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 Petaluma
4.83 out of 5 average rating, 854 reviewsSwallowtail Historic Art Studios
Feb 17 – 24
Cottage in Sonoma
4.98 out of 5 average rating, 120 reviewsSonoma Hideaway- Private Hot Tub & Close to Town!
Sep 29 – Oct 6
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 Glen Ellen
4.94 out of 5 average rating, 201 reviewsGlen Ellen Creek House/ Heart of Sonoma Valley
Feb 24 – Mar 3
Cottage in Santa Rosa
4.96 out of 5 average rating, 155 reviewsWiLD Vines Winery and Farm Cottage
Aug 21 – 28
Cottage in Guerneville
4.86 out of 5 average rating, 600 reviewsName'Stay - A Peaceful Zen Retreat
Nov 7 – 14
Cottage in Monte Rio
4.92 out of 5 average rating, 325 reviewsRiverside Retreat in Monte Rio
Jul 19 – 26
Cottage rentals with free parking
Cottage in Sebastopol
4.93 out of 5 average rating, 495 reviewsYour own Wine Country Cottage
Oct 7 – 14
Cottage in Santa Rosa
4.97 out of 5 average rating, 173 reviewsAlpine Ranch Farmhouse ~ Wine Country
Dec 8 – 15
Cottage in Lagunitas-Forest Knolls
4.96 out of 5 average rating, 136 reviewsCreekside cabin in Redwoods w/modern interior
Mar 7 – 14
Cottage in Point Reyes Station
4.99 out of 5 average rating, 135 reviewsCreekside Cottage
Dec 3 – 10
Cottage in Sonoma
4.93 out of 5 average rating, 387 reviewsWisteria Garden
Oct 19 – 26
Cottage in Bodega Bay
4.93 out of 5 average rating, 400 reviewsSwallow's Nest - Ocean and Creek Views
Sep 5 – 12
Cottage in Kenwood
4.99 out of 5 average rating, 238 reviewsTop 5% Worldwide! Sonoma Valley Sweet Spot for 2
Oct 6 – 13
Cottage in Vallejo
4.87 out of 5 average rating, 217 reviewsWine Country Friendly Cottage
Mar 15 – 22
Pet-friendly cottage rentals
Cottage in Penngrove
4.97 out of 5 average rating, 341 reviewsSonoma Mountain Artist's Retreat
Sep 20 – 27
Cottage in Monte Rio
4.99 out of 5 average rating, 149 reviewsRiverfront Cottage w/ lush gardens & hot tub!
Feb 3 – 10
Cottage in Santa Rosa
4.94 out of 5 average rating, 173 reviewsNapa Wine Country Retreat - Villa
Aug 5 – 12
Cottage in Calistoga
4.9 out of 5 average rating, 424 reviewsLuxury Cottage in Downtown Calistoga, Napa Valley
Dec 19 – 26
Cottage in Marshall
4.9 out of 5 average rating, 133 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 2 – 9
Cottage in Glen Ellen
4.91 out of 5 average rating, 231 reviewsCozy Creekside Wine Country Retreat #2
Dec 22 – 29
Cottage in Guerneville
4.88 out of 5 average rating, 341 reviewsPumpkin House
May 9 – 16
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