A rustic barn surrounded by autumn foliage and a field.

Search Windsor Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windsor cottages

A wicker hanging chair with a cushioned seat on a wooden deck overlooking a forested area.

1. Waterfront Lake Cottage - Lake Access -Kayaks

Waterfront Lake Cottage - Lake Access -Kayaks
Avon
10.0 out of 10, Exceptional, (1 review)
"The cottage is very cozy, private, and in a beatiful setting. We really appreciated the upgrades that made our stay comfortable. The fenced-in yard was great for our dog. Take a note of a stone floor on the lower level. We had to cover it to be not too cold for the dog to lie on (in late October). The location is right on the water for kayaking and close to some well maintained trails for biking and hiking."
United States
Victoria F.
$512 nightly
The price is $583
Dec 8 - Dec 9
Total with taxes and fees
Waterfront Lake Cottage - Lake Access -Kayaks
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

8/10 Good
"It was a good place to stay a little ways from downtown. The breakfast was lacking."
Rick 2-night trip
Posted 4 hours ago
Best Western Hartford Hotel & Suites

Find out more about Windsor

Windsor Cottages information

Number of reviews
1
Accommodation
40 Cottages
Lowest Price
$583
Highest Price
$583

Frequently asked questions

Why book your cottage in Windsor with Expedia?
Expedia has some superb cottages in Windsor, so start packing for a memorable vacay close to nature. If you have a certain budget, select how much you want to spend and your preferred property star rating. Or take advantage of our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect digs whatever your getaway looks like.
How can I find cheap cottages in Windsor?
The best way to locate cheap cottages in Windsor is with Expedia's convenient filter tool. Refine your search results by star rating, amenities and budget to take advantage of awesome prices in a couple of clicks.
What is there to do in Windsor near my cottage?
Windsor has enough activities and sights to keep you entertained for weeks (or months!), starting with Windsor Historical Society. Northwest Park, Windsor Arts Center and Vintage Radio and Communications Museum of Connecticut are other renowned attractions. If you're lingering longer, Oliver Ellsworth Homestead and Windsor Meadows State Park will round off your itinerary nicely.

Explore a world of travel with Expedia