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Holiday Rentals and Homes in Middletown, CT

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    1 / 20
    5 of 5 stars (1) Excellent
    Middletown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The following rentals are within 25 kilometers of Middletown, Connecticut.

    1 / 17
    4 of 5 stars (4) Very good
    East Haddam
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 21
    East Haddam
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 73
    5 of 5 stars (8) Excellent
    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Chester, Connecticut
    5 of 5 stars Reviewed 24 September 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 12 July 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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    1 / 21
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Balcony
    • Waterfront
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    East Hampton, Connecticut
    5 of 5 stars Reviewed 8 September 2015
    We are a group of friends that like to take a week's vacation in a centrally located place and this house is perfect. It comes with all the amenities including cable and Wi-Fi...
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    1 / 10
    Wallingford
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Patio
    • Parking
    • Satellite TV
    • Internet Access
    • Porch
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Wallingford, Connecticut
    1 / 22
    Haddam
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • DVD Player
    • Balcony
    • Parking
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Located in the historic town of Haddam, Connecticut on five park-like acres surrounded by nature, The Carriage House is the perfect getaway for discriminating travelers. Newly constructed and completed in 2015, The Carriage House offers approximately 1,000 sq. ft. of luxurious living space.... View all property information
    Location Information
    Haddam, Connecticut
    1 / 15
    5 of 5 stars (1) Excellent
    Haddam
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Patio
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Haddam, Connecticut
    5 of 5 stars Reviewed 21 August 2015
    We were delighted with EVERYTHING about the Laurel Cottage (on the property of the Nehemiah Brainerd House B&B in Haddam)!! From the moment we arrived, the owners Maryan and...
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    1 / 21
    4.5 of 5 stars (3) Very good
    East Haddam
    7 Bedrooms, Sleeps 24 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    • Washer
    • Internet Access
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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. 2017! Just 1 3/4 hours from New York or Newport RI or 2 hrs. from Boston! Canoe, kayak,... View all property information
    Location Information
    East Haddam, Connecticut
    1 / 17
    Middlefield
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Private Garden
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful newly remodeled cottage is located on Lake Beseck in picturesque Middlefield, Ct. The views of the lake are serene and produce an immediate feeling of tranquility. This is a family home and has all the amenities that you need to feel at home including a complete kitchen. Betty's Boat... View all property information
    Location Information
    Middlefield, Connecticut
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    1 / 32
    Middlefield
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Grill
    • Waterfront
    • Private Garden
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Clarke's Landing is newly built 2 story lakefront house with heat and air conditioning! It is a family home and has all the amenities that you would have at home.Everything is NEW! It includes cable and WiFi internet, new quality linens, paper goods, shampoo,spices, beach towels, chairs , floats... View all property information
    Location Information
    Middlefield, Connecticut
    1 / 11
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Balcony
    • Secure Parking
    • Washer
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Portland, Connecticut
    1 / 3
    Farmington
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Terrace
    • Patio
    • Air Conditioning
    • Balcony
    • Private Outdoor...
    • Porch
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Farmington, Connecticut
    1 / 39
    Middle Haddam
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Middle Haddam, Connecticut