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Vacation Rentals in Cheshire, CT and nearby

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    The following rentals are within 25 kilometres of Cheshire, Connecticut.

    1 / 17
    5 of 5 stars (13) Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 19
    5 of 5 stars (7) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 31
    5 of 5 stars (1) Excellent
    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    New Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Private Garden
    • Terrace
    • Washer
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy life in an authentic 1900s New England seaside village when you stay in this gorgeous two-bedroom, one-bath home. This Morris Cove corporate housing property is just 10 minutes from downtown New Haven, which means you’re close to Yale Hospital train station, Yale University, and the airport.... View all property information
    Location Information
    New Haven, Connecticut 06512
    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    • Patio
    • Satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Our 5 bedroom splendid 3200 square foot house is nestled in a very private clearing in the woods. The property offers onsite parking for several vehicles, A well maintained outdoor in ground pool, direct access to the Branford town public trail network, WiFi, a 1000sqf lovely deck with sheltered... View all property information
    Location Information
    Branford, Connecticut 06405
    New Haven
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Secure Parking
    • Grill
    • Air Conditioning
    • Skiing: Property Is...
    • Hot Tub
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Please read before replying. I have done my best to answer common questions here. 5 night min. please check rates for and minimum stay required for your dates. 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. 1890... View all property information
    Location Information
    New Haven, Connecticut 06513
    Wallingford
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    • 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 06492
    Branford
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Secure Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • Waterfront
    • Satellite TV
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Branford, Connecticut 06405
    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Branford, Connecticut 06405
    1 / 19
    New Haven
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 370467 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property gives you what you’ve been looking for.... View all property information
    Location Information
    New Haven, Connecticut 06510
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    Hamden
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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.<BR><BR>This former farm neighborhood promises to... View all property information
    Location Information
    Hamden, Connecticut 06514
    Wallingford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Wallingford, Connecticut 06492
    1 / 20
    5 of 5 stars (1) Excellent
    Middletown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Balcony
    • Hot Tub
    • Washer
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This house is bright and cheerful even during winter months due to the large paladian windows and cathedral ceilings.<BR>If you find that you are traveling to Connecticut for work assignment or vacation, consider this option to hotel living.<BR>Our home will welcome you from travel or work with... View all property information
    Location Information
    Middletown, Connecticut 06457
    5 of 5 stars Reviewed 15 September 2015
    I loved staying at this comfortable home. The area, Middletown CT is centrally located and the home,on Rolling Green is centrally located. It's about 20 minutes from everywhere...
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    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Parking
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    The building (originally a pub for local quarry workers) was built in the late 1800s, with the upper residence added in the 1930s. We've renovated the suite (2 bedrooms and 1.5 baths) with modern comforts while retaining much of the original charm. The interior design aesthetic is a blend of new... View all property information
    Location Information
    Branford, Connecticut 06405
    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 97201 2249