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Vacation Rentals in Middletown, CT and nearby

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    All 17 Rentals in the Middletown Area
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    The following rentals are within 20 miles of Middletown, Connecticut.

    From
    $280
    / Night
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    1 / 38
    3 of 5 stars (1) Average
    Guilford
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveler have booked this property
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    From
    $65
    / Night
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    1 / 7
    Bristol
    1 Bedroom / 1 Bathroom / Sleeps 2
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    From
    $150
    / Night
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    1 / 16
    5 of 5 stars (3) Excellent
    East Hampton
    15 Bedrooms / 7 Bathrooms / Sleeps 39
    travelers have booked this property
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    From
    $185
    / Night
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    1 / 10
    Wallingford
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    $115
    / Night
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    1 / 2
    East Haddam
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Duplex house in a country setting, beautiful views, hill for sliding down in the winter. House does not have any carpets. Freshly painted, all new kitchen appliances, cabinets, kit. floor, new deck View all property information
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    Location Information
    East Haddam, Connecticut 06423
    From
    $225
    / Night
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    1 / 11
    Wallingford
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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
    From
    $75
    / Night
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    1 / 20
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    Amenities & Details
    • 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
    From
    $350
    / Night
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    1 / 14
    5 of 5 stars (1) Excellent
    Guilford
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Create memories of an unforgettable vacation in this lake house with direct access to a private dock and boats. Our house features top of the line GE Monogram kitchen appliances, latest model 50' HDTV, 70 Mb/sec Wi-Fi internet, Sony PlayStation 3 with a collection of best games, and absolutely... View all property information
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    Location Information
    Guilford, Connecticut 06437
    5 of 5 stars Reviewed August 28, 2014
    Booked by friends, we had a stay here for 3 nights. We wished we had had longer. House is of a VERY high standard, with top quality appliances, kitchen and bathrooms. Very clean...
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    From
    $400
    / Night
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    1 / 9
    Guilford
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Ocean Views
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    LittleNeck cottage is located on Island Bay in historic Guilford, CT. Only 2 miles to quaint, picturesque town green and harbor., one mile to Stony Creek and Thimble Islands. Twenty minutes to New Haven and Yale University. Convenient to Mohegan Sun and Foxwoods Casinos, Mystic Seaport, Outlet... View all property information
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    Location Information
    Guilford, Connecticut 06437
    From
    $180
    / Night
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    1 / 11
    Portland
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    One bedroom, furnished, deluxe condo in the core of Portland, Oregon…with fantastic views of the West Hills, PSU, and Downtown Portland. The condo is just East of the Portland State University Campus. Rented on a month by month basis. Convenient to all aspects. Attributes: √ Near the top of the... View all property information
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    Location Information
    Portland, Connecticut 97201 2249
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    From
    $300
    / Night
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    1 / 15
    Haddam
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Secluded behind a stand of tall pines, the Laurel Cottage has been restored and expanded to include a full kitchen, bathroom with double pedestal bathtub and a large subway tiled shower. A cozy double brass bed in the Great Room and a luxurious pull out queen size bed on the all season porch... View all property information
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    Location Information
    Haddam, Connecticut 06438
    From
    $250
    / Night
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    1 / 15
    5 of 5 stars (3) Excellent
    Guilford
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    • Ocean Views
    • Private Fishing...
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We love our cottage and you will too! 'Seacliff,' a classic turn of the century cedar shingled beach cottage, is located in the quiet Guilford, CT community of Mulberry Point. Direct water access for swimming, beachcombing, kayaking and fishing plus family-friendly association beach within a... View all property information
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    Location Information
    Guilford, Connecticut 06437
    5 of 5 stars Reviewed September 19, 2014
    If you are looking for an almost indescribably beautiful setting and a rustic, relaxing location, Seacliff is it. The view from the front screen porch and terrace is nothing short...
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    From
    $1,295
    / Night
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    1 / 21
    4.5 of 5 stars (3) Very good
    East Haddam
    7 Bedrooms / 4 Bathrooms / Sleeps 21
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Ideal Connecticut location on Beautiful Crystal Clear Bashan Lake. Victorian Mansion with magnificent water views. Perfect setting for family vacations, and family reunions!! Taking reservations thru Dec. 2015! Just 1 3/4 hours from New York or Newport RI or 2 hrs. from Boston! Canoe, kayak,... View all property information
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    Location Information
    East Haddam, Connecticut 06423
    From
    $150
    / Night
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    1 / 68
    5 of 5 stars (8) Excellent
    Chester
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Connecticut Retreat was built by a pair of New Yorkers who wanted a 'spiritual and artist retreat' convenient to NYC but far from the fast-paced lifestyle of the City. The Retreat is situated on 10 wooded acres surrounded by 1000 acres of forest. Take a short walk through the woods to the... View all property information
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    Location Information
    Chester, Connecticut 06412
    5 of 5 stars Reviewed September 24, 2014
    The hosts were very easy going and combined with a clean, comfortable house in a lovely scenic location it made for a most enjoyable stay.
    5 of 5 stars Reviewed July 12, 2014
    We were in a bit of a lurch on a family getaway and needed a house due to our children (ages 3, 4 & 16) and not partial to hotels for the length of time we were there (10 nights...
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    From
    $325
    / Night
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    1 / 39
    Middle Haddam
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Captain's House, a 3,400 SF 3-level renovated waterfront Victorian, features 5 bedrooms, 3-1/2 baths, gourmet kitchen,wraparound deck, tennis court and 40' dock. A magical place to relax & recharge... Knowles Landing is one of the most beautiful waterfront estates on the Connecticut River.... View all property information
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    Location Information
    Middle Haddam, Connecticut 06456
    From
    $1,000
    / Night
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    1 / 3
    Farmington
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    $120
    / Night
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    1 / 6
    Farmington
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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