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The Homestead

3.0 star property

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

Room, 1 King Bed, Ground Floor (5)

  • 205 sq ft
  • 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)

  • 215 sq ft
  • 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)

  • 215 sq ft
  • 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)

  • 257 sq ft
  • 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)

  • 245 sq ft
  • 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)

  • 212 sq ft
  • 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)

  • 205 sq ft
  • 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

  • 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)

  • 317 sq ft
  • 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)

  • 236 sq ft
  • 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

  • 266 sq ft
  • 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, (1003)
The price is $189
per night
$235 total
includes taxes & fees
Feb 17 - Feb 18
Water's Edge Resort & Spa

About this property

The Homestead

3-star B&B in Madison Center
Along with a snack bar/deli, this smoke-free bed & breakfast has free use of bicycles and express check-out. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, wedding services, a garden, and a lobby fireplace are onsite. Housekeeping is available on request.
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.

Recreational amenities at the bed & breakfast include complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

This Madison bed & breakfast has its very own private beach. The bed & breakfast offers a snack bar/deli. Guests can enjoy a complimentary breakfast each morning. Wireless Internet access is complimentary.

This beach bed & breakfast also offers a terrace, multilingual staff, and a garden. Complimentary self parking is available on site, along with a car charging station.

The Homestead is a smoke-free property.

A complimentary continental breakfast is served each morning between 8:00 AM and 10:00 AM.

Languages

Dutch, English, German

Property amenities

Internet

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

Parking and transportation

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

Food and drink

  • Free continental breakfast available daily 8:00 AM to 10:00 AM
  • Snack bar/deli

Things to do

  • Bicycle storage
  • Free bicycle rentals
  • TV in common areas
  • Wine tours

Family friendly

  • Snack bar/deli

Conveniences

  • Hair salon
  • Water dispenser

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • Multilingual staff
  • Wedding services

Outdoors

  • Firepit
  • Garden
  • Outdoor furniture
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Grab bar in shower
  • Hand-held showerhead
  • Handrails in stairways
  • Height-adjustable showerhead
  • Upper floors accessible by stairs only
  • Well-lit path to entrance

More

  • Fireplace in lobby
  • Smoke-free property
  • Water dispenser usage encouraged

Room amenities

Bedroom

  • Down comforter
  • Egyptian cotton sheets
  • Hypo-allergenic bedding
  • Memory foam mattress

Bathroom

  • Hair dryer
  • Private bathroom
  • Shower
  • Towels provided

Entertainment

  • 36-inch smart TV with premium cable channels
  • Netflix
  • Streaming services

Food and drink

  • Free bottled water

More

  • Air conditioning
  • Connecting rooms available
  • Electrical adapters
  • Heating
  • Individual decor
  • Individual furnishings
  • 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 allowed for an extra charge of USD 25 per accommodation, per night
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total (up to 30 lbs per pet)
Specific rooms only; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

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

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

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

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

We should mention

This property does not have elevators
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

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. 72 out of 76 reviews" "
Rating 8 - Good. 3 out of 76 reviews" "
Rating 6 - Okay. 1 out of 76 reviews" "
Rating 4 - Poor. 0 out of 76 reviews" "
Rating 2 - Terrible. 0 out of 76 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

Traveled 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

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

10/10 Excellent

Bruce

Traveled 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

Traveled 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 traveler

Traveled 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

Traveled 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 traveler
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

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

10/10 Excellent

Emily

Traveled 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

Traveled 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

Traveled 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

Traveled 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

Donald

Traveled with partner
Liked: Cleanliness, property conditions & facilities
A very large property with ample parking. Beautiful sitting areas and well maintained yard.
Stayed 1 night in May 2023

10/10 Excellent

Paul

Traveled 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