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!
Jun 20 – 27
Cottage in Marshall
4.98 out of 5 average rating, 104 reviewsTranquil waterfront cottage with private beach
May 29 – Jun 5
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, 853 reviewsSwallowtail Historic Art Studios
Feb 10 – 17
Cottage in Glen Ellen
4.94 out of 5 average rating, 199 reviewsGlen Ellen Creek House/ Heart of Sonoma Valley
Feb 13 – 20
Cottage in Santa Rosa
4.96 out of 5 average rating, 155 reviewsWiLD Vines Winery and Farm Cottage
Sep 7 – 14
Cottage in Guerneville
4.86 out of 5 average rating, 600 reviewsName'Stay - A Peaceful Zen Retreat
Oct 4 – 11
Cottage in Monte Rio
4.92 out of 5 average rating, 325 reviewsRiverside Retreat in Monte Rio
Jul 23 – 30
Cottage rentals with free parking
Cottage in Sebastopol
4.93 out of 5 average rating, 495 reviewsYour own Wine Country Cottage
Mar 23 – 30
Cottage in Santa Rosa
4.97 out of 5 average rating, 173 reviewsAlpine Ranch Farmhouse ~ Wine Country
Jul 17 – 24
Cottage in Sonoma
4.93 out of 5 average rating, 387 reviewsWisteria Garden
Jul 28 – Aug 4
Cottage in Point Reyes Station
4.99 out of 5 average rating, 135 reviewsCreekside Cottage
Feb 3 – 10
Cottage in Bodega Bay
4.93 out of 5 average rating, 400 reviewsSwallow's Nest - Ocean and Creek Views
Sep 5 – 12
Cottage in Sonoma
4.99 out of 5 average rating, 141 reviewsSonoma Vineyard Cottage - welcome to wine country!
Jun 29 – Jul 6
Cottage in Kenwood
4.99 out of 5 average rating, 237 reviewsTop 5% Worldwide! Sonoma Valley Sweet Spot for 2
Oct 22 – 29
Cottage in Monte Rio
4.98 out of 5 average rating, 122 reviewsSunny Riverfront Cottage
May 16 – 23
Pet-friendly cottage rentals
Cottage in Calistoga
4.9 out of 5 average rating, 424 reviewsLuxury Cottage in Downtown Calistoga, Napa Valley
May 27 – Jun 3
Cottage in Penngrove
4.97 out of 5 average rating, 340 reviewsSonoma Mountain Artist's Retreat
Oct 23 – 30
Cottage in Glen Ellen
4.91 out of 5 average rating, 231 reviewsCozy Creekside Wine Country Retreat #2
Jan 19 – 26
Cottage in Monte Rio
4.99 out of 5 average rating, 149 reviewsRiverfront Cottage w/ lush gardens & hot tub!
Dec 6 – 13
Cottage in Santa Rosa
4.94 out of 5 average rating, 173 reviewsNapa Wine Country Retreat - Villa
Jan 29 – Feb 5
Cottage in Marshall
4.9 out of 5 average rating, 132 reviewsRustic Beach Cottage with Hot Tub on Tomales Bay
Dec 27 – Jan 3
Cottage in Dillon Beach
4.97 out of 5 average rating, 109 reviewsSundog - Dog Friendly - EV - Near Beach & Food
Oct 1 – 8
Cottage in Dillon Beach
4.97 out of 5 average rating, 254 reviewsA Stone’s Throw - Coastal Cottage with Ocean Views
Aug 11 – 18
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