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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

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, (373)
"Stunning view. We enjoyed the hot tub. Very clean. "
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, (254)
"The beach cottage is perfect for a long weekend or short beach getaway. The beach is super dog friendly with both rocky and sandy beach area. And the house is more than cozy with all the amenities. Only downside is that there is only one shop/restaurant to walk to. Loved it! "
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, (296)
"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
Interior

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (365)
"A wonderful cozy house."
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

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 AED 1,010
AED 1,361 total
includes taxes & fees
14 Apr - 15 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, (319)
"Very nice. Comfortable, clean, new !"
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, (7)
"Nice place, quiet. Loved the hot tub. "
The price is AED 680
AED 1,389 total
includes taxes & fees
15 Apr - 16 Apr
Pumpkin House Summary
Comfort and Style in Our Queen Cottage
Property grounds

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (42)
"Nice location and space was very comfortable"
The price is AED 621
AED 835 total
includes taxes & fees
13 Apr - 14 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, (35)
"My stay at Sundog was wonderful. The accommodation was great and very clean. Communication with the host was easy and Valerie was very responsive. It was very dog friendly. I will definitely go 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
2 bedrooms, WiFi, bed sheets

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
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (43)
"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 AED 713
AED 795 total
includes taxes & fees
12 Apr - 13 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, (266)
"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, (52)
"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
Fridge, microwave, oven, stovetop

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, (40)
"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, (296)
"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
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Exterior

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (427)
"Lovely, well loved family cabin with beautiful views in a darling neighborhood on a bluff."
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Smart TV, fireplace, books, video library

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

9.2 out of 10, Wonderful, (196)
"Great stay! "
The price is AED 1,833
AED 3,189 total
includes taxes & fees
15 Apr - 16 Apr
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?
Rates for cottages in Windsor range between AED 621 and AED 1,010 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.