See all properties

The Homestead

3.0 star property
3-star beach B&B with free WiFi

Choose dates to view prices

your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for The Homestead

Room, 1 King Bed, Patio, Ground Floor (7)
Room, 1 King Bed, Patio, Ground Floor (2)
Exterior
Exterior
36-inch Smart TV with cable channels, TV, Netflix

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pet-friendly
  • Breakfast included
  • Air conditioning
  • Parking included
  • Free WiFi

Explore the area

Map
391 Boston Post Rd, Madison, CT, 06443
  • Anna Mia's
    ‪2 min drive‬
  • RJ Julia Booksellers
    ‪3 min drive‬
  • Scranton Memorial Library
    ‪3 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪22 min drive‬

Room options

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

Room, 1 King Bed, Ground Floor (5)

Room, 1 King Bed, Ground Floor (5)

  • 19 sq m
  • Sleeps 2
  • 1 King Bed

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

Room, 1 King Bed (11)

Room, 1 King Bed (11)

  • 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)

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

  • 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)

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

  • 24 sq m
  • Sleeps 2
  • 1 King Bed

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

Room, 2 Queen Beds, Fireplace (14)

Room, 2 Queen Beds, Fireplace (14)

  • 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)

Room, 1 King Bed, Ground Floor (1)

  • 20 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, Fireplace (12)

Room, Fireplace (12)

Room, Fireplace (12)

  • 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

Superior Room, 2 Bedrooms, Bathtub, Garden View

  • 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)

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

  • 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)

Room, 2 Queen Beds, Ground Floor (4)

  • 22 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Fireplace

Room, 1 King Bed, Fireplace

Room, 1 King Bed, Fireplace

  • 25 sq m
  • Sleeps 2
  • 1 King Bed

Similar properties

Exterior

Water's Edge Resort & Spa

On private beach
Pool
Hot tub
Spa
4.4 out of 5, Excellent, (1002)
The price is CA $493
per night
CA $592 total
includes taxes & fees
15 Feb - 16 Feb
Water's Edge Resort & Spa

About the area

Madison

Madison Center stay.Your stay at this Madison Center B&B places you within 2 miles (3 km) of Deacon John Grave House and Anna Mia's. RJ Julia Booksellers and Scranton Memorial Library are also within 2 miles (3 km).
View more B&B in MadisonOpens in a new window

What's nearby

  • RJ Julia Booksellers - 3 min drive
  • Scranton Memorial Library - 3 min drive
  • Hammonasset Beach State Park - 5 min drive
  • Clinton Crossing Premium Outlets - 8 min drive
  • Hammonasset Beach - 10 min drive

Getting around

  • Madison Station - 6 min drive
  • New Haven, CT (HVN-Tweed - New Haven Regional) - 22 min drive

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

3-star beach B&B with free WiFi
A private beach is featured. There's a snack bar/deli on site. Free breakfast is available daily. WiFi is free in public spaces.

A terrace, multilingual staff, and a garden are also featured at The Homestead. Self parking is free.

This 3-star Madison bed & breakfast is smoke free.

  • 10 guestrooms or units
  • Continental breakfast (free)
  • Deli
  • Charging station for electric cars
  • Express check-out
  • Staff is multilingual
  • Wedding services available
  • Terrace
  • Garden
  • Beauty salon
  • Fireplace in lobby
  • Television in lobby
  • No smoking on site
  • Water dispenser
The Homestead offers 10 air-conditioned accommodations with complimentary bottled water and hair dryers. Each accommodation is individually furnished and decorated. Memory foam beds feature Egyptian cotton sheets, down comforters, and premium bedding. 36-inch Smart televisions come with premium cable channels and Netflix.

Bathrooms include showers. This Madison bed & breakfast provides complimentary wireless Internet access. Hypo-allergenic bedding, irons/ironing boards, and change of towels can be requested. Housekeeping is provided on request.

Languages

Dutch, English, German

Property amenities

Family friendly

  • Snack bar/deli

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Electric car charging station on site

Food and drink

  • Free continental breakfast available daily 8:00 AM–10:00 AM

Things to do

  • Bicycle rentals
  • Bike parking
  • Bike storage
  • Public winery tours

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • This property does not have elevators
  • Grab bar in shower
  • Hand-held showerhead
  • Handrails in stairways
  • Height-adjustable showerhead
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

Room amenities

Entertainment

  • 36-inch Smart TV
  • Cable channels
  • Netflix
  • Premium channels
  • Streaming services

Bedroom

  • Air conditioning
  • Bed sheets
  • Down comforter
  • Egyptian cotton sheets
  • Heating
  • Hypo-allergenic bedding
  • Memory foam mattress
  • Premium bedding

Bathroom

  • Hair dryer
  • Private bathroom
  • Shower
  • Towels

Food and drink

  • Free bottled water

More

  • Connecting rooms available
  • Electrical adapters/chargers
  • Individually decorated
  • Individually furnished
  • Iron/ironing board (on request)
  • Window screens

Policies

Check-in

Check-in start time: 3:00 PM; Check-in end time: 8:00 PM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM
Contactless check-out available
Express check-out available

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

Access methods

Host will greet you

Pets

  • Pets: USD 25 per accommodation, per night
  • Only dogs are allowed
  • Maximum 1 (weight limit: 30 lbs per pet)
  • Certain rooms only
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cribs (infant beds) are not available.

Property payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 25 per accommodation, per night
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
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
Noise-free guestrooms cannot be guaranteed
Safety features at this property include a fire extinguisher and a first aid kit
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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 Visa, Mastercard, American Express, and Discover. Cash is not accepted. Noise-free guestrooms cannot be guaranteed.
    For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • Connecting/adjoining rooms are subject to availability and can be requested by contacting the property at the number on your booking confirmation.
  • Pets are welcome in specific rooms only, which can be requested by contacting the property directly at the number on your booking confirmation (please see the Fees section for related charges).

Property is also known as

Homestead B&B Madison
Homestead Madison
The Homestead Madison
The Homestead Bed & breakfast
The Homestead Bed & breakfast Madison

The Homestead Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 71 out of 75 reviews" "
Rating 8 - Good. 3 out of 75 reviews" "
Rating 6 - Okay. 1 out of 75 reviews" "
Rating 4 - Poor. 0 out of 75 reviews" "
Rating 2 - Terrible. 0 out of 75 reviews" "

10/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

10/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Jennifer, St Louis

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 2 nights in Oct 2024

10/10 Excellent

Patrizia

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Rachael

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Oct 2024

10/10 Excellent

Bruce

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Fabulous, uniquely decorated B&B with accommodating hosts. Luxurious beds and bedsheets, corner to corner squeaky clean. Will definitely return.
Stayed 1 night in Sep 2024

10/10 Excellent

Mark

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 2 nights in Aug 2024

10/10 Excellent

Nicholas

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2024

10/10 Excellent

Lynne

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2024

10/10 Excellent

Ken

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent accommodations and Host.
Stayed 1 night in Oct 2023

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Oct 2023

10/10 Excellent

Janine

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 1 night in Oct 2023

10/10 Excellent

Ronald, boston

Liked: Cleanliness, staff & service, property conditions & facilities
All great
Stayed 1 night in Oct 2023

10/10 Excellent

John C

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property. Excellent management
Stayed 1 night in Sep 2023

10/10 Excellent

Leslie

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Fabulous
Fabulous. Beautiful property and the owner was very gracious
Stayed 1 night in Sep 2023

10/10 Excellent

Coral

Liked: Staff & service
Stayed 3 nights in Jun 2023

10/10 Excellent

Cynthia

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jul 2023

10/10 Excellent

Emily

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
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!
Stayed 1 night in Jul 2023

10/10 Excellent

Thomas K

Stayed 2 nights in Jun 2023

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 3 nights in Jun 2023

10/10 Excellent

David

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 2 nights in Jun 2023

10/10 Excellent

Thomas

Stayed 1 night in Jun 2023

10/10 Excellent

Marina

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jun 2023

10/10 Excellent

Bindi

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Amazing place! Loved the stay! Super friendly staff and we got to meet the owner wuo is super cool!
Stayed 4 nights in May 2023

10/10 Excellent

Gary

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 1 night in May 2023

10/10 Excellent

Paul

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super friendly and accommodating. The attention to details are exceptional.
Stayed 1 night in May 2023

10/10 Excellent

Stephanie

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staff extremely friendly and welcoming.
Stayed 5 nights in Apr 2023