Original cottages Healdsburg
Healdsburg
2 guests

Adults:

2

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0

Child’s age:

Healdsburg

Sep 18 - Sep 19 ·
2 guests

Holiday Cottages in Healdsburg

Healdsburg
2 guests

Adults:

2

Children:

0

Child’s age:

Over 45 stays assessed to highlight the standout picks

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1. Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet

2. Petite Chalet With Deck Near Loch Lomond!

3. Wine Country Mountain Chalet 30 Day Minimum Rental

4. Crispin Cottage

Cottage near Healdsburg

  • Guest favorite
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Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet

10738 Rosa Trail
33.1 km (20.6 mi) from Healdsburg
163
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet Kelseyville is located a 10-minute drive from Adam Springs Golf Course and welcomes its guests to enjoy hiking and darts.

9.4
5 reviews
~ US$172 / night

Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet

33.1 km (20.6 mi) from Healdsburg
163
  • BBQ facilities
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet

Embrace The Seasons' Sweetness Discover The Serene Beauty Of Cole Ridge Chalet Kelseyville is located a 10-minute drive from Adam Springs Golf Course and welcomes its guests to enjoy hiking and darts.

9.4
5 reviews
From US$ 172 / night

Holiday Cottages in Healdsburg

  • Top location
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Petite Chalet With Deck Near Loch Lomond!

10738 Rosa Trail
33.1 km (20.6 mi) from Healdsburg
62
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Situated about 25 minutes' walk from Our Lady of the Lake, Petite Chalet With Deck Near Loch Lomond! Kelseyville entices guests to explore various tourist attractions in the area.

6
1 reviews
~ US$154 / night

Petite Chalet With Deck Near Loch Lomond!

33.1 km (20.6 mi) from Healdsburg
62
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Petite Chalet With Deck Near Loch Lomond!

Situated about 25 minutes' walk from Our Lady of the Lake, Petite Chalet With Deck Near Loch Lomond! Kelseyville entices guests to explore various tourist attractions in the area.

6
1 reviews
From US$ 154 / night

Holiday Cottages in Healdsburg with Private Pool

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Wine Country Mountain Chalet 30 Day Minimum Rental

6401 Dry Creek Road
42.4 km (26.4 mi) from Healdsburg
130
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Located 3.9 km from the Promontory Winery, Wine Country Mountain Chalet 30 Day Minimum Rental Napa gives access to various tourist sites in the vicinity. The 3-bedroom chalet hosts up to 6 guests and provides them with a car park.

~ US$435 / night

Wine Country Mountain Chalet 30 Day Minimum Rental

42.4 km (26.4 mi) from Healdsburg
130
  • Cookware/ Kitchen utensils
  • Flat-screen TV
  • Ironing facilities
  • Tea and coffee facilities

Wine Country Mountain Chalet 30 Day Minimum Rental

Located 3.9 km from the Promontory Winery, Wine Country Mountain Chalet 30 Day Minimum Rental Napa gives access to various tourist sites in the vicinity. The 3-bedroom chalet hosts up to 6 guests and provides them with a car park.

From US$ 435 / night

Luxury Holiday Cottages in Healdsburg

  • Great deal
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Crispin Cottage

Ruddock Road North, 5750
70.1 km (43.5 mi) from Healdsburg
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Sun terrace

Staying at Crispin Cottage Philo, guests can easily reach the virgin redwood groves "Hendy Woods State Park", located about a 10-minute drive away.

Crispin Cottage

70.1 km (43.5 mi) from Healdsburg
93
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Sun terrace

Crispin Cottage

Staying at Crispin Cottage Philo, guests can easily reach the virgin redwood groves "Hendy Woods State Park", located about a 10-minute drive away.

More accommodations in Healdsburg

The Madrona The Madrona The Madrona
9
14 reviews
~ US$ 458 / night
The Madrona
1.7 km (1.0 mi) from city center
Check Availability
Fairview Inn & Suites Fairview Inn & Suites Fairview Inn & Suites
8.2
353 reviews
~ US$ 149 / night
Fairview Inn & Suites
0.7 km (0.5 mi) from city center
Check Availability
The River Belle Inn The River Belle Inn The River Belle Inn
10
157 reviews
~ US$ 630 / night
The River Belle Inn
0.8 km (0.5 mi) from city center
Check Availability
Rockhouse Suites Rockhouse Suites Rockhouse Suites
8.7
55 reviews
~ US$ 329 / night
Rockhouse Suites
0.2 km (0.1 mi) from city center
Check Availability
Montage Healdsburg Montage Healdsburg Montage Healdsburg
8.2
14 reviews
~ US$ 1112 / night
Montage Healdsburg
4.4 km (2.7 mi) from city center
Check Availability

Frequently Asked Questions

What cottages in Healdsburg are pet-friendly?

The Petite Chalet with Deck and Crispin Cottage both welcome pets. These cottages offer ample outdoor space for pets to enjoy.

Tip:

Check nearby dog parks, like the Healdsburg Dog Park, where pets can play freely without a leash.

Which holiday cottages in Healdsburg have great views?

Wine Country Mountain Chalet provides stunning mountain views and has large windows to enjoy the scenery. The Petite Chalet with Deck also offers beautiful vistas over the open land.

Tip:

Aim to book stays during sunset hours for breathtaking views from the deck areas.

What holiday cottages in Healdsburg include a hot tub?

Crispin Cottage features a private hot tub for relaxing after a day of wine tasting. The Wine Country Mountain Chalet offers shared amenities including a hot tub.

Tip:

Plan your hot tub time for post-dinner; it's quieter and more enjoyable under the stars.

Are there holiday cottages in Healdsburg that have two bedrooms?

Crispin Cottage is an excellent choice, featuring two bedrooms that comfortably host families or groups. The Wine Country Mountain Chalet is another great option for larger gatherings.

Tip:

Consider booking directly during weekdays for better rates and availability of larger cottages.

Which affordable holiday cottages can I find in Healdsburg?

The Petite Chalet with Deck is budget-friendly with a charming atmosphere. Crispin Cottage also offers great value for a memorable stay.

Tip:

Book during the low season (January to March) for the best rates.

What romantic cottages are available in Healdsburg?

The Petit Chalet with Deck stands out for its intimate setting and picturesque views, perfect for couples. Wine Country Mountain Chalet also provides a cozy atmosphere.

Tip:

Look for special packages that include wine tasting experiences to enhance your romantic getaway.

Which holiday cottages in Healdsburg are close to wine country?

Wine Country Mountain Chalet is strategically located near famous wineries. The Petite Chalet with Deck also has proximity to various vineyards.

Tip:

Consider booking a wine tour that offers transportation to avoid the hassle of finding a designated driver.

What unique local experiences should I enjoy in Healdsburg?

Visit the Healdsburg Plaza for artisan shops, and attend the Healdsburg Farmers' Market on Saturdays for local produce and crafts. Don't miss the nearby wineries that offer tastings and tours.

Tip:

Plan to visit wineries early in the day; they often have fewer crowds and more personalized service.

How can I experience Healdsburg's culture?

Join the Healdsburg Wine Harvest Festival in late September. This festival showcases local wines and includes live music, food vendors, and community events.

Tip:

Arrive early to secure parking; festival spots fill up quickly and public transport options may be limited.

What's the best way to get around Healdsburg?

Healdsburg is walkable with main attractions close to each other. Bike rentals and rideshare services are also convenient for getting to nearby vineyards.

Tip:

Use bike rentals from local shops for exploring wine country-many wineries offer bike-friendly paths!

Healdsburg and related destinations

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