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In two weeks
Oct 24 - Oct 26
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4
In four months
Jan 30 - Feb 1

Vacation Homes in Healdsburg

Walk to Russian River - Casa Del Rio - Unit A
Interior

Walk to Russian River - Casa Del Rio - Unit A

9.2 out of 10, Wonderful, (37)
"Bright and cheerful home, 1 minute walk to the river. Our family had such a great trip. Thanks!"
The price is ￥16,222
￥57,396 total
includes taxes & fees
Oct 27 - Oct 28
Walk to Russian River - Casa Del Rio - Unit A
Vineyard Oasis: Luxury Home in the Heart of Sonoma.
Fridge, microwave, oven, stovetop

Vineyard Oasis: Luxury Home in the Heart of Sonoma.

10.0 out of 10, Exceptional, (6)
"Great place to stay. Near enough to town for convenience but far enough away to feel privacy. Nice kitchen with needed tools to cook. "
The price is ￥18,979
￥49,670 total
includes taxes & fees
Nov 2 - Nov 3
Vineyard Oasis: Luxury Home in the Heart of Sonoma.
Sonoma Getaway: Winemaker’s Home with Modern Amenities
Fridge, microwave, oven, stovetop

Sonoma Getaway: Winemaker’s Home with Modern Amenities

10.0 out of 10, Exceptional, (75)
"The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again."
The price is ￥33,918
￥77,156 total
includes taxes & fees
Oct 7 - Oct 8
Sonoma Getaway: Winemaker’s Home with Modern Amenities
NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi
Private kitchen

NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi

10.0 out of 10, Exceptional, (1)
"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."
The price is ￥23,227
￥60,050 total
includes taxes & fees
Oct 13 - Oct 14
NEW Gurneville Backyard Oasis + Spa + Firepit + Dog Friendly + Wi-Fi
AVL Private Retreat Cabin with hot tub on private wooded property
Property grounds

AVL Private Retreat Cabin with hot tub on private wooded property

The price is ￥29,494
￥71,007 total
includes taxes & fees
Oct 10 - Oct 11
AVL Private Retreat Cabin with hot tub on private wooded property
𝑳𝒖𝒙𝒖𝒓𝒚 𝑷𝒓𝒊𝒗𝒂𝒕𝒆 𝑬𝒔𝒕𝒂𝒕𝒆 𝒂𝒕 𝒁𝒐𝒆𝒍𝒍𝒂 𝑽𝒊𝒏𝒆𝒚𝒂𝒓𝒅.𝑷𝑶𝑶𝑳&𝑺𝑷𝑨!𝑮𝑨𝑴𝑬𝑹𝑶𝑶𝑴!
Outdoor pool

𝑳𝒖𝒙𝒖𝒓𝒚 𝑷𝒓𝒊𝒗𝒂𝒕𝒆 𝑬𝒔𝒕𝒂𝒕𝒆 𝒂𝒕 𝒁𝒐𝒆𝒍𝒍𝒂 𝑽𝒊𝒏𝒆𝒚𝒂𝒓𝒅.𝑷𝑶𝑶𝑳&𝑺𝑷𝑨!𝑮𝑨𝑴𝑬𝑹𝑶𝑶𝑴!

9.6 out of 10, Exceptional, (62)
"Great location next to some awesome wineries. Great place to relax after a day of wine tasting!"
The price is ￥211,693
￥327,790 total
includes taxes & fees
Oct 7 - Oct 8
𝑳𝒖𝒙𝒖𝒓𝒚 𝑷𝒓𝒊𝒗𝒂𝒕𝒆 𝑬𝒔𝒕𝒂𝒕𝒆 𝒂𝒕 𝒁𝒐𝒆𝒍𝒍𝒂 𝑽𝒊𝒏𝒆𝒚𝒂𝒓𝒅.𝑷𝑶𝑶𝑳&𝑺𝑷𝑨!𝑮𝑨𝑴𝑬𝑹𝑶𝑶𝑴!
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
Exterior

NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River

9.4 out of 10, Exceptional, (3)
"This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private."
The price is ￥32,738
￥47,904 total
includes taxes & fees
Oct 7 - Oct 8
NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River
Winemaker's Delight: 3BD/3BA Russian River Valley
Outdoor dining

Winemaker's Delight: 3BD/3BA Russian River Valley

9.8 out of 10, Exceptional, (69)
"Excellent location to Sonoma Valley, good size rooms, quiet location, very comfy home."
The price is ￥31,854
￥73,309 total
includes taxes & fees
Nov 5 - Nov 6
Winemaker's Delight: 3BD/3BA Russian River Valley
Farpoint: Heated Infinity Pool, Mountain Views
A heated pool

Farpoint: Heated Infinity Pool, Mountain Views

9.8 out of 10, Exceptional, (7)
"Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back."
The price is ￥70,786
￥143,577 total
includes taxes & fees
Oct 8 - Oct 9
Farpoint: Heated Infinity Pool, Mountain Views
Dragonfly Healdsburg | A Wine Country Escape
Terrace/patio

Dragonfly Healdsburg | A Wine Country Escape

10.0 out of 10, Exceptional, (6)
"The pictures didn’t do justice to how wonderful the property is. The outdoor space is amazing. Just wish the weather was warmer to enjoy it more. We will definitely be booking another stay here. Communication with property owner was responsive and helpful. "
The price is ￥77,770
￥176,242 total
includes taxes & fees
Oct 22 - Oct 23
Dragonfly Healdsburg | A Wine Country Escape
Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries
Lobby

Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries

The price is ￥33,859
￥44,210 total
includes taxes & fees
Oct 29 - Oct 30
Two Luxurious Junior Suite with Elegant Furnishings Near Sonoma Wineries
Luxury Estate Awaits: Your Ultimate Vineyard Escape
Outdoor spa tub

Luxury Estate Awaits: Your Ultimate Vineyard Escape

The price is ￥87,597
￥175,825 total
includes taxes & fees
Oct 9 - Oct 10
Luxury Estate Awaits: Your Ultimate Vineyard Escape
Cobb Mountain Chalet King Size Suite
Smart TV

Cobb Mountain Chalet King Size Suite

9.4 out of 10, Exceptional, (24)
"Perfect place to stay, nice and cozy!"
The price is ￥7,167
￥20,807 total
includes taxes & fees
Oct 7 - Oct 8
Cobb Mountain Chalet King Size Suite
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Terrace/patio

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

9.8 out of 10, Exceptional, (55)
"We loved the house! Very clean and perfect lay out. Walking distance to Starbucks! "
The price is ￥32,443
￥85,783 total
includes taxes & fees
Oct 7 - Oct 8
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Secret Garden: 1BR Oasis, Dog Friendly
Beach

Secret Garden: 1BR Oasis, Dog Friendly

9.8 out of 10, Exceptional, (9)
"Beautifully appointed and quiet. Very comfortable. Great jump off point for exploring local area. Neighbors a little noisy but quiet in the house"
The price is ￥18,106
￥58,268 total
includes taxes & fees
Oct 7 - Oct 8
Secret Garden: 1BR Oasis, Dog Friendly
Peaceful, charming, cottage in wine country. Beautiful yard!
Outdoor dining

Peaceful, charming, cottage in wine country. Beautiful yard!

9.8 out of 10, Exceptional, (6)
"Kitchen overhead light broken, kitchen sink sprayer broken, window lock broken, complicated unfamiliar coffee maker with no instructions. "
The price is ￥20,056
￥49,243 total
includes taxes & fees
Oct 29 - Oct 30
Peaceful, charming, cottage in wine country. Beautiful yard!
Cozy Lake Escape 2-bedroom house with WiFi, AC in delightful Clearlake
Private kitchen

Cozy Lake Escape 2-bedroom house with WiFi, AC in delightful Clearlake

10.0 out of 10, Exceptional, (1)
"Sarah was very helpful and responded to my enqueries very promptly. "
The price is ￥18,876
￥38,047 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Lake Escape 2-bedroom house with WiFi, AC in delightful Clearlake
Lakeside Retreat with Private Boat Ramp by RedAwning
Terrace/patio

Lakeside Retreat with Private Boat Ramp by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (6)
"Our visit was to attend a family memorial. The house was perfect. Quiet neighborhood with calming views. So beautifull! The beds were extremely comfortable and the shower in the master bedroom was so relaxing. I would love to come back in the summer. "
The price is ￥21,827
￥72,085 total
includes taxes & fees
Oct 7 - Oct 8
Lakeside Retreat with Private Boat Ramp by RedAwning
Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond
Private kitchen

Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond

The price is ￥20,793
￥37,854 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom cabin with Wi-Fi included in Loch Lomond
Sonoma Creek Haven – Creekside Near 20+ Wineries
TV, fireplace, stereo

Sonoma Creek Haven – Creekside Near 20+ Wineries

10.0 out of 10, Exceptional, (9)
"Perfect for 2 couples. Enjoyed the hot tub"
The price is ￥38,195
￥90,411 total
includes taxes & fees
Oct 29 - Oct 30
Sonoma Creek Haven – Creekside Near 20+ Wineries
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.
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Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

Hotel Trio Healdsburg

10/10 Excellent
"The room was perfect. Two rooms is so nice. Here for a wedding, bed super comfy, soft pillows. Nice decor. Nice little kitchen. LOVE coffee and water all day, needed it. Cute outside area. Great breakfast. All in all a great visit !"
Vicki 4-night trip
Posted 6 days ago
Hotel Trio Healdsburg

Find out more about Healdsburg

Find out more about Healdsburg

Healdsburg Vacation Homes information

Number of reviews
Accommodation
246 Vacation Homes
Lowest Price
￥71,991
Highest Price
￥71,991

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