Madison, Connecticut is a picturesque coastal town located in New Haven County. Known for its stunning beaches, historic homes, and charming downtown area, Madison offers a luxurious experience for visitors seeking a sophisticated and upscale atmosphere.

Best Choice of Shopping

  1. The Shops at Yale - This premier shopping destination in nearby New Haven features a mix of high-end brands and local boutiques, set against a backdrop of historic architecture and tree-lined streets.
  2. Clinton Crossing Premium Outlets - This outdoor shopping center, located a short drive from Madison, features designer brands at discounted prices.
  3. Westfield Trumbull - Located just a short drive from Madison, this upscale shopping mall offers a range of luxury retailers, including Burberry and Tory Burch.
  4. The Promenade Shops at Evergreen Walk - This upscale shopping destination in nearby South Windsor offers a range of high-end brands, from Brooks Brothers to Lululemon.
  5. Westfarms - With over 160 stores, including luxury retailers like Gucci and Louis Vuitton, this shopping center is a must-visit for high-end shoppers.

Most Luxurious Hotels

  1. Madison Beach Hotel - This elegant hotel, located on the beach in Madison, offers luxurious accommodations and top-notch amenities, including an on-site restaurant and spa.
  2. Saybrook Point Resort & Marina - This waterfront resort, located just a short drive from Madison, offers luxurious accommodations and a range of recreational activities, including boating and spa treatments.
  3. The Study at Yale - This boutique hotel, located in downtown New Haven, features stylish accommodations and upscale amenities, including a rooftop terrace and fitness center.
  4. Delamar West Hartford - This chic, modern hotel in nearby West Hartford offers luxurious rooms and suites, as well as a range of on-site amenities, including a restaurant and fitness center.
  5. The Blake Hotel - This boutique hotel in nearby New Haven features stylish, contemporary design and luxurious amenities, including an on-site restaurant and fitness center.

Excellent Dining

  1. Bar Bouchee - This upscale French bistro in downtown Madison offers a range of classic French dishes and an extensive wine list.
  2. The Wharf Restaurant & Bar - This waterfront restaurant in Madison offers a range of seafood dishes and stunning views of the Long Island Sound.
  3. L'escale - This elegant French restaurant in nearby Greenwich features upscale cuisine and an extensive wine list.
  4. Pacifico - This upscale Latin American restaurant in downtown New Haven offers a range of flavorful dishes and creative cocktails.
  5. Union League Cafe - This classic French bistro in downtown New Haven features an upscale menu and an elegant atmosphere.

World Class Residences

  1. The Surf Club - This exclusive residential complex in Madison offers luxurious apartments and townhomes with high-end finishes and on-site amenities, including a clubhouse and fitness center.
  2. The Charles - This boutique residential building in downtown New Haven offers stylish, contemporary apartments and a range of amenities, including a rooftop terrace and fitness center.
  3. The Sound at Gateway Commons - This exclusive residential complex in nearby East Lyme offers luxurious apartments and townhomes with high-end finishes and on-site amenities, including a clubhouse and fitness center.
  4. The Residences at 66 High Street - This luxury apartment complex in nearby Guilford offers spacious, contemporary apartments with high-end finishes and a range of recreational amenities, including a rooftop terrace and fitness center.
  5. The Sono Pearl Apartments - Located in nearby Norwalk, this luxury apartment complex offers spacious, contemporary apartments with high-end finishes and a range of on-site amenities, including a fitness center and rooftop lounge.
July August Summer Furnished.
$36,000
Courtesy of William Raveis Real Estate
Nestled in the charming New England town of Madison, CT, this contemporary ranch home offers a spacious and comfortable summer retreat.
$24,000
Courtesy of Berkshire Hathaway NE Prop.
You truly can't find a better location to rent a water area home for the summer months.
$15,000
Courtesy of William Pitt Sotheby's Int'l
Furnished rental steps from a private beach.
$14,000
Courtesy of William Raveis Real Estate
Daydreaming about warmer days and fun in the sun ?
$10,000
Courtesy of William Pitt Sotheby's Int'l
Fabulous academic rental available 10 1 through May 31st 2025.
$8,949
Courtesy of William Pitt Sotheby's Int'l
The iconic 118 Middle Beach Road is available for the academic year, offering occupancy for up to 14 people with 7 bedrooms, 5 full baths, and 2 half baths.
$8,000
Courtesy of William Pitt Sotheby's Int'l
MONTH OF AUGUST !... You don't want to miss this one.
$7,500
Courtesy of Gould Group LLC
FANTASTIC LOCATION ! This 4 bedroom Cape Style home sits on Neptune Ave, just off Liberty Street, with easy access to the private Barberry Farms Assoc Beach and downtown Madison.
$7,500
Courtesy of William Pitt Sotheby's Int'l
Furnished Academic Rental thru June 30th.
$7,475
Courtesy of William Raveis Real Estate
An EXECUTIVE RENTAL near Madison's town center, available now for the ACADEMIC period to May 01.
$6,500
Courtesy of William Pitt Sotheby's Int'l
Available Jan 15 May 1st only or by Full Month January can be pro rated.
$5,500
Courtesy of Forever Homes Real Estate LLC
Relax and enjoy this summer in a beautiful property situated just 200 yards from West Wharf Beach and 3 10th of a mile from Surf Club Beach.
$5,500
Courtesy of Coldwell Banker Realty
Discover the charm of this beautifully crafted fully furnished cape, situated in a quiet cul de sac on 1.
$5,000
Courtesy of William Pitt Sotheby's Int'l
You truly can't find a better location to rent a water area home.
$4,500
Courtesy of William Pitt Sotheby's Int'l
Yearly rental available. Just steps to the beach.
$4,500
Courtesy of Coldwell Banker Realty
Six bedroom home situated on approx one acre in the private beach association enclave of Buffalo Bay, with access to Association's beach and tennis court, steps from the house.
$4,500
Courtesy of Berkshire Hathaway NE Prop.
Available for the month of July for 4K, and or the month of August for 4K.
$4,000
Courtesy of Berkshire Hathaway NE Prop.
Great visibility on Boston Post Road.
$4,000
Courtesy of William Pitt Sotheby's Int'l
Extraordinary Rental Opportunity Awaits WORK WHERE YOU LIVE ONLY A FEW STEPS FROM HOME IS YOUR OFFICE OR STUDIO Are you tired of the daily commute to work ?
$4,000
Courtesy of William Raveis Real Estate
Six bedroom home situated on one acre in the private beach association of Buffalo Bay, with access to the Association's beach and tennis court, steps from the house.
$4,000
Courtesy of Berkshire Hathaway NE Prop.
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