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Vacation Rentals in Southbury, CT and nearby

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    All 21 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
    travelers have booked this property
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    The following rentals are within 25 miles of Southbury, Connecticut.

    From
    $111
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    1 / 19
    5 of 5 stars (6) Excellent
    New Haven
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    From
    $275
    / Night
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    1 / 14
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 7
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    From
    $271
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    1 / 28
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    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
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    $8,000
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    1 / 76
    Fairfield
    5 Bedrooms / 5 Bathrooms / Sleeps 7
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    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
    $795
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    1 / 42
    Weston
    5 Bedrooms / 4 Bathrooms / Sleeps 8
    travelers 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
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    $180
    / Night
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    1 / 10
    New Haven
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Dryer
    • TV
    • Elevator/Lift access
    • DVD Player
    • Gym
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Compass Furnished Apartments at 360 State Street gives you what you’ve been looking for. 360 State Street is the second-tallest building in New Haven with 700,000 square-feet of “green” living. Our beautifully furnished apartments include oversized windows with beautiful views, Energy Star... View all property information
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    Location Information
    New Haven, Connecticut 06510
    From
    $249
    / Night
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    1 / 32
    New Haven
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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    Amenities & Details
    • Watersports Nearby
    • Skiing: Property Is...
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    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. Master suite with steam shower, laundry big private yard with Hot tub, River view porch, directly next to park. 1890 victorian on the Quinnipiac river with all the New... View all property information
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    Location Information
    New Haven, Connecticut 06513
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    $90
    / Night
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    1 / 12
    Torrington
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Porch
    • Balcony
    • Refrigerator
    • Patio
    • Stove
    • 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
    $1,200
    / Week
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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
    • 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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    From
    $750
    / Night
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    1 / 20
    Cornwall Bridge
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    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
    $28,500
    / Month
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    1 / 22
    New Fairfield
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • 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
    $250
    / Night
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    1 / 14
    New Preston
    1 Bedroom / 1 Bathroom / Sleeps 4
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    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
    $289
    / Night
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    1 / 29
    5 of 5 stars (4) Excellent
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (4) Make Inquiry
    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 June 27, 2015
    When reminiscing about our amazing holiday a couple of years ago, we realised we hadn't left a (now long overdue) review for this fantastic property. The pool is great, the house...
    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...
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    From
    $900
    / Night
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    1 / 16
    Bethlehem
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    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
    $200
    / Night
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    1 / 22
    5 of 5 stars (1) Excellent
    Kent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Patio
    • Stove
    • 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 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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    $500
    / Week
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    1 / 14
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    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
    $300
    / Night
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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
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • Fireplace
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    $350
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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
    $295
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    1 / 16
    North Salem, NY
    1 Bedroom / 1 Bathroom / Sleeps 5
    traveler have booked this property
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    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
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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
    • 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