Cottage vacation rentals in Windsor

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Popular amenities for Windsor cottage rentals

Cottage rentals with a hot tub

Guest favourite
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
Cottage in Sebastopol
4.92 out of 5 average rating, 316 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 favourite
Cottage in Marshall
4.89 out of 5 average rating, 297 reviews

Seaside Sanctuary • Perched Over the Bay • Dogs OK

AmyRating, 5 stars4 weeks 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 favourite
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 favourite
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 favourite
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 favourite
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!
Top guest favourite
Cottage in Healdsburg
4.99 out of 5 average rating, 278 reviews

Luxurious, Private, Healdsburg Guest Cottage

TrentRating, 5 stars2 weeks ago
Incredible spot. Perfect location. Beautiful Airbnb. Will look to stay here anytime we’re in Healdsburg!!

Pet-friendly cottage rentals

Guest favourite
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!
Superhost
Cottage in Sonoma
4.87 out of 5 average rating, 134 reviews

Historic Cuneo Cottage Downtown Sonoma

JessicaRating, 5 stars1 month ago
If you want a cute cottage near the square, this is a great option! This home is perfectly located only a few blocks from the main square for easy walking in and out of town. The home was clean and had everything we needed for a long weekend in Sonoma, including umbrellas that came in handy!
Guest favourite
Cottage in Middletown
4.97 out of 5 average rating, 118 reviews

Garden house with gas fireplace

ArunRating, 5 stars1 month ago
pleasant and cozy stay. definitely recommend to unwind and relax
Guest favourite
Cottage in Glen Ellen
4.91 out of 5 average rating, 282 reviews

Cozy Creekside Wine Country Retreat #2

LindseyRating, 5 stars2 weeks ago
Laying by the river on the deck with my two senior doggos was pure bliss!
Guest favourite
Cottage in Occidental
4.95 out of 5 average rating, 704 reviews

The Perch

JohnRating, 5 stars2 weeks ago
We can't wait to come back!!
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!!
Guest favourite
Cottage in Dillon Beach
4.97 out of 5 average rating, 144 reviews

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

MollieRating, 5 stars2 months ago
Sundog cottage is lovely! We were so happy to find that it was even more beautiful in person than the pictures. Super clean, great kitchen, deck and backyard were perfect for our dogs and just relaxing and listening to the ocean. The linens are amazing and the beds comfy! Valerie went above and beyond as a host, even left us local eggs, butter and crackers. She was friendly and easy to communicate with. Sundog is a gem and we can’t wait to come back!
Superhost
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 favourite
Cottage in Healdsburg
4.78 out of 5 average rating, 55 reviews

Charming Cottage in Healdsburg Wine Country

TomRating, 5 stars3 weeks ago
My 2nd stay in this lovely cottage,…, peaceful, tranquil and quiet. I will return.
Guest favourite
Cottage in Bodega Bay
4.94 out of 5 average rating, 290 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 favourite
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 favourite
Cottage in Bodega Bay
4.98 out of 5 average rating, 918 reviews

Knix's Cabin at Salmon Creek

EstherRating, 5 stars6 days 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 favourite
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 favourite
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 favourite
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 favourite
Cottage in Sonoma
4.93 out of 5 average rating, 421 reviews

Wisteria Garden

JudyRating, 5 stars1 week ago
Charming and spacious. Well organized and clean. I hope to return because it was perfect!

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