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Featured Windsor Cottages

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

Guests of this vacation home enjoy access to a water park, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Kitchen
Washer
Lake Getaway at Coventry Lake! close to Uconn

Lake Getaway at Coventry Lake! close to Uconn

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Lakefront Connecticut Retreat Near UConn

Lakefront Connecticut Retreat Near UConn

This cottage is a smoke-free cottage.
Kitchen
Pet friendly
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Charming Cottage by the Lake❤️

Charming Cottage by the Lake❤️

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
The Cottage at Highland Lake, year-round, waterfront with a boat dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Cozy Springfield Vacation Rental Near Downtown

Cozy Springfield Vacation Rental Near Downtown

3 out of 5
Guests of this cottage have access to free WiFi in public areas. You can put free parking to good use if you drive.
Kitchen
Washer
Charming Windsor Home w/ Private Backyard!

Charming Windsor Home w/ Private Backyard!

3 out of 5
Guests of this cottage enjoy features like free WiFi in public areas. If you decide to drive, there's free parking.
Kitchen
Washer
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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.

Hotel Options in Windsor

Cottages

Book a cottage in Windsor
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Windsor. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Windsor better.

Cottage apartments in Windsor range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Windsor
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Windsor and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Windsor cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Windsor. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Cottages in Windsor

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