Nestled in Madison Center, The Homestead offers a warm welcome with continental breakfast and a firepit for cozy gatherings. Explore the surrounding area on bicycles or relax in the garden while staying connected with free WiFi.
Madison Green Historic District - 18 min walk - 1.5 km
beach near Parker Avenue - 2 min drive - 1.4 km
beach near Madison Center - 2 min drive - 1.8 km
RJ Julia Booksellers - 2 min drive - 2.5 km
beach near Garvan Point - 3 min drive - 1.8 km
Getting around
New Haven, CT (HVN-Tweed - New Haven Regional) - 22 min drive
New London, CT (GON-Groton - New London) - 42 min drive
Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 45 min drive
Oxford, CT (OXC-Waterbury - Oxford) - 69 min drive
Fishers Island, NY (FID-Elizabeth Field) - 103 min drive
Westhampton, NY (FOK-Francis S. Gabreski) - 175 min drive
East Hampton, NY (HTO) - 29.1 miles/46.9 km
Guilford Station - 8 min drive
Clinton Station - 13 min drive
Madison Station - 30 min walk
Restaurants
McDonald's - 8 min drive
Dunkin' - 8 min drive
Starbucks - 8 min drive
Cumberland Farms - 3 min drive
Starbucks - 3 min drive
About this property
The Homestead
At The Homestead, you'll be within a 10-minute drive of Hammonasset Beach State Park and Clinton Crossing Premium Outlets. Guests looking to stay active can check out the nearby hiking/biking trails and kayaking, and free perks include WiFi, self parking, and continental breakfast daily between 8:00 AM and 10:00 AM. A snack bar/deli, free bike rentals, and a terrace are other highlights. Fellow travelers say great things about the helpful staff.
At a glance
DONE
Hotel size
10 rooms
DONE
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
Express check-out available
Late check-in subject to availability
Minimum check-in age: 21
Check-out time is 11:00 AM
Contactless check-out available
DONE
Special check-in instructions
There is no front desk at this property
Guests must contact the property in advance for check-in instructions; your host will greet you
To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 8:00 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools
DONE
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
DONE
Children
No cribs (infant beds)
DONE
Pets
Pets allowed (dogs only, 1 total, up to 30 lbs per pet)*
Service animals welcome
Specific rooms only*
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free onsite self parking
Electric vehicle charging point on site
DONE
Other information
Smoke-free property
Property amenities
Food and drink
Free continental breakfast each morning 8:00 AM–10:00 AM
Snack bar/deli
Water dispenser
What to do
Public winery tours
Private beach nearby
Hiking/biking trails nearby
Kayaking nearby
Services
Hair salon
Wedding services
Multilingual staff
Free bicycle rentals
Bike storage
Facilities
Garden
Terrace
Fireplace in lobby
Television in common areas
Bicycle parking
Water dispenser
Firepit
Outdoor furniture
Accessibility
Handrails in stairways
Hand-held showerheads
Height-adjustable showerhead
Grab bar in shower
Upper floors accessible by stairs only
Well-lit path to entrance
Room amenities
Be entertained
36-inch Smart TV
Premium cable channels
Netflix
Streaming services
Home comfort
Air conditioning and heating
Iron/ironing board (on request)
Window screens
Sleep well
Hypo-allergenic bedding
Down comforter
Premium bedding
Memory foam mattress
What to enjoy
Individually furnished and decorated
Freshen up
Private bathroom
Shower only
Hair dryer
Towels
Stay connected
Free WiFi
Electrical adapters/chargers
Food and drink
Free bottled water
More
Housekeeping on request
Connecting/adjoining rooms available
Fees & policies
Pets
Service animals exempt from fees
Pets are allowed for an extra charge of USD 25 per accommodation, per night
Policies
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
Noise-free guestrooms cannot be guaranteed.
This property does not have elevators.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit on site.
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
Cashless transactions are available.
Also known as
Homestead B&B Madison
Homestead Madison
The Homestead Madison
The Homestead Bed & breakfast
The Homestead Bed & breakfast Madison
Frequently asked questions
Does The Homestead offer free cancellation for a full refund?
Yes, The Homestead does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Are pets allowed at The Homestead?
Yes, dogs are welcome, with a limit of 1 total and maximum weight of 30 lbs per pet. There's a charge of USD 25 per accommodation, per night. Service animals are exempt from fees.
Is parking offered on site at The Homestead?
Yes, there's free self parking. Electric vehicle charging is available.
What are the check-in and check-out times at The Homestead?
Check-in start time: 3:00 PM; Check-in end time: 8:00 PM. Check-out time is 11:00 AM. Express check-out and contactless check-out are available.
What is there to do at The Homestead and nearby?
Have fun during the warmer months with activities such as cycling. The Homestead also has a garden.
What's the area around The Homestead like?
The Homestead is in Madison Center, a short 16-minute walk from Madison Green Historic District.
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Reviews
The Homestead Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10
Cleanliness
10
Location
10
Staff & service
10
Property conditions & facilities
Guest review summary
What guests liked
Breakfast was consistently described as delicious, excellent, and wonderful, with home-baked treats and gourmet options available. (8 reviews)
From real guest reviews summarized by AI.
Popular mentions
Room
Service staff
Breakfast
Bed
Booking
Houses
Location
Scones
Reviews
Verified
10/10 Exceptional
Jan 1, 2025
Wonderful rooms, exceptional staff, and convenient location
Carolyn
Carolyn, 5-night trip
Verified
10/10 Exceptional
May 20, 2025
Beautiful and comfortable b+b. Well thought out amenities such as comfortable bed, fluffy towels, great breakfast options and snacks. The innkeepers friendly and made sure we were well taken care of during our stay
Gregory
Gregory, 2-night trip
Verified
10/10 Exceptional
Aug 29, 2025
My wife and I had wonderful stay at The Homestead! Brit our host was just so nice and accomadating. The room was beautiful and very clean. Breakfast was excellent each and every day!
Stephen
Stephen, 2-night trip
Verified
10/10 Exceptional
Feb 1, 2025
Great property, cosy, homey, nicely furnished, with lots of interesting gadgets, nick nacks. Great breakfast. Friendly host and staff. This was our 3rd time, will definitely go there again.
Cicek
Cicek, 1-night trip
Verified
10/10 Exceptional
Jul 29, 2025
Best breakfast. The little things that were provided (warm bathroom towels, comfortable bed, patio outside our room just for us to enjoy) added to our wonderful 3 day get away in Madison. Don't want to forget the freshly made popcorn in the evening we so enjoyed.
Laura
Laura, 3-night trip
Verified
10/10 Exceptional
Feb 3, 2025
Charming in every aspect. Highly recommend, Hosts are wonderful people.
Daphne
Daphne, 1-night trip
Verified
10/10 Exceptional
Aug 25, 2024
This is a very charming B&B. Staff and owners were great. Very friendly and accommodating. Rooms were clean and well appointed; very clean; nice firm beds and selection of pillows. Will definitely stay again.
Mark
Mark, 2-night trip
Verified
10/10 Exceptional
Dec 21, 2025
So charming! The Inn itself is nicely furnished in a cozy manner, curated with interesting collections of things and vintage or antique objects throughout. Many charming touches, like the popcorn station with flavored oils and Parmesan cheese, were a delightful surprise. The towel warmer in the bathroom was unexpected and wonderful! We had to rush out In the morning, but not before we grabbed, homemade zucchini bread, coffee, and sausage& egg bites for the road. Overall, a warm, friendly, and lovely place to stay.
Tamara
Tamara, 1-night trip
Verified
10/10 Exceptional
Jan 12, 2025
Wonderful, convenient, friendly, thoughtful touches and accessories.
Verified traveler
2-night trip
Verified
10/10 Exceptional
Jun 14, 2025
This is a very lovely property located just beyond town. It's quiet and inviting. The property is beautifully maintained. The rooms are charming, with many antiques and decorations creating a very homey and fun atmosphere. The staff is very welcoming and eager to make the stay extremely pleasant. Breakfast is included and coffee and snacks are available 24/7. Our stay exceeded our expectations and will be a place to stay for future visits to the area.
Harvey
Harvey, 1-night trip
Verified
10/10 Exceptional
Sep 17, 2024
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Bruce
Bruce, 1-night trip
Verified
10/10 Exceptional
Jan 3, 2025
Homestead is the home away from home
The Homestead was the most welcoming. The property is stunning. The rooms are clean and chic. The sheets are the highest quality the towel warmer was top notch. Breakfast was included from a local spot. We will be back and will absolutely stay again.
jeff
jeff, 1-night trip
Verified
10/10 Exceptional
Oct 23, 2023
Great for family gatherings
My family traveled together to celebrate an engagement. We booked the family suite and loved that we could all be together. The inn was charming and cozy, the staff were warm and welcoming, there is even a sweet little dog in residence! The whole place was extremely clean and well maintained, we couldn’t be happier. Next time we travel to Madison we look forward to staying at the Homestead again.
Verified traveler
1-night trip
Verified
10/10 Exceptional
Jan 24, 2025
Excellent in every regard. They even have their furnishings listed on line so you can go get for yourself if you want. Staff friendly but not intrusive. Peaceful rooms. Pleasant breakfast. All around very, very nice.
Alice
Alice, 1-night trip
Verified
10/10 Exceptional
Oct 30, 2024
The Homestead is a gem. I’ve been to countless B&Bs and Inns and few are in this category of quality, comfort and friendliness. Can’t beat the location with access to beach, hiking, boating, shopping, great dining, history… The rooms are nicely decorated with comfy beds, high end sheets (I’m picky) and nice sized bathrooms. The vitamin infused shower head with strong water pressure was amazing. Ralph and his staff bent over backward to ensure we were comfortable, well fed and prepared for whatever activity we were choosing that day. Doesn’t get better than this. I’m looking forward to my next visit.
Jennifer
Jennifer, 2-night trip
Verified
10/10 Exceptional
Oct 22, 2023
Our new home away from home!
What a gem! Attentive staff and hands-on ownership. Places like The Homestead attract "like minded" people and this reminded me of why I love to travel and why I choose small boutique inns. Already planning to return with friends and stay for two nights! We loved just hanging out in our room listening to the record player. But it was equally as nice to hang out in all the other common areas; chatting with staff or guests, sitting by the fire, enjoying the various collections everywhere, selecting a book to read, nibbling on snacks (including fresh pop corn!!!), sipping some port..... And the resident doggie Hartman....you captured our hearts. You can nibble on my ear any time! And to think this place is an hour from our house. I see some more frequent quick get-aways in our future.
Janine
Janine, 1-night trip
Verified
10/10 Exceptional
Dec 19, 2025
Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄
Anthony
Anthony, 1-night trip
Verified
10/10 Exceptional
Aug 11, 2025
This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!
Cynthia
Cynthia, 2-night trip
Verified
10/10 Exceptional
Oct 25, 2023
Excellent accommodations and Host.
Ken
Ken, 1-night trip
Verified
10/10 Exceptional
Apr 11, 2023
Best Bed & Breakfast in the area
Gustavo
Gustavo, 2-night trip
Verified
10/10 Exceptional
Nov 21, 2025
We had an absolutely fabulous stay at The Homestead. Everything about it is wonderful…. From the location to the beautiful room and breakfast area, but what stood out the most was our lovely friendly host Brit!! Lovely breakfasts, great tips on the area and great to chat to. Attention to detail at the Homestead is spot on. Thank you for everything!!!
Karen
Karen, 2-night trip
Verified
10/10 Exceptional
Aug 19, 2025
Everything was perfect! Innkeepers were so friendly and helpful. We loved the vinyl records and breakfast was delicious! Seriously, every detail was considered by the staff! We would love to stay here again!
Allison
Allison, 1-night trip
Verified
10/10 Exceptional
May 29, 2023
Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
Bindi
Bindi, 4-night trip
Verified
10/10 Exceptional
Apr 21, 2023
Staff extremely friendly and welcoming.
Stephanie
Stephanie, 5-night trip
Verified
10/10 Exceptional
Nov 17, 2025
The place is beautiful and very well appointed. Everyone was friendly and professional. The only issue was that the room was very warm and there was no thermostat in the room to adjust the temp.