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Welcome to The Homestead, nestled along the coastline of Southern New England in the small beach town of Madison, Connecticut. Our lodging and accommodations provide easy access to several nearby beaches, unique shopping and wonderful restaurants. Our home is comprised of 10 individual bedrooms, each with their own private bathrooms. We can host 16 overnight guests at a time.  Our home has several public areas available to guests including a living room with fireplace, dining room, sun room and a beauty salon. We also offer extensive outdoor grounds with patios, two fire pits and a deck.

Our approach to hospitality is to be available if you need us but for the most part, we will stay out of your way. We find our home appeals to families looking for a great place to stay together as well as groups getting ready for weddings (especially the wedding party and families of the couple).  Many businesses find our house to be a perfect setting for corporate retreats.

The Homestead has been in operation by The Guardiano family for over 30 years and across 3 generations. The house was originally built in 1958 and we have recently completed extensive renovations. It is now a perfect backdrop for your wedding preparations, family gatherings or individual bookings.

We look forward to hosting you.



From in-room record players and complimentary bottled water to comfortable common areas and outdoor patios, we strive to anticipate your every need during your stay at The Homestead. 



Each of our ten guestrooms features a beautifully renovated spacious private bathroom, Smart TV, and vintage-style record player.  

Each room has a unique personality, from bright and airy with private entrances to a kid-friendly cowboy room.

View our Property Tour and Photo Gallery to learn more! 

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Award Winning Beaches


The town of Madison, CT is home to two beautiful beaches on the CT Shoreline and boasts over 2 miles of beach!



Our quaint downtown includes an arts cinema, local giftshops and the #1 independent bookstore in the country. 

In the Orchards

The CT Shoreline is the perfect Fall spot for pick-your-own adventures. We are are home to several local spots for apple and pumpkin picking--not to mention fresh cider!


Foodie Adventures


Real Italian? Szeuchuan Chinese? CT Lobster Roll on the Water? We've got them all in the most authentic ways possible. 


From beachy boardwalk strolls to quintessential New England color filled forests, our location offers hikers the best of New England.



Close to both Yale University and Mystic Seaport, history buffs will be more than content.



“At least a 13 on a 5 scale. Every detail has been thought through and executed to perfection, from the incredible sheets, to the record players in every room, to the collection of antique cameras or the Hemingway's favorite model of typewriter in the living room, not to mention the piano and the guitar in the living room. The staff is incredibly pleasant and helpful, the breakfast phenomenally fresh. There truly is not a single thing I wish were different. Can't wait for a return trip.