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Vacation Rentals in Madison, CT and nearby

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    1 / 9
    5 of 5 bubbles (3) Excellent
    Madison
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 12
    Madison
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    The following rentals are within 25 kilometres of Madison, Connecticut.

    1 / 17
    5 of 5 bubbles (14) Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 12
    Old Lyme
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Ocean Views
    • Satellite TV
    • Private Garden
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    • 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 06371
    1 / 59
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Air Conditioning
    • Waterfront
    • Balcony
    • Wi-Fi
    • DVD Player
    • Washer
    • Satellite TV
    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 06475
    5 of 5 bubbles 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 / 73
    5 of 5 bubbles (8) Excellent
    Chester
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • Wi-Fi
    • Grill
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    • DVD Player
    • Outdoor Dining Area
    • Parking
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    • 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 06412
    5 of 5 bubbles 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 bubbles 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 / 34
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
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    • 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 06475
    1 / 17
    Old Lyme
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Grill
    • Ocean Views
    • Washer
    • Patio
    • Waterfront
    • Central Heating
    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 06371
    1 / 22
    5 of 5 bubbles (4) Excellent
    Guilford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Grill
    • Ocean Views
    • DVD Player
    • Washer
    • Internet Access
    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    PANORAMIC VIEWS CONNECTICUT SHORELINE 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 on bikes (15 mph speed limit.)... View all property information
    Location Information
    Guilford, Connecticut 06437
    5 of 5 bubbles Reviewed 12 September 2016
    Loved staying here because this was a well equipped home in a small beach community. The owner made sure we had everything we needed - including a pizza stone for my husband's...
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    1 / 21
    4.5 of 5 bubbles (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 06423
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    1 / 10
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • x
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    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 06498
    1 / 12
    Branford
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Secure Parking
    • Washer
    • Air Conditioning
    • Internet Access
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    • 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
    1 / 18
    5 of 5 bubbles (1) Excellent
    Old Lyme
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
    • Central Heating
    • Grill
    • DVD Player
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    • 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 06371
    1 / 5
    Old Saybrook
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Direct Ocean Front-walk down the stairs and you are on the beach!! Three (3) Bedrooms (1 Queen, 1 Full, 1 Twin) plus loft with twin bed and pull out sofa. Enclose porch facing ocean for eat-in dining. Spacious living room, full kitchen. Outdoor shower with heated water. Kayaks provided. Gas grill.... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 21
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
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    • 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 06475
    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 06438
    1 / 19
    5 of 5 bubbles (1) Excellent
    Old Saybrook
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Parking
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A newly renovated home at the end of a cul de sac which offers privacy in a quiet neighborhood. It is a lovely open concept house that has a large deck and patio with water views. There is a very large side yard perfect for family volleyball and baseball games. The kitchen is fully equipped. There... View all property information
    Location Information
    Old Saybrook, Connecticut 06475
    1 / 17
    4 of 5 bubbles (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
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    East Haddam, Connecticut 06423
    4 of 5 bubbles 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 bubbles 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 / 8
    Old Saybrook
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Waterfront
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    • Pet-friendly
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    • x
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    • 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 06475
    1 / 15
    5 of 5 bubbles (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 06438
    5 of 5 bubbles Reviewed 20 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 / 32
    Guilford
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • 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 06437
    1 / 9
    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • 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 06498
    1 / 14
    5 of 5 bubbles (1) Excellent
    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Porch
    • Internet Access
    • Satellite TV
    • DVD Player
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is a two bedroom house with a king size bed in the master bedroom and a full size in the guest bedroom. The bathroom has a jacuzzi tub and large shower. There is wi-if, cable to, a patio and all amenities. This property sleeps 4 and is PET FRIENDLY. The rental comes with private access to the... View all property information
    Location Information
    Branford, Connecticut 06405
    1 / 5
    Old Saybrook
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • 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 06475
    1 / 21
    East Haddam
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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 06423
    1 / 10
    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Balcony
    • Air Conditioning
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    • Patio
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    • Waterfront
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    • 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
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    Branford, Connecticut 06405
    1 / 15
    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • 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
    1 / 26
    Deep River
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    The Peace Barn is a cozy retreat close to art and culture and parks. You’ll love my place because of the outdoor space and the comfy beds. My place is good for families, couples, and furry friends. The Peace Barn sits on 15 acres of private land which can be used for group retreats, film making,... View all property information
    Location Information
    Deep River, Connecticut 06417
    1 / 30
    Branford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
    About this property
    Stony Creek Depot is a great location: walk to the public beach, marina, playground and nature trail. The 1,000 sf Tree Fort Suite is a fun vacation retreat for a couple (with 1 or 2 kids), business travelers, academics. It's the top floor with a huge deck and access to small yard - only one... View all property information
    Location Information
    Branford, Connecticut 06405
    1 / 17
    Clinton
    6 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    **HEAVEN'S A LITTLE CLOSER IN A COTTAGE BY THE SEA** Weekly cottage for rent on PRIME SHORELINE location in CLINTON, CT. 9 ROOM, WATERFRONT Cottage, situated on a LARGE, PRIVATE BEACH only steps away from the ocean! Charm, Character, & Cleanliness! We've been in the business since 1946! STILL... View all property information
    Location Information
    Clinton, Connecticut 06413
    1 / 12
    Westbrook
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Ocean Views
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy our year round home, private beach, ample sleeping and luxurious finishings. Views ABOUND from ALL floors. Enjoy a loaded granite luxury, stainless steel kitchen with sweeping Sound views and breezes. Large living and dining area that easily seats 10 people. Beautifully furnished with... View all property information
    Location Information
    Westbrook, Connecticut 06498