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Vacation Rentals in Middlebury, CT and nearby

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    All 19 Rentals in the Middlebury Area
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    The following rentals are within 30 kilometres of Middlebury, Connecticut.

    From
    $1,484
    / 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
    From
    $309
    / Night
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    1 / 19
    5 of 5 stars (2) Excellent
    Woodbury
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $371
    / Night
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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
    Overview Reviews (1) Make Enquiry
    From
    $335
    / 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
    • Stereo System
    • Satellite TV
    • Deck
    • Internet Access
    • Gym
    • Private Outdoor...
    • DVD Player
    • Washer
    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 10 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 21 July 2014
    A spectacular week in a secluded spot and yet minutes from quaint New Milford Village. Pool is GREAT
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    From
    $197
    / Night
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    1 / 27
    5 of 5 stars (1) Excellent
    Southbury
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Internet Access
    • Satellite TV
    • Cooker
    • Secure Parking
    • Mountain Views
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charming, recently renovated, two-story, 1,200 square-foot coach house built in 1795 and set in a tranquil 3-acres of lawns, gardens, orchards and forest at the heart of the historic Village of South Britain founded in 1715 by settlers from the south of England, This vacation home an hour and a... View all property information
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    Location Information
    Southbury, Connecticut 06488
    5 of 5 stars Reviewed 7 January 2015
    My husband and I, and our doggies, enjoyed the Coach House so much. We became friends with the owner who was very accomodating. He even loaned us his ornaments, so we could...
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    $1,113
    / Night
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    1 / 16
    Bethlehem
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Private Tennis Court
    • Private Outdoor...
    • Fireplace
    • Air Conditioning
    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
    $93
    / Night
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    1 / 20
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Stereo System
    • Grill
    • Mountain Views
    • Patio
    • Private Outdoor...
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
    From
    $958
    / Night
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    1 / 3
    Milford
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    From
    $62
    / Night
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    1 / 15
    Plymouth
    8 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    From
    $278
    / Night
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    1 / 11
    Wallingford
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brae Cottage is an elegantly designed small home. It sits in an open field, next to woods and overlooking a pond. There is a large living room with cathedral ceiling and fireplace. The living room opens onto a covered terrace and includes a queen sized Murphy Bed. There is fully equipped kitchen &... View all property information
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    Location Information
    Wallingford, Connecticut 06492
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    From
    $229
    / Night
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    1 / 10
    Wallingford
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Terrace
    • Satellite TV
    • Linens Provided
    • Balcony
    • Towels Provided
    • Patio
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to The Wallingford Victorian Inn We are a B&B The room rate posted is for one suite that will sleep 2 We have 5 suites available for rental if your party is larger The rate is per suite per night The Wallingford Victorian Inn regally presides over the corners of North Main Street and... View all property information
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    Location Information
    Wallingford, Connecticut 06492
    From
    $111
    / Night
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    1 / 8
    Torrington
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Parking
    • Linens Provided
    • TV
    • Outdoor Dining Area
    • Refrigerator
    • Porch
    • Balcony
    • Cooker
    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
    $309
    / Night
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    1 / 14
    New Preston
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Refrigerator
    • Patio
    • Grill
    • Internet Access
    • Water Views
    • DVD Player
    • Cooker
    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
    $35,240
    / 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
    $137
    / Night
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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
    • Dryer
    • Satellite TV
    • Water Views
    • Grill
    • Stereo System
    • Boat Available
    • Water Park Nearby
    • 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 5 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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    From
    $335
    / Night
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    1 / 24
    New Milford
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Deck
    • Satellite TV
    • DVD Player
    • Internet Access
    • Stereo System
    • Private Outdoor...
    • Washer
    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
    $1,237
    / Night
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    1 / 3
    Farmington
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Parking
    • Deck
    • Fireplace
    • Air Conditioning
    • Porch
    • Linens Provided
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    magnificant French Normandy hillside all brick 6 bedroom 7.5 bath custom Mansion with 3.5 acres beautiful, lush, private, exclusive ESTATE, in prestigious FARMINGTON, CT. Just at I-84, Exit 39. May be leased for long weekends, weekly or long term stay. . 6 bedrooms, 7.5 baths, swimming pool,... View all property information
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    Location Information
    Farmington, Connecticut
    From
    $58
    / Night
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    1 / 8
    Danbury
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Water Views
    • Internet Access
    • Deck
    • DVD Player
    • Satellite TV
    • Patio
    • Refrigerator
    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
    From
    $148
    / Night
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    1 / 6
    Farmington
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool...
    • Deck
    • Wi-Fi
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in Farmington, Ct, just 20 minutes from Hartford on Lake Dunning. Beautifully remodeled 2 bedroom condo , fully stocked and updated kitchen with granite countertops and stainless steel appliances, hardwood floors, spectacular views of the lake from the living room and master bedroom. Large... View all property information
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    Location Information
    Farmington, Connecticut 06132