Windsor Condo Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Windsor hotels

Condo Rentals in Windsor

Charming Chateau close to Airport

Windsor Locks CT

With a stay at this condo in Windsor Locks, you'll be within a 15-minute drive of Six Flags New England and Connecticut River.

Washer

Dryer

Spacious 4-bedroom condo with AC and WiFi in charming Enfield

Enfield CT

$372 nightly

$421 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

With a stay at this condo in Enfield, you'll be within a 15-minute drive of Six Flags New England and MGM Springfield.

Welcome to Honey Spot!

Springfield MA

$262 nightly

$297 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

With a stay at this condo in Springfield (Pine Point), you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.

Kitchen

Free WiFi

Stylish Downtown Business| Hospital | WD | GYM

Hartford CT

With a stay at this condo in Hartford (Downtown Hartford), you'll be steps from Hartford City Hall and 2 minutes by foot from Wadsworth Atheneum Museum of Art.

Kitchen

Washer

Heart of the City

Hartford CT

With a stay at this condo in Hartford (Barry Square), you'll be within a 5-minute drive of Hartford Hospital and Hartford City Hall.

Washer

Dryer

Rent A Room In This Spacious Victorian

Middletown CT

With a stay at this condo in Middletown (Washington Street Historic District), you'll be a 3-minute walk from Wesleyan University and 7 minutes by foot from Kidcity Children's Museum.

Kitchen

Washer

Cozy two bedroom Condo in Downtown Hartford

Hartford CT

With a stay at this condo in Hartford (Asylum Hill), you'll be within a 10-minute walk of Bushnell Park and PeoplesBank Arena.

Perfect Private 4-Suite Group Stay Under 1 Roof

New Britain CT

Located in New Britain, this condo is within a 5-minute drive of New Britain Museum of American Art and New Britain Stadium.

A cozy little place with 2 bedrooms all to yourself

Hartford CT

With a stay at this condo in Hartford (Asylum Hill), you'll be steps from Saint Francis Hospital and Medical Center and 13 minutes by foot from Harriet Beecher Stowe Center.

Washer

Dryer

Don't see what you're looking for?

See all available properties in Windsor

View all properties

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.