Luxury Properties for rent in Madison, Connecticut

July and August available at $20,000/mo. Also available for April, May and June at $12,000/mo. Could be available year-round at $7500/mo or Academic at $6500/mo. Discover coveted...

Presented by Diana Hartman | William Pitt Sotheby's International Realty

Available for April, May and June at $12,000/mo. Could be available year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane...

Presented by Diana Hartman | William Pitt Sotheby's International Realty

Year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning...

Presented by Diana Hartman | 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

Located in the heart of one of Madison's premier beach communities, 43 Neck Road is a darling and meticulously maintained academic or annual rental available as of November 15,...

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

Exciting news! This absolutely darling academic rental is unexpectedly available as Tenant had a change in plans. Fully furnished 1 bedroom 1 bath carriage house apartment...

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

4 bedroom Cape with huge fully-fenced back yard. Less than 1/2 mile to middle school, high school, school activities, playing fields and so much more. Enormous great room with...

Presented by Pam Kadamus | William Pitt Sotheby's International Realty

Enjoy being able to access hammonassett state park, donhues & lenny & joes without ever getting in the car !! completely remodeled kitchens and bath / economical propane heat with...

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