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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 130 Cottages in Windsor with updated reviews, rates, and availability.

Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (369)
"We came for my fiancés birthday and stayed 2 1/2 days. We spoke with the property manager right before our arrival. She was super helpful and courteous. When we came in the home we found it just perfect for the four of us. It was super clean and comfy. We strolled down to the beach several times throughout our stay, and With the hot tub on the deck overlooking the ocean it was a perfect relaxing little Birthday get away. The sunsets were the icing on the cake!"
Oceanfront - Hot Tub - Newly Remodeled Cottage
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Smart TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (251)
"This is my second stay at Cherry's home and it was just as perfect as before. We enjoyed a lovely weekend "at home" and the weather did not disappoint! Can't wait to come and stay again. :)"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (295)
"I have no concerns with the property it's a very pleasant place to stay with an awesome view of the ocean. This February we had very unusual warm weather it would be nice to have a fan to where we could get some air circulation 72 was not what I thought I was going to get but it did not take away from the quality place so either bring one if the weather is going to be super warm or perhaps one could be purchased and left in the downstairs closet.withawawesome awesome view of the ocean"
Panoramic Ocean View--3 Min Walk To Beach
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (364)
"My husband and I needed a little break and we stayed at Pam's several years ago. The house was still impeccably maintained, the kitchen well equipped, the garden area developing nicely and the relaxing and cared for feeling was still there. She continues to leave a delicious baked good and makes it simple to check in and stay. My favorite room is the upstairs bedroom with the view and sound of the ocean. I could sit in the window seat and watch the birds for hours. "
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
Escape to Wine County in your independant Cottage in Downtown Calistoga
Point of interest

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (13)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is SAR 1,032
SAR 1,405 total
includes taxes & fees
7 Apr - 8 Apr
Escape to Wine County in your independant Cottage in Downtown Calistoga
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Terrace/patio

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

9.8 out of 10, Exceptional, (316)
"This is the perfect place to unplug and unwind. Especially enjoyed relaxing in the hot tub under the stars every evening. Kitchen had everything we needed to prepare meals with great markets nearby. Lots of quality cafe's and restaurants just a short distance from the cottage. Definitely recommend this property for a quiet peaceful escape. Sleeping under the redwoods is totally awesome!"
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Terrace/patio

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (55)
"Cute property! It’s a little rustic, but has everything you need. The location is beautiful and convenient to Healdsburg. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
Pumpkin House Summary
Property grounds

Pumpkin House Summary

9.8 out of 10, Exceptional, (6)
"Nice hot tub!!!! Very quiet "
The price is SAR 694
SAR 1,422 total
includes taxes & fees
7 Apr - 8 Apr
Pumpkin House Summary
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (41)
"Nice location and space was very comfortable"
The price is SAR 634
SAR 853 total
includes taxes & fees
7 Apr - 8 Apr
Comfort and Style in Our Queen Cottage
Beautiful, Historic Guest Ranch with Modern Amenities
Outdoor pool

Beautiful, Historic Guest Ranch with Modern Amenities

10.0 out of 10, Exceptional, (83)
"We had such a wonderful 4 days in this beautiful home and environs. After a very stressful few months for all in my family, this was the perfect place to rejuvenate and leave restored. Every need we had was quickly addressed by the owner and her staff. We cannot wait to return next fall."
Beautiful, Historic Guest Ranch with Modern Amenities
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Fridge, microwave, oven, stovetop

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

10.0 out of 10, Exceptional, (34)
"Such a lovely, clean, QUIET, comfortable cottage steps from the best dog-welcoming beach! Valerie is the hostess with the mostest! Your search is over. Rent this place (preferably with your pup) and become rested, inspired and transformed. A very special Beach Cottage. Valerie’s loving touch is all over it. Superb! We will be back!"
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Wine Country Bungalow
Fridge, microwave, oven, stovetop

Wine Country Bungalow

10.0 out of 10, Exceptional, (38)
"Very comfortable and super clean"
Wine Country Bungalow
Russian Riverside Cottage in Healdsburg
Living area

Russian Riverside Cottage in Healdsburg

8.4 out of 10, Very Good, (8)
"We really enjoyed our stay. The communication with owner was great and we will come back again. The beach is just right there and our young adult grandchildren love it."
Russian Riverside Cottage in Healdsburg
TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Exterior

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

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB
Backyard Garden Oasis
Deep-tissue massages, Swedish massages, prenatal massages, massages

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 728
SAR 811 total
includes taxes & fees
2 Apr - 3 Apr
Backyard Garden Oasis
Sunny View Cottage in the Beautiful Wine Country
Fridge, microwave, oven, stovetop

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (265)
"Quiet setting great location!!"
Sunny View Cottage in the Beautiful Wine Country
1 Bedroom Cottage Walking Distance to Down Town
Fridge, microwave, oven, stovetop

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (51)
"My husband and I stayed at this cottage for 3 weeks in March and it worked great for us. It’s very comfortable and had everything we needed for a wonderful stay. Emily is a great host with excellent communication skills and provided extras such as coffee pods, milk, yogurt, bottle of wine, dish soap, etc. We loved the location, walkable to downtown and close to highways for exploring the area. I highly recommend this property. "
1 Bedroom Cottage Walking Distance to Down Town
Studio cottage retreat in a vineyard setting
Outdoor dining

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
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Smart TV, books

Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

9.8 out of 10, Exceptional, (39)
"We had booked this house because we had a college alumni event at a winery nearby. Sadly, the event got canceled at the last minute, but we kept our weekend away and had a fantastic time, enjoying great hikes and meals.This house is perfectly located so you can walk to everything that’s in central Healdsburg.The care and attention to detail put into the decoration of this historic home did not go unnoticed by us. We would come back again!"
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Gorgeous lush private RIVERFRONT modern cabin
Outdoor spa tub

Gorgeous lush private RIVERFRONT modern cabin

9.8 out of 10, Exceptional, (50)
"Lovely headquarters for my wife and I to explore wine country. Very peaceful and relaxing"
Gorgeous lush private RIVERFRONT modern cabin
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

Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (295)
"I have no concerns with the property it's a very pleasant place to stay with an awesome view of the ocean. This February we had very unusual warm weather it would be nice to have a fan to where we could get some air circulation 72 was not what I thought I was going to get but it did not take away from the quality place so either bring one if the weather is going to be super warm or perhaps one could be purchased and left in the downstairs closet.withawawesome awesome view of the ocean"
Panoramic Ocean View--3 Min Walk To Beach
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (369)
"We came for my fiancés birthday and stayed 2 1/2 days. We spoke with the property manager right before our arrival. She was super helpful and courteous. When we came in the home we found it just perfect for the four of us. It was super clean and comfy. We strolled down to the beach several times throughout our stay, and With the hot tub on the deck overlooking the ocean it was a perfect relaxing little Birthday get away. The sunsets were the icing on the cake!"
Oceanfront - Hot Tub - Newly Remodeled Cottage
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (424)
"This house has the best views, beach access and perfect stay for 4 people. My sister and I took our mom here after we had stayed here once before. Knowing it was a perfect & safe place for the elderly to watch the ocean. This was probably her last vacation with us and we made it memorable for her. Thank you "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
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?
Rates for cottages in Windsor range between SAR 634 and SAR 1,032 per night. No matter your budget, you’ll find the perfect place to 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?
Pack your bags and pick from 130 cottages in Windsor. Thinking about a place where you can relax and connect with nature? Expedia can help you find your ideal stay in a few simple clicks.
Why book your cottage in Windsor with Expedia?
Reserving a cottage in Windsor is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From ritzy retreats to affordable properties and cottages that come with amenities like laundry facilities, Expedia has something for all traveler tastes. As for the best offers around? We’ve got them too!
How can I find cheap cottages in Windsor?
The best way to compare cheap cottages in Windsor is with Expedia’s filter tool. Refine your search by star rating, amenities and budget to nab unbeatable prices in just a few keystrokes.