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Vacation Rentals in Simsbury, CT and nearby

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    The following rentals are within 40 kilometres of Simsbury, Connecticut.

    1 / 12
    5 of 5 bubbles (3) Excellent
    Torrington
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 6
    West Springfield, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    1 / 13
    Granville, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 13
    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    BEAUTIFUL 100% NEWLY renovated Victorian Mansion, on 3.5 acre private ESTATE., directly alongside the ELEGANT greens and fairways of the prestigious private TUMBLE BROOK COUNTRY CLUB. LARGE INGROUND SWIMMING POOL. Great GOLF COURSE views from every window. PRIVATE- AWAY FROM THE ROADS- Large,... View all property information
    Location Information
    Bloomfield, Connecticut 06002
    1 / 20
    5 of 5 bubbles (1) Excellent
    Cromwell
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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
    Cromwell, Connecticut 06457
    5 of 5 bubbles 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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    1 / 15
    Barkhamsted
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Waterfront
    • Patio
    • Porch
    • Satellite TV
    • Skiing: Property Is...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled on the banks of the Farmington River, Legends offers comfortable rooms in a lodge setting with river views, breakfast Thursday -Sunday, healthy afternoon snacks and a special homemade juice of the day. All rooms offer AC, private bath, TV and internet. Fly-fishing,hunting kayaking, hiking,... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    1 / 4
    East Longmeadow, MA
    1 Bedroom, Sleeps 1 | Quick View
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    About this property
    Set inside a convenient, family friendly resort with an access walkway to the beach and ocean, this cottage is a great vacation cottage to accommodate you and your family (sleeps up to one family comfortably). With 2 bedrooms (a Queen bedroom and bunk room with one bunk bed), 2 baths, a sleeping... View all property information
    Location Information
    East Longmeadow, Massachusetts 01028
    1 / 24
    Agawam, MA
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Satellite TV
    • Internet Access
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Visit Agawam in comfort when you stay at this cozy vacation rental studio that sleeps 5, only a few minutes drive south from Springfield! Complete with a well-equipped kitchen, a plush queen-sized bed and a cozy lounge area with a flat-screen cable TV, this studio is perfect for families and... View all property information
    Location Information
    Agawam, Massachusetts 01001
    1 / 3
    East Longmeadow, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    Location Information
    East Longmeadow, Massachusetts 01028
    1 / 8
    5 of 5 bubbles (1) Excellent
    East Longmeadow, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Corner Cottage. This is a private house. It is a house-share. There are 2 adults and 2 cats living in the home. My home is very bright and sunny. My place is close to family-friendly activities, nightlife, and public transport. You’ll love my place because it is quiet and because of the location.... View all property information
    Location Information
    East Longmeadow, Massachusetts 01128
    5 of 5 bubbles Reviewed 1 week ago
    peaceful and good host we would stay again and recommend her place to anyone also close to any stores
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    1 / 4
    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Porch
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Nice get away. Come see our hard wood floors in the living rm, bedrooms (2), with bath & Eat- in kitchen and enjoy your own washer & dryer Hook-Up and storage areas in your own basement. These units are equipped with OIL Heat, Electric hot water and stove. A must see with All Utilities are... View all property information
    Location Information
    Bloomfield, Connecticut 06002
    1 / 4
    Torrington
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
    • Skiing: Property Is...
    • Hot Tub
    • Housekeeping...
    • DVD Player
    • Mountain Views
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in rural Winchester/Torrington area, this gated property is easy to get to, located on 200 acres of wooded land. It is used primarily as a resort, due to all its amenities, including, Indoor / Outdoor pools, hot tub, exercise room, sauna, indoor/outdoor tennis. It has its own spring fed... View all property information
    Location Information
    Torrington, Connecticut 06790
    1 / 25
    Litchfield
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Set on the edge of a valley with westerly views on a beautiful street in Litchfield this vintage home has all modern amenities and style. Has a well in the mudroom and the steep staircase to give you a really authentic 1820's retreat. A large park-like yard with old granite barn foundations and... View all property information
    Location Information
    Litchfield, Connecticut 06759
    1 / 11
    Portland
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • 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
    1 / 21
    Winsted
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Private Garden
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lake house totally rebuilt in 2016 to high standards. Very warm in cold months, central air in summer. Waterski in Summer, snow ski in winter at nearby local ski mountains (Sundown and Mohawk). Choice location on beautiful lake with full boating. Dockage for your boat directly in front of... View all property information
    Location Information
    Winsted, Connecticut 06098