Luxury Properties for rent in Madison, Connecticut

Available for month of july. Relax and unwind for a summer at the beach. This well maintained, 3 bedroom home with vintage beach house charm, has easy access to a private...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Available for month of august. Relax and unwind for a summer at the beach. This well maintained, 3 bedroom home with vintage beach house charm, has easy access to a private...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Fabulous academic rental available Sept 8th through May 31st 2026. This direct waterfront four bedroom home set on a one of kind property with access to a private beach. Enjoy...

Presented by Sue Knapp | William Pitt Sotheby's International Realty

Enjoy the beach this summer! A rare year-round rental in the coveted Hartford Avenue beach community. This charming home offers a first-floor primary bedroom and a brand-new...

Presented by Dana Garitta | William Pitt Sotheby's International Realty

Spend your summer at the beach! Located in the heart of one of Madison's premier beach communities, 43 Neck Road is a darling and meticulously maintained rental. You'll appreciate...

Presented by Phoebe Schreiner | William Pitt Sotheby's International Realty

Wonderful 4 bedroom vintage summer home, available for the month of august 2025. Renovated but with old world charm - plenty of gathering areas for family and friends in Living...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Seeking A 3 bedroom fully furnished academic rental in A madison beach community? This lovely home, located in the Neck Road area of Madison, with beach rights, is filled with old...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Available for the month of july 2026. seeking A 4 bedroom fully furnished summer rental in A madison beach community? This lovely home, located in the Neck Road area of Madison,...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Still available for last two weeks of august! Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront...

Presented by Melanie Scull | William Pitt Sotheby's International Realty

Furnished rental available - September 1, 2026 to May 31, 2027. Comfortable and nicely decorated, this home has 2 bedrooms upstairs that share a newer renovated full bath. This...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

6 weeks of bliss!! thinking of renting A charming house in madison for the summer? Available from July 19, 2026 to August 30, 2026. The Landlords are seeking a renter to take the...

Presented by Kirsten Adams | William Pitt Sotheby's International Realty

Reserve your month at the beach in madison ! relax in this vintage 3-bedroom dormered cape W/ stunning screened porch ~ set in private sandy beach community A short walk to the...

Presented by Tom Clancy | William Pitt Sotheby's International Realty

Reserve your month at the beach in madison ! relax in this vintage 3-bedroom dormered cape W/ stunning screened porch ~ set in private sandy beach community A short walk to the...

Presented by Tom Clancy | William Pitt Sotheby's International Realty

July &/or august ~ Enjoy One or Two Months in Madison for 2026 at a Price you can't beat !! Summers in Madison are what they're cracked up to be !! Spend your Days one of 3 Local...

Presented by Tom Clancy | William Pitt Sotheby's International Realty

This in-town house will make you feel right at home with its abundance of charm, comfortable furnishings and bright open floor plan. First floor bedroom and full bath. Eat in...

Presented by Julie Ovian | William Pitt Sotheby's International Realty