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Holiday Homes and Apartments Southbury, CT and nearby

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    All 24 Rentals in the Southbury Area
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    From
    $208
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    1 / 27
    5 of 5 stars (1) Excellent
    Southbury
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
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    The following rentals are within 40 kilometres of Southbury, Connecticut.

    From
    $170
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    1 / 17
    5 of 5 stars (11) Excellent
    Branford
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    From
    $392
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    1 / 20
    5 of 5 stars (1) Excellent
    New Preston
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    From
    $327
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    1 / 19
    5 of 5 stars (4) Excellent
    Woodbury
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Washer
    • TV
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This antique and sculpture filled, light-splashed colonial two story home on Connecticut's Antique Trail has spacious indoor and outdoor lounging areas in a beautiful acre private garden setting three minutes from Woodbury's historic town center. The home was a former bed and breakfast property... View all property information
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    Location Information
    Woodbury, Connecticut 06798
    5 of 5 stars Reviewed 22 June 2015
    We came to Woodbury to meet as a family & acknowledge the passing of our father in the town we all grew up in. Douglas was extremely helpful and encouraging in our arranging for...
    5 of 5 stars Reviewed 13 June 2015
    This property is conveniently located near I84 and the restaurants/shops of Woodbury and Southbury, Conn. It is a beautiful house with a fully equipped kitchen, washer/dryer...
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    $457
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    1 / 37
    South Salem, NY
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This wonderful 2500sqf, 3 bedroom 2.5 bathroom home located on 6 acres is decorated with modern and contemporary art creating a homey and comfortable environment which you will enjoy during your stay here. The privacy and quiet is paralleled only by the view of the woods which you can see from the... View all property information
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    Location Information
    South Salem, Westchester County 10606
    From
    $145
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    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 6 December 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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    $1,039
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    1 / 42
    Weston
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • DVD Player
    • Fireplace
    • Deck
    • Air Conditioning
    • Internet Access
    • Washer
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18' soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
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    Location Information
    Weston, Connecticut 06883
    From
    $385
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    1 / 12
    Branford
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    From generous picture windows enjoy views of Long Is. Sound and quaint Thimble Islands dotted with simple cottages and mansions. Large front room with a small kitchen hidden in a a 1930's armoire. A round dining table is lite from a 60' chandelier fit for a castle. Created by a professional... View all property information
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    Location Information
    Branford, Connecticut 06405
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    $1,306
    / Night
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    1 / 10
    Branford
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Fireplace
    • Water Views
    • Private Fishing...
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two acres of private New England charm over looking the Thimble Islands. Set atop a hill with a large rolling lawn perfect for all types of family lawn games.The vintage shingle stone home was built in 1932 for a wealthy Connecticut family. They created a sandy beach that rivals the size of the... View all property information
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    Location Information
    Branford, Connecticut 06405
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    $1,568
    / Week
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    1 / 20
    5 of 5 stars (1) Excellent
    New Milford
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    • TV
    • Washer
    • Water Views
    • Fireplace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Location Information
    New Milford, Connecticut 06776
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    $980
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    1 / 20
    Cornwall Bridge
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Indoor Pool
    • Air Conditioning
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Prana Residence-Spa creates an environment for relaxation and the rejuvenation of vital life (prana). If you appreciate tranquility in the pursuit of personal happiness and are inspired by unique surroundings, personal spa facilities and select services, Prana Residence-Spa is waiting for you.... View all property information
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    Location Information
    Cornwall Bridge, Connecticut 06754
    From
    $118
    / Night
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    1 / 12
    Torrington
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Porch
    • Balcony
    • Refrigerator
    • Patio
    • Cooker
    • Wi-Fi
    • Central Heating
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Large apartment, windows on 3 sides, new appliances, Wi-Fi, Conveniently situated on Main street downtown Torrington, from one to ten minutes away from restaurants, ten minutes away from movies theater, ten minutes away from the Post office, and all this is walking time to these locations, one... View all property information
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    Location Information
    Torrington, Connecticut 06790
    From
    $354
    / Night
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    1 / 29
    5 of 5 stars (3) Excellent
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Deck
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful!! very private country setting; four bedrooms, large family room with cathedral ceilings and grand piano. All amenities: cable TV, CD, DVD,VCR, internet and air conditioning. Deck--including a screen house; gas grill. 20x40 inground pool with... View all property information
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    Location Information
    New Milford, Connecticut 06776
    5 of 5 stars Reviewed 11 August 2014
    This is a spacious 4 bedroom property. it is high above the local road and is surrounded by trees. Neighbours are a good distance away, so the loudest sounds are from the local...
    5 of 5 stars Reviewed 22 July 2014
    A spectacular week in a secluded spot and yet minutes from quaint New Milford Village. Pool is GREAT
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    $653
    / Week
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    1 / 14
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Make Enquiry
    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
    $1,176
    / Night
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    1 / 16
    Bethlehem
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    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
    $1,437
    / Week
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    1 / 17
    4 of 5 stars (1) Very good
    Goshen
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Fireplace
    • Satellite TV
    • Deck
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in the heart of northwestern Connecticut's elegant Litchfield County. The house is a fully furnished, newly constructed 5 bedroom / 4 bathroom home complete with a beautiful kitchen, fireplace, deck, state-of-the-art home theater system and all the amenities of Woodridge Lake. You will... View all property information
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    Location Information
    Goshen, Connecticut 06756
    From
    $327
    / Night
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    1 / 14
    New Preston
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    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
    $261
    / Night
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    1 / 20
    5 of 5 stars (1) Excellent
    Kent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Patio
    • Cooker
    • 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 29 June 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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    $37,230
    / Month
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    1 / 22
    New Fairfield
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    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
    $385
    / Night
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    1 / 16
    North Salem, NY
    1 Bedroom / 1 Bathroom / Sleeps 5
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Satellite TV
    • Deck
    • Patio
    • Stereo System
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gracious and well appointed Coach House has been beautifully renovated. The Light and Airy Two Floor cottage is situated on the property of an historic home, and offers a Pool, mature gardens, riding and hiking trails. It's near excellent fishing spots. Dine al fresco on your private patio!... View all property information
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    Location Information
    North Salem, Westchester County 10560
    From
    $10,450
    / Month
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    1 / 76
    Fairfield
    5 Bedrooms / 5 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Fireplace
    • DVD Player
    • Deck
    • Dryer
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 bedroom, 5 bath for rent in ultra exclusive Greenfield Hills area. Approx. 2 1/4 majestic acres, with a distant winter view of the Long Island Sound. A tranquil pond to the east, adjoining the Stillman Wildlife Preserve, Evergreens to the North, this estate is surrounded by multi million dollar... View all property information
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    Location Information
    Fairfield, Connecticut 06824
    From
    $3,266
    / Week
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    1 / 5
    Branford
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Horse Riding Nearby
    • Water Views
    • Washer
    • Wi-Fi
    • Dryer
    • Watersports Nearby
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    In the charming and quirky former fishing and oystering village of Stony Creek, CT right on Long Island Sound, our beloved salt box style house from the 1850's offers you 2,200 sq.feet of living space. It is located between Branford and Guilford, two dignified old New England towns. Take the time... View all property information
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    Location Information
    Branford, Connecticut 06405
    From
    $354
    / Night
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    1 / 24
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    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
    $61
    / Night
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    1 / 8
    Danbury
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Deck
    • Internet Access
    • Water Views
    • DVD Player
    • Satellite TV
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly refurbished cottage directly on the shores of Lake Candlewood in Danbury CT with access to a private dock and the lake. The cottage has 2 bedrooms and 2 bathrooms with a fireplace in the living room and a pellet stove on the enclosed porch that heats the entire house in the winter.... View all property information
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    Location Information
    Danbury, Connecticut 06811