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The Homestead

3.0 star property
Beach bed & breakfast with private beach and free breakfast

Photo gallery for The Homestead

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

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pet-friendly
  • Parking included
  • Air conditioning
  • Free WiFi
The current price is AU$508
includes taxes & fees
17 Nov - 18 Nov

Explore the area

View 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)

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 (2)

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

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)

Room, 2 Queen Beds, Ground Floor (4)

10.0 out of 10
Exceptional
(1 review)

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

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

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)

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)

Room, 1 King Bed (11)

9.2 out of 10
Wonderful
(5 reviews)

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)

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)

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)

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, Fireplace (12)

Room, Fireplace (12)

Room, Fireplace (12)

10.0 out of 10
Exceptional
(1 review)

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

Superior Room, 2 Bedrooms, Bathtub, Garden View

10.0 out of 10
Exceptional
(1 review)

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

About the area

Madison

At The Homestead, you'll be 4.1 km (2.5 mi) from Hammonasset Beach State Park and 6.4 km (4 mi) from Hammonasset Beach. Highlights at this beach B&B include free continental breakfast, a nearby private beach and free self-parking. .Enjoy access to free bike hire and bike hire. Added amenities include free Wi-Fi in public areas and a snack bar/deli. Each morning free breakfast is served. .Places within a 15-minute drive of this 3-property class Madison Center B&B include Clinton Crossing Premium Outlets and Chamard Vineyards.
View more B&B in MadisonOpens in a new window

What's nearby

  • Hammonasset Beach State Park - 5 min drive - 4.3 km
  • Clinton Crossing Premium Outlets - 9 min drive - 10.7 km
  • Hammonasset Beach - 10 min drive - 7.5 km
  • Clinton Town Beach - 12 min drive - 10.7 km
  • Stony Creek - Thimble Islands Historic District - 13 min drive - 13.8 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬3 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Bradley & Wall - ‬3 min drive
  • ‪Madison Coffee House - ‬3 min drive
  • ‪Christy's Madison Inne - ‬17 min walk

About this property

The Homestead

Beach bed & breakfast with private beach and free breakfast
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 members are 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 bottles of water and a hairdryer. Each accommodation is individually furnished and decorated. Memory foam beds feature Egyptian cotton sheets, down duvets and premium bedding. 36-inch Smart televisions come with premium cable channels and Netflix.

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

Similar properties

Exterior
Madison Beach Hotel
  • On private beach
  • Spa
  • Free WiFi
  • Restaurant
4.7 out of 5, Exceptional, 325 reviews
The price is AU$433
includes taxes & fees
13 Nov - 14 Nov
Madison Beach Hotel

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
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 lb 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.
  • Cots (infant beds) are not available.

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 carbon monoxide detector, a fire extinguisher, a smoke detector 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 guest room 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 all 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

Frequently asked questions

What is the cancellation policy at The Homestead?

The Homestead offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at The Homestead?

As of 25 Oct 2025, prices found for a 1-night stay for 2 adults at The Homestead on 17 Nov 2025 start from AU$507.94, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at The Homestead?

Yep, The Homestead has a free self car park.

Are there any beaches close to The Homestead?

The closest beach to The Homestead is Hammonasset Beach (6.6 km).

Does The Homestead serve breakfast?

Yep, complimentary continental brekkie is on offer daily from 8:00 AM to 10:00 AM.

Is there a free airport shuttle available at The Homestead?

No, The Homestead does not offer an airport shuttle service.

What time are check-in & check-out at The Homestead?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.