Cottage holiday rentals in Windsor

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for cottage rentals in Windsor

Cottage rentals with a hot tub

Guest favourite
Cottage in Guerneville
4.98 out of 5 average rating, 290 reviews

Hillside Retreat in the Redwoods w/ Hot Tub

LarryRating, 5 stars3 days ago
We’re very familiar with the surrounding area and this home is classic to the Russian River vibe. It’s easy to access Jenner Highland preserve, Armstrong woods and river activities. We found the listing to be accurate and very clean. We did not access the small secondary building but appreciated the hot tub. We also were glad we left our dog at home as there is no grass on the property and several stairs to navigate. It would certainly work for some dogs, but not ours was quite large. We did appreciate David’s immediate response to our request to edit our reservation when we decided not to bring our dog; excellent communication!
Superhost
Cottage in Guerneville
4.87 out of 5 average rating, 109 reviews

Guerneville Cabin Among the Redwoods + Wineries

LuceroRating, 5 stars2 weeks ago
Our family enjoyed our stay at Sarah’s place. Access to the river was a very short walk from the home. The house was clean and clear of clutter.
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!
Guest favourite
Cottage in Guerneville
4.91 out of 5 average rating, 352 reviews

Red Door Retreat

StephenRating, 5 stars3 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 Monte Rio
4.97 out of 5 average rating, 192 reviews

Riverfront Cottage w/ lush gardens & hot tub!

NataliaRating, 5 stars2 weeks ago
Karen's place was amazing! It looks beautiful in the photos and even better in real life. It's so peaceful—we saw deer and foxes from the balcony. The wonderful view from the hot tub is also so nice. It's one of the best Airbnbs we've stayed in. Location, privacy, size, etc, everything was perfect. Highly recommended!
Guest favourite
Cottage in Monte Rio
4.88 out of 5 average rating, 210 reviews

Riverwood Cottage - Hot Tub, Direct River Access!

JanaRating, 5 stars1 week ago
Beautiful property! It was breathtaking to sit on the lawn and just hang out. So welcoming and had everything you could need
Guest favourite
Cottage in Glen Ellen
4.93 out of 5 average rating, 252 reviews

Glen Ellen Creek House/ Heart of Sonoma Valley

TamlinRating, 5 stars3 weeks ago
Zorelle was communicative from booking - Check out. He answered questions promptly, gave great recommendations and instructions for our stay. The cottage was as pictured and very comfortable. It made our "Bucket list" week the best place to recoup in the evening. We had a great time!
Guest favourite
Cottage in Monte Rio
4.92 out of 5 average rating, 354 reviews

Riverside Retreat in Monte Rio

AlexRating, 5 stars6 days ago
In a word - delightful! We very much enjoyed the back deck and patio with morning and afternoon sun, a relaxing yard with views of the river, osprey, swallows and even deer. The kitchen was very well equipped with high quality appliances/utensils/cookware/dishware etc for easy mealmaking. Playing records from Adam's collection was memorable & reminiscent. The beds were very comfortable - especially nice with french doors looking out to the back yard and riverscape. The location is easy distance from Monte Rio, Jenner and Guerneville, paddleboarding, beaching, hiking nearby plus nice to walk our dog Lexie in the extended neighborhood. Adam was a great host. We highly recommend Adam's delightful cottage retreat, and look forward to future stays!

Pet-friendly cottage rentals

Guest favourite
Cottage in Santa Rosa
4.88 out of 5 average rating, 189 reviews

Cute Wine Country Cottage

TracyRating, 5 stars3 days ago
Our group of three stayed here for a night to enjoy a vineyard experience before making our way to Yosemite. The cottage was clean and well maintained and the hosts were extremely responsive.
Guest favourite
Cottage in Forestville
4.96 out of 5 average rating, 97 reviews

Private Wine Country Bungalow! Sunny Treetop Views

ChandlerRating, 5 stars1 week ago
My friend and I loved our stay at Chad’s property! The place was exactly as described, and super cozy. The fire pit was amazing, and he had extra propane on hand. Both the front and back porches were great for a lowkey hangout. The neighborhood was quiet, quirky, and bohemian. It was a close drive to the local market for ingredients to make dinner in the amazing kitchen. Also it was close to local beaches/sites to launch for a river float. I would 100% go back. Plus we love how it was dog friendly!
Guest favourite
Cottage in Santa Rosa
4.95 out of 5 average rating, 62 reviews

Steelhead Creek Vineyards Garden Casita

JessicaRating, 5 stars6 months ago
Had a wonderful stay at the vineyard & farm. It was incredibly peaceful. The home was very comfortable and inviting. Our 3 year old called it ‘light & bright’! 😂
Guest favourite
Cottage in Healdsburg
4.8 out of 5 average rating, 59 reviews

Charming Cottage in Sonoma Wine Country

MonicaRating, 5 stars2 weeks ago
A peaceful stay in a truly beautiful area. The home was comfortable —perfect for a getaway.
Guest favourite
Cottage in Dillon Beach
4.98 out of 5 average rating, 359 reviews

Dillon Beach Surf Cottage

JaninaRating, 5 stars3 days ago
My husband and I (along with our 6 month old and our dog) enjoyed a perfect Fathers Day/Birthday weekend at Dennis's cottage! The location couldn't be better - so easy to grab provisions or a quick bite around the corner at the general store, and amazing to be able to walk to the beach in just a few minutes. The cottage is cozy - just the right size for two adults and a dog - with everything you need. Having a washing machine was extra convenient, and the balcony and fire place made for relaxing evenings. We love Dillon Beach and are so happy we found this place! Don't hesitate to book :)
Guest favourite
Cottage in Glen Ellen
4.91 out of 5 average rating, 294 reviews

Cozy Creekside Retreat in Sonoma Wine Country

KeshavRating, 5 stars3 days ago
The unit was clean, cozy, and right in the heart of incredible nature! The creek is incredible for bird and animal watching, and Colin is a communicative and thorough host. Couldn't recommend more highly!
Guest favourite
Cottage in Cazadero
4.9 out of 5 average rating, 344 reviews

Gravenstein Cottage

GinaRating, 5 stars2 months 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!
Guest favourite
Cottage in Dillon Beach
4.97 out of 5 average rating, 151 reviews

Sundog - EV - Walk to Beach & Food - Yard for Dog

MollyRating, 5 stars1 day ago
We absolutely loved our stay at Valerie’s place! I truly can’t say enough good things about it. The place itself was perfect for us. The kitchen and bathrooms were so well appointed, everything was absolutely spotless, the beds were comfortable, and it was wonderful to have a private backyard. Valerie was so responsive and kind. She thought of absolutely everything, and we were so grateful for her flexibility with our checkout time. We will definitely be coming back!

Private cottage rentals

Guest favourite
Cottage in Bodega Bay
4.94 out of 5 average rating, 294 reviews

Walk to the Beach, Ocean Views on Salmon Creek

SuzanRating, 5 stars3 weeks ago
Our second visit, loved as much as the first time. Really enjoy the deck, saw families of geese several times during the day and at sunset. Love the view of the beach in the distance and the incredible sunsets. Love the swooping birds around the house and saw quite a few hawks. Very peaceful. Also love that can see the creek and green hillside from the sitting room area. Enjoyed a walk to the beach each day, looking at the creek and the houses along the way. Clam chowder from Spud point restaurant was delicious and once again had an amazing dinner at Terrapin Creek restaurant. Went to the small grocery store nearby for the first time for a few items, well stocked and convenient. Love this getaway place and will be back!
Guest favourite
Cottage in Sonoma
4.94 out of 5 average rating, 104 reviews

Andrea's Hidden Cottage

MelissaRating, 5 stars3 weeks ago
What a beautiful place to stay! It has everything you need and is steps away from Sonoma Plaza , full of fun shopping and dining! The host was so nice and everything was very clear and easy. We will definitely be back!
Guest favourite
Cottage in Monte Rio
4.97 out of 5 average rating, 144 reviews

Sunny Riverfront Cottage

SaraRating, 5 stars3 weeks ago
Small hiccup getting into the house and Amber was super quick to help! The place was stunning! So beautiful and so well appointed. The home is 10/10!!
Guest favourite
Cottage in Sonoma
4.93 out of 5 average rating, 427 reviews

Wisteria Garden

OdetteRating, 5 stars3 weeks ago
We really enjoyed our stay here! Beautiful home and garden. Area was easy to navigate and parking was a breeze. Host was incredibly responsive as well. My only regret is we were too early to see the wisteria in bloom! We would stay here again!
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 Sonoma
4.99 out of 5 average rating, 160 reviews

Sonoma Vineyard Cottage - welcome to wine country!

AlisonRating, 5 stars1 month ago
You won't find a more peaceful place for a getaway. If you sit in the rocker on the front porch and look out a the mini vineyard, the view will mesmerize you. If you want a more active stay, downtown Sonoma is only 10 minutes away. The kitchen is well outfitted, and there's a grill out back. The grounds are filled with flowers, there are olive trees lining the property (you'll find olive oil from the fruit of these trees in the kitchen cupboard!). Katherine is a wonderful host: warm and friendly; responsive; thoughtful . There are many nice touches around the house, which is comfortably furnished in all the rooms. We will definitely be coming back! Thank you, Katherine!
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.
Guest favourite
Cottage in Sonoma
4.97 out of 5 average rating, 107 reviews

Sonoma SummerHouse

VirginiaRating, 5 stars3 weeks ago
This is our third time staying at Kathleen’s cottage. And we would definitely stay again. The cottage is beautiful - blooming flowers and lavender with a European country vibe. It is the perfect get away - peaceful sitting on a wrap around deck, comfy beds and the perfect location to go wine tasting or explore the area. Kathleen really makes the effort to make you feel special with wine and yummy snacks awaiting your arrival. Thank you Kathleen for another wonderful weekend!!!

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Windsor
  6. Cottage rentals