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Vacation Rentals in Southbury, CT and nearby

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    All 28 Rentals in the Southbury Area
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    From
    $159
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    1 / 27
    5 of 5 stars (1) Excellent
    Southbury
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    The following rentals are within 25 miles of Southbury, Connecticut.

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    $130
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    1 / 17
    5 of 5 stars (11) Excellent
    Branford
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $250
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    1 / 19
    5 of 5 stars (2) Excellent
    Woodbury
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $300
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    1 / 20
    5 of 5 stars (1) Excellent
    New Preston
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Near Lake Waramaug $300 per night with a 3-night minimum $1800 per week. June $5,000 per month July $5,000 per month Aug $6,000 per month Memorial Day to Labor Day $12,000 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
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    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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    $28,500
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    1 / 22
    New Fairfield
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    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
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    $295
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    1 / 12
    Branford
    Studio / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    $350
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    1 / 37
    South Salem, NY
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Suitable for children
    • ?
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    • 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
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    $1,000
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    1 / 10
    Branford
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $1,200
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    1 / 20
    5 of 5 stars (1) Excellent
    New Milford
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $795
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    1 / 42
    Weston
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
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    1 / 16
    North Salem, NY
    1 Bedroom / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • 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
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    $750
    / Night
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    1 / 20
    Cornwall Bridge
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
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    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • Elder access
    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
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    $150
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    1 / 1
    Goshen
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Reserve your get-away for 2014 at the best lake resort community in NW Connecticut, Woodridge Lake ! This property books quickly and far in advance during the summer season and is very popular with families ! We are offering as a seasonal monthly rental this 3 bedroom 2 bath home nestled in the... View all property information
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    Location Information
    Goshen, Connecticut 06756
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    $90
    / Night
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    1 / 8
    Torrington
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Balcony
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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
    $900
    / Night
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    1 / 16
    Bethlehem
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
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    $250
    / Night
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    1 / 14
    New Preston
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    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
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    $1,100
    / Week
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    1 / 17
    4 of 5 stars (1) Very good
    Goshen
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    $271
    / Night
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    1 / 29
    5 of 5 stars (3) Excellent
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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 August 10, 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 July 21, 2014
    A spectacular week in a secluded spot and yet minutes from quaint New Milford Village. Pool is GREAT
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    $75
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    1 / 20
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • x
    About this property
    Beautiful, modern, clean, SAFE, comfortable, and convenient to all transportation and highways. This stunner has a warm, inviting atmosphere with a hostess who is knowledgable about Connecticut AND New York City. The rental is a HIP, bright, basement apartment in a well appointed Colonial style... View all property information
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    Location Information
    Hamden, Connecticut 06514
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    $300
    / Night
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    1 / 14
    Fairfield
    6 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    About this property
    PLEASE NOTE - WE ONLY RENT BY THE MONTH! THAT IS THE MINIMUM STAY. Our family beach house is available for rent for both months this coming summer in 2015. Right on the sand, our beach house faces the Long Island Sound. The house has 6 bedrooms and an airy open plan lower floor, perfect for... View all property information
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    Location Information
    Fairfield, Connecticut 06824
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    $775
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    1 / 3
    Milford
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    4 bedroom, 3 full bathroom , Beach house, directly on the water View all property information
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    Location Information
    Milford, Connecticut 06460
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    $2,500
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    1 / 5
    Branford
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dryer
    • Private Fishing...
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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
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    $50
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    1 / 15
    Plymouth
    8 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • ?
    About this property
    This beatuiful 8 room Raised Ranch is located on a quiet dead end street. Home is very spacious with a new efficient oil based heating system. Large eat in kitchen with appliances. Large dining room with sliders to two tier deck overlooking a 1 acre lot. Living room is large with fireplace.... View all property information
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    Location Information
    Plymouth, Connecticut 06782
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    $8,000
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    1 / 76
    Fairfield
    5 Bedrooms / 5 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    $111
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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
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $200
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    1 / 20
    Kent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
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    $271
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    1 / 24
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    $47
    / Night
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    1 / 8
    Danbury
    2 Bedrooms / 2 Bathrooms / Sleeps 3
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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