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Compare 108 Cottages in Windsor with updated reviews, rates, and availability.

Relax on the deck at Jujube, with stunning views of the Russian River
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
9.8 out of 10, Exceptional, (268)
"Jujube was perfect for my husband and I and our 2 labs. It’s so close to everything you would want; coast, redwoods and wineries. The dogs loved the river access and small beach a few doors down. Highly recommend this small but well equipped cottage. Thank you Bridgette for sharing your place!"
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Property grounds
Oceanfront - Hot Tub - Newly Remodeled Cottage
9.8 out of 10, Exceptional, (324)
"Love it"
Oceanfront - Hot Tub - Newly Remodeled Cottage
Grace at the Sea
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
10.0 out of 10, Exceptional, (341)
"As always, our stay was a breath of fresh air, and exactly what we needed to relax and refresh. Thank you so much and we are already thinking of another stay in your lovely, relaxing home-away-from home. Love, Terri & Randy"
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
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Exterior
Newly Refurbished! Nest Cottage at ru's Farm.
10.0 out of 10, Exceptional, (148)
"We thoroughly loved staying here!!!"
Newly Refurbished! Nest Cottage at ru's Farm.
Exterior
Charming Town Cottage in the Heart of Wine Country
9.2 out of 10, Wonderful, (62)
"A short trip for me and my adult daughter, so the two rooms and shared bath were perfect! Comfy beds! Kitchen had all our basic needs met- we ate our meals out since everything was in walking distance in the town! Really appreciated the location! Owner was very attentive and the process to check in was easy. They even gave a birthday cake for my daughter’s 26th birthday! Very thoughtful!! Definitely a great place to stay!"
Charming Town Cottage in the Heart of Wine Country
Coastal View to Bodega Head
Spacious Yet Cozy Bodega Bay Experience!
8.8 out of 10, Excellent, (213)
"What an amazing home! My friends and I gathered here to escape from, well, everything, and it was great. The house felt homey, and the views and walks were gorgeous. The Hot Tub was fun while we toasted to the amazing view of the California coast. We will return."
Spacious Yet Cozy Bodega Bay Experience!
Chalk Hill Cottage Close to Wineries
10.0 out of 10, Exceptional, (12)
"We recently stayed at Chalk Hill Cottage with our two little Yorkies. The property was the perfect size and had first class amenities. The location is awesome, too! The Hosts are quick to respond to questions and are very kind and considerate. We recommend highly!"
Chalk Hill Cottage Close to Wineries
Outdoor dining
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
10.0 out of 10, Exceptional, (216)
"Enjoyed the property and location."
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi
9.4 out of 10, Exceptional, (66)
"The property was just as described. This was a little further of a drive to the wineries we were visiting. Easy to check-in and communication was great. The only drawback is the bed is not comfortable."
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi
Waterfront home with views of the mountains and Salmon Creek - dogs welcome
9.0 out of 10, Wonderful, (89)
"Adorable cabin right on the creek. It had all the necessities, enough kitchen stuff to cook a bit there, and plenty of blankets and space heaters to stay cozy on cold evenings. During the day, it's a close walk to a state beach (not dog friendly) or short drive to other beaches, hiking, and little towns like Valley Ford and Bodega Bay. Cabin was clean and tidy with easy check in/out via text. Overall a great stay!"
Waterfront home with views of the mountains and Salmon Creek - dogs welcome
Wine Country Garden Cottage
9.8 out of 10, Exceptional, (57)
"The cottage was our base for a few days of touring wine country. The cottage is a lovely hide-away in a quiet neighborhood. Due to the weather, we didn't take advantage of the outside amenities. The kitchen is well equipped. There were a few minor maintenance issues that have been reported to the property manager. Note: The upper parking spot is quite steep and your car may bottom out when entering or leaving."
Wine Country Garden Cottage
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
9.8 out of 10, Exceptional, (8)
"Really nice! Comfortable, well equipped and well kept. Perfect getaway location."
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
cottage entrance and pool
Dry Creek Cottage - Healdsburg
9.8 out of 10, Exceptional, (131)
"Second time at this property- it’s quiet and relaxing. The pool and hot tub felt amazing after a long day of exploring."
Dry Creek Cottage - Healdsburg
Wine Country Bungalow
10.0 out of 10, Exceptional, (27)
"The property had a fully stocked kitchen and close to downtown Santa Rosa but not a walkable distance. My family was very comfortable there and even enjoyed the game room/garage."
Wine Country Bungalow
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
9.8 out of 10, Exceptional, (30)
"Super charming, very comfortable home - just a short stroll away from the main square. Made a great base for our family visit."
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Spruced up beachy fun blended with the original Dillon Beach Cottage knotty pine
Sundog Cottage - Clean - EV - Dog Friendly - Walk to Food & Beach - Fenced Yard
10.0 out of 10, Exceptional, (20)
"all as represented. good value. charming"
Sundog Cottage - Clean - EV - Dog Friendly - Walk to Food & Beach - Fenced Yard
Chic Cabin deck
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Exterior
Quaint Ocean Getaway, Walk to Beach, Dogs Invited
9.6 out of 10, Exceptional, (26)
"We had a great time. It was very relaxing. Small place which worked out perfect for us. Easy walk to the beaches, which the dogs enjoyed as well. One beach has a pretty steep stair access so be careful. We really enjoyed our time. Thank you so much for allowing us to enjoy your home."
Quaint Ocean Getaway, Walk to Beach, Dogs Invited
Kitchen/Dining
Sunny View Cottage in the Beautiful Wine Country
10.0 out of 10, Exceptional, (246)
"Sunny View Cottage is comfortable, well-equipped, and charming. The location is quiet and rural but very close to great wineries, restaurants (we loved Walter Hansel’s Bistro, just around the corner), and hiking/biking trails. We would definitely stay here again next time we are in the area."
Sunny View Cottage in the Beautiful Wine Country
The spa
Relaxing Beekeeper's Cottage with hot tub
10.0 out of 10, Exceptional, (7)
"A beautiful little 'beekeepers' cottage in Bodega. Was very impressed with the quality of everything. The owners have really gone out of their way to make it special. Would highly recommend to anyone coming to Bodega!"
Relaxing Beekeeper's Cottage with hot tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Windsor

Dining
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (78)
"Great property that is close to hiking and wine country. Enjoyed our stay and would recommend."
Cottage home near the Russian River; county parks; numerous wineries
Villa Mpntebella
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (49)
"We had a girls weekend at the Villa and it was absolutely amazing. Randy and his staff were super attentive to us and helped us the entire weekend. The house is absolutely amazing and very well stocked. We have zero complaints and would love to stay here again. Highly recommend utilizing all of the amenities that the house has to offer including the pickle ball court, gym, steam room, hot tub and wine cave! Thanks Randy for an amazing experience"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Property grounds
Oceanfront - Hot Tub - Newly Remodeled Cottage
9.8 out of 10, Exceptional, (324)
"Love it"
Oceanfront - Hot Tub - Newly Remodeled Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent reviews of Windsor hotels
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