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Vacation Rentals in Southbury, CT and nearby

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    1 / 27
    5 of 5 bubbles (1) Excellent
    Southbury
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    The following rentals are within 20 miles of Southbury, Connecticut.

    1 / 24
    5 of 5 bubbles (4) Excellent
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 26
    Newtown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 22
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fully furnished 2 bdr apt on 1st floor in private 2-unit house. Host (owner) lives on the second floor. Only 2 blocks from downtown, Yale campus, shops, restaurants in beautiful East Rock neighborhood. Fully equipped kitchen for preparing own meals. Free WiFi. Off-street parking available.... View all property information
    Location Information
    New Haven, Connecticut 06511
    1 / 35
    Morris
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Direct waterfront house with private sandy beach located on the West shoreline of Bantam Lake. Contemporarty A frame style house with 3 bedrooms - 2.5 baths and cozy loft area. All amenities. View all property information
    Location Information
    Morris, Connecticut 06763
    1 / 20
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Parking
    • Private Yard
    • Terrace
    • Washer
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy life in an authentic 1900s New England seaside village when you stay in this gorgeous two-bedroom, one-bath home. This Morris Cove corporate housing property is just 10 minutes from downtown New Haven, which means you’re close to Yale Hospital train station, Yale University, and the airport.... View all property information
    Location Information
    New Haven, Connecticut 06512
    1 / 19
    5 of 5 bubbles (9) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Parking
    • Porch
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    5 of 5 bubbles Reviewed November 4, 2016
    This place was all that we wanted it to be. It was close to the beach (several doors), had a well equipped kitchen, comfy bed. Nice soft absorbent towels, a good shower, washer...
    5 of 5 bubbles Reviewed August 23, 2016
    I spent 2 weeks there with my wife and 2 teenagers (though better suited to 2 younger kids), and we had a wonderful time. Very nice cottage with everything we needed (including a...
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    1 / 21
    5 of 5 bubbles (1) Excellent
    New Preston
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 bubbles 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 / 19
    New Milford
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    1840 completely renovated country house with lots of room, convenience and quietness. 4,000 sq. ft. furnished with many antiques. A most unique country kitchen, formal dining room, eat-in kitchen, library, living room, den, five bedrooms (some have "Sleep Number" mattresses), and 5 and a half... View all property information
    Location Information
    New Milford, Connecticut 06776
    1 / 18
    5 of 5 bubbles (3) Excellent
    Woodbury
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This antique and sculpture filled, light-splashed 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. Even better its only one minute from fabulous restaurants!... View all property information
    Location Information
    Woodbury, Connecticut 06798
    5 of 5 bubbles Reviewed June 21, 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 bubbles Reviewed June 12, 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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    1 / 14
    Ridgefield
    8 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The legendary Sunset Hall has captivated the hearts of its keepers since built for ambassador James Stokes in 1912 at Ridgefield's highest point to afford 50 mile views of the NY skyline and panoramic vistas of Round Pond from the widow walk perch. This regal Georgian has delighted subsequent... View all property information
    Location Information
    Ridgefield, Connecticut 06877
    1 / 14
    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Mountain Views
    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
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    • 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.<BR><BR>This former farm neighborhood promises to... View all property information
    Location Information
    Hamden, Connecticut 06514
    1 / 16
    Bethlehem
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Bethlehem, Connecticut 06751
    1 / 26
    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our large and luxurious home is open to you for your enjoyment and relaxation. With 4 en-suite bedrooms and 2 additional bedrooms, the house is able to comfortably accommodate large groups of people for short stays. The house is in immaculate condition and boasts luxury appointments and and... View all property information
    Location Information
    Easton, Connecticut 06612
    1 / 10
    Hamden
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Central Heating
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This Royal Master Suite offers the finest set of amenities similar to those found in any luxury resort. With plenty of room to live, breathe, read, or sleep in comfort, this boudoir is truly a treat. This Colonial Home has a warm, inviting atmosphere with a hostess who is knowledgeable about... View all property information
    Location Information
    Hamden, Connecticut 06514
    1 / 28
    Washington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    South Street is a mint condition 4 bedroom home with a heated pool, wonderful flat private quiet yard with a swing set far back from the street. The home is in Washington, the most desirable historic rural town in Litchfield County with wonderful restaurants, land preserves, private schools,... View all property information
    Location Information
    Washington, Connecticut 06793
    1 / 14
    Sherman
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Mountain Views
    • Grill
    • Housekeeping...
    • Waterfront
    • Central Heating
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private secure community with million dollar homes. Perfect weekend retreat. 90 minutes from NYC. This two bedroom cottage has all the necessary amenities. Includes access to two private beaches on Candlewood Lake and Green Pond. Just renovated with new wood floors, new appliances, new... View all property information
    Location Information
    Sherman, Connecticut 06784
    1 / 25
    Warren
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ** Please note that this property can be rented in conjunction with VRBO listing 3921932ha (8 bedrooms, 7.5 bathrooms, Evolve #256841) for discounted rates. These two properties combined will accommodate a total of 30 guests. Please inquire for additional information ** If you’re searching for the... View all property information
    Location Information
    Warren, Connecticut 06777
    1 / 7
    Roxbury
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Yard
    • Mountain Views
    • Air Conditioning
    • Grill
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The best way to experience Roxbury Connecticut... A completely Private Apartment in Modern contemporary home located on Route 67 in Roxbury Connecticut. 2 Bedrooms, Full Kitchen, Full Bathroom, Living Room, Oversized Deck, Outdoor Grill, and 3+ Acres of Land with Outdoor Seating. Close to... View all property information
    Location Information
    Roxbury, Connecticut 06783
    1 / 14
    Bethlehem
    Private Room, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Bethlehem, Connecticut 06751
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    1 / 15
    Bethlehem
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Come in, freshen up and enjoy the complimentary snacks and beverages waiting for you in this spacious vaulted ceiling queen bed guest rental in Bethlehem, Connecticut. Our private top floor guest suite is fully equipped for comfort and easy on the budget. The things that are important to you are... View all property information
    Location Information
    Bethlehem, Connecticut 06751
    1 / 25
    Easton
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Shared Yard
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Jan 02 : Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-in required, Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-out required.; Our large and luxurious home is open to you... View all property information
    Location Information
    Easton, Connecticut 06612
    1 / 7
    Milford
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Central Heating
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A spectacular direct waterfront home with the modern conveniences! Wake to the sounds of surf and breath taking sunrises. Relax and dine on the deck with grill. The home is naturally cooled by sea breezes or, there is also air conditioning, if you prefer. The beach house has 2 bedrooms, and 3 full... View all property information
    Location Information
    Milford, Connecticut 06460
    1 / 15
    Seymour
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Magnificent, fully furnished 1st floor apartment of our 2 story home in one of the best areas of Seymour, CT. Our apartment is for non- smokers only. Very clean and calm. The apartment features a spacious living room with a 2 comfortable futon and one couch, a separate bedroom with queen size bed,... View all property information
    Location Information
    Seymour, Connecticut 06483
    1 / 25
    Litchfield
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Yard
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Set on the edge of a valley with westerly views on a beautiful street in Litchfield this vintage home has all modern amenities and style. Has a well in the mudroom and the steep staircase to give you a really authentic 1820's retreat. A large park-like yard with old granite barn foundations and... View all property information
    Location Information
    Litchfield, Connecticut 06759
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