
Cottage holiday rentals in Healdsburg
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Top-rated cottage rentals in Healdsburg
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Popular amenities for Healdsburg cottage rentals
Cottage rentals with a hot tub

Hillside Retreat in the Redwoods w/ Hot Tub
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!

Stunning Sauna Cottage Retreat on Private Vineyard
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!

Story-Book Cottage in the Heart of Wine Country
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!

WiLD Vines Winery and Farm Cottage
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!

Andrea's Hidden Cottage
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!

Napa Wine Country Retreat - Villa
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.

Riverfront Cottage w/ lush gardens & hot tub!
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!

Riverwood Cottage - Hot Tub, Direct River Access!
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

Cute Wine Country Cottage
We had a great time. The cottage was comfortable and warm. Loved the patio out back.

Seaside Sanctuary • Perched Over the Bay • Dogs OK
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!

Garden house with gas fireplace
pleasant and cozy stay. definitely recommend to unwind and relax

Cozy Creekside Wine Country Retreat #2
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!

The Perch
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

Windmill Cottage: A Peaceful & Private Retreat
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!!

Creekside Cottage
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.

Riverside Retreat in Monte Rio
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

Cute Downtown Saint Helena Wine Country Cottage!
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.

Romantic Sonoma Creek Cottage With Pool & Spa
This is a very relaxing getaway. The outdoor spaces are the star. The pool is deep and refreshing but not too cold. The hot tub is pristine and had a wonderful view of the trees and creek, so great to unwind in. The outdoor shower has multiple modes and good hot water. Unlike other places we’ve stayed there are outdoor towel hooks which is something many places don’t bother to include. Lovely creek views, nice landscaping, and soothing water sounds. Great deck with outdoor table, chairs, umbrella, grill. Really enjoyed being here. The cottage itself is charming and the kitchen well stocked. The bathroom was the one minor disappointment in an otherwise lovely property, it was clean but dated. The fireplace is wonderful to curl up in front of and read and the view of stars at night was wonderful. Dream Sonoma left snacks and wine which made for a great movie night. Well located to Sonoma restaurants and attractions. Overall a very nice place to spend a weekend!

Zoë Creekside-Tranquil Redwoods-20 wineries 3 mi
The sonoma creek was a very romantic quiet storybook cottage feel! Loved the local wineries and the awesome views. Ryan was a great host and very well with communicating. Wonderful walk to state park, most definitely look forward to staying once again at Ryan’s place!

Charming Cottage in Healdsburg Wine Country
My 2nd stay in this lovely cottage,…, peaceful, tranquil and quiet. I will return.

Redtail Hawk Cottage | Private & Sparkling New
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.

Cottage C - Comfy and Cozy 1 bed 1 bath cottage
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.

Riverfront Wine Country Cottage With Views and Spa
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.

Bodega Bay Oyster Cottage
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!
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- Lake Berryessa
- Jenner Beach
- Brazil Beach
- Bolinas Beach
- Clam Beach
- Sonoma Coast State Park
- Drakes Beach
- Limantour Beach
- Point Reyes National Seashore
- Six Flags Discovery Kingdom
- Dominus Estate
- Chandon
- Cooks Beach
- Caymus Vineyards
- Bowling Ball Beach
- Pebble Beach
- Santa Maria Beach
- Safari West
- Schoolhouse Beach
- North Salmon Creek Beach
- Doran Beach
- Gleason Beach
- Portuguese Beach
- South Beach