Vacation rentals in East Windsor

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Top-rated vacation rentals in East Windsor

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Guest favorite

Guest suite in Tolland

4.9 out of 5 average rating, 301 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.

Jul 2 – 9

G$26,370 GYD per night

Guest favorite

Guest suite in Wethersfield

4.99 out of 5 average rating, 252 reviews

Bright, clean studio in charming Old Wethersfield

Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

Dec 20 – 27

G$24,874 GYD per night

Guest favorite

Guest suite in Vernon

4.98 out of 5 average rating, 147 reviews

Laura's Loft and Gallery, private suite

Unique and roomy space with private entrance, two bedrooms, full bath with tub shower, and plenty of room to relax. Kitchen space has mini fridge, microwave, toaster oven, hot plate, and crock pot. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup for your breakfast included, and homemade scones in seasonal flavors.

Aug 16 – 23

G$26,116 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Aug 3 – 10

G$27,815 GYD per night

Guest favorite

Guest suite in Agawam

4.95 out of 5 average rating, 154 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

Jul 26 – Aug 2

G$27,622 GYD per night

Guest favorite

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.

Sep 23 – 30

G$20,604 GYD per night

Guest favorite

Home in Southwick

4.99 out of 5 average rating, 181 reviews

Linny's Lakeview Cottage

Linny's lakeview cottage is updated with beautiful hardwood floors. The kitchen is finished in white shaker cabinets, granite counter tops & new ss appliances. The counter joins the kitchen/living room & comfortably sits 6. This is a renovated 650 sq ft home. Access our online guidebook (a few day before your stay) for; house rules, local attractions, maps, and more, ensuring you make the most of your stay.

Dec 3 – 10

G$29,086 GYD per night

Guest favorite

Guest suite in East Granby

4.84 out of 5 average rating, 277 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

Dec 20 – 27

G$20,862 GYD per night

Guest favorite

Guesthouse in Glastonbury

4.91 out of 5 average rating, 171 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Aug 7 – 14

G$28,673 GYD per night

Guest favorite

Guesthouse in Granby

4.99 out of 5 average rating, 706 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Apr 7 – 14

G$33,731 GYD per night

Guest favorite

Apartment in Enfield

4.99 out of 5 average rating, 142 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Mar 8 – 15

G$21,013 GYD per night

Guest favorite

Guest suite in Tolland

4.97 out of 5 average rating, 147 reviews

The Carriage House

Nestled in the woods, this secluded lower guest suite offers everything you will need for a relaxing stay. A very easy 20 minutes to Hartford or a quick 15 to UCONN. Private, full kitchen, bathroom, and laundry. Free level 2 EV car charging. Tons of space, a sunny deck and private entry. Ideal for a quick weekend or an extended stay.

Nov 3 – 10

G$19,226 GYD per night