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Holiday Apartments in Windsor

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    Don't let other travellers get your favourite Windsor area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Windsor
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    The following rentals are within 30 kilometres of Windsor.
    East Hampton lakefront lakehouse1 / 21
    (1)Excellent
    East Hampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hartford
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Granby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Short Walk to Lake, Peaceful Getaway, Scenic Views1 / 13
    (3)Excellent
    Granville, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • Central Heating
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    The rental was spacious, immaculate and very comfortable and it's situated in a very private and relaxing part of the forest.
    Reviewed 25 July 2017
    Just what the doctor ordered. Beautiful, peaceful getaway in a lovely private community. Comfortable beds, great kitchen, would DEFINITELY stay again.
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    About this property
    Would you like to spend some time in our cozy retreat in the Berkshires? Our three-bedrooms, two bathrooms house is located in a private community, in the middle of the Tolland state forest , surrounded by the woods and lakes, but at the same time close to major attractions. Fully renovated, the...
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    01034, Granville, Berkshires
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spectacular Lakefront Home1 / 21
    (3)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
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    06424, East Hampton, Connecticut
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Zen Urban Flat near Downtown Springfield1 / 13
    (1)Excellent
    Springfield, MA
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 January 2018
    This place was beautiful. Nice and clean. Very convenient. And our host was very helpful. She told us the best places to visit in the area. I’ve been all around the world. And...
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    About this property
    This beautiful 3 bedroom apartment is located in Old Hill neighborhood, conveniently close to downtown, museums, and colleges. Easy access to highways and public transportation and It is 20 minutes away from Bradley International airport. We welcome everyone. Come and enjoy a home away from home....
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    Location Information
    01109, Springfield, Massachusetts
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Windy Top Stone Cottage1 / 4
    (1)Excellent
    North Granby
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Patio
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    My wife and I arrived at Windy Top in the middle of a snowstorm. What a perfect place to be snowed in! The cottage was beautifully decorated for the season and our hosts, Ken...
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    About this property
    The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to “summer” in the early part of the 20th Century. The cottage was the place where the domestic staff stayed when...
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    Location Information
    06060, North Granby, Connecticut
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Experience Waterfront Lake Living in CT - Inspiring Lake Views 365 Days a Year1 / 35
    (1)Excellent
    East Hampton
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    This was the perfect setting and perfect home for my stay in Ct. Everything you could possibly need or want is provided. Luxury linens, comfy beds, wifi. So many amenities. The...
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    About this property
    Thanks for checking out my property! As an FYI, the calendar is up to date. If your desired dates show available, this information is accurate. WiFi and canoe/kayak/paddle boat and life preservers are complementary. Minimum age requirements and maximum occupancy of 6 adults and 2 minor guests...
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    Location Information
    06424, East Hampton, Connecticut
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Springfield, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lily's Lodge is your Home away from Home in Western Massachusetts. We are located directly across the street from the Eastern States Exposition Fairgrounds, minutes from downtown Springfield and within 5-15 minute drive to area colleges, Basketball Hall of Fame, and Six Flags. We provide our...
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    Location Information
    01089, West Springfield, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Bright, cheery contemporary ranch style home1 / 20
    (1)Excellent
    Cromwell
    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
    Kid friendly
    Smoking allowed
    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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    About this property
    This house is bright and cheerful even during winter months due to the large paladian windows and cathedral ceilings. If you find that you are traveling to Connecticut for work assignment or vacation, consider this option to hotel living. Our home will welcome you from travel or work with it's...
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    Location Information
    06457, Cromwell, Connecticut
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Corner Cottage in 16 Acres Springfield1 / 8
    (1)Excellent
    East Longmeadow, MA
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2017
    peaceful and good host we would stay again and recommend her place to anyone also close to any stores
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    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....
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    01128, East Longmeadow, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Manchester
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 1904 by renowned architect Charles Platt and home to Clifford Cheney, the mansion is now registered as a national historic landmark. Located only 15 minutes from Hartford but feels like a world away. Enjoy the expansive views of the Great Lawn from every South facing window in the home....
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    Location Information
    06040, Manchester, Connecticut
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Bloomfield
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    06002, Bloomfield, Connecticut
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hartford
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Grill
    • Central Heating
    • Sauna
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house sits on 2.6 wooded acres, and there are a total of 9 rooms which includes: UPPER LEVEL: Four bedrooms, two baths, large dining room and kitchen overlooking mountain and deck, 32 inch TV, WiFi, and full kitchen awaiting the chef. There is a King bed in Master bedroom, a Queen in Guest...
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    06019, Hartford, Connecticut
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    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
    Kid friendly
    Smoking allowed
    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...
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    97201 2249, Portland, Connecticut
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stafford Springs
    1 Bedroom, 4 Bathrooms, Sleeps 2 Quick View
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the Green Room with private bath and queen bed, perfect for the couple who wants to Practice a screenplay and maybe even experience some paranormal activity. not for the faint of heart! Shooting balls of light, orbs, apparitions and whistlers may be experienced. Practice your dance routine,...
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    06076, Stafford Springs, Connecticut
    Condo/Apartment - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    West Hartland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Patio
    • Grill
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your lakeside retreat at this 3-bedroom, 2-bathroom vacation rental home that has accommodations for 8 in Tolland. Dive into lakeside fun on your private dock and hop on a kayak or stand-up paddleboard for a day of exploring this peaceful lake. When you’re not at the lake, enjoy fabulous...
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    01034, West Hartland, Connecticut
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Agawam, MA
    Studio, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    • Internet Access
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    01001, Agawam, Massachusetts
    Condo/Apartment - 1 Bathroom, Sleeps 5
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    Farmington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind by the water when you stay at this 3-bedroom, 2-bathroom vacation rental house in Farmington. Situated in a quiet community, this home boasts accommodations for up to 6 guests and 2,200 square feet of living space. Spend your days exploring the area, visiting museums, or take a day...
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    Location Information
    06032, Farmington, Connecticut
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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