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Vacation Rentals in Middletown, CT and nearby

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    All 23 Rentals in the Middletown Area
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    From
    $135
    / Night
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    1 / 19
    Middletown
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    The following rentals are within 20 miles of Middletown, Connecticut.

    From
    $130
    / Night
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    1 / 17
    5 of 5 stars (11) Excellent
    Branford
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    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
    Overview Reviews (1) Make Inquiry
    From
    $325
    / Night
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    1 / 11
    4.5 of 5 stars (2) Very good
    East Haddam
    2 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Washer
    • Waterfront
    • Stove
    • Deck
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    All new 2 story lake front cottage. 10 steps off the rear deck lies the Moodus Reservoir, a 450 acre fresh water, trophy bass lake and private dock. Free use of kayak, paddle boat and 2 gas powered Bumper boats and all the water toys. Cottage comes completely furnished and ready for fun. Bring your... View all property information
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    Location Information
    East Haddam, Connecticut 06423
    5 of 5 stars Reviewed November 17, 2014
    We loved our stay at the lake house in E. Haddam. The cottage is very updated with comfy furniture, everything you could possibly need in the kitchen (dishes, wine glasses, pots...
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    $295
    / Night
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    1 / 12
    Branford
    Studio / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    From generous picture windows enjoy views of Long Is. Sound and quaint Thimble Islands dotted with simple cottages and mansions. Large front room with a small kitchen hidden in a a 1930's armoire. A round dining table is lite from a 60' chandelier fit for a castle. Created by a professional... View all property information
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    Location Information
    Branford, Connecticut 06405
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    $1,000
    / Night
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    1 / 10
    Branford
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Fireplace
    • Water Views
    • Private Fishing...
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two acres of private New England charm over looking the Thimble Islands. Set atop a hill with a large rolling lawn perfect for all types of family lawn games.The vintage shingle stone home was built in 1932 for a wealthy Connecticut family. They created a sandy beach that rivals the size of the... View all property information
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    Location Information
    Branford, Connecticut 06405
    From
    $225
    / 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
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Fireplace
    • Boat Available
    • Grill
    • Water Views
    • Stove
    • Waterfront
    • Refrigerator
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A Private Island for Rent It's All Lakefront Laurel Island is a 5 acre Island on a Lake in Connecticut. It is a Retreat Location which is available for use by retreat planners or by individuals. Location Laurel Island is a perfect location to hold a retreat, reunion or family group that combines... View all property information
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    Location Information
    East Hampton, Connecticut 06424
    5 of 5 stars Reviewed August 17, 2012
    Our large group visited Laurel Island for a work retreat, and everyone had a fantastic time! Jack and Jan were very accommodating with our complicated boat schedule (guests...
    5 of 5 stars Reviewed July 26, 2012
    Laurel Island is a fantastic getaway. Jack and Jan are wonderful hosts and very accommodating. We came with a crew of 20 or so and they let us have the entire island and gave...
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    $185
    / Night
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    1 / 10
    Wallingford
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Air Conditioning
    • Deck
    • Porch
    • Satellite TV
    • Internet Access
    • Balcony
    • Patio
    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
    $500
    / Week
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    1 / 14
    Hamden
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveler have booked this property
    Overview Make Inquiry
    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
    $225
    / Night
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    1 / 11
    Wallingford
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    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
    $115
    / Night
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    1 / 10
    East Haddam
    3 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Deck
    • Air Conditioning
    • Sauna
    • Horse Riding Nearby
    • Washer
    • Wi-Fi
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Duplex house at the Old Sindelar Farm. Everything was redone last year.Really clean. Enjoy the deck off the back or join us fireside. We have 3 beds, one queen with a memory foam mattress and two full size beds. All have 1800 count sheets so rest well. The kitchen is furnished with a blender and... View all property information
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    Location Information
    East Haddam, Connecticut 06423
    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
    • Fireplace
    • Deck
    • Air Conditioning
    • Waterfront
    • Water Views
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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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    $300
    / Night
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    1 / 21
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Watersports Nearby
    • Waterfront
    • TV
    • Water Views
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Escape to charming Lake front home with water views from virtually every room. Indoor/outdoor living at it's best with spectacular sunsets from 1500+ square feet of multi-level decks. Relax in totally renovated and professionally decorated 'home away from home' on Lake Pocotopaug. Bright and... View all property information
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    Location Information
    East Hampton, Connecticut 06424
    From
    $300
    / Night
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    1 / 15
    Madison
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Watersports Nearby
    • Wi-Fi
    • Housekeeping...
    • There Are Tennis...
    • TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Lovely 4 bedroom house in Madison, Connecticut. Bike, shop, eat, and enjoy the beautiful Connecticut shore. This home is close to town, shopping, and easy access to State beach and park. There is washer, dryer, oven, stove and dishwasher for in house cooking as well as gas grill and deck for... View all property information
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    Location Information
    Madison, Connecticut 06443
    From
    $2,500
    / Week
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    1 / 5
    Branford
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Private Fishing...
    • Horse Riding Nearby
    • Water Views
    • Washer
    • Wi-Fi
    • Dryer
    • Watersports Nearby
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    In the charming and quirky former fishing and oystering village of Stony Creek, CT right on Long Island Sound, our beloved salt box style house from the 1850's offers you 2,200 sq.feet of living space. It is located between Branford and Guilford, two dignified old New England towns. Take the time... View all property information
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    Location Information
    Branford, Connecticut 06405
    From
    $180
    / Night
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    1 / 11
    Portland
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Shared Tennis Court
    • Internet Access
    • Air Conditioning
    • TV
    • Elevator/Lift access
    • Mountain Views
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    From
    $400
    / Night
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    1 / 9
    Guilford
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Waterfront
    • Watersports Nearby
    • DVD Player
    • Ocean Views
    • Central Heating
    • TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    $300
    / Night
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    1 / 15
    Haddam
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Satellite TV
    • Grill
    • Patio
    • Water Views
    • Air Conditioning
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • 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
    • Wi-Fi
    • Waterfront
    • Grill
    • Fireplace
    • Private Fishing...
    • Stereo System
    • Ocean Views
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
    • Satellite TV
    • Water Views
    • Deck
    • Waterfront
    • DVD Player
    • Internet Access
    • Washer
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • 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
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    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
    • Refrigerator
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Water Views
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    $375
    / Night
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    1 / 39
    Middle Haddam
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Waterfront
    • Boat Available
    • Internet Access
    • DVD Player
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    • Balcony
    • Deck
    • Air Conditioning
    • Fireplace
    • Private Outdoor...
    • Patio
    • Garage
    • Internet Access
    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