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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.

    1 / 35
    5 of 5 stars (4) Excellent
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    New Milford
    7 Bedrooms, 4 Bathrooms, Sleeps 22 | Quick View
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    1 / 32
    5 of 5 stars (1) Excellent
    New Haven
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Mountain Views
    • Washer
    • Wi-Fi
    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
    Location Information
    New Milford, Connecticut 06776
    1 / 21
    5 of 5 stars (1) Excellent
    New Preston
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Washer
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    • Central Heating
    • Wi-Fi
    • Balcony
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • ?
    About this property
    Near Lake Waramaug $300 per night with a 3-night minimum $1800 per week. June $6,000 per month July $6,000 per month Aug $6,000 per month Memorial Day to Labor Day $14,000. During the winter months-mid-October-mid-March, I seek long term rentals. I only rent by the month during this... View all property information
    Location Information
    New Preston, Connecticut 06777
    5 of 5 stars Reviewed July 7, 2014
    We arrived all type A with many plans to hike and swim, ended up enjoying the comfort of the house, cooking, hanging out together. Switching from indoor seating for outdoor...
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    1 / 20
    5 of 5 stars (1) Excellent
    New Milford
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • Parking
    • DVD Player
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    You will enjoy a very charming home with a rustic atmosphere. Swim and enjoy beautiful Candlewood Lake on a private beach, explore Litchfield Hills with true New England charm, sit on the patio or veranda to soak in the sun, and gather around the fireplace in the evening. The house is perfect for... View all property information
    Location Information
    New Milford, Connecticut 06776
    5 of 5 stars Reviewed May 16, 2013
    We (2 adults, 3 kids) stayed at the house for two weeks for our summer vacation. We had such a great time. Nice owner. The house was exactly as described in the listing. Well...
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    1 / 22
    5 of 5 stars (1) Excellent
    Kent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
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    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
    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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    1 / 27
    5 of 5 stars (1) Excellent
    Southbury
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    • Secure Parking
    • Mountain Views
    • Balcony
    • Patio
    • Satellite TV
    • Air Conditioning
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    • 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
    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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    1 / 36
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Porch
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    • Washer
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    • Pet-friendly
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    • Elder access
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    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
    Location Information
    New Milford, Connecticut 06776
    Warren
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
    About this property
    If you’re searching for the perfect place to host your next family reunion, “Carriage House” is just the spot for you. Situated on 500 feet of pristine Lake Waramaug waterfront, this exquisite Warren vacation rental house offers everything necessary for an unforgettable New England getaway! ... View all property information
    Location Information
    Warren, Connecticut 06777
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    Bethlehem
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Private Outdoor...
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    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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
    Location Information
    Bethlehem, Connecticut 06751
    New Haven
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Secure Parking
    • Grill
    • Air Conditioning
    • Skiing: Property Is...
    • Hot Tub
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Please read before replying. I have done my best to answer common questions here. 5 night min. please check rates for and minimum stay required for your dates. 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. 1890... View all property information
    Location Information
    New Haven, Connecticut 06513
    New Preston
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Internet Access
    • Porch
    • Satellite TV
    • DVD Player
    • Patio
    • Outdoor Dining Area
    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
    Location Information
    New Preston, Connecticut 06777
    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • 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
    Location Information
    Hamden, Connecticut 06514
    New Milford
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Grill
    • Balcony
    • DVD Player
    • Porch
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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
    Location Information
    New Milford, Connecticut 06776
    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
    • Parking
    • Porch
    • Washer
    • Grill
    • 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
    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...
    5 of 5 stars Reviewed August 27, 2013
    Lanna and Howard are the perfect hosts and provided everything we needed for a week of relaxation. This little cottage is charming, very clean, and very well stocked with...
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