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Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Cottages in Windsor

Our top choices for Windsor cottages

Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (320)
"We had a lovely stay in this cozy house with impeccable views of Dillon Beach. We had an amazing sunset one evening and it's just within a short walking distance right down to the water. "
Panoramic Ocean View--3 Min Walk To Beach
Backyard Garden Oasis
Property grounds

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (49)
"Cute garden area, quiet, nice all inclusive spot"
The price is AED 713
AED 794 total
includes taxes & fees
1 Sep - 2 Sep
Backyard Garden Oasis
Oceanfront - Hot Tub - Newly Remodeled Cottage
Outdoor spa tub

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (389)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage
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, (60)
"The cottage is a comfortable house. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly
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, (336)
"We enjoyed the lovely location, comfortable living spaces and fun decor even though the weather wasn’t perfect. Great place to relax."
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
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, (47)
"We rented this place for our babymoon and it met all of our expectations! The host is very friendly and prompt. The place was clean and had all necessities. It’s a short walk to the beach which was perfect for our pup! Hopefully we have the chance to stay here again!"
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (22)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is AED 1,098
AED 1,495 total
includes taxes & fees
1 Sep - 2 Sep
Escape to Wine County in your independant Cottage in Downtown Calistoga
Charming 1-bedroom cottage in serene Glen Ellen in the heart of wineries
Outdoor dining

Charming 1-bedroom cottage in serene Glen Ellen in the heart of wineries

10.0 out of 10, Exceptional, (3)
"The property was comfortable and relaxing and very accommodating. "
Charming 1-bedroom cottage in serene Glen Ellen in the heart of wineries
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, (376)
"Clean, beautiful by the sea cottage. Can’t wait to come back. Very well stocked, well maintained and clean. We found the Murphy bed more comfortable than the upstairs bed. Very cozy with a very nice host!!"
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting
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, (273)
"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, (57)
"Such a lovely stay-property is cozy, bed is comfortable, location is superb! Was excellent for day trips (redwoods, wine tours, etc) but also perfect to settle in at the end of the day, walk to downtown for dinner, wine, beer. Cute outdoor space as well. Highly recommend! "
1 Bedroom Cottage Walking Distance to Down Town
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Smart TV, fireplace, books, music library

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

10.0 out of 10, Exceptional, (279)
"Great place to stay. Excellent host"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck
Fridge, microwave, oven, stovetop

Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck

9.0 out of 10, Wonderful, (48)
"Excellent location, views, amenities - great home and place to stay/visit!"
Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck
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
Comfort and Style in Our Queen Cottage
Dining

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is AED 694
AED 937 total
includes taxes & fees
1 Sep - 2 Sep
Comfort and Style in Our Queen Cottage
Chalk Hill Cottage Close to Wineries
Exterior

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (41)
"Great location, nice and quiet."
Chalk Hill Cottage Close to Wineries
Relaxing Beekeeper's Cottage with hot tub
Terrace/patio

Relaxing Beekeeper's Cottage with hot tub

10.0 out of 10, Exceptional, (17)
"we love it at Beekeepers "
Relaxing Beekeeper's Cottage with hot tub
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Interior

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

9.6 out of 10, Exceptional, (89)
"Great Host, Great pastries, bread and coffee. Lots of places nearby to hike and enjoy nature. A unique, eclectic, funky spot with a very relaxed, easy vibe"
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
The price is AED 1,098
AED 1,506 total
includes taxes & fees
1 Sep - 2 Sep
Escape to wine country in your independent cottage in downtown Calistoga
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
Terrace/patio

Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace

9.4 out of 10, Exceptional, (17)
"A very cozy and clean home. Perfect for our girls getaway and fur babies."
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
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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Top Windsor Hotel Reviews

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between AED 694 and AED 1,098 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 134 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!