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.

Guest favorite

Guest suite in Tolland

4.9 out of 5 average rating, 299 reviews

UCONN Hideaway

Open, light floor plan with TV and cable sleeping 4 adults 1 full bed and twin bed w/ pull out sofa. Private access and parking. Full kitchen and full bathroom. Quiet rural area with quick access to Interstate 84 and Hartford. There are parks and tennis courts and walking trails very close to Our UCONN Hideaway. Later in the year you will see the beautiful flowers and vegetables that fill the yard. We are organic landscapers and use no harmful chemicals or practices in our business,home or yard.

Apr 10 – 17

$99 per night
Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 331 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Spring and Summer are upon us. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen -stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. RELAX, ENJOY TRANQUILITY every season. New addition Woodstock Valley Country within two miles.

Mar 12 – 19

$144 per night
Guest favorite

Home in Coventry

4.94 out of 5 average rating, 158 reviews

Cozy Cottage * Coventry Lake* 15 min to UConn *

Enjoy this quaint lake cottage that is close to Uconn and all the area has to offer. It has been updated with new flooring and fresh paint. Access to a private association beach is only a three minute walk. This beach is for paid guests only. Please note the fireplace is not a working fireplace. The area offers hiking trails, antiquing, vineyards and access to the lake. In the winter there is ice fishing and ice skating. In the summer you can kayak, paddleboard or relax on the beach.

Aug 21 – 28

$162 per night

Popular amenities for Windham vacation rentals

Stay near Windham's top sights

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

Other great vacation rentals in Windham

Guest favorite

Guest suite in Windham

4.91 out of 5 average rating, 47 reviews

Guest unit, separate entrance

May 14 – 21

$106 per night
Guest favorite

Guest suite in Lebanon

4.95 out of 5 average rating, 94 reviews

Relaxing, Rural one Bedroom with Private Kitchen and Bathroom at Mannamour Homestead

Jan 31 – Feb 7

$93 per night
Guest favorite

Guest suite in Coventry

5.0 out of 5 average rating, 55 reviews

Get Away Rock Farm “5 Star” Suite UConn Lovely BnB

Sep 17 – 24

$96 per night
Guest favorite

Apartment in Mansfield

5.0 out of 5 average rating, 33 reviews

Beautiful one bedroom in convenient location

Sep 11 – 18

$130 per night
Guest favorite

Guesthouse in Norwich

5.0 out of 5 average rating, 21 reviews

Historic Guest Suite

Apr 27 – May 4

$96 per night
Guest favorite

Cabin in Andover

5.0 out of 5 average rating, 53 reviews

Cozy Cabin on 7-Acres, UCONN!

Nov 18 – 25

$133 per night
Guest favorite

Guesthouse in Stafford

4.98 out of 5 average rating, 40 reviews

A Barn Experience

Oct 28 – Nov 4

$94 per night
Guest favorite

Home in Hebron

5.0 out of 5 average rating, 35 reviews

Welcome to The Avery!

May 22 – 29

$213 per night
Guest favorite

Guest suite in Coventry

5.0 out of 5 average rating, 13 reviews

Adorable 1 bedroom guesthouse, beautiful property

Oct 9 – 16

$128 per night
Guest favorite

Farm stay in Glastonbury

5.0 out of 5 average rating, 50 reviews

Historic Farmhouse by the River (Duplex)

Dec 6 – 13

$111 per night
Guest favorite

Guest suite in Mansfield

4.99 out of 5 average rating, 86 reviews

Studio Cum Laude

May 21 – 28

$150 per night
Guest favorite

Apartment in Killingly

4.94 out of 5 average rating, 70 reviews

2 Bedroom, 1st floor apartment

Aug 23 – 30

$86 per night

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