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Windham Holiday Homes

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    All 24 Rentals in Windham
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    The following rentals are within 40 kilometres of Windham.
    New London, CT
    2 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Spectacular Lakefront Home1 / 21
    (3)Excellent
    East Hampton, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    East Hampton lakefront lakehouse1 / 21
    (1)Excellent
    East Hampton, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    New London, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Washer
    • Ocean Views
    • Patio
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My family and I live in Shrewsbury, MA. We decided to purchase a vacation home in the Neptune Park section of New London, CT because of its location, location, location. With its easy access from all the major airports including T.F. Green (Providence), Bradley International (Hartford) and Logan...
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    New London, Connecticut 06320
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Storrs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy chalet with all the conveniences of your own home. Completely private deck for soaking up the sun. 5 minute walk to campus (UCONN) in a very rural setting. Very well equipped kitchen. Shopping and grocery within 2 miles. Internet (PC on site), wifi, full cable tv with all the movie...
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    Storrs, Mansfield 06268
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fully Equiped 6-Bedroom House1 / 39
    (6)Excellent
    Brooklyn
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    A group of 12 people, who graduated from the same college, and who have been close friends for over 40 years stayed for a long weekend at this wonderful, rustic home set among...
    Reviewed 21 August 2016
    Plenty of peace and quiet , if that's what you want then this location is ideal ! We had a wedding venue near by so from that point of view it couldn't have been better ! The...
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    About this property
    Modern amenities with Old Barn Charm! Rural comfort & privacy for the whole family. Room to relax, dine & entertain. 6 bedrooms, 4 full bathrooms, living room, dining room, eat-in kitchen, solarium, library, porch, 2nd floor deck, 40 ft in-ground pool, manicured grounds. Enjoy antiquing,...
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    Brooklyn, Mystic Country 06234
    Condo/Apartment - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Preston
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Natural beauty inside and out! Unique post and beam log cabin style cape warms you with beautiful woodwork throughout! Picture windows overlook this 10 acre property with large pond. First floor has 2 bedrooms, kitchen and combination living room/dining room. 2nd floor is an L-shaped loft with...
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    Preston, Mystic Country 06365
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    5BR / 3.5 Bath on Quiet Cul-De-Sac Near Casinos1 / 25
    (2)Excellent
    Ledyard
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    A group of us stayed at this house while a competition we were attending at the Mohegan Sun. The house was very spacious, updated/modern, has five beds and 3.5 baths just like...
    Reviewed 16 December 2016
    We were 6 buddies out for week end at Foxwoods. The house was great 5 bedrooms with six beds. Nice big TV, fridge for our beer and all the tools in the kitchen to prepare our...
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    About this property
    5 Bedroom 3.5 Bath Home on cul-de-sac. This is a large house with big rooms and a quiet back yard. In addition to the entire house, guests will have access to a 2 bay garage, 4 person hot tub, fire pit, and gas grill. Although in a quiet part of town, our home is very convenient to local...
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    Ledyard, Mystic Country 06339
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Private bedroom in historic house on famous Starr1 / 14
    (3)Excellent
    New London, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Very accommodating, Frank and Linda were wonderful. They gave advice to local attractions and we had our own space. Very friendly, warm and inviting.
    Reviewed 7 October 2017
    USCGA & Conn College families-had awesome 4 day Parents weekend stay. Easy Uber/bike/longish walk to both schools. Tons of great restaurants/bars a 3 minute walk away...
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    About this property
    Special Winter Rate for January, Feb March of $75.00 a night, third night free.<BR>Starr Street is legendary in the area. Restored 1830 Greek revival homes in the center of the city. Walking distance to everything. 5 minutes from train to NYC or Boston as well as Ferry to Long and Block Islands....
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    Location Information
    New London, Connecticut 06320
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lakeside Ferns - Lake Pocotopaug's Exclusive Vacation Home1 / 35
    (1)Excellent
    East Hampton, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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
    East Hampton, Connecticut 06424
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pomfret
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stately Colonial Auberge has 7 bedrooms, 6.5 bathrooms, a lovely Chef’s delight kitchen, and living & family rooms with wood-burning fireplaces. This home has all the charm with updated amenities plus spacious grounds for entertaining. We are located in the charming community of Pomfret, CT...
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    Pomfret, Mystic Country 06259
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    The Sun, Sand and Relaxation at Hand! Direct Lakefront, Perfect for  21 / 21
    (14)Excellent
    Uncasville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Internet Access
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2016
    Beautiful scenery, peace and quiet, lovely comfortable cottage. One of the nicest places we have ever stayed in. Victoria was always available throughout our stay if needed...
    Reviewed 30 September 2016
    An excellent place to get away for a couple of days, wish it was longer!! My wife and I stayed from Tues. till Thursday, we could not have had a better time! Rest and relaxation...
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    About this property
    *******PLEASE NOTE WE WILL HAVE A 2ND COTTAGE READY FOR Fall 2017. THIS COTTAGE WILL BE MORE SUITABLE FOR FAMILIES OF 4 TO 5 PERSONS. PLEASE INQUIRE BY EMAIL FOR DATES AND RATES********** Enjoy your very own private sandy beach, dock, fire pit and large deck. Fully furnished inside and out,...
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    Location Information
    Uncasville, Mystic Country 06370
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    East Lyme, CT
    5 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enter 40 acre Orchard Manor through a private gate leading to the magnificent rolling hills of East Lyme and drive up to your 19 room custom built dream estate. The home is designed for extravagant living and entertaining. The expansive views, tennis courts, private heated pool, and grand...
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    East Lyme, Connecticut 06333
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 14
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    Backlund's 6 Sleeper1 / 12
    (2)Very good
    Jewett City
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Sauna
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2015
    We stayed her for 1 week in August, 2015 we had our small grandchildren with and we all had an amazing time. The beach is perfect for children. The owner Mona is very friendly...
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    About this property
    Our waterfront property is near many New England attractions including Mystic, CT, Watch Hill, RI, and minutes from Foxwoods Casino and Mohegan Sun Casino. The large property features 8 cottages, 500 feet of waterfront, a large Finnish wood-burning sauna, rowboats, dock, campfire pit, a large...
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    Jewett City, Mystic Country 06351
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Stay at The Old Sindelar Farm1 / 17
    (5)Very good
    East Haddam, CT
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Sauna
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2017
    Picturesque, beautiful, and quiet! The house had everything that was needed for our group of girls, and the owners were wonderful and made us feel at home. Everything was clean...
    Reviewed 13 August 2016
    Doug & Doris are very friendly, they & their adult children work the small farm everyday. Doug greeted us and took my grandson on a tour to meet the calves, chickens and...
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    About this property
    Duplex house set on twelve rolling acres on The Old Sindelar Farm property. Many upgrades last year. House is fresh and clean. Enjoy the deck off the back for morning coffee or join us fireside at night. We have 3 beds, one queen with a memory foam mattress and two full size beds. All have 1800...
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    East Haddam, Connecticut 06423
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Lakeside on Oxoboxo Lake Near Mohegan Sun1 / 39
    (1)Excellent
    Oakdale
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Waterfront
    • Parking
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Year round lakefront cottage. Enjoy your own beach, dock, fire pit and covered porch. Sit in the 3 season sun room with ceiling fan and take in the view or read a good book on the wicker sofa. Head into the open concept living room/ kitchen through the french doors. Sit in front of the gas fire...
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    Oakdale, Mystic Country 06370
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Sunny 1910 Beach House, Private Beach, Near Casino1 / 21
    (7)Excellent
    New London, CT
    6 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Porch
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    We stayed there last year and chose to stay again. Gloria is helpful with all questions and meets you at the rental house. The house is across from the water and we really...
    Reviewed 2 December 2015
    We traveled to New London so we could spend Thanksgiving with our USCGA Cadet. The house is really roomy and allowed everyone to spread out and have their own space. We had 2...
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    About this property
    * * * SALE: August 19-31 was $400/nt NOW $300/Nt * * * Sunny & Charming 6 bedroom 1910 colonial is 4 houses away from Private Beach with new kitchen, 2.5 baths (1 is newly redone), hardwood floors, stone fireplace, 1st floor washer and dryer, oil heat, new windows, and private beach...
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    New London, Connecticut 06320
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 13
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    Backlund's Waterfront Cottage1 / 9
    (4)Very good
    Jewett City
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Sauna
    • Outdoor Dining Area
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    We have been vacationing Backlund's Finnish cabins for about 8 years now... and it is a HIT for our kids and my husband and I. I love everything about this place- the people...
    Reviewed 30 August 2014
    An amazing location with very friendly people. It has a beautiful pond that the whole family can enjoy. The sauna is to die for. It has row boats, volley ball net and a fire...
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    About this property
    Our waterfront cottages are near many New England attractions including Mystic, CT, Watch Hill, RI, and minutes from Foxwoods Casino and Mohegan Sun Casino. The large property features 500 feet of waterfront, 8 cabins, a large Finnish wood-burning sauna, rowboats, dock, campfire pit, a large...
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    Location Information
    Jewett City, Mystic Country 06351
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    East Haddam, CT
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sanctuary is a mind/body retreat and wellness center situated on a 40 acre, solar-powered land preserve with a walking labyrinth, permaculture gardens, beaver ponds, forest trails, an apiary, goats and chickens. We host yoga classes, meditation, sound healings, music, and various...
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    East Haddam, Connecticut 06423
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Manchester, CT
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • 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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    Manchester, Connecticut 06040
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Stafford Springs, CT
    1 Bedroom, 4 Bathrooms, Sleeps 2 Quick View
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    • Housekeeping Included
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    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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    Stafford Springs, Connecticut 06076
    Condo/Apartment - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    Lyme, CT
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Air Conditioning
    • Private Garden
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flat Rock Farm offers visitors a sophisticated home in the pastoral town of Lyme, CT, an easy two hour drive from NYC or Boston. Whether your objective is a family vacation, gathering of friends, or romantic escape, Flat Rock Farm offers visitors the perfect getaway. Set on an historic property,...
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    Lyme, Connecticut 06371
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Moodus, CT
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
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    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy your Connecticut getaway on a private lake beach during your stay at this 2-bedroom, 1-bathroom vacation rental cottage in Moodus! This cozy cottage is within walking distance to beautiful Moodus Reservoir and comfortably sleeps up to 5 guests. You can spend your days boating, swimming and...
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    Moodus, Connecticut 06469
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    New London, CT
    4 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1836 broken back saltbox with three additions locate forty feet off long island sound, adjacent to an 1801 lighthouse. A patio is located on the waterside with the view of Long Island Sound and five lighthouses. There is access to the water, the water is clean and ideal for swimming. The house...
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    New London, Connecticut 06320
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 4
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