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.

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Guest favourite

Home in Coventry

4.94 out of 5 average rating, 160 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.

Mar. 24 – 31

$273 CAD per night

Guest favourite

Apartment in Windham

4.89 out of 5 average rating, 102 reviews

One bedroom, newly renovated clean and quiet .

Your home away from home. Queen size bed. End unit facing the woods in a quiet 6 unit apartment building. Off street parking. Pay laundry. Food shopping only a 2 minute walk for that emergency ice cream fix or last minute beverage. 5 minute drive to romantic Willimantic and 15 to Norwich. Casinos are 25 minutes away. All appliances are brand new as of 1/20/21. Glass top stove, fridge, microwave and dishwasher. Tile wood and carpet are also new and has central heat and air conditioning.

Sep. 29 – Oct. 6

$166 CAD per night

Guest favourite

Farm stay in Woodstock

4.98 out of 5 average rating, 168 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Nov. 1 – 8

$227 CAD per night

Guest favourite

Apartment in Ashford

4.97 out of 5 average rating, 144 reviews

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.

Nov. 21 – 28

$203 CAD per night

Superhost

Cottage in Chaplin

4.88 out of 5 average rating, 128 reviews

Clark Cottage in the historic village in Chaplin

Up to 14 day stays are OK. Cottage is empty several days between guests. Virus cleaning protocol in use. This little rustic cottage, circa 1850, has antique charm, yet modern comforts. In addition to a living and dining room, there is a full vintage kitchen, 2 bedrooms, 1 bathroom, plus laundry facilities. Very tall people will have to duck under door ways. Not suitable for children under 12. WiFi and a smart TV. Kitchen ceiling is 6'3.5".

Aug. 27 – Sep. 3

$218 CAD per night

Guest favourite

Guest suite in Brooklyn

4.92 out of 5 average rating, 153 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Dec. 20 – 27

$114 CAD per night

Guest favourite

Guesthouse in Hampton

4.95 out of 5 average rating, 119 reviews

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

Dec. 9 – 16

$279 CAD per night

Guest favourite

Home in Manchester

4.94 out of 5 average rating, 175 reviews

Paradise On The Hill Luxury Apartment.

Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

Oct. 8 – 15

$166 CAD per night

Guest favourite

Apartment in Ashford

4.97 out of 5 average rating, 221 reviews

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.

Dec. 20 – 27

$112 CAD per night

Guest favourite

Apartment in Norwich

4.9 out of 5 average rating, 227 reviews

Cozy Stay w Pool 4 mi to Mohegan, 7 mi to Foxwoods

The pool is open Memorial Day to Labor Day! Welcome to our charming 2-bedroom apartment. This centrally located spot is the perfect getaway to escape the hustle and bustle of the big city and enjoy a more relaxed pace of life. The unit comes in at a spacious 950 sq ft - ideally suited for couples, solo travelers, families and can comfortably accommodate up to 4 people.

Sep. 5 – 12

$167 CAD per night

Guest favourite

Guest suite in Mansfield

4.95 out of 5 average rating, 193 reviews

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.

Aug. 31 – Sep. 7

$122 CAD per night

Superhost

Cottage in Scituate

4.9 out of 5 average rating, 196 reviews

5 Star cottage in historical Clayville

COTTAGE LOCATION: Located about half way between interstate 395 and 295. NEARBY DESTINATIONS: 1. North Scituate Village is 5 miles away. 2. Covered Bridge (3 mile away) 3. Ponaganset Waterfalls (1 mile away) PLEASE NOTE: Pet fee is $18,00 per night. (BED FOR PETS WILL BE PROVIDED.) (ALL HOUSE RULES ARE POSTED IN THE COTTAGE)

Sep. 18 – 25

$150 CAD per night