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Compare 112 Cottages in Windsor with updated reviews, rates, and availability.

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (299)
"JuJuBe, the house we stayed in for our getaway, was warm and cozy, efficient and well appointed in all things, including kitchen utensils, linens, small appliances, and the like. We stayed during the "atmospheric river" storm and watched the Russian River just down from us rise and swell, yet we were happy in the warmth of the house and always felt quite safe. Great communication with the owner. We'd like to go back when we can take advantage of the available kayaks and outdoor deck. Really a...
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (12)
"We came to Calistoga to attend and wedding. I found the Cottages on VRBO and I am so happy that I did. We found the space great for the two of us. We were able to walk to the main street. The host communicated well. We enjoyed our stay! We will be back."
The price is SAR 1,033
SAR 1,411 total
includes taxes & fees
30 Dec - 31 Dec
Escape to Wine County in your independant Cottage in Downtown Calistoga

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (29)
"Location is excellent, property is clean and quiet, and hosts were very responsive. This is our second time at this cottage and look forward to staying here again. "
Chalk Hill Cottage Close to Wineries

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (358)
"The property was amazing to stay at with very comfortable surroundings, beautiful views and charming beach decor. I definitely would like to stay again! "
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views

10.0 out of 10, Exceptional, (39)
"The Santini Farmhouse was perfect for our girls-weekend-getaway! The house was spotless and had everything we needed (including instructions how to work everything and a great info book for all local amenities). After a hard day touring wineries the hot tub was a perfect place to unwind. ;) It's a peaceful location in beautiful wine country. Highly recommend!"
Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views

Studio cottage retreat in a vineyard setting

10.0 out of 10, Exceptional, (61)
"This place was darling! It was perfect for my husband and I to stay a long weekend while we toured around the area. It was very clean and cozy. We made breakfast every day and had everything we needed in the kitchen. The bed was super comfortable and we had plenty of towels (always a bonus in my book). The street is very quiet and secluded, yet close enough to everything that the wine tour we booked was able to pick us up right at the house. There are lots of windows and I was surprised at...
Studio cottage retreat in a vineyard setting

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (39)
"Great place to stay. Conveniently located for our needs."
The price is SAR 635
SAR 854 total
includes taxes & fees
5 Jan - 6 January 2025
Comfort and Style in Our Queen Cottage

Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

10.0 out of 10, Exceptional, (241)
"Cherry has set the new bar for staying at Dillon. From the homemade chocolates , a personal phone call welcoming us on arrival…the weekend was set! Amazing view combined with the coziness of the fireplace, comfy couch with family/friends made this one that will not be forgotten!!"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Newly Refurbished! Nest Cottage at ru's Farm.

9.8 out of 10, Exceptional, (157)
"And well managed...."
Newly Refurbished! Nest Cottage at ru's Farm.

Wine Country Bungalow

10.0 out of 10, Exceptional, (34)
"We were thankful to find an affordable place in Wine Country that didn't break the bank. The beds were comfortable, lots of towels, clean bathroom with working toilets (yayI). There was a nice backyard with a BBQ that we didn't use. Note this house is smaller than it looks in the photos. The kitchen was small, but is was fine, we didn't cook while there. Basic kitchen for a short stay. This house rules insists on quite hours. Late night parties are forbidden. Which were pretty...
Wine Country Bungalow

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is SAR 724
SAR 807 total
includes taxes & fees
27 Dec - 28 Dec
Backyard Garden Oasis

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (48)
"This cottage in Santa Rosa’s West End neighborhood had everything we needed for my birthday weekend. The wine and milk provided by the host was a really nice touch. Bed was comfy, easy check in, everything worked well, close to good restaurants."
1 Bedroom Cottage Walking Distance to Down Town

Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

The price is SAR 556
SAR 983 total
includes taxes & fees
25 Dec - 26 Dec
Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

Heron House--The River House in the Redwoods

10.0 out of 10, Exceptional, (21)
"We had a fabulous stay. Great house with a great location. It was lovely waking up and going outside to enjoy the river and woods around us. 5 min drive from Healdsburg main streets with great stores and restaurants. Enjoyed our drive to the coast, redwoods, and vineyards! Would stay again!"
Heron House--The River House in the Redwoods

Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

9.6 out of 10, Exceptional, (85)
"The Elim Cottage was a wonderful get away in the Redwoods, and Mark was a fantastic host. I came during the bakery's off-season, so it wasn't open, but Mark still went out of his way to provide me with amazing baked goods each morning, and freshly roasted coffee. The cottage was very comfortable, nice bed, good water pressure, but it is definitely tiny, which is what I was looking for. I'm looking forward to checking out the bakery in on -season now that I know about it, and bringing my family...
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

Pumpkin House Summary

9.6 out of 10, Exceptional, (5)
"We were able to get to the Pumpkin House in the daytime & totally recommend doing so! The key and entering wasEZ & exactly as stated.We loved the fenced yard for our dog. The house isn’t new and fancy but warm and inviting. Cozy beds, snuggly throws, great gas fireplaces, new appliances, a rain shower head, large soaking tub, simple spices, French press, coffee grinder and a bag of great local coffee to enjoy. We NEVER HEARD A SINGLE CAR! No road noise, just peace amongst the redwoods! The river...
The price is SAR 924
SAR 1,566 total
includes taxes & fees
29 Dec - 30 Dec
Pumpkin House Summary

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (1)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is SAR 1,033
SAR 1,411 total
includes taxes & fees
30 Dec - 31 Dec
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Mill Creek by Avantstay Modern Design, Patio, Hot Tub

3.0 star property
Mill Creek by Avantstay Modern Design, Patio, Hot Tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (352)
"Stayed here for our 10th wedding anniversary. We loved it. Close to town and Bodega Head trails was breathtaking. We loved the hot tub! The views of the sunset and stars while enjoying the spa were worth the trip. If you’re looking for a quiet getaway with spectacular views, this is the spot!!!"
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.
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Other property types in Windsor

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA

9.8 out of 10, Exceptional, (7)
"We had a group of 12 ranging in age from 12 to 93 and we all had a wonderful time. The kitchen was well stocked and accommodated multiple cooks for an extensive dinner. The indoor and outdoor games were enjoyed by all ages. The common area was large enough for everyone to enjoy time together, without being cramped or constraining. The front veranda was such a pleasant place to hang out with our morning coffee. The back yard and rear deck had so much available to do that we never got a...
Casa de la Esperanza: 1890s Historic Gem - 6BD/4BA

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

9.2 out of 10, Wonderful, (185)
"Felicity's home was the perfect place for our retreat. The common spaces were spacious allowing eight of us to easily come together in the comfortable abundant seating in the main living space and around the dining table. The four bedrooms all contained comfortable warm bedding and mattresses with an extra private room for one of us. The hot tub was clean and heated perfectly -- a big plus we look for in our annual retreats. IN addition, it was a true pleasure communicating with Felicity...
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
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.

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between SAR 556 and SAR 1,033 per night. No matter your budget, you’ll find the perfect place to relax and reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Windsor?
Get in touch with nature in one of the 112 cottages on offer in Windsor. To help you choose your ideal stay, make use of our handy filters to search for amenities or perks you prefer.
Why book your cottage in Windsor with Expedia?
Expedia has some great cottages in Windsor, so get ready for an unforgettable stay on nature’s doorstep. If you have a set budget, click on how much you want to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect fit whatever your plans or style of travel.
How can I find cheap cottages in Windsor?
With Expedia’s helpful filter tool, comparing cheap cottages in Windsor is a breeze. To find stays that are very pocket friendly, refine your search results by amenities, budget and star rating.