Holiday Homes in Healdsburg

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Featured Holiday Homes in Healdsburg

~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~

10.0 out of 10, Exceptional, (89)
"Lovely, relaxing home"
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~

Luxurious Large Home, Beautiful Pool, Extensive Gardens

9.8 out of 10, Exceptional, (155)
"We had a great time hanging out at the pool with the family,"
Luxurious Large Home, Beautiful Pool, Extensive Gardens

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

10.0 out of 10, Exceptional, (152)
"A short getaway with a few friends (girls' weekend) and this was the perfect place! The home was pristine with a California vibe. Such a lovely home and everything was new. Couldn't have been more pleased with our stay!"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

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 NZ$671
includes taxes & fees
30 Sept - 1 Oct
Walk to Russian River - Casa Del Rio - Unit A

Beautiful Bohemian Retreat

8.6 out of 10, Excellent, (44)
"The decor was clearly thought out and created a real Bohemian feel which was just so charming for a little place nestled in the trees. Loved the bedroom configuration with one bedroom on the main level and the 2 down below. Our room on the main level had a big skylight which allowed us to see the moon and trees above us while in bed which was romantic. The living room and kitchen have a lot of unique pieces and paintings and was well stocked with the essentials. The manager was very responsive...
Beautiful Bohemian Retreat

Modern Home w/Woodstove & Swimming Pool; a Resort Feel in a Vineyard Setting!

10.0 out of 10, Exceptional, (37)
"The property was just as described. We really enjoyed the pool and the relaxed beauty of the yard and surrounding vineyard and hills. "
Modern Home w/Woodstove & Swimming Pool; a Resort Feel in a Vineyard Setting!

Modern, recently built home with stunning pool & beautiful views; 15 min to town

10.0 out of 10, Exceptional, (60)
"Beautiful home in the Sonoma hills. House was well equipped with everything we expected. Location appears to be a bit far from Healdsburg, but as advertised it is 15 minutes away. Our grandchildren enjoyed the pool and many games and toys provided The secluded setting in the hills was quite and the view amazing. Thanks to Billy & Melissa for a wonderful stay."
Modern, recently built home with stunning pool & beautiful views; 15 min to town

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (63)
"Gorgeous property and excellent communications with owner and property manager. Well stocked kitchen and so many wonderful things to enjoy!"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

9.6 out of 10, Exceptional, (171)
"No, seriously, stay in this house if for no other reason than the incredible number of birds around, especially hummingbirds! The house is clean and comfortable with a great view. You can roll your kayaks down the hill to the river, then sit in the hot tub and commune with nature. One of the best parts of the house? The house manager Tenay! We had our informational call when we got settled and by the end of the call I felt we’d been friends forever. She’s a wealth of knowledge on places to go,...
Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

8.6 out of 10, Excellent, (29)
"We enjoyed our stay "
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Sanctuary on Lytton | A Wine Country Escape

10.0 out of 10, Exceptional, (33)
" Wonderful!"
Sanctuary on Lytton | A Wine Country Escape

Xanadu Healdsburg | A Wine Country Escape

10.0 out of 10, Exceptional, (28)
"We really enjoyed the pool and family room!"
Xanadu Healdsburg | A Wine Country Escape

Dog-friendly home with AC, walk to downtown Guerneville & Johnson's Beach

9.8 out of 10, Exceptional, (17)
"The home was quite and comfortable. Easy walk to a lovely town, and lots of great wineries and eateries with live entertainment. "
Dog-friendly home with AC, walk to downtown Guerneville & Johnson's Beach

Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

10.0 out of 10, Exceptional, (172)
"Sally, the owner, was, as always, welcoming, respectful, and receptive to any questions or anything that needed problem solving. The house is very comfortable, private, and has wonderful views."
Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

Wood Chalet: Unique Cabin in Redwoods! Peaceful, Modern Vibe! HtTb/WiFi

10.0 out of 10, Exceptional, (32)
"My family loved our stay at the Wood Chalet.. Every room feels like you are in a tree house (but with great beds), and the cathedral windows in the living area is magnificent. Not to mention to hot tub nestled in the majestic trees!!"
Wood Chalet: Unique Cabin in Redwoods! Peaceful, Modern Vibe! HtTb/WiFi

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

10.0 out of 10, Exceptional, (194)
"It is rare to say, but the pictures and description of the property and the house undersell it. This is a special property. The outdoor space is incredible - from the pool area to the treehouse to the views to the trees. The house itself is also great - very spacious and also warm feeling and well-appointed. This was the perfect spot for our multigenerational family trip. Thanks again! "
5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

Sonoma Wine County Oasis: King | BBQ | Fire Pit

10.0 out of 10, Exceptional, (1)
"Very nice property in a very quiet neighborhood."
Sonoma Wine County Oasis: King | BBQ | Fire Pit

Magnolia Ranch Vineyards | Historic house in Healdsburg with lovely private yard

10.0 out of 10, Exceptional, (13)
"Comfy beds, great location & views. 1 mile from town - very peaceful and nice sized 2 bedroom home. Perfect for a coupes wine tasting. "
Magnolia Ranch Vineyards | Historic house in Healdsburg with lovely private yard

Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger

10.0 out of 10, Exceptional, (12)
"Stunning property! The perfect getaway for a girls weekend. "
Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

10.0 out of 10, Exceptional, (23)
"Beautiful comfortable house and very well organized"
Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
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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Healdsburg Holiday Homes information

Number of reviews
1,195
Accommodation
247 Holiday Homes
Lowest Price
NZ$671
Highest Price
NZ$671