Cottage vacation rentals in Windsor

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Popular amenities for Windsor 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, 281 reviews

Hillside Retreat in the Redwoods w/ Hot Tub

LouRating, 5 stars1 week ago
We stayed at Rascal’s Flat for four days to celebrate our birthdays, just my wife and I. However it is equipped for people with dogs and children. Make sure your first time at the property is during the day! The road up is not that long but twisty and narrow. We absolutely loved it and had a wonderful stay! Would go back again!
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, 317 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

TaylorRating, 5 stars1 week 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!
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!
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, 174 reviews

WiLD Vines Winery and Farm Cottage

AmandaRating, 5 stars2 months ago
This was a perfect spot for a personal retreat. I loved everything from the decor to the comfy bed to the private hot tub and well tended garden. I would love to come back again.
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, 102 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
Cottage in Monte Rio
4.98 out of 5 average rating, 184 reviews

Riverfront Cottage w/ lush gardens & hot tub!

KayleRating, 5 stars2 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!

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, 184 reviews

Cute Wine Country Cottage

KellyRating, 5 stars1 week ago
We had a great experience at Caroline and Tim’s place! Walkable to Santa Rosa’s downtown area with lots of cafes, restaurants, and bars! Will keep this place in mind for a return visit to the area!
Guest favorite
A cozy living area is seen with a comfortable leather love seat, complemented by decorative pillows. A rustic table and chairs provide a dining space, while a large window invites natural light. A wall-mounted television is positioned for viewing, enhancing the room's functionality.
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 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 stars4 weeks ago
My 2nd stay in this lovely cottage,…, peaceful, tranquil and quiet. I will return.
Guest favorite
Two inviting lounge chairs in turquoise are positioned beside a serene creek, surrounded by lush greenery. The tranquil water reflects the sunlight and the trees overhead, creating a peaceful outdoor setting ideal for relaxation.
Cottage in Glen Ellen
4.91 out of 5 average rating, 284 reviews

Cozy Creekside Wine Country Retreat #2

TenzinRating, 5 stars4 days 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
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, 53 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

DavidRating, 5 stars2 weeks ago
This is nice hidden gem right by Russian River! Beautiful, semi-private space with a hot tub and fireplace that warms up the home to make it very cozy. Space was very clean and the host was responsive and helpful when I needed some direction on how to get to the airbnb. Cute little walk around town. If you're looking for more to do it is close to Guerneville and the Armstrong Redwoods State Natural Reserve is close by. Highly recommend!
Guest favorite
A rustic wooden house resides among lush greenery, featuring large windows that invite natural light. A simple outdoor seating area, with benches and tables, is positioned on a gravel path, surrounded by vibrant foliage and garden plants, contributing to a serene atmosphere.
Cottage in Occidental
4.95 out of 5 average rating, 705 reviews

The Perch

CassandraRating, 5 stars2 weeks ago
I stayed here with my dog for 1 night, as a last-minute booking during a long road trip. I really enjoyed meeting Alissa and her dog, Canela. I’ve stayed in many AirBnbs and this was easily one of my favorites. The surroundings are beautiful, the space is cozy, and I’ve never had a more relaxing bath than I did here. I only wish I could have stayed longer! Highly recommend.
Superhost
Cottage in Hidden Valley Lake
4.86 out of 5 average rating, 51 reviews

Windmill Cottage: A Peaceful & Private Retreat

ErinRating, 5 stars3 weeks 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 comfortable seating area features a large, L-shaped couch adorned with decorative pillows. A rustic coffee table sits in front, while a television is positioned on a wooden media console. Natural light floods the space through multiple windows, enhancing the cozy atmosphere.
Cottage in Dillon Beach
4.81 out of 5 average rating, 36 reviews

Resort 61

MichelleRating, 5 stars3 months ago
The house was very comfortable and perfect for a family get away! I loved the proximity to the beach. She allows a dog which is great.

Private cottage rentals

Guest favorite
A clear view of a tranquil deck showcases a table set for dining, with a nearby red chair. The scene features a calm body of water reflecting the colorful sunset sky, framed by a large window that invites the outside in.
Cottage in Bodega Bay
4.94 out of 5 average rating, 291 reviews

Walk to the Beach, Ocean Views on Salmon Creek

HeatherRating, 5 stars1 week ago
My husband and I had a wonderful weekend getaway at Pat's place. We have stayed in Bodega Bay before, but this place was by far the best we've stayed at. We loved the convenient location walking distance to the beach and just a few minutes drive to restaurants and shopping. We enjoyed the deck for bird watching, listening to the waves, and star gazing at night. We also loved the charm and character of the house, the kitchen was adorable with all the amenities we needed, and the living room was awesome for relaxing and taking in the evening sunsets. Overall the house was clean, comfortable, and private. We will definately be back, our only regret is not staying longer!
Top guest favorite
A bocce court is framed by lush grapevines and a serene landscape. Smooth gravel lines the court, with balls positioned on the surface. The background features rolling hills, enhancing the peaceful outdoor setting.
Cottage in Kenwood
4.99 out of 5 average rating, 252 reviews

Private Charming Poolside 1 BD/BA in Sonoma Valley

PattyRating, 5 stars1 week ago
We hope to return to this location with family and friends. This property has 2 AirBnB cottages. They are nestled by beautiful gardens with a view of the mountains. Easy access to many vineyards, excellent restaurants, hikes, and the Charles Shultz Museum. We slept amazingly well with the comforts of home. Linda was a very gracious host and she even gifted us with a jar of her delicious homemade jelly. Our time at this location was truly wonderful!
Top guest favorite
A cozy nook is featured with a cushioned bench and two decorative pillows. Large windows provide a view of greenery outside, allowing natural light to fill the space. A soft blue blanket is casually draped over the bench, enhancing the inviting setting.
Cottage in Bodega Bay
4.98 out of 5 average rating, 918 reviews

Knix's Cabin at Salmon Creek

EstherRating, 5 stars1 week ago
Mary's place will stay in our memories for a long time. We felt right at home. The house was charming and cozy without being kitschy, clean without being austere, well stocked with personal touches. Our favorite spot was the cushioned nook in the kitchen with a view of the ocean. We had a lovely, peaceful stay. Mary was a responsive, friendly host. Thank you!
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 stars3 weeks 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 wooden dock extends over the calm river, complemented by red Adirondack chairs and a matching umbrella. Lush greenery surrounds the area, providing a natural backdrop. The scene captures a peaceful riverside setting ideal for relaxation.
Cottage in Monte Rio
4.97 out of 5 average rating, 139 reviews

Sunny Riverfront Cottage

AliceRating, 5 stars1 month ago
What a fantastic place! My husband and I enjoyed a long weekend and couldn't have been happier. The cabin is cute, cosy, lovely and very functional. It has beautiful old world charm with modern amenities like nest heating. The deck is large and was wonderful sitting by the firepit at night. The view of the river and the redwoods was captivating. The neighbourhood is quiet and lovely to walk around. Everything we needed was there and Amber was a delight to deal with and very communicative. We want to come back in summer time and think we found our favourite Russian River hideaway.
Guest favorite
A dining area features a long, light-colored table with white chairs and a vase of yellow tulips at its center. The room is illuminated by a classic chandelier. A rustic stone fireplace is set against the wall, complementing the open kitchen in the background.
Cottage in Sonoma
4.93 out of 5 average rating, 421 reviews

Wisteria Garden

JudyRating, 5 stars2 weeks ago
Charming and spacious. Well organized and clean. I hope to return because it was perfect!
Guest favorite
A cozy outdoor space features a stone fire pit surrounded by adirondack chairs. A covered porch is visible, leading to a grassy area and shaded by nearby trees, creating a serene spot for relaxation and enjoying nature.
Cottage in Glen Ellen
4.93 out of 5 average rating, 246 reviews

Glen Ellen Creek House/ Heart of Sonoma Valley

AnnRating, 5 stars2 weeks ago
We had a great stay at this house and would encourage others who want to be centrally located to the town of Sonoma. In terms of the house: it was very clean and had plenty of room for two or three people to stay (four would be tight for lounging- although there are lots of chairs). The kitchen was well stocked in terms of tools. I want decent knives and pans and those were both good here. Issues- It was a bummer that we had no working TVs or hot tub for a good part of our stay. I could have reached out to the owner sooner, but for the first two nights it was too late to have someone come over to troubleshoot. Internet access is imperative. Once notified, the owner was super responsive. The nearby creek is nice to hear and gives the property a peaceful background noice but the mosquitos are awful. Definitely use repellent. The local grocery store with a fantastic deli and bakery. The restaurant The Mill at Glen Ellen was dynamite.
Guest favorite
Cottage in Sonoma
4.97 out of 5 average rating, 103 reviews

Sonoma SummerHouse

KatherineRating, 5 stars6 months ago
Idyllic cottage respite. Rustic, not rusty! Feels worlds away in the countryside yet just two miles or less from wineries, restaurants and downtown/Sonoma square. Minimal kitchen (small fridge) but can accommodate lighter fare such as sandwiches, yogurt/parfait for bfast, charcuterie, or take-out (bring back and eat on the lovely wraparound porch, watch an amazing sunset and listen to the peaceful nightlife). Four people max — trundle and one queen — but it was comfortable and a wonderful setup for our needs. Dim bath lighting but fixable. Very fluffy towels and nice linens, plenty of seating for inside or outside dining/lounging. Hosts are on property but unobtrusive/unseen. We were greeted with a beautiful bottle of wine and some light provisions to help us unwind and settle in. Definitely would come back. Thank you, Kathleen!

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