Photo by Jennifer Hill

Search Cottages in Windsor

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 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, (373)
"Every year my sister's and I have a getaway weekend and this one was our very favorite stay ever!The home is so beautiful and welcoming. The pictures don't give the views justice, they are better than any other in the area.The hot tub was large and clean and with the giant deck, made for a great way for us all to pick our favorite spots.We will be renting this home here again, and again."
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, (297)
"Great place to stay. Perfect walk to the beach and very relaxing. Loved the view from the deck. Great kitchen, clean house and comfortable bed. "
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 SAR 1,032
SAR 1,392 total
includes taxes & fees
15 Apr - 16 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)
"I enjoyed my few nights at the JuJuBe! Couldnt have asked for anything better! All the sitting spots located around outside were so nice and the hot tub was perfect. A hawk even landed 20 feet frlm me while sitting outside. The outdoor shower and river sitting area was great. Check in and communication was easy and friendly"
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 SAR 695
SAR 1,419 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 SAR 634
SAR 854 total
includes taxes & fees
20 Apr - 21 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, (36)
"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 SAR 728
SAR 812 total
includes taxes & fees
15 Apr - 16 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)
"This adorable house is perfectly situated in downtown Healdsburg close to the square and loads of quality dining and wine tasting. Just right for two couples. Beds were comfortable, and the kitchen was well equipped. Will keep in mind for the future!"
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"
The price is SAR 1,126
SAR 1,990 total
includes taxes & fees
4 May - 5 May
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.
Don't see what you're looking for?
See all available properties in Windsor
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (297)
"Great place to stay. Perfect walk to the beach and very relaxing. Loved the view from the deck. Great kitchen, clean house and comfortable bed. "
Panoramic Ocean View--3 Min Walk To Beach
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 SAR 1,873
SAR 3,260 total
includes taxes & fees
15 Apr - 16 Apr
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Exterior

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (428)
"The house is lovely and perfecty located for us with our dog to enjoy walks on the beach! We especially loved the view (of course) and the garden area in the front. It was the perfect getaway location. We plan on making this a yearly stay. "
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 1,126 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.