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Vacation Rentals in Woodbury, CT and nearby

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    The following rentals are within 20 miles of Woodbury, Connecticut.

    From
    $300
    / Night
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    1 / 21
    5 of 5 stars (1) Excellent
    New Preston
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
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    Overview Reviews (1)
    From
    $1,200
    / Week
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    1 / 20
    5 of 5 stars (1) Excellent
    New Milford
    3 Bedrooms, 1 Bathroom, Sleeps 6
    other traveler has booked this property
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    Overview Reviews (1)
    From
    $289
    / Night
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    1 / 29
    5 of 5 stars (4) Excellent
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    other travelers have booked this property
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    From
    $159
    / Night
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    1 / 27
    5 of 5 stars (1) Excellent
    Southbury
    2 Bedrooms, 1 Bathroom, Sleeps 6
    other travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Washer
    • Internet Access
    • Refrigerator
    • Mountain Views
    • Patio
    • Dryer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charming, recently renovated, two-story, 1,200 square-foot coach house built in 1795 and set in a tranquil 3-acres of lawns, gardens, orchards and forest at the heart of the historic Village of South Britain founded in 1715 by settlers from the south of England, This vacation home an hour and a... View all property information
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    Location Information
    Southbury, Connecticut 06488
    5 of 5 stars Reviewed January 7, 2015
    My husband and I, and our doggies, enjoyed the Coach House so much. We became friends with the owner who was very accomodating. He even loaned us his ornaments, so we could...
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    From
    $900
    / Night
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    Bethlehem
    6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Overview
    Amenities & Details
    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Private Tennis Court
    • Fireplace
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This sophisticated and modernized 18th Century rambling farmhouse is set amount towering tress, huge lawns, flower beds, parterre vegetable and herb gardens, 2 ponds, stone walls, pasture and woods. There are five bedrooms, including one huge family suite with a Q bed, twin bed and a crib. All... View all property information
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    Location Information
    Bethlehem, Connecticut 06751
    From
    $500
    / Week
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    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3
    other traveler has booked this property
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    Overview
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SAFE and convenient to all transportation and highways. This stunner has a warm, inviting atmosphere with a hostess who is knowledgeable about Connecticut AND New York City. Well appointed Colonial home with gazebo, greenhouse, open decks, and pool. This former farm neighborhood promises to... View all property information
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    Location Information
    Hamden, Connecticut 06514
    From
    $250
    / Night
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    New Preston
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Fireplace
    • Waterfront
    • Internet Access
    • Patio
    • Satellite TV
    • Water Views
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Little Wheel' is the guest cottage on the historic Riverdance MIll property (circa 1875) in the charming village of New Preston, CT. The cottage has been totally reconstructed recently. It is bright and airy in the Spring and Summer, cozy and warm in the Fall and Winter and ALWAYS romantic! The... View all property information
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    Location Information
    New Preston, Connecticut 06777
    From
    $275
    / Night
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    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Wi-Fi
    • Housekeeping...
    • Mountain Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nature Lovers Paradise! Light filled, private and peaceful location with fantastic mountain views! Unique seven and a half acre property, with various flowering trees and shrubs. A different scent for different seasons! ***Note: There is also a two bedroom apartment available at same location!****... View all property information
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    Location Information
    New Milford, Connecticut 06776
    From
    $249
    / Night
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    New Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • Skiing: Property Is...
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Unique 2500sf 4 br, 2.5 bath Home on the Quinnipiac river just 5-10 minute drive to downtown New Haven and Yale. on the bus line. Master suite with steam shower, laundry big private yard with Hot tub, River view porch, directly next to park. 1890 victorian on the Quinnipiac river with all the New... View all property information
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    Location Information
    New Haven, Connecticut 06513
    From
    $200
    / Night
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    New Milford
    3 Bedrooms, 3 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • TV
    • DVD Player
    • Fireplace
    • Central Heating
    • Washer
    • Wi-Fi
    • Water Views
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This warm and cozy country lake house provides a comfortable stay in an attractive, rustic atmosphere with lovely scenic views. Located on a quiet road in a friendly community with easy access to a variety of shops and the quaint, historic town of New Milford. Town offers charming colonial... View all property information
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    Location Information
    New Milford, Connecticut 06776
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    From
    $28,500
    / Month
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    New Fairfield
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There's not much better than summertime on Candlewood Lake! Enjoy all the summer offers in New England from this magnificent waterfront home on Connecticut's largest lake. This architectural designed home is perfect for guests and ALL 5 bedrooms are en-suite! There's a living room with a massive... View all property information
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    Location Information
    New Fairfield, Connecticut 06812
    From
    $111
    / Night
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Water Views
    • Boat Available
    • Stereo System
    • Water Park Nearby
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming beach cottage, clean, well maintained interior,central AC. Cottage located on dead end street, 4 houses from LI Sound. Residents share PRIVATE BEACH.Guests of property also have beach rights to adjacent PRIVATE BEACH. View of ocean and salt marsh from front porch. Short walk to TOWN BEACH... View all property information
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    Location Information
    New Haven, Connecticut 06512
    4 of 5 stars Reviewed December 5, 2014
    This is a well equipped and furnished property. It was very clean and comfortable and WiFi and telephone were included. The house is only a few yards from the beach and, for...
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    From
    $200
    / Night
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    1 / 22
    5 of 5 stars (1) Excellent
    Kent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Patio
    • Stove
    • Air Conditioning
    • Internet Access
    • Dryer
    • Refrigerator
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nestled in the heart of the village, this private get-away awaits you. Relax and still be in the center of everything. 2 bedrooms, 1 1/2 baths and charming backyard. There is wifi, fully equipped kitchen and a washer dryer. Off street parking. You can walk to 4 restaurants, 2 bakeries and many... View all property information
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    Location Information
    Kent, Connecticut 06757
    5 of 5 stars Reviewed June 28, 2015
    Beautiful and brand new tastefully renovated duplex in most picturesque house on Kent's Main Street. Fully equipped and convenient. Karren, the property's owner is generous and...
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    From
    $271
    / Night
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    1 / 28
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Deck
    • Satellite TV
    • Fireplace
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SUMMER RENTAL LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful , very private country setting; four bedrooms, large family room with cathedral ceilings; grand piano. All amenities:cable TV, CD, DVD,VCR, internet. All rooms are with AC. Deck by the house with screen house and gas... View all property information
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    Location Information
    New Milford, Connecticut 06776
    From
    $790
    / Night
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    1 / 24
    Lanesville, NY
    7 Bedrooms, 5 Bathrooms, Sleeps 22
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Fireplace
    • DVD Player
    • Sauna
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    7 bedrooms, 4 full bathrooms, 1 half bathroom, sleeps up to 16 adults + 6 kids The most convenient and luxurious ski condo at Hunter Mountain on the 3rd and 4th floor above the Base Lodge accessed by an elevator next to the Lift Ticket Office. 3,725 square feet of Rustic themed luxury, exactly 2... View all property information
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    Location Information
    Lanesville, New York 12450