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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.

    From
    $300
    / Night
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    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    From
    $450
    / Night
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    1 / 33
    5 of 5 stars (1) Excellent
    Simsbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    From
    $135
    / Night
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    Middletown
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    From
    $270
    / Night
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    1 / 9
    4.5 of 5 stars (3) Very good
    Coventry
    6 Bedrooms, 3 Bathrooms, Sleeps 12
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Fishing...
    • Watersports Nearby
    • Horse Riding Nearby
    • TV
    • There Are Tennis...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    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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    From
    $180
    / Night
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    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Tennis Court
    • Internet Access
    • Air Conditioning
    • TV
    • Elevator/Lift access
    • Mountain Views
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Portland, Connecticut 97201 2249
    From
    $65
    / Night
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    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Central Heating
    • Dryer
    • Porch
    • Refrigerator
    • TV
    • Wi-Fi
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Bloomfield, Connecticut 06002
    From
    $250
    / Night
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    1 / 5
    5 of 5 stars (1) Excellent
    Granville, MA
    5 Bedrooms, 3 Bathrooms, Sleeps 12
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • TV
    • Waterfront
    • DVD Player
    • Balcony
    • Central Heating
    • Deck
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    4 Bedrooms, 3 Baths, 3 Guest Rooms, Open Floor Plan Kitchen, Living, Dining 4 Bedrooms, 3 Baths, 3 Guest Rooms, Open Floor Plan Kitchen, Living, Dining Lakefront, 4 bedrooms, 3 baths, 3 guest rooms, open floor plan with kitchen, living and dining areas, family room, sports room, deck, two... View all property information
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    Location Information
    Granville, Berkshires 01034
    5 of 5 stars Reviewed July 13, 2015
    We stayed for a week over the 4th of July with our 3 kids, their spouses and our two little grandkids. The place was tough to find as GPS coordinates were off by 1/2 to 1 1/2...
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    From
    $495
    / Night
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    New Hartford
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Tennis Court
    • Water Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Come enjoy a stay in this newly remodeled waterfront property on West Hill Lake in Litchfield County. Located on 4+ acres, 3 wooded, this 4bed/3bath 2600+ square foot home can comfortably accommodate up to 8 guests. Beautifully appointed, the features include; wood burning fireplace, marble... View all property information
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    Location Information
    New Hartford, Connecticut 06057
    From
    $595
    / Night
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    Barkhamsted
    6 Bedrooms, 8 Bathrooms, Sleeps 12
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Deck
    • Waterfront
    • Skiing: Property Is...
    • Patio
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Barkhamsted, Connecticut 06063
    From
    $10
    / Night
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    Springfield, MA
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Patio
    • Stove
    • Refrigerator
    • Air Conditioning
    • Porch
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spacious house, with hardwood floors and screened-in porch. View all property information
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    Location Information
    Springfield, Massachusetts 01104
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    From
    $150
    / Night
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    1 / 24
    4.5 of 5 stars (8) Very good
    Coventry
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (8) Make Inquiry
    Overview Reviews (8)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Internet Access
    • Waterfront
    • Boat Available
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our home is just steps from Coventry lake. This house is perfect for those wishing a quiet retreat or for a larger group of quests. There are 2 bedrooms one with a queen bed and the other with a full bed. We have an additional sleeping area off the kitchen with a Twin trundle bed. Yes all have... View all property information
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    Location Information
    Coventry, Mystic Country 06237
    5 of 5 stars Reviewed October 19, 2014
    This was our second time at "the cottage" and we are now talking "could we afford a month next time". Holly is so great and accessible that you feel as if a family member is...
    5 of 5 stars Reviewed September 27, 2014
    If you are looking for peace and quiet in a serine and quaint setting, this is the place for you. The cottage is well equipped, and literally feet from the lake. There are...
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    From
    $375
    / Night
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    1 / 39
    Middle Haddam
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Deck
    • DVD Player
    • Stereo System
    • Boat Available
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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, 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
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    Location Information
    Middle Haddam, Connecticut 06456
    From
    $375
    / Night
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    1 / 39
    Middle Haddam
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Waterfront
    • Boat Available
    • Internet Access
    • DVD Player
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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, 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
    Make Inquiry
    Location Information
    Middle Haddam, Connecticut 06456
    From
    $1,000
    / Night
    View Details
    1 / 3
    Farmington
    6 Bedrooms, 8 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Deck
    • Air Conditioning
    • Fireplace
    • Private Outdoor...
    • Patio
    • Garage
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Location Information
    Farmington, Connecticut
    From
    $1,000
    / Night
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    1 / 3
    Farmington
    6 Bedrooms, 8 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Garage
    • Balcony
    • Internet Access
    • Fireplace
    • Patio
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Make Inquiry
    Location Information
    Farmington, Connecticut