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The Homestead

3.0 star property
Madison B&B with private beach

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Photo gallery for The Homestead

Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters
Exterior
36-inch Smart TV with cable channels, TV, Netflix
Room, 1 King Bed, Patio, Ground Floor (2) | Egyptian cotton sheets, premium bedding, down comforters
Exterior
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.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Electric vehicle charging point
  • Connecting rooms available
  • Pet friendly
  • Air conditioning
  • Non-smoking

Main amenities (12)

  • Housekeeping (on request)
  • Private beach
  • Free use of bicycles
  • Terrace
  • Air conditioning
  • Garden
  • Lobby fireplace
  • Snack bar/deli
  • Water dispenser
  • Hair salon
  • Multilingual staff
  • Wedding services

Feel at home (6)

  • Connecting/adjoining rooms available
  • Private bathroom
  • Premium TV channels
  • Garden
  • Terrace
  • Premium bedding
The current price is $253
$281 total
includes taxes & fees
Mar 31 - Apr 1

Room options

Available filters for rooms
Showing 11 of 11 rooms

View all photos for Room, 1 King Bed, Ground Floor (5)

Room, 1 King Bed, Ground Floor (5) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Ground Floor (5)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
Egyptian cotton linens
  • 19 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed (11)

Room, 1 King Bed (11) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed (11)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
Egyptian cotton linens
  • 20 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed, Patio, Ground Floor (6)

Room, 1 King Bed, Patio, Ground Floor (6) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Patio, Ground Floor (6)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 20 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 1 King Bed, Patio, Ground Floor (7)

Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Patio, Ground Floor (7)

Highlights

Patio
Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 24 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Fireplace (14)

Room, 2 Queen Beds, Fireplace (14) | Egyptian cotton sheets, premium bedding, down comforters

Room, 2 Queen Beds, Fireplace (14)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 23 sq m
  • Sleeps 2
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Ground Floor (1)

Room, 1 King Bed, Ground Floor (1) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Ground Floor (1)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
Egyptian cotton linens
  • 20 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, Fireplace (12)

Room, Fireplace (12) | Egyptian cotton sheets, premium bedding, down comforters

Room, Fireplace (12)

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 19 sq m
  • Sleeps 2
  • 1 Double Bed

View all photos for Superior Room, 2 Bedrooms, Bathtub, Garden View

Superior Room, 2 Bedrooms, Bathtub, Garden View | Egyptian cotton sheets, premium bedding, down comforters

Superior Room, 2 Bedrooms, Bathtub, Garden View

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • Sleeps 7
  • 1 King Bed and 2 Double Beds

View all photos for Room, 1 King Bed, Patio, Ground Floor (2)

Room, 1 King Bed, Patio, Ground Floor (2) | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Patio, Ground Floor (2)

Highlights

Deck/patio
Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 29 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Queen Beds, Ground Floor (4)

Room, 2 Queen Beds, Ground Floor (4) | Egyptian cotton sheets, premium bedding, down comforters

Room, 2 Queen Beds, Ground Floor (4)

Highlights

Individually furnished
Individually decorated
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
Egyptian cotton linens
  • 22 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Fireplace

Room, 1 King Bed, Fireplace | Egyptian cotton sheets, premium bedding, down comforters

Room, 1 King Bed, Fireplace

Highlights

Individually furnished
Individually decorated
Fireplace
Air conditioning
Heating
Connecting rooms available
Smart TV
Hypo-allergenic bedding
  • 25 sq m
  • Sleeps 2
  • 1 King Bed

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About the neighborhood

Map
391 Boston Post Rd, Madison, CT, 06443

What's nearby

  • Anna Mia's - 2 min drive - 2.0 km
  • RJ Julia Booksellers - 3 min drive - 2.1 km
  • Hammonasset Beach State Park - 5 min drive - 4.1 km
  • Clinton Crossing Premium Outlets - 8 min drive - 9.6 km
  • Hammonasset Beach - 10 min drive - 6.5 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

  • ‪Dairy Queen - ‬5 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Wendy's - ‬5 min drive
  • ‪Madison Coffee House - ‬3 min drive
  • ‪Lenny & Joe's Fish Tale - ‬6 min drive

About this property

The Homestead

Located near a train station, The Homestead is a great choice for a stay in Madison. 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.

Languages

Dutch, English, German

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
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.

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The Homestead Reviews

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

10/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Exceptional

Wonderful, convenient, friendly, thoughtful touches and accessories.
2-night trip

10/10 Exceptional

Happy
Great people and accommodations
John, 2-night trip

10/10 Exceptional

love New England
Great area , Great people,
John, 4-night trip

10/10 Exceptional

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, 1-night trip

10/10 Exceptional

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, 2-night trip

10/10 Exceptional

Excellent accommodations and Host.
Ken, 1-night trip

10/10 Exceptional

Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Bruce, 1-night trip

10/10 Exceptional

Best Bed & Breakfast in the area
Gustavo, 2-night trip

10/10 Exceptional

Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
Bindi, 4-night trip

10/10 Exceptional

Staff extremely friendly and welcoming.
Stephanie, 5-night trip

10/10 Exceptional

Amazingly clean and nice room. Would definitely stay again
kenneth, 1-night trip

10/10 Exceptional

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, 2-night trip

10/10 Exceptional

Best Place to Stay in Madison!!!!!
Amazing place to stay! Clean, beautiful, very friendly staff…especially Heartman❤️! Highly recommend!!!!!!!!!!!
2-night trip

10/10 Exceptional

We really enjoyed the Homestead. Milford is a fantastic coastal town. Beautiful homes, nice beaches and quiet. If we come back to this area we will stay at the Homestead.
Gary, 1-night trip

10/10 Exceptional

Beautiful property. Excellent management
John C, 1-night trip

10/10 Exceptional

Great CT getaway.
A wonderful experience. I would highly recommend this place to anyone looking for a comfortable, relaxing and friendly place to stay.
David, 1-night trip

10/10 Exceptional

A very large property with ample parking. Beautiful sitting areas and well maintained yard.
Donald, 1-night trip

10/10 Exceptional

Such an adorable place! So homey. Staff was very attentive to all needs.
Marc, 2-night trip

10/10 Exceptional

The rooms were lovely - loved the record players and the selection of LPs. The common areas were also lovely. It was so relaxing (like you were in your own home).
Nicole, 1-night trip

10/10 Exceptional

Everything was perfect.
Ralph, 1-night trip

10/10 Exceptional

Outstanding. The owner is so meticulous, and make sure everything is perfect for your stay. The end is very homey and decorated in a very charming fashion. If you are going to Madison, this is the place to be.
David, 2-night trip

10/10 Exceptional

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.
1-night trip

10/10 Exceptional

Fabulous
Fabulous. Beautiful property and the owner was very gracious
Leslie, 1-night trip

10/10 Exceptional

All great
Ronald, 1-night trip

10/10 Exceptional

Super friendly and accommodating. The attention to details are exceptional.
Paul, 1-night trip