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Guest favorite
Guesthouse in Healdsburg
Mediterranean Getaway with breakfast Healdsburg
2 guests1 bedroom1 bed1 bath
Aug 17 – 22
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Aug 17 – 22
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R20,606 ZAR for 5 nights

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Top guest favorite
Guesthouse in Healdsburg
Healdsburg Cottage-Workspace, Walk to Plaza
1 queen bed
Aug 10 – 15
R22,824 ZAR for 5 nights
4.94 out of 5 average rating, 341 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Garden House
4 beds
Aug 10 – 15
R20,802 ZAR for 5 nights
4.93 out of 5 average rating, 599 reviews
Guest favorite
Guesthouse in Healdsburg
Healdsburg Contemporary Cottage With Lush Backyard Patio
1 queen bed
Aug 2 – 7
R42,107 ZAR for 5 nights
4.97 out of 5 average rating, 207 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Plaza Charmer w/ Hot Tub!
Free cancellation
Sep 1 – 6
R57,230 ZAR for 5 nights
5.0 out of 5 average rating, 36 reviews
Guest favorite
Guesthouse in Healdsburg
The Roost - Sun Room
1 queen bed
Jul 26 – 31
R26,642 ZAR for 5 nights
4.94 out of 5 average rating, 336 reviews
Guest favorite
Guesthouse in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
Free cancellation
Jul 27 – Aug 1
R40,209 ZAR for 5 nights
4.99 out of 5 average rating, 284 reviews
Top guest favorite
Guest suite in Healdsburg
Bridle Path BNB - Private suite w/ hot tub & views
1 queen bed
Jul 28 – Aug 2
R22,702 ZAR for 5 nights
4.98 out of 5 average rating, 46 reviews
Top guest favorite
Home in Healdsburg
Cuvée House
Free cancellation
Jul 27 – Aug 1
R51,194 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Healdsburg
Downtown Healdsburg Perch
1 bed
Jul 14 – 19
R46,394 ZAR for 5 nights
4.97 out of 5 average rating, 34 reviews
Top guest favorite
Apartment in Healdsburg
Ultra-Modern 2 Bedroom Flat In Downtown Healdsburg
2 beds
Jul 17 – 22
R37,969 ZAR for 5 nights
4.98 out of 5 average rating, 106 reviews
Home in Healdsburg
Beautiful House in Healdsburg.
Free cancellation
Jul 27 – Aug 1
R38,795 ZAR for 5 nights
New place to stay
Guest favorite
Vacation home in Healdsburg
Downtown Healdsburg Hideaway
2 beds
Jul 14 – 19
R46,501 ZAR for 5 nights
4.97 out of 5 average rating, 62 reviews
Superhost
Villa in Healdsburg
Hilltop Vista Villa
Free cancellation
Jul 27 – Aug 1
R42,384 ZAR for 5 nights
4.94 out of 5 average rating, 171 reviews
Top guest favorite
Home in Healdsburg
Riverhouse by the plaza
Free cancellation
Aug 16 – 21
R48,527 ZAR for 5 nights
5.0 out of 5 average rating, 30 reviews
Superhost
Room in Healdsburg
Stay with CynthiaBusiness owner,
The Explorer’s Oasis: B&B with Sunset Views
Aug 3 – 8
R23,453 ZAR for 5 nights
New place to stay
Top guest favorite
Home in Healdsburg
Dry Creek Valley Cottage
1 queen bed
Jul 19 – 24
R20,478 ZAR for 5 nights
4.95 out of 5 average rating, 464 reviews
Guest favorite
Guesthouse in Guerneville
Sweetwater Cottage
Free cancellation
Aug 9 – 14
R10,922 ZAR for 5 nights
4.95 out of 5 average rating, 244 reviews
Hotel in Healdsburg
Founder's Suite
2 beds
Jul 20 – 25
R53,390 ZAR for 5 nights