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Vacation rentals in Windham

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Top-rated vacation rentals in Windham

Guests agree: these stays are highly rated for location, cleanliness, and more.

Apartment in Ashford
On The Run Farm
Quiet country setting, minutes from UCONN and easy access from RTE 84 makes this place perfect for visitors traveling through the "Quiet Corner" of CT. Spacious living room, bedroom. kitchen and bath are newly renovated with, hardwood floors, skylights, and windows that allow for lots of natural light. The entryway is private with a lovely porch that is a great place to sit with your morning coffee. Hiking trails can be accessed from the property.
$125 per night
Apartment in Ashford
Enjoy a Farm Stay without the Work
This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.
$79 per night
Guest suite in Mansfield
Cozy private apt 8 mins from UCONN - solar powered
Relax & unwind in this amply sized private studio suite, complete with large seating/tv area & study/desk space. Space comes w/ 2 beds(1 queen, 1 full sized pull out futon couch) a full private bath, mini-fridge, microwave, dishware, & utensils. Beautiful rural wooded area with numerous hiking trails nearby. Longer term rentals may be considered.
$66 per night

Stay near Windham's top sights

Stop & Shop8 locals recommend
Walmart Supercenter5 locals recommend
Big Y World Class Market10 locals recommend
Willimantic Brewing Company39 locals recommend
That Breakfast Place6 locals recommend
Mansfield Movieplex 86 locals recommend

Other great vacation rentals in Windham

Cabin in Windham
Secluded Cabin on Golden Pond
$122 per night
Loft in Tolland
Cozy studio loft
$89 per night
Guest suite in Brooklyn
Affordable In-Law Apartment in Brooklyn, CT
$71 per night
Home in Preston
Entire House Magical Waterfront Getaway
$160 per night
Cottage in Lebanon
Go Jump in the Lake!
$131 per night
Apartment in Stafford
Historic 1 bedroom suite
$90 per night
Home in Coventry
Cozy Cottage * Coventry Lake* 15 min to UConn *
$128 per night
Cottage in Chaplin
Clark Cottage in the historic village in Chaplin
$126 per night
Guest suite in Lebanon
Relaxing, Rural one Bedroom with Private Kitchen and Bathroom at Mannamour Homestead
$79 per night
Apartment in Mansfield
Peaceful eco-friendly two bedroom apartment.
$135 per night
Apartment in Mansfield
Beautiful one bedroom in convenient location
$155 per night
Guest suite in Windham
Guest unit, separate entrance
$106 per night

Destinations to explore

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  4. Windham County
  5. Windham