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Top Holiday Rentals in Healdsburg

Sonoma Getaway: Winemakerโ€™s Home with Modern Amenities

10.0 out of 10, Exceptional, (73)
"Had a great time at this house. It was so cozy. The owner was very communicative. Definitely will go back. Thank you Great Location as well."
The price is ยฃ374
includes taxes & fees
14 Jul - 15 Jul
Sonoma Getaway: Winemakerโ€™s Home with Modern Amenities

๐‘ณ๐’–๐’™๐’–๐’“๐’š ๐‘ท๐’“๐’Š๐’—๐’‚๐’•๐’† ๐‘ฌ๐’”๐’•๐’‚๐’•๐’† ๐’‚๐’• ๐’๐’๐’†๐’๐’๐’‚ ๐‘ฝ๐’Š๐’๐’†๐’š๐’‚๐’“๐’….๐‘ท๐‘ถ๐‘ถ๐‘ณ&๐‘บ๐‘ท๐‘จ!๐‘ฎ๐‘จ๐‘ด๐‘ฌ๐‘น๐‘ถ๐‘ถ๐‘ด!

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 ยฃ1,823
includes taxes & fees
16 Jul - 17 Jul
๐‘ณ๐’–๐’™๐’–๐’“๐’š ๐‘ท๐’“๐’Š๐’—๐’‚๐’•๐’† ๐‘ฌ๐’”๐’•๐’‚๐’•๐’† ๐’‚๐’• ๐’๐’๐’†๐’๐’๐’‚ ๐‘ฝ๐’Š๐’๐’†๐’š๐’‚๐’“๐’….๐‘ท๐‘ถ๐‘ถ๐‘ณ&๐‘บ๐‘ท๐‘จ!๐‘ฎ๐‘จ๐‘ด๐‘ฌ๐‘น๐‘ถ๐‘ถ๐‘ด!

Wineries & Wine: A Comforting Getaway in Wine Country

9.4 out of 10, Exceptional, (20)
"Great location, apartment and host, highly recommend! "
The price is ยฃ295
includes taxes & fees
14 Jul - 15 Jul
Wineries & Wine: A Comforting Getaway in Wine Country

Wine Country Retreat with Pool & Hot Tub - Dogs OK!

10.0 out of 10, Exceptional, (1)
"Magical backyard and charming quirky Victorian home"
The price is ยฃ835
includes taxes & fees
13 Jul - 14 Jul
Wine Country Retreat with Pool & Hot Tub - Dogs OK!

Vineyard Oasis: Luxury Home in the Heart of Sonoma.

10.0 out of 10, Exceptional, (5)
"Our trip emphasized activities out of the house. While we did not cook or utilize the property much, our stay was clean, quiet and pleasant for a hot shower and good nightโ€™s rest! "
The price is ยฃ336
includes taxes & fees
28 Jul - 29 Jul
Vineyard Oasis: Luxury Home in the Heart of Sonoma.

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

9.8 out of 10, Exceptional, (61)
"Easily accessible VRBO from the freeway made our stay in Santa Rosa perfect. We had appointments in Healdsburg, SR and SF so the location was centrally located, making it ideal for us. Clean and comfortable- weโ€™d stay again!"
Winemaker's Delight: 3BD/3BA Russian River Valley

Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C

The price is ยฃ479
includes taxes & fees
10 Jul - 11 Jul
Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C

New Sonoma County Station Home

10.0 out of 10, Exceptional, (7)
"We enjoyed the property very much"
The price is ยฃ1,830
includes taxes & fees
15 Jul - 16 Jul
New Sonoma County Station Home

Russian River Brew-cation Home

10.0 out of 10, Exceptional, (51)
"3 couples had a great introduction to California wine country.!! Our stay here was the perfect โ€œbase campโ€ each days adventure. Would highly recommend staying here. "
The price is ยฃ398
includes taxes & fees
15 Jul - 16 Jul
Russian River Brew-cation Home

Heart of Wine Country, Cute Cottage w/Hot Tub

9.8 out of 10, Exceptional, (26)
The price is ยฃ441
includes taxes & fees
16 Jul - 17 Jul
Heart of Wine Country, Cute Cottage w/Hot Tub

Lovely Tudor Home w/ Pool & Spa Near Russian River

2.0 star property
9.6 out of 10, Exceptional, (122)
"This house is such a great retreat for our friends every year. Plenty of space, and an ideal place to relax by the pool and BBQ on a warm weekend in Russian River."
Lovely Tudor Home w/ Pool & Spa Near Russian River

Wine Country Home of Healdsburg Wine Maker

9.6 out of 10, Exceptional, (22)
"What a wonderful place to call home while on vacation!!!! Cynthia and staff are amazing and added so much to our stay. Make sure you experience the Barn tastingโ€ฆit was the highlight of our trip. Property is exactly as described and the location is perfect. "
The price is ยฃ675
includes taxes & fees
13 Jul - 14 Jul
Wine Country Home of Healdsburg Wine Maker

Luxury Container Home w 360 Views + Infinity Pool

10.0 out of 10, Exceptional, (10)
"This property was beautiful clean and comfortable. The beds were cozy and it was well stocked both kitchen and house supplies. We would definitely stay again!"
The price is ยฃ820
includes taxes & fees
13 Jul - 14 Jul
Luxury Container Home w 360 Views + Infinity Pool

Cozy Riverfront Cabin - Beach Access & Wood Stove

9.6 out of 10, Exceptional, (7)
"Cozy cottage, communicative hosts"
The price is ยฃ427
includes taxes & fees
5 Aug - 6 Aug
Cozy Riverfront Cabin - Beach Access & Wood Stove

Walk to Russian River - Casa Del Rio - Unit A

9.2 out of 10, Wonderful, (33)
"Great location to stay to get the most out of your wine trip. "
The price is ยฃ298
includes taxes & fees
28 Jul - 29 Jul
Walk to Russian River - Casa Del Rio - Unit A

Casa Blanca waterfront house with private pier & kayaks, sleeps 8

9.4 out of 10, Exceptional, (25)
"Traveled to the area for work. It was a great place that was in a great location. Really enjoyed the views of the lake from the deck. The host was great to work with and very accommodating!"
The price is ยฃ373
includes taxes & fees
10 Jul - 11 Jul
Casa Blanca waterfront house with private pier & kayaks, sleeps 8

Lakeside Retreat with Private Boat Ramp by RedAwning

2.0 star property
8.8 out of 10, Excellent, (5)
"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 ยฃ355
includes taxes & fees
10 Jul - 11 Jul
Lakeside Retreat with Private Boat Ramp by RedAwning

Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

9.6 out of 10, Exceptional, (55)
"The deck is outstanding - we spent pretty much every moment, from morning coffee to evening cocktails, there. Super great communication with Martine, well-equipped kitchen, and all slept well. Didn't kayak (tho they were there and ready for us), but some of us went swimming and really enjoyed that. Well-appointed home, very comfortable and fun. Thank you, Martine"
The price is ยฃ348
includes taxes & fees
21 Jul - 22 Jul
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

9.6 out of 10, Exceptional, (39)
"Great location and amazing dock."
The price is ยฃ410
includes taxes & fees
22 Jul - 23 Jul
STUNNING Lakefront, Huge DOCK,2 Kayaks, Sleep 8, Prime fishing spot

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (232)
"This is a beautiful home in a quaint location to build special memories. We will definitely return!!"
The price is ยฃ1,588
includes taxes & fees
14 Jul - 15 Jul
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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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Frequently asked questions

Are there holiday rentals in Healdsburg?

Yes, there are holiday rentals in Healdsburg close to SingleThread Farm at Dry Creek, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Healdsburg. While you're here, grab a bite or have a drink at the top-notch restaurants and wineries.

What are some of the best holiday rentals that Healdsburg has to offer?

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg: This highly rated holiday home rental in Healdsburg is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Healdsburg?

Expedia has 141 holiday rentals for your stay in Healdsburg.

What can I see and do in Healdsburg?

Enjoy the outdoors at Russian River and Healdsburg Ridge Open Space Preserve, or simply take in cultural attractions like Healdsburg Museum and Raven Performing Arts Theater. Healdsburg Plaza and Wilson Winery are other places to visit while you're in town.

What are holiday rentals like in Healdsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Healdsburg. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.