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Vacation Rentals in Southbury, CT and nearby

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    1 / 23
    Southbury
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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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 15 miles of Southbury, Connecticut.

    1 / 35
    Morris
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 18
    5 of 5 bubbles (3) Excellent
    Woodbury
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • 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 / 24
    5 of 5 bubbles (4) Excellent
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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
    Location Information
    New Milford, Connecticut 06776
    5 of 5 bubbles 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 bubbles 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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    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 / 14
    New Milford
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Mountain Views
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 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 / 20
    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
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    New Milford
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Parking
    • Private Yard
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    1 / 26
    Newtown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    A historic and charming three bedroom, two bath saltbox farmhouse on the grounds of the beautiful and private McLaughlin Vineyards. The house is conveniently located in Northern Fairfield County, about four miles from I-84 and only 90 minutes from mid-town Manhattan. With a large expansive front... View all property information
    Location Information
    Newtown, Connecticut 06482
    1 / 28
    Washington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • 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 / 15
    Bethlehem
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 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 / 15
    Seymour
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 14
    Bethlehem
    Private Room, Sleeps 10 | Quick View
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    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 / 27
    New Milford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Porch
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    New Milford, Connecticut 06776