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The Homestead

3.0 star property
Madison Center B&B with private beach

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for The Homestead

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

Reviews

10 out of 10

Exceptional

Popular amenities

  • Electric vehicle charging point
    Electric vehicle charging point
  • Pet friendly
    Pet friendly
  • Connecting rooms available
    Connecting rooms available
  • Free breakfast
    Free breakfast
  • Air conditioning
    Air conditioning
  • Non-smoking
    Non-smoking
Main amenities
  • 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
  • Connecting/adjoining rooms available
  • Private bathroom
  • Premium TV channels
  • Garden
  • Terrace
  • Premium bedding
The price is $281
$312 total
includes taxes & fees
Dec 10 - Dec 11

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
Memory foam bed
  • 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
Memory foam bed
  • 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

Deck/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
Memory foam bed
  • 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
Memory foam bed
  • 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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9.0 out of 10, Wonderful, (233)
The price is $247
$275 total
includes taxes & fees
Nov 24 - Nov 25
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About the neighborhood

Map
391 Boston Post Rd, Madison, CT, 06443

What's nearby

  • 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
  • Yale University - 22 min drive - 28.7 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

Hotel size

  • 10 rooms

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

Restrictions related to your trip

  • Check COVID-19 restrictions.

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

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

Children

  • No cribs (infant beds)

Pets

  • Pets allowed (dogs only, 1 total, up to 30 lbs per pet)*
  • Service animals welcome
  • Specific rooms only*

Internet

  • Free WiFi in public areas
  • Free WiFi in rooms

Parking

  • Free onsite self parking
  • Electric vehicle charging point on site

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 fire extinguisher 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.
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.

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

love New England
Great area , Great people,
John, 4-night trip with friends
Verified Hoteles.com guest review

10/10 Exceptional

Patrizia, 1-night trip
Verified Hoteles.com guest review

10/10 Exceptional

Rachael, 1-night family trip
Verified Hoteles.com guest review

10/10 Exceptional

Nicholas, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Lynne, 1-night trip
Verified Hoteles.com guest review

10/10 Exceptional

Excellent accommodations and Host.
Ken, 1-night trip
Verified Expedia guest review

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 family trip
Verified Hoteles.com guest review

10/10 Exceptional

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, 1-night trip
Verified Hoteles.com guest review

10/10 Exceptional

All great
Ronald, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Beautiful property. Excellent management
John C, 1-night family trip
Verified Expedia guest review

10/10 Exceptional

Fabulous
Fabulous. Beautiful property and the owner was very gracious
Leslie, 1-night business trip
Verified Hoteles.com guest review

10/10 Exceptional

Coral, 3-night trip
Verified Hoteles.com guest review

10/10 Exceptional

Cynthia, 3-night trip with friends
Verified Hoteles.com guest review

10/10 Exceptional

This is the sweetest little B&B. Clean, beautiful rooms and a lot of attention to detail. The inn keepers and owner are lovely to chat with. The snacks and popcorn are a bonus. If you are in Madison, I highly suggest you stay here. I didn't try the butter olive oil on my popcorn but apparently it's a must!
Emily, 1-night romance trip
Verified Expedia guest review

10/10 Exceptional

Thomas K, 2-night trip
Verified Expedia guest review

10/10 Exceptional

Far Exceeded Expectations
I do not say this often, but The Homestead was above and beyond better than my expectations. The entire staff is friendly and helpful, they were always asking if they could do anything to make it better or making friendly conversation.
Elizabeth, 3-night trip
Verified Hoteles.com guest review

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 romance trip
Verified Expedia guest review

10/10 Exceptional

Thomas, 1-night trip
Verified Expedia guest review

10/10 Exceptional

Marina, 2-night trip
Verified Expedia guest review

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 romance trip
Verified Expedia guest review

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 romance trip
Verified Expedia guest review

10/10 Exceptional

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

10/10 Exceptional

Super friendly and accommodating. The attention to details are exceptional.
Paul, 1-night family trip
Verified Expedia guest review

10/10 Exceptional

Staff extremely friendly and welcoming.
Stephanie, 5-night romance trip
Verified Expedia guest review

10/10 Exceptional

Everything was perfect.
Ralph, 1-night trip
Verified Expedia guest review