2,182 / week

Home rental in Healdsburg

Healdsburg house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 22 minutes

from £310 / night

£2,211 - £2,582 / week

Healdsburg holiday home rental

Healdsburg house

4 bedrooms / 7 bathrooms / sleeps 8

from £1,694 / night

£9,882 / 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 £162 / night

£1,284 / week

Holiday cottage with golf nearby in Healdsburg

Healdsburg cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 33 minutes

from £457 / night

£3,194 / week

Home rental in Healdsburg with swimming pool, golf nearby

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 59 minutes

from £1,098 / night

£7,687 - £11,898 / week

Holiday home with swimming pool, golf nearby in Healdsburg

Healdsburg house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

from £1,000 / night

£6,999 / 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

4 bedrooms / 4 bathrooms / sleeps 9

from £1,494 / night

£10,454 / week

Great rentals within 20 miles that match your search

Holiday cottage in Santa Rosa

Santa Rosa cottage

2 bedrooms / 1 bathroom / sleeps 6

1

from £184 / night

£1,389 - £1,718 / week

Holiday home in Cobb

Cobb house

2 bedrooms / 2 bathrooms / sleeps 8

from £235 / night

£1,224 / week

Cazadero holiday log cabin rental

Cazadero log cabin

2 bedrooms / 2 bathrooms / sleeps 4

from £109 / night

£758 / week

Holiday home in Santa Rosa

Santa Rosa house

3 bedrooms / 3 bathrooms / sleeps 6

from £282 / night

£1,970 / week

Holiday condo with golf nearby in Windsor

Windsor condo

2 bedrooms / 2 bathrooms / sleeps 6

from £471 / night

£3,294 / week

Holiday home in Santa Rosa

Santa Rosa house

2 bedrooms / 1 bathroom / sleeps 4

2

from £167 / night

£1,052 - £2,220 / week

Holiday home in Sebastopol

Sebastopol house

3 bedrooms / 2 bathrooms / sleeps 8

5

from £133 / night

£795 - £1,723 / week

Windsor holiday home rental

Windsor house

3 bedrooms / 2 bathrooms / sleeps 6

from £288 / night

£1,770 / week

Forestville holiday villa rental

Forestville villa

5 bedrooms / 3 bathrooms / sleeps 10

from £1,127 / night

£6,614 / week

Sebastopol holiday studio rental

Sebastopol studio

Studio / 1 bathroom / sleeps 2

from £112 / night

£782 / week

Holiday home with swimming pool in Sebastopol

Sebastopol house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 18 minutes

from £443 / night

£3,098 / week

Holiday b&b in Santa Rosa

Santa Rosa b&b

3 bedrooms / 1 bathroom / sleeps 6

from £230 / night

£1,444 - £2,277 / week

Holiday home in Freestone

Freestone house

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 2 hours 27 minutes

from £196 / night

£1,369 / week

Holiday home rental

Freestone house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 36 minutes

from £587 / night

£4,108 / week

Holiday cottage in Sebastopol

Sebastopol cottage

1 bedroom / 1 bathroom / sleeps 3

5

from £144 / night

£782 - £926 / week

Holiday home rental

Duncans Mills house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 6 minutes

from £317 / night

£2,218 / week

Holiday cottage in Santa Rosa

Santa Rosa cottage

1 bedroom / 1 bathroom / sleeps 4

1

from £115 / night

£707 - £938 / week

Middletown holiday home rental

Middletown house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 23 minutes

from £208 / night

£1,455 / week

Geyserville holiday farmhouse rental

Geyserville farmhouse

3 bedrooms / 2 bathrooms / sleeps 7

3

from £418 / night

£2,172 / week

Holiday home in Bodega Bay

Bodega Bay house

3 bedrooms / 3 bathrooms / sleeps 7

4

Responds fast! avg. 3 hours 4 minutes

from £543 / night

£2,924 / week

Holiday studio in Santa Rosa

Santa Rosa studio

Studio / 1 bathroom / sleeps 2

5

Responds fast! avg. 4 minutes

from £108 / night

£753 / week

Holiday home rental

Monte Rio house

1 bedroom / 1 bathroom / sleeps 4

6

Responds fast! avg. 2 hours 56 minutes

from £117 / night

£730 / week

Sebastopol holiday home rental

Sebastopol house

3 bedrooms / 2 bathrooms / sleeps 8

1

from £324 / night

£2,190 - £2,482 / week

Holiday home in Bodega Bay

Bodega Bay house

3 bedrooms / 1 bathroom / sleeps 6

27

Responds fast! avg. 2 hours 55 minutes

from £288 / night

£1,667 / week

Holiday home in Occidental

Occidental house

2 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 23 minutes

from £208 / night

£1,453 / week

Holiday home in Sebastopol

Sebastopol house

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 21 minutes

from £172 / night

£1,199 / week

Viewing 39 of 77
rentals in Healdsburg

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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.

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