Vacation rentals in Windham County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windham County

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

Superhost

Guesthouse in Killingly

The Carriage House at Chaprae Hall

Welcome to the Carriage House at Chaprae Hall! A cozy, quiet respite from a busy world awaits you. This fully furnished & appointed vintage living space has been updated over the years to be an inviting and welcoming stop for your journey. Whether you’re traveling for business, in town for an event, or looking for a central home base for day trips across southern New England, we've got you covered with your own kitchen, full bath, living space, and bedroom with a queen-sized bed.

$92 per night

Superhost

Apartment in Woodstock Valley

“Tranquillity on the Lake ” Woodstock Valley, Ct.

The serenity of winter has arrived. Pretty views from your Private Apartment with walk out to lake, 1400 sq ft living space.Main suite Queen bed. Living Room Queen Sofa bed, indoor propane fireplace. Partial kitchen has stove, refrigerator,microwave & sink. Enjoy your private deck, a propane fire pit at night while gazing at the moon & stars. Outdoor grill cooking . Enjoy scenic walks around the lakes. Wake up to a beautiful sunrise. RELAX AND RENEW true LAKE LIVING

$126 per night

Superhost

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