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Holiday Rentals in Madison

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    Don't let other travellers get your favourite Madison area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Madison
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    Sweet Shoreline Madison summer cottage for rent1 / 17
    (5)Excellent
    Madison
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Madison
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    The following rentals are within 15 kilometers of Madison.
    Charming Waterfront Beach Cottage-WOW! Sunsets1 / 15
    (4)Excellent
    Guilford
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    9 ROOM WATERFRONT SUMMER COTTAGE (WITH 6 BEDROOMS) FOR RENT ON PRIVATE BEACH1 / 17
    (1)Average
    Clinton
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Waterfront
    • Satellite TV
    • Wi-Fi
    • Grill
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SEPTEMBER END OF SEASON PRICE REDUCTION!! 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! The...
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    Location Information
    Clinton, Connecticut 06413
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
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    Clinton
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Ocean Views
    • Satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private beach. Sleeps 10 people. Front of house has Long Island Sound Views and the back overlooks tranquil Marsh area. Large gourmet kitchen with Subzero refrigerator, two sinks, double wall oven, and microwave. Huge granite island for food prep and parties. Open concept living with kitchen...
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    Clinton, Connecticut 06413
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Ennis Cottage with private beach on Branford shore1 / 17
    (14)Excellent
    Branford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Satellite TV
    • Patio
    • Grill
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Branford, Connecticut 06410
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Branford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Branford, Connecticut 06405
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Branford
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Branford, Connecticut 06405
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Guilford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Scenic and classic NE Shoreline Town of Guilford : The area boasts some of the best fishing, kayaking, sight seeing, hiking nearby nature trails and the third largest antique home collection in the State of CT. There is the 5 acre Guilford Green with boutique shopping, fabulous restaurants, food &...
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    Location Information
    Guilford, Connecticut 06437
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Patio
    • Housekeeping Included
    • DVD Player
    • Shared Garden
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    Westbrook, Connecticut 06498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Westbrook
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Westbrook, Connecticut 06498
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Westbrook
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Ocean Views
    • Waterfront
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Westbrook, Connecticut 06498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Walk to private beach from this two bedroom home1 / 17
    (1)Excellent
    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Porch
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Branford, Connecticut 06405
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Branford
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Secure Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • Waterfront
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Branford, Connecticut 06405
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Branford
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Branford, Connecticut 06405
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Branford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Patio
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    About this listing Direct waterfront cottage recently completely remodeled. Open concept floor plan with walls of windows facing water. Large deck on water makes it feel like you are on a boat. Walk to restaurants, ride a bike on scenic RT 146, fish, kayak or just walk the neighborhood. Enjoy all...
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    Location Information
    Branford, Connecticut 06405
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Guilford, Connecticut 06437
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Branford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently completely remodeled, with open concept floor plan and walls of windows that face the water it is sure to stun. it has an 800 sq/ft patio to capture views of Long Island sound and Maltby Bay. It truly feels as though you are on aboat. Walk to restaurants, ride a bike on scenic RT 146,...
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    Location Information
    Branford, Connecticut 06405
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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