Search Simsbury 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
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Simsbury cottages

House (4 Bedrooms) | Interior

Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
3.0 star property
Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
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 Simsbury Hotel Reviews

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

6/10 Okay
"The lobby was perfectly nice and the room was very nice for the price point. The bathroom though was small and in need of some updates. The sink is outside the bathroom, which is not a problem, but just make sure you realize that."
Martin 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Find out more about Simsbury

Simsbury Cottages information

Number of reviews
Accommodation
33 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Simsbury with Expedia?
We think that a vacation should be stress-free, so if you're seeking cottages in Simsbury at an affordable price, Expedia has got you covered. Save cash and check in to a low-cost option far from the hustle and bustle, or book an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Simsbury?
A great way to uncover cheap cottages in Simsbury is with Expedia's convenient filter tool. Fine-tune your search results by budget, amenities and star rating to secure awesome bargains in a couple of clicks.
What is there to do in Simsbury near my cottage?
The most practical travel accessory is a well-planned itinerary. Penwood State Park is an excellent place to start your sightseeing in Simsbury.

Explore a world of travel with Expedia