Cottage holiday rentals in Healdsburg

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Popular amenities for Healdsburg cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Guerneville
4.98 out of 5 average rating, 288 reviews

Hillside Retreat in the Redwoods w/ Hot Tub

MelanieRating, 5 stars1 week ago
David's home in the Guerneville redwoods was a magical place for a solo retreat. The beauty and attention to detail was wonderful - from the art to the amenities to the guidebook! David was very responsive and kind in his communications. Would stay again.
Top Guest favourite
Cottage in Santa Rosa
4.99 out of 5 average rating, 104 reviews

Story-Book Cottage in the Heart of Wine Country

HarryRating, 5 stars3 months ago
This is a charming place, beautifully kept with lovely furnishings. We really enjoyed the well appointed kitchen as we cooked every day. The yard and gardens are beautifully kept, peaceful and serene. Oranges growing right outside the house! We were in town for a wedding, and Santa Rosa is right in the middle of so many enjoyable things to do. We hiked on the CCT out past Bodega Bay, enjoyed restaurants in Healdsburg, visited the redwoods and shopped at the Barlow in Sebastopol. Thank you Cheryl for sharing your lovely home. We had a fabulous time!
Top Guest favourite
Cottage in Santa Rosa
4.97 out of 5 average rating, 178 reviews

WiLD Vines Winery and Farm Cottage

MikeRating, 5 stars3 weeks ago
Magnificent gardens and setting, immaculate interior and super attention to character and detail, bery welcoming and homey, terrific outdoor spaces for sitting and dining
Guest favourite
Cottage in Guerneville
4.91 out of 5 average rating, 352 reviews

Red Door Retreat

StephenRating, 5 stars2 weeks ago
This was our second time staying at Red Door Retreat and we had another great visit. As before everything was exactly as pictured and described. Checkin was very smooth and communication with Brett was great. We particularly enjoyed the several nice outdoor spaces and the hot tub. Quiet setting but short drive to local attractions and Guerneville town center. Highly recommended!
Top Guest favourite
Cottage in Santa Rosa
4.94 out of 5 average rating, 198 reviews

Napa Wine Country Retreat - Villa

BethRating, 5 stars5 days ago
My family and I had an enjoyable weekend stay at Peter’s cottage. The location was beautiful and home was cozy. The kitchen had everything we needed and I appreciated a clean porta-crib that was provided.
Guest favourite
Cottage in Monte Rio
4.97 out of 5 average rating, 103 reviews

Secret garden in redwoods, hot tub, walk to river

KaylaRating, 5 stars3 weeks ago
This Airbnb was a great home base - extremely well furnished, clean, and a beautiful setup with lovely outdoor space. We were thrilled with our choice and had so much fun watching our kids explore the backyard while we lounged and took in the trees.
Guest favourite
Cottage in Monte Rio
4.88 out of 5 average rating, 210 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

JanaRating, 5 stars5 days ago
Beautiful property! It was breathtaking to sit on the lawn and just hang out. So welcoming and had everything you could need
Top Guest favourite
Cottage in Santa Rosa
4.97 out of 5 average rating, 222 reviews

Alpine Ranch Farmhouse ~ Wine Country

ParastooRating, 5 stars2 weeks ago
Everything was great the location was amazing, the place was clean and the host was very responsive. Thanks for the great stay.

Pet-friendly cottage rentals

Guest favourite
Cottage in Santa Rosa
4.88 out of 5 average rating, 188 reviews

Cute Wine Country Cottage

CristinaRating, 5 stars3 weeks ago
Beautiful, quiet, and cozy. Super responsive hosts. Would love to come back someday.
Superhost
Cottage in Sonoma
4.87 out of 5 average rating, 135 reviews

Historic Cuneo Cottage Downtown Sonoma

CarolineRating, 5 stars1 month ago
We had a wonderful girls’ weekend in Sonoma staying at this lovely cottage! The location is super walkable to both the square and to nice hiking trails. Everything was spotless and the beds were comfortable. Highly recommend!
Guest favourite
Cottage in Middletown
4.98 out of 5 average rating, 123 reviews

Garden house with gas fireplace

DanielleRating, 5 stars1 week ago
A wonderful, fun place to stay! Super comfy & looking forward to visiting again, soon!!
Guest favourite
Cottage in Healdsburg
4.8 out of 5 average rating, 59 reviews

Charming Cottage in Healdsburg Wine Country

MonicaRating, 5 stars2 weeks ago
A peaceful stay in a truly beautiful area. The home was comfortable —perfect for a getaway.
Superhost
Cottage in Guerneville
4.87 out of 5 average rating, 108 reviews

Guerneville Cabin Among the Redwoods + Wineries

DavidRating, 5 stars2 weeks ago
We loved Sarah and Keith’s house! Great location, close to everything, quiet, great neighborhood. We would definitely stay here again.
Guest favourite
Cottage in Dillon Beach
4.98 out of 5 average rating, 357 reviews

Dillon Beach Surf Cottage

SharonRating, 5 stars2 weeks ago
We had a wonderfully relaxing stay at Dennis and Dan’s amazing cottage! The view was amazing and the beach less than a 5 mins walk away. We walked down to the beach for long walks with our dogs twice daily, they had a ball! It’s wonderful to be able to let your dogs run off leash on a beach, there are so few places in CA that you can. We had planned on venturing out but found ourselves glued to the deck people watching, listening to the waves and chilling out. The cottage was immaculate! We’ve never stayed in a place that is so well stocked with everything you could possibly need. The hosts have literally thought of everything! We couldn’t leave without first booking for next year.
Guest favourite
Cottage in Glen Ellen
4.91 out of 5 average rating, 291 reviews

Cozy Creekside Retreat in Sonoma Wine Country

LizetteRating, 5 stars2 weeks ago
Amazing stay! Very peaceful, beautifully surrounded by nature, nice and quiet. Very spacious and super clean, great for travelers with dogs. Only advice: bring a flashlight as it gets very dark at night and it will help if you have to take the pups out around the vicinity and/or if you arrive late at night.
Guest favourite
Cottage in Cazadero
4.9 out of 5 average rating, 344 reviews

Gravenstein Cottage

GinaRating, 5 stars1 month ago
I had the very BEST stay at Mark's place! Everything about the stay was magical - the cottage was quaint and lovely, surrounded by redwoods. Mark's hospitality was of the very best I have seen...he was so kind, helpful and caring and lovely to talk with during the stay. He cares so much and wants to make sure his guests have the best experience. And wow the baked goods are incredible! This was the best mini retreat I could have imagined..I will definitely be back!

Private cottage rentals

Guest favourite
Cottage in Forestville
4.96 out of 5 average rating, 95 reviews

Private Wine Country Bungalow! Sunny Treetop Views

MichelRating, 5 stars3 weeks ago
What can I say, it was a perfect stay. For me, the mattress and overall sleep quality is very important and I can confidently say these have been THE MOST comfortable beds of any airbnb I’ve stayed in by a mile. Chad has every detail covered and is a great guy. It was a great experience overall, everything was high quality!
Top Guest favourite
Cottage in Kenwood
4.97 out of 5 average rating, 34 reviews

Zoë Creekside-Tranquil Redwoods in Kenwood

JessicaRating, 5 stars4 days ago
Wow! This property is absolutely stunning. Private and peaceful, it’s straight out of a magazine! Just 6 minutes from the most beautiful hiking trail, Goodlove Trail and just minutes to drive to some of the most beautiful wineries! We truly enjoyed our stay and would love to visit again!
Guest favourite
Cottage in Healdsburg
4.95 out of 5 average rating, 61 reviews

Vineyard views close to town w/ free EV charger

JillRating, 5 stars2 weeks ago
We loved spending the weekend at Mike’s Healdsburg cottage - a great place with everything we needed, central location that felt peaceful, nice outdoor space, and Mike is a super responsive and helpful host. We will gladly come back!
Top Guest favourite
Cottage in Cotati
5 out of 5 average rating, 28 reviews

Redtail Hawk Cottage | Private & Sparkling New

BethRating, 5 stars3 weeks ago
Thank you for a wonderful stay at your home. It provided a comfortable and peaceful setting for us to relax and recharge. The amenities were perfect—thoughtfully chosen and well-maintained. We especially appreciated the extra touches like the selection of snacks and coffees, which catered to a variety of tastes. Your responsiveness and attention to detail did not go unnoticed. We would definitely consider returning for a longer stay in the future!
Guest favourite
Cottage in Guerneville
4.98 out of 5 average rating, 48 reviews

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

MarcusRating, 5 stars4 days ago
Dear Jessica and Jon, Thank you so much for creating such a special space at The Alchemy Tree House. We had a wonderful stay. From the moment we arrived, we felt at ease—surrounded by the redwoods, with everything so thoughtfully designed and cared for. You’ve created a place that feels both grounding and inviting, and we appreciated the attention to detail. The location was perfect for exploring—close to the Russian River, Armstrong Redwoods, and not far from the coast. But honestly, just being able to relax in the quiet, surrounded by trees, was a gift in itself. We also really appreciated how warm and responsive you were throughout our stay. It’s clear how much love you’ve poured into the place. We’d absolutely love to come back someday. Warmly, Marcus
Guest favourite
Cottage in Monte Rio
4.98 out of 5 average rating, 61 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

KenRating, 5 stars2 weeks ago
Cottage C was amazing! Loved the hot tub under the redwoods! The Russian River was fun if we wanted to stay close and you can’t beat the Northern California Coast 15 minutes away!
Guest favourite
Cottage in Healdsburg
4.88 out of 5 average rating, 85 reviews

Riverfront Wine Country Cottage With Views and Spa

SaraRating, 5 stars2 months ago
Edrene’s place is even more beautiful and quaint in person! Great views in the backyard, nice and quiet neighborhood, but only 10min drive from downtown.
Guest favourite
Cottage in Tomales
4.9 out of 5 average rating, 303 reviews

Rustic Studio Cottage at Stemple Creek Ranch

WilliamRating, 5 stars1 month ago
Great space! Beautiful and charming.

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