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Vacation Rentals in Windsor, CT and nearby

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    1 / 17
    Windsor
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    The following rentals are within 25 miles of Windsor, Connecticut.

    1 / 21
    5 of 5 bubbles (1) Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    4.5 of 5 bubbles (3) Very good
    Coventry
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 38
    Middle Haddam
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Hot Tub
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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, badminton/volleyball court and 40' dock. A magical place to relax & recharge... Knowles Landing is one of the most beautiful waterfront estates on the... View all property information
    Location Information
    Middle Haddam, Connecticut 06456
    1 / 13
    Granville, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Grill
    • Central Heating
    • Washer
    • Satellite TV
    • DVD Player
    • Housekeeping...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Would you like to spend some time in our cozy retreat in the Berkshires? Our three-bedrooms, two bathrooms house is located in a private community, in the middle of the Tolland state forest , surrounded by the woods and lakes, but at the same time close to major attractions. Fully renovated, the... View all property information
    Location Information
    Granville, Berkshires 01034
    1 / 20
    5 of 5 bubbles (1) Excellent
    Cromwell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Hot Tub
    • Washer
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This house is bright and cheerful even during winter months due to the large paladian windows and cathedral ceilings.<BR>If you find that you are traveling to Connecticut for work assignment or vacation, consider this option to hotel living.<BR>Our home will welcome you from travel or work with... View all property information
    Location Information
    Cromwell, Connecticut 06457
    5 of 5 bubbles Reviewed September 15, 2015
    I loved staying at this comfortable home. The area, Middletown CT is centrally located and the home,on Rolling Green is centrally located. It's about 20 minutes from everywhere...
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    1 / 10
    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from every window. PRIVATE- AWAY FROM THE ROADS- Large,... View all property information
    Location Information
    Bloomfield, Connecticut
    1 / 4
    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Porch
    • Parking
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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 / 15
    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...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    1 / 11
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Washer
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    One bedroom, furnished, deluxe condo in the core of Portland, Oregon…with fantastic views of the West Hills, PSU, and Downtown Portland. The condo is just East of the Portland State University Campus. Rented on a month by month basis. Convenient to all aspects. Attributes: √ Near the top of the... View all property information
    Location Information
    Portland, Connecticut 97201 2249
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    1 / 32
    Middlefield
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Grill
    • Waterfront
    • Private Yard
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Clarke's Landing is newly built 2 story lakefront house with heat and air conditioning! It is a family home and has all the amenities that you would have at home.Everything is NEW! It includes cable and WiFi internet, new quality linens, paper goods, shampoo,spices, beach towels, chairs , floats... View all property information
    Location Information
    Middlefield, Connecticut 06455
    1 / 17
    Middlefield
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Private Yard
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful newly remodeled cottage is located on Lake Beseck in picturesque Middlefield, Ct. The views of the lake are serene and produce an immediate feeling of tranquility. This is a family home and has all the amenities that you need to feel at home including a complete kitchen. Betty's Boat... View all property information
    Location Information
    Middlefield, Connecticut 06455
    1 / 9
    Stafford Springs
    1 Bedroom, 4 Bathrooms, Sleeps 2 | Quick View
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    • Housekeeping...
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is the Green Room with private bath and queen bed, perfect for the couple who wants to Practice a screenplay and maybe even experience some paranormal activity. not for the faint of heart! Shooting balls of light, orbs, apparitions and whistlers may be experienced. Practice your dance routine,... View all property information
    Location Information
    Stafford Springs, Connecticut 06076
    1 / 4
    East Longmeadow, MA
    1 Bedroom, Sleeps 1 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Set inside a convenient, family friendly resort with an access walkway to the beach and ocean, this cottage is a great vacation cottage to accommodate you and your family (sleeps up to one family comfortably). With 2 bedrooms (a Queen bedroom and bunk room with one bunk bed), 2 baths, a sleeping... View all property information
    Location Information
    East Longmeadow, Massachusetts 01028
    1 / 21
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Grill
    • Private Yard
    • Wi-Fi
    • Waterfront
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The house is at the end of a short lane, and faces Lake Pocotopaug, with 80 feet of direct lake front, with incredible views of the lake. We have outdoor seating, including a picnic table and umbrella, hammock and firepit. There is plenty of activity on the lake from water skiing to canoeing and... View all property information
    Location Information
    East Hampton, Connecticut 06424
    1 / 35
    5 of 5 bubbles (1) Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Thanks for checking out my property! As an FYI, the calendar is up to date. If your desired dates show available, this information is accurate. WiFi and canoe/kayak/paddle boat and life preservers are complementary. Minimum age requirements and maximum occupancy of 6 adults and 2 minor guests... View all property information
    Location Information
    East Hampton, Connecticut 06424
    5 of 5 bubbles Reviewed 1 week ago
    This was the perfect setting and perfect home for my stay in Ct. Everything you could possibly need or want is provided. Luxury linens, comfy beds, wifi. So many amenities. The...
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    1 / 8
    East Longmeadow, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Satellite TV
    • Private Yard
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Corner Cottage. My home is very bright and sunny. My place is close to family-friendly activities, nightlife, and public transport. You’ll love my place because it is quiet and because of the location. Quiet residential family neighborhood. Not in the heart of the city, in the suburbs. Not far... View all property information
    Location Information
    East Longmeadow, Massachusetts 01128
    Windsor Flight and Weather Info
    Airports nearby (1)
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    Bradley Intl Airport
    6.7 miles from Windsor
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