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Holiday Rentals and Homes in Madison, CT

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    1 / 9
    5 of 5 stars (3) Excellent
    Madison
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 23
    3.5 of 5 stars (3) Average
    Madison
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 10
    Madison
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    The following rentals are within 25 kilometers of Madison, Connecticut.

    1 / 21
    4.5 of 5 stars (6) Very good
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Porch
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This adorable cottage sits on the marsh and is a block and a half from the beach. Indian Town (the neighborhood) has 3 private beaches for residents. There is also a small marina. It is a great place to watch fireworks on the 4th of July! <BR><BR>3 bedrooms: Master with queen bed, kids room... View all property information
    Location Information
    Old Saybrook, Connecticut
    5 of 5 stars Reviewed 18 August 2016
    the cottage is very neat and clean with everything you need.coorage is in walking distance to the beaches. We all had a great time!
    5 of 5 stars Reviewed 18 August 2016
    This pretty cottage is perfect for a couple or family with small chilfren. It was beautifully appoiinted. The backyard large enough for hanging out and the front porch fielded a...
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    1 / 17
    4 of 5 stars (4) Very good
    East Haddam
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Sauna
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Duplex house set on twelve rolling acres on The Old Singular 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... View all property information
    Location Information
    East Haddam, Connecticut
    4 of 5 stars Reviewed 12 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 pig...
    4 of 5 stars Reviewed 6 July 2016
    My daughter and 2 grandchildren traveled to CT to see my other grandson at the Goodspeed Opera House over the 4th of July weekend. Doug & Doris were extremely hospitable and...
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    1 / 21
    East Haddam
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Housekeeping...
    • Washer
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    • Pet-friendly
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    • ?
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    • x
    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... View all property information
    Location Information
    East Haddam, Connecticut
    1 / 73
    5 of 5 stars (8) Excellent
    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • 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 / 8
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Waterfront
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 2 Room, Small Cottage overlooking the Cornfield Point Private Beach on the Long Island Sound. INCLUDES: A fully stocked kitchen with microwave, coffeemaker, and toaster. A dinette table for four, A full-size custom futon sleeper sofa, a one half bath, with attached outdoor private hot and cold... View all property information
    Location Information
    Old Saybrook, Connecticut
    1 / 59
    5 of 5 stars (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Waterfront
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Cornfield Point Waterfront Beach House is located in a quiet shoreline neighborhood setting. Kids can ride their bikes. Lovely large yard with great water-view for relaxing, picnics and outdoor family activities. Feel like at home with fully equipped kitchen and most amenities that you need.... View all property information
    Location Information
    Old Saybrook, Connecticut
    5 of 5 stars Reviewed 15 September 2015
    The house was excellent, well-maintained. We had four adults and two young children. It had a private beach, rocky but access to a very sandy beach with beach passes only a 10th...
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    1 / 21
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A 3 bedroom, 1 1/2 bath home overlooking the Cornfield Point Private Beach on the Long Island Sound. FIRST FLOOR: A fully stocked kitchen with microwave and coffee maker. A dining area and formal dining room. A one half bath. A bedroom with two twin beds. Laundry Room also available. There is a... View all property information
    Location Information
    Old Saybrook, Connecticut
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    1 / 17
    5 of 5 stars (14) Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This newly renovated one bedroom cottage is set in the midst of other cottages. With a private back garden, patio, beautiful flowers, and steps from a private neighborhood beach , the cottage is clean, and comfortable. For cool nights there is a gas fire, and an air conditioner in the bedroom... View all property information
    Location Information
    Branford, Connecticut
    5 of 5 stars Reviewed 16 August 2016
    Thank you Ron and Bernie for making our vacation an excellent one. The rental house was compact, but with everything we needed, at hand. At the end of our vacation we didn't want...
    5 of 5 stars Reviewed 11 July 2016
    The cottage was everything we expected and more!! Ron and Bernie were the friendliest of people and we could tell that they wanted our vacation to be the best. They are very...
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    1 / 18
    Guilford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    2 bedrooms (queen bed, two twins) sleeps 4, 1 full bath plus outdoor shower Indian Cove cottage on private road with two sandy beaches, boat dock and swimming raft. Kayak, swim, sail, fish, clam, bike, hike. Friendly community where families have come for generations. Great place to let kids roam... View all property information
    Location Information
    Guilford, Connecticut
    1 / 4
    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our home is located in a quiet, friendly beach neighborhood. In summer you have access to 2 private beaches on the LI Sound. Both are within blocks of the house and can be walked in about 5 minutes or driven in about 2 minutes. There is a marina, children's playground, gazebo and more. In the... View all property information
    Location Information
    Old Saybrook, Connecticut
    1 / 15
    5 of 5 stars (3) Excellent
    Guilford
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Wi-Fi
    • Porch
    • Waterfront
    • Shared Garden
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    We love our cottage and you will too! "Seacliff," a classic turn of the century cedar shingled beach cottage, is located in the quiet Guilford, CT community of Mulberry Point. Direct water access for swimming, beachcombing, kayaking and fishing plus family-friendly association beach within a... View all property information
    Location Information
    Guilford, Connecticut
    5 of 5 stars Reviewed 19 September 2014
    If you are looking for an almost indescribably beautiful setting and a rustic, relaxing location, Seacliff is it. The view from the front screen porch and terrace is nothing short...
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    1 / 10
    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    • Ocean Views
    • Satellite TV
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    I challenge you to find a cottage that provides more than our Pail and Shovel Inn at Old Colony Beach in Old Lyme, Connecticut! Known as - pail and shovel inn - all in one word online, we offer the following: Beds in 3 bedfrooms - King-size Bed (1) - Trundle (two twins) (2) - Twin/Single Bed... View all property information
    Location Information
    Old Lyme, Connecticut
    1 / 18
    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
    • Central Heating
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    OLD LYME SHORES, BEACH ASSOCIATION. Adorable, fully furnished 3 bedroom, 1 ba. plus Hot/Cold outdoor shower house. Cottage sleeps 6-8. Minutes to private, sandy beach. Home offers large, enclosed front porch, complete with it's summer time wicker funiture. Cable TV,DVD and CD player. Bedrooms... View all property information
    Location Information
    Old Lyme, Connecticut
    1 / 35
    5 of 5 stars (1) Excellent
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please contact us for Mid-week special Rates !!! Relax and enjoy the sea breezes at our home located in a quiet shoreline neighborhood setting with easy access to beaches, boating, restaurants, and shopping. Luxury and comfort combine for the perfect getaway. Enjoy a day in the sand at our... View all property information
    Location Information
    Old Saybrook, Connecticut
    1 / 21
    4.5 of 5 stars (3) Very good
    East Haddam
    7 Bedrooms, Sleeps 24 | Quick View
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    • 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 / 15
    5 of 5 stars (1) Excellent
    Haddam
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • 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 / 10
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
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    • DVD Player
    • Shared Garden
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Rates Are Based on A 7 Night Minimum Stay for 2 Guests<BR> Located in the Quaint, Historic, Shoreline Town of Westbrook, CT Lies this Unique 2 Bedroom Cottage! Escape from It All ~ Walk to the Beach or Stroll Down to the Dock on the Property's Riverfront. The Cottage is 1/2 mile from Town Center... View all property information
    Location Information
    Westbrook, Connecticut
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    1 / 22
    Haddam
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • 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 / 7
    Old Lyme
    3 Bedrooms, 7 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Patio
    • Washer
    • Hot Tub
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This house is a great family vacation spot. It has fabulous views of the mouth of the CT River and Long Island Sound including the two lighthouses. You can swim and fish off the dock. WE leave canoes and kayaks for you to use. you can paddle easily to a great beach that is part of a nature preserve... View all property information
    Location Information
    Old Lyme, Connecticut
    1 / 10
    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
    1 / 9
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Perfect Getaway! Walk to the Beach or Relax on the Patio overlooking the Properties Dock by the River! Close to Area Attractions such as Goodspeed Opera House, Gillette's Castle, Towns of Mystic, Essex and New Haven Near Vineyards, Mohegan Sun & Foxwoods Casinos, Antiquing, Parks, Museums, Art... View all property information
    Location Information
    Westbrook, Connecticut
    1 / 12
    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
    1 / 7
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Washer
    • Ocean Views
    • Central Heating
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Amazing remodel of this beachside, 4BR, 2Bath colonial. Two private beaches to choose from in this gated community. Dogs are welcome and a fenced area is provided! Plenty of room for 4 to 5 cars off street. The association includes access to basketball court, tennis courts, baseball diamond,... View all property information
    Location Information
    Old Lyme, Connecticut
    1 / 32
    Guilford
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Porch
    • DVD Player
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The property is located down a dirt road off of the beaten path. Enjoy an extraordinary country wooded vacation, holiday, getaway or reunion retreat for the two of you, the whole family, or up to 6-8 friends and family. Situated on 40 wooded acres of absolute privacy in the middle of 1100 acres of... View all property information
    Location Information
    Guilford, Connecticut
    1 / 15
    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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
    1 / 27
    Old Lyme
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Parking
    • Porch
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Looking to rent a vacation beach house on the Connecticut shoreline? Here it is! Beautiful, private beach community. Short walk to a well kept beach. This cottage offers plenty of sleeping room with 4 bedrooms, screened porch, private back deck with new gas grill and fire pit in yard. Completely... View all property information
    Location Information
    Old Lyme, Connecticut