Cottage vacation rentals in Healdsburg
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Top-rated cottage rentals in Healdsburg
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub
Cottage in Sonoma
4.98 out of 5 average rating, 120 reviewsSonoma Hideaway- Private Hot Tub & Close to Town!
Sep 16 – 23
Cottage in Marshall
4.98 out of 5 average rating, 104 reviewsTranquil waterfront cottage with private beach
Jun 13 – 20
Cottage in Monte Rio
5.0 out of 5 average rating, 176 reviewsRiverfront Remodel | Hot Tub | Stunning Views
Jul 12 – 19
Cottage in Petaluma
4.83 out of 5 average rating, 852 reviewsSwallowtail Historic Art Studios
Apr 27 – May 4
Cottage in Santa Rosa
4.96 out of 5 average rating, 155 reviewsWiLD Vines Winery and Farm Cottage
Sep 2 – 9
Cottage in Glen Ellen
4.94 out of 5 average rating, 199 reviewsGlen Ellen Creek House/ Heart of Sonoma Valley
Nov 2 – 9
Cottage in Guerneville
4.86 out of 5 average rating, 599 reviewsName'Stay - A Peaceful Zen Retreat
Mar 23 – 30
Cottage in Monte Rio
4.92 out of 5 average rating, 325 reviewsRiverside Retreat in Monte Rio
May 28 – Jun 4
Cottage rentals with free parking
Cottage in Sebastopol
4.93 out of 5 average rating, 495 reviewsYour own Wine Country Cottage
Feb 1 – 8
Cottage in Santa Rosa
4.97 out of 5 average rating, 173 reviewsAlpine Ranch Farmhouse ~ Wine Country
Dec 6 – 13
Cottage in Point Reyes Station
4.99 out of 5 average rating, 135 reviewsCreekside Cottage
Dec 20 – 27
Cottage in Sonoma
4.93 out of 5 average rating, 387 reviewsWisteria Garden
Oct 17 – 24
Cottage in Lagunitas-Forest Knolls
4.96 out of 5 average rating, 136 reviewsCreekside cabin in Redwoods w/modern interior
Mar 25 – Apr 1
Cottage in Kenwood
4.99 out of 5 average rating, 237 reviewsTop 5% Worldwide! Sonoma Valley Sweet Spot for 2
Oct 11 – 18
Cottage in Bodega Bay
4.93 out of 5 average rating, 399 reviewsSwallow's Nest - Ocean and Creek Views
Dec 26 – Jan 2
Cottage in Sonoma
4.99 out of 5 average rating, 141 reviewsSonoma Vineyard Cottage - welcome to wine country!
Jun 29 – Jul 6
Pet-friendly cottage rentals
Cottage in Occidental
4.96 out of 5 average rating, 576 reviewsThe Perch
Sep 20 – 27
Cottage in Penngrove
4.97 out of 5 average rating, 339 reviewsSonoma Mountain Artist's Retreat
Oct 19 – 26
Cottage in Calistoga
4.9 out of 5 average rating, 424 reviewsLuxury Cottage in Downtown Calistoga, Napa Valley
Aug 4 – 11
Cottage in Marshall
4.9 out of 5 average rating, 132 reviewsRustic Beach Cottage with Hot Tub on Tomales Bay
Sep 24 – Oct 1
Cottage in Dillon Beach
4.97 out of 5 average rating, 254 reviewsA Stone’s Throw - Coastal Cottage with Ocean Views
Sep 4 – 11
Cottage in Dillon Beach
4.97 out of 5 average rating, 109 reviewsSundog - Dog Friendly - EV - Near Beach & Food
Dec 12 – 19
Cottage in Santa Rosa
4.94 out of 5 average rating, 173 reviewsNapa Wine Country Retreat - Villa
Oct 6 – 13
Cottage in Glen Ellen
4.91 out of 5 average rating, 231 reviewsCozy Creekside Wine Country Retreat #2
Jul 16 – 23
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