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Vacation Rentals in Windsor, CT and nearby

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    The following rentals are within 25 miles of Windsor, Connecticut.

    1 / 20
    5 of 5 stars (1) Excellent
    Middletown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    Barkhamsted
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 31
    5 of 5 stars (1) Excellent
    Simsbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Terrace
    • Washer
    • Balcony
    • Parking
    • Air Conditioning
    • Grill
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    • Pet-friendly
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    About this property
    Near SKI SUNDOWN ~ New Nantucket Style Home ~ Spacious NEW 4 Bedroom, home, French Doors Galore! Light Bright & Open! Large Gourmet Kitchen, Nice Deck for relaxing! Situated on 4+ private acres, in a park like setting. Master suite + 1st floor bedroom suite. Private yet convenient getaway!Our... View all property information
    Location Information
    Simsbury, Connecticut 06070
    5 of 5 stars Reviewed July 7, 2015
    My three friends and I (two couples) are from NYC and found this place in search of a July 4th weekend getaway. The house itself is gorgeous and very spacious (at least compared...
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    Barkhamsted
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Waterfront
    • Patio
    • Porch
    • Satellite TV
    • Skiing: Property Is...
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    About this property
    Nestled on the banks of the Farmington River, Legends offers comfortable rooms in a lodge setting with river views, breakfast Thursday -Sunday, healthy afternoon snacks and a special homemade juice of the day. All rooms offer AC, private bath, TV and internet. Fly-fishing,hunting kayaking, hiking,... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    Storrs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    • Air Conditioning
    • Private Yard
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    About this property
    Cozy chalet with all the conveniences of your own home. Completely private deck for soaking up the sun. 5 minute walk to campus (UCONN) in a very rural setting. Very well equipped kitchen. Shopping and grocery within 2 miles. Internet (PC on site), wifi, full cable tv with all the movie... View all property information
    Location Information
    Storrs, Mansfield 06268
    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Porch
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    • Private Yard
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    • Pet-friendly
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    • Child-friendly
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    • x
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    About this property
    Nice get away. Come see our hard wood floors in the living rm, bedrooms (2), with bath & Eat- in kitchen and enjoy your own washer & dryer Hook-Up and storage areas in your own basement. These units are equipped with OIL Heat, Electric hot water and stove. A must see with All Utilities are... View all property information
    Location Information
    Bloomfield, Connecticut 06002
    1 / 42
    Avon
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Hot Tub
    • Shared Outdoor Pool...
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    About this property
    Experience high-end amenities and upscale accommodations in this Avon vacation rental, with direct access to the Beaver Creek Gondola and views of the pool from your own private balcony. Located in the heart of Avon, this resort complex includes a gondola to the base of Beaver Creek's Lift 15,... View all property information
    Location Information
    Avon, Connecticut 81620
    1 / 48
    Middle Haddam
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
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    About this property
    The Captain's House, a 3,400 SF 3-level renovated waterfront Victorian, features 5 bedrooms, 3-1/2 baths, gourmet kitchen,wraparound deck, tennis court and 40' dock. A magical place to relax & recharge... Knowles Landing is one of the most beautiful waterfront estates on the Connecticut River.... View all property information
    Location Information
    Middle Haddam, Connecticut 06456
    1 / 21
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Balcony
    • Waterfront
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with spectacular sunsets from 1500+ square feet of multi-level decks. Relax in totally renovated and professionally decorated 'home away from home' on Lake Pocotopaug. Bright and... View all property information
    Location Information
    East Hampton, Connecticut 06424
    5 of 5 stars Reviewed September 8, 2015
    We are a group of friends that like to take a week's vacation in a centrally located place and this house is perfect. It comes with all the amenities including cable and Wi-Fi...
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    East Longmeadow, MA
    2 Bedrooms, Sleeps 2 | Quick View
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    About this property
    Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street House Main Street... View all property information
    Location Information
    East Longmeadow, Massachusetts 01028
    1 / 3
    Farmington
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
    • Patio
    • Air Conditioning
    • Balcony
    • Private Outdoor...
    • Porch
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    • Internet Access
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    About this property
    magnificant French Normandy hillside all brick 6 bedroom 7.5 bath custom Mansion with 3.5 acres beautiful, lush, private, exclusive ESTATE, in prestigious FARMINGTON, CT. Just at I-84, Exit 39. May be leased for long weekends, weekly or long term stay. . 6 bedrooms, 7.5 baths, swimming pool,... View all property information
    Location Information
    Farmington, Connecticut
    1 / 9
    4.5 of 5 stars (3) Very good
    Coventry
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Secure Parking
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    • Grill
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    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This beautiful vacation home is located in serene Coventry lake resort area just three minutes walk from the lake and minutes from Patriots Park, Lake View restaurant and the famous Bidwell Tavern. Historic Capt. Nathan Halle homestead and museum are less than two miles away. Besides being a... View all property information
    Location Information
    Coventry, Mystic Country 06238
    4 of 5 stars Reviewed July 21, 2015
    The home was perfect for our family size (9 all together). Each person/family got their own room and private space. There are 3 bathrooms so that was never an issue. Our favorite...
    5 of 5 stars Reviewed July 19, 2015
    Our family (17 of us that is) was having a hard time finding a reasonable place to stay. We were coming to Connecticut to celebrate our Grandpa's 100th birthday!!! From the time...
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    Springfield, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Air Conditioning
    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
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    • x
    About this property
    Spacious house, with hardwood floors and screened-in porch. View all property information
    Location Information
    Springfield, Massachusetts 01104