Cottage vacation rentals in Healdsburg

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Popular amenities for Healdsburg cottage rentals

Cottage rentals with a hot tub

Guest favorite
A spacious outdoor deck is surrounded by towering redwoods, creating a serene setting. Comfortable seating arrangements include a sectional sofa with yellow cushions and a low coffee table. String lights illuminate the space, while potted plants add a touch of greenery.
Cottage in Guerneville
4.98 out of 5 average rating, 282 reviews

Hillside Retreat in the Redwoods w/ Hot Tub

MeghanRating, 5 stars2 weeks ago
Absolutely loved this location. It felt like we were at a spa retreat with the fountain, outdoor shower, and hot tub. David’s guide is the best I’ve seen on Airbnb. Lots of great recommendations and instructions for the house. We felt right at home and the surrounding neighbors that we saw were very friendly. 10/10!
Superhost
An outdoor fire pit surrounded by four wooden chairs offers a welcoming gathering space. The stone patio extends outward, framed by lush greenery and the vibrant hues of sunset. A vineyard is visible in the background, enhancing the natural setting.
Cottage in Sebastopol
4.92 out of 5 average rating, 318 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

TaylorRating, 5 stars2 weeks ago
My husband and I spent 3 nights at the lodge for our one year wedding anniversary. It is located on the same property as their vineyard which makes for a beautiful, serene view and setup. During our stay, we did a very personal wine tasting with David in the main house. It truly is a cool experience and unlike any other wine tasting I have done before, not to mention the wine was very good! The lodge itself is cozy and relaxing with a private back patio looking into the trees and nature. I wasn’t so sure about the outdoor shower at first but it was actually really nice! Water warmed up really fast and the view is amazing. The bed is located upstairs which was very comfortable and cozy with plenty of pillows and blankets. If you have trouble with mobility, the stairs leading to the bedroom are not easy to navigate and there are more stairs from the parking lot to the lodge with some uneven ground at times. If you are fine with stairs and some walking, it is well worth it!
Top guest favorite
A charming cottage features a well-maintained front yard adorned with lush greenery and colorful flowers. The inviting exterior showcases a mix of brick and stucco, with multiple arching doorways and windows, set against a tranquil evening sky.
Cottage in Santa Rosa
4.99 out of 5 average rating, 103 reviews

Story-Book Cottage in the Heart of Wine Country

HarryRating, 5 stars2 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 favorite
A quaint entrance is framed by a wooden overhang, featuring two yellow Adirondack chairs placed on a stone patio. Nearby, potted plants sit under a blooming tree, contributing to a serene outdoor setting.
Cottage in Santa Rosa
4.97 out of 5 average rating, 175 reviews

WiLD Vines Winery and Farm Cottage

DillonRating, 5 stars2 days ago
a peaceful, scenic spot! fantastically well equipped and provisioned, we had a wonderful time! lynn and john are gracious and helpful hosts and it is clear that they have put alot of effort into making a guest house that anyone should be able to appreciate and enjoy!
Guest favorite
The exterior of the cottage features a charming gray facade with white trim and a welcoming entrance. Colorful roses bloom along the stone path leading to the door, while greenery surrounds a sunlit patio area, creating a peaceful outdoor space.
Cottage in Sonoma
4.94 out of 5 average rating, 103 reviews

Andrea's Hidden Cottage

SamanthaRating, 5 stars1 month ago
Super cute little spot. Walking distance to Sonoma Plaza and it had a private hot tub. Good distance from some vineyards and wineries as well!
Guest favorite
A serene landscape features rolling hills adorned with golden grasses, leading to a distant view of the cabin nestled among green trees. The blue sky is complemented by a few clouds, creating a peaceful rural setting.
Cottage in Santa Rosa
4.94 out of 5 average rating, 194 reviews

Napa Wine Country Retreat - Villa

MeredithRating, 5 stars1 month ago
This home is absolutely beautiful! The outside is gorgeous and relaxing. The outdoor patio and hot tub are amazing! The location is also fabulous. We went to the Bothe-Napa state park and the Castello di Amorosa both of which were only 15min away as is downtown Calistoga which is really cute. We really enjoyed our stay!! The only slightly problematic feature is the toilet, it doesn’t really work.
Top guest favorite
A wooden deck features two Adirondack chairs positioned to overlook the river, accompanied by a small table. Lush greenery surrounds the area, with hills visible in the background under a clear blue sky.
Cottage in Monte Rio
4.98 out of 5 average rating, 184 reviews

Riverfront Cottage w/ lush gardens & hot tub!

KayleRating, 5 stars3 weeks ago
I’ve done A LOT of traveling and have stayed in many Airbnbs, but Mama K’s is by far my most favorite! The house is lovely and has more than the amenities anyone would need and, I’ve never stayed in a more CLEAN Airbnb before— all the tiny details have not been overlooked! This was my second time enjoying the space & I did not want to leave. It’s one of the most beautiful, spotless (and I am very detail oriented!) and peaceful places I’ve spent time. The grounds are absolutely beyond beautiful— from the lush yard to the incredible access to the Russian River out the back door to the outdoor shower and private clawfoot tub, the hot tub on the deck to the whimsical gardens, use of river toys (canoes & kayaks) and more! I had tears in my eyes when it was time to leave! I cannot say enough about this truly one of a kind and magical place. Thank you Karen for the opportunity to enjoy a true slice of heaven!
Guest favorite
A deck with a glass table and four woven chairs overlooks the river and surrounding greenery. A vase of flowers sits at the center of the table. The expansive lawn and white loungers are visible in the background, framed by lush trees.
Cottage in Monte Rio
4.87 out of 5 average rating, 206 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

JudithRating, 5 stars2 weeks ago
Riverwood cottage is an experience to replenish your soul. The cottage layout is perfection. The entrance welcomes you into a kitchen with whimsical accents of retro turquoise appliances. The kitchen is very functional for any family chef. The host has been generous and supplied spices to support most meals. There is a classic claw foot tub in the bathroom. The beds are so comfortable you melt into them. TV has easy access to your personal apps. There is a gas fireplace to cuddle up in front of. The very private outside includes an expensive deck with a hot tub canopied by Redwood trees. Then there is the yard, magical with small bridges that take you down to river's edge. Wildlife abounds everywhere! Sangeeta, the host is kind, patient, generous and communicative. My limited time at home was incredible. This cottage is my favorite Airbnb stay ever. Thank you l, Sangeeta!

Pet-friendly cottage rentals

Guest favorite
The entrance of the cottage is framed by a wooden gate leading to a gravel pathway. The facade showcases a cozy craftsman style with a gray exterior, white trim, and large windows. A welcoming wreath is placed on the front door, and the surrounding greenery adds to the charm.
Cottage in Santa Rosa
4.88 out of 5 average rating, 185 reviews

Cute Wine Country Cottage

EileenRating, 5 stars1 week ago
We had a great time. The cottage was comfortable and warm. Loved the patio out back.
Guest favorite
A charming green cottage sits at the water's edge, featuring a vibrant red door. White Adirondack chairs are positioned on the deck, providing a serene view of Tomales Bay at sunset, with soft hues illuminating the sky and water.
Cottage in Marshall
4.89 out of 5 average rating, 297 reviews

Seaside Sanctuary • Perched Over the Bay • Dogs OK

AmyRating, 5 stars1 month ago
The first thing you notice is the waves from all directions. You immediately feel at peace. All the amenities were easy to locate and good quality, including great pots and pans, knives dishes and gadgets for cooking. There were extra linens and towels, it was comfy upstairs and down. It was well laid out and you look out at Point Reyes and Tomales Bay while lying in bed upstairs. The stairs were quite steep but there was a nice bedroom downstairs as well. I enjoyed the heated ceramic floor in the downstairs bathroom and there was good water pressure. We loved the wide wraparound deck and dock, as well as outdoor tables and a garden. The beds and sofas were all very good quality and comfortable and it was nice to have the fireplace. The dog had room to sniff and roam safely at will as the decks and garden were well enclosed. Hog Island is one minute away, Tony’s five minutes away for the chowder, and truly awesome pizza at Route One on the way to the dog beach at Dillon. Thanks!
Guest favorite
The interior of the cottage features a spacious sleeping area with a king-sized bed, a soft sofa, and a leather love seat. A large window allows natural light, with curtains providing a touch of color. Nearby, a guitar and a small entertaining space can be seen.
Cottage in Middletown
4.97 out of 5 average rating, 119 reviews

Garden house with gas fireplace

ArunRating, 5 stars1 month ago
pleasant and cozy stay. definitely recommend to unwind and relax
Guest favorite
A modern living area features a high wood-beam ceiling with large windows offering lush outdoor views. A round dining table is surrounded by chairs, while a cozy seating arrangement includes a dark sofa and coffee table. A wood stove adds warmth to the space.
Cottage in Forestville
4.95 out of 5 average rating, 460 reviews

Cosmo Beach: Riverfront Sanctuary

RohithRating, 5 stars2 weeks ago
Had a great stay here. Everything was as described. No complaints!
Guest favorite
A living area features a blue velvet sofa adorned with decorative pillows. A glass coffee table sits on a patterned area rug, and a cozy chair is positioned nearby. Natural light filters through the window, with a pet-themed photo displayed on the wall.
Cottage in Glen Ellen
4.91 out of 5 average rating, 285 reviews

Cozy Creekside Wine Country Retreat #2

TenzinRating, 5 stars1 week ago
Collin's place was so lovely and peaceful! We had a great time and really enjoyed having the creek right outside the bedroom. Collin was kind enough to give us some recommendations for places to eat that we really enjoyed!
Guest favorite
An outdoor deck surrounded by lush greenery features a fire pit at its center, surrounded by seating options. A claw foot tub is positioned against the railing, while a small round table and folding chairs provide additional seating. Bright green cushions add color to the wooden lounge chairs.
Cottage in Occidental
4.95 out of 5 average rating, 706 reviews

The Perch

JennieRating, 5 stars2 weeks ago
Our stay was perfect in every way. The space is gorgeous and peaceful, tucked among the trees. I was obsessed with the outdoor cast iron tub (hot water under a canopy of trees, what could be better?). Canela, the sweet sweet canine hostess checked on us every few hours, and was a complete delight. We took the recommendation to check out the grove of old trees, and it was sacred and divine. I left feeling so meditative, at peace, and recharged for a difficult transition coming up in life. Thank you thank you thank you
Top guest favorite
The exterior view showcases two cottages nestled among tall redwoods, surrounded by lush greenery. A spacious gravel parking area offers easy access. The main cottage features large windows and a welcoming front porch, while the guest house is distinct, enhancing the property's inviting atmosphere.
Cottage in Healdsburg
4.95 out of 5 average rating, 63 reviews

Creekside Cottage

LisaRating, 5 stars3 days ago
Our stay was perfect for the destination wedding we attended. The location is peaceful and I wish we had had more time to enjoy. If we had another event in Healdsburg, we would definitely stay here and add more days. Tim is a responsive host. Thank you, Lisa and Doug.
Guest favorite
An open kitchen flows into a light-filled sitting area, where large windows offer views of the surrounding greenery. A wooden table is positioned near the window, and a bowl of fresh fruit sits on the kitchen island. Cozy seating with decorative pillows adds warmth to the space.
Cottage in Monte Rio
4.92 out of 5 average rating, 349 reviews

Riverside Retreat in Monte Rio

MailyRating, 5 stars1 week ago
We had a wonderful stay at this charming and cozy spot! It looked just like the photos, and the description was very accurate. While it's not a new or modern house, it has a warm, older charm that felt both comfortable and well maintained. The kitchen was fully stocked with all the appliances you’d expect in a home, which made cooking easy and convenient. We were pleasantly surprised by how much open living space there was—more than we expected from the photos. Even though it's close to neighbors, the area feels surprisingly secluded and private—perfect for a relaxing weekend. We especially loved soaking in the hot tub at night and listening to records from the huge and awesome collection, while enjoying the warmth of the wood stove. Adam was very helpful and responsive, always ready to answer our questions and offer local tips. This place was perfect for my boyfriend and me—it made for a memorable weekend getaway

Private cottage rentals

Superhost
A scenic vineyard is depicted with rows of grapevines stretching towards rolling hills in the background. Trees are visible at the edge of the vineyard, and golden hues of sunset create a warm ambiance that highlights the landscape.
Cottage in St. Helena
5 out of 5 average rating, 8 reviews

Cute Downtown Saint Helena Wine Country Cottage!

RachelRating, 5 stars12 months ago
Perfect little studio in a beautiful neighborhood! We didn’t have a car during our stay and had no problems walking or taking the bus to nearby wineries and restaurants.
Guest favorite
A private entrance is framed by stone pillars and wooden gates, leading to a well-maintained asphalt driveway. Surrounding greenery and low-maintenance landscaping enhance the secluded feel of the property.
Cottage in Healdsburg
4.78 out of 5 average rating, 55 reviews

Charming Cottage in Healdsburg Wine Country

TomRating, 5 stars1 month ago
My 2nd stay in this lovely cottage,…, peaceful, tranquil and quiet. I will return.
Top guest favorite
The open living area features light wood flooring and a contemporary layout. A bright red sofa and blue ottoman are placed in front of a mounted flat-screen TV. An electric fireplace adds warmth, while natural light fills the space through the windows.
Cottage in Cotati
5 out of 5 average rating, 25 reviews

Redtail Hawk Cottage | Private & Sparkling New

AmyRating, 5 stars2 weeks ago
Steven & Suping went above and beyond to accommodate my stay in their cottage; from my request to have the large king sized bed moved to be up against the wall so my 1 year old son could safely sleep in the bed with me to even providing a highchair to my surprise! Along with covering all of the exposed outlets and securing the kitchen cupboards so my little one wouldn't get into them. This kind of attention to detail is what makes these hosts stand out above others. I truly felt welcomed and as if it was a home away from home. I would definitely recommend this cottage and these hosts, and I will look into staying here again on our next trip to the area.
Guest favorite
The quaint cottage is framed by tall redwood trees, showcasing a spacious front porch with a railing. A deck with wooden steps leads to the entrance, while the exterior features a light-colored facade and garage doors below. Lush greenery adorns the surrounding area.
Cottage in Guerneville
4.91 out of 5 average rating, 346 reviews

Red Door Retreat

EmilyRating, 5 stars1 month ago
We decided last minute to stay an extra night at the Russian River but had to be out of our other Airbnb. Marc and Brett were super responsive and made it possible for us to check into their place in the same day. The home is absolutely stunning, we were so sad to be there only one day. We bbq’d dinner and enjoyed the back yard and loved the porch! Will definitely need to do a longer stay!
Guest favorite
A charming cottage exterior is surrounded by towering Redwoods, featuring a spacious patio area with Adirondack chairs and a stone pathway. Soft lights hang overhead, creating a cozy ambiance in the tranquil garden, complemented by natural greenery throughout the setting.
Cottage in Monte Rio
4.98 out of 5 average rating, 55 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

SandyRating, 5 stars2 weeks ago
We had a wonderful time at Cabin C. We enjoyed the beautiful surroundings, the ferns and the sound of the nearby creek while lounging in the hot tub. The kitchen had everything we needed and the bed was really comfortable. Hope to return.
Guest favorite
A wooden deck features a railing overlooking the serene river. Two blue chairs are positioned on the deck, with trees lining the riverbank. The clear blue sky and gentle clouds complement the tranquil river scene, enhancing the natural surroundings.
Cottage in Healdsburg
4.88 out of 5 average rating, 84 reviews

Riverfront Wine Country Cottage With Views and Spa

SaraRating, 5 stars3 weeks 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.
Superhost
Cottage in Hidden Valley Lake
4.86 out of 5 average rating, 51 reviews

Windmill Cottage: A Peaceful & Private Retreat

ErinRating, 5 stars1 month ago
Joshua’s place was perfect. The home was beautiful and the surrounding area was great. The home is set back on a quiet street, which made enjoying the home so relaxing. I brought my two dogs who enjoyed sunbathing on the wrap around patio/deck and running around the yard. Would definitely recommend and hope to visit again!!
Superhost
A panoramic view of the coastline showcases rugged cliffs meeting the ocean. Waves gently crash against large rocks, while a clear sky and distant hills create a serene backdrop. The natural beauty of the area is highlighted by the varying blue tones of the water.
Cottage in Bodega Bay
4.5 out of 5 average rating, 4 reviews

Bodega Bay Oyster Cottage

HeatherRating, 5 stars8 months ago
This cottage is an absolute gem! It was so cozy and comfortable. It was impeccably clean. The linens and furnishings are top-notch. The bay view is fantastic. The host was responsive and friendly. We’ll return for sure!

Destinations to explore

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