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The Homestead

3.0 star property

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Photo gallery for The Homestead

Room, 1 King Bed, Patio, Ground Floor (7)
Exterior
36-inch Smart TV with cable channels, TV, Netflix
Traditional House | Living area
Exterior

Reviews

10 out of 10
Exceptional

Popular amenities

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

Explore the area

View in a map
391 Boston Post Rd, Madison, CT, 06443
  • Place, Hammonasset Beach State Park
    ‪5 min drive‬
  • Place, Clinton Crossing Premium Outlets
    ‪9 min drive‬
  • Place, Hammonasset Beach
    ‪10 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪23 min drive‬

Room options

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)

10.0 out of 10
Exceptional
(2 reviews)
  • 20 sq m
  • Sleeps 2
  • 1 King Bed

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)

10.0 out of 10
Exceptional
(1 review)
  • 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

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)

10.0 out of 10
Exceptional
(2 reviews)
  • 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)

9.2 out of 10
Wonderful
(5 reviews)
  • 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, Fireplace (12)

Room, Fireplace (12)

Room, Fireplace (12)

10.0 out of 10
Exceptional
(1 review)
  • 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

10.0 out of 10
Exceptional
(1 review)
  • Sleeps 7
  • 1 King Bed and 2 Double Beds

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Exterior
Madison Beach Hotel
  • On private beach
  • Spa
  • Free WiFi
  • Restaurant
4.7 out of 5, Exceptional, 327 reviews
The price is €244
includes taxes & fees
13 Nov - 14 Nov
Madison Beach Hotel

About this property

The Homestead

Beach bed & breakfast with a nearby private beach and free breakfast
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.

Our customers tell us they can't get enough of the helpful staff at The Homestead. During your stay, you'll be within walking distance of Deacon John Grave House. Enjoy features like free breakfast, free WiFi in public areas, and free self parking.
  • Free continental breakfast served daily
  • Free WiFi
  • Free self parking
  • Amenities include a car charging station, a multilingual staff, and a terrace
  • Onsite recreation includes complimentary bicycles
  • Just a 5-minute drive from Hammonasset Beach State Park and 8 minutes from Clinton Crossing Premium Outlets
  • Dogs welcome for a fee (restrictions apply)
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.

Guests are served free continental breakfast daily from 8:00 AM to 10:00 AM.

Property amenities

Internet

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

Parking and transport

  • 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: 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.

Payment types at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
This property does not have a front desk. To arrange for check-in, guests must contact the property at least 24 hours prior to arrival using the information on the booking confirmation. Guests arriving after 8:00 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests must contact the property in advance for check-in instructions. The host will greet guests on arrival.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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. 83 out of 87 reviews
Rating 8 - Good. 3 out of 87 reviews
Rating 6 - Okay. 1 out of 87 reviews
Rating 4 - Poor. 0 out of 87 reviews
Rating 2 - Terrible. 0 out of 87 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

Laura

Liked: Cleanliness, staff & service, property conditions & facilities
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.
Stayed 3 nights in Jul 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025

10/10 Excellent

Harvey

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jun 2025

10/10 Excellent

Gregory

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 2 nights in May 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Apr 2025

10/10 Excellent

Daphne

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Charming in every aspect. Highly recommend, Hosts are wonderful people.
Stayed 1 night in Feb 2025

10/10 Excellent

Cicek

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jan 2025

10/10 Excellent

Alice

Liked: Cleanliness, property conditions & facilities
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.
Stayed 1 night in Jan 2025

10/10 Excellent

Verified traveller

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful, convenient, friendly, thoughtful touches and accessories.
Stayed 2 nights in Jan 2025

10/10 Excellent

jeff

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in Jan 2025

10/10 Excellent

Carolyn

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful rooms, exceptional staff, and convenient location
Stayed 5 nights in Dec 2024

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Happy

Great people and accommodations
Stayed 2 nights in Nov 2024

10/10 Excellent

John

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

love New England

Great area , Great people,
Stayed 4 nights in Nov 2024

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