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9.7

94 reviews

The Homestead

The Homestead

391 Boston Post Road, Madison, 06443, Connecticut, United States

Reservations:

+1 (888) 385-6828

Choose dates to view prices

Free Private Parking

Free wifi

Streaming service (like Netflix)

Air conditioning

Sun deck

Private entrance

Parking On Site

Terrace

The Homestead

Welcome to The Homestead, a charming 3-star Bed and Breakfast located at 391 Boston Post Road in the heart of Madison, Connecticut. Just 0.9mi away from the city center, you’ll find this cozy retreat a perfect blend of comfort and convenience. With 94 reviews praising its hospitality, The Homestead promises a delightful stay for every guest.

This pet-friendly establishment offers a range of thoughtful amenities to ensure a pleasant experience. From free wifi and air conditioning to beach umbrellas and loungers, The Homestead goes above and beyond to cater to your needs. Enjoy a leisurely day at the private beach or relax in the sun deck and garden areas. With free parking on-site, you can explore the beauty of Madison with ease.

Unwind in one of the non-smoking rooms with a private bathroom and free toiletries, while breathing in the fresh air purified by air purifiers. The Homestead’s picnic area and terrace provide the perfect spots to enjoy the surroundings. Whether you're here for a weekend getaway or a longer stay, The Homestead offers a delightful retreat for travelers seeking comfort and relaxation.

For guests traveling with their furry companions, The Homestead extends a warm welcome to pets. With pet-friendly accommodations available upon request, this charming Bed and Breakfast ensures that your four-legged friends can join in on the vacation fun. Please note that charges may apply for pet stays, so be sure to inquire about this when making your reservation.

Embracing a cash-only payment policy, The Homestead keeps things simple and hassle-free for its guests. In a digital age, this quaint approach adds to the unique charm of the establishment, allowing visitors to disconnect from the noise of everyday life and truly unwind in the serene surroundings of Madison, Connecticut.

Step into one of The Homestead’s cozy and well-appointed non-smoking rooms, each equipped with a private bathroom and complimentary toiletries. With air purifiers offering a breath of fresh air, you can relax knowing that every detail has been carefully considered to ensure a comfortable and rejuvenating stay. Whether you spend your days strolling along the private beach, basking in the sun deck, or exploring the nearby city center, The Homestead promises a tranquil retreat for travelers looking for a delightful escape.

Need Multiple Rooms?

Planning a wedding, corporate event, or need many rooms? Get a personalized quote with discounted rates for your group.

Closest airports

Tweed-New Haven Airport

14mi

Long Island Mac Arthur Airport

42.2mi

Bradley International Airport

45.7mi

Westchester County Airport

58.7mi

Most popular amenities

Free Private Parking

Free wifi

Streaming service (like Netflix)

Air conditioning

Sun deck

Private entrance

Parking On Site

Terrace

Non-smoking rooms

Beach umbrellas

Beach chairs/Loungers

Patio

Picnic area

Garden

Free toiletries

View

Bidet

Bathtub

Rooms

1st Floor King Guestroom in The Homestead

Show 5 photos

King Room

1 King Size Bed

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

This air-conditioned double room includes a flat-screen TV with streaming services and a private bathroom. The unit offers 1 bed.

1st Floor Private Entrance King Guestroom with Bathtub in The Homestead

Show 4 photos

King Room, Bathtub

1 King Size Bed

Private Bathroom

Bathtub

Flat-screen TV

Air conditioning

+

More details

The spacious double room offers air conditioning, a private entrance, as well as a private bathroom boasting a bath and a shower. The unit has 1 bed.

 Two Queen Guestroom w/ Fireplace in The Homestead

Show 3 photos

Room, 2 Queen Beds

2 Queen Size Beds

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

Guests will have a special experience as the double room provides a fireplace. This air-conditioned double room includes a flat-screen TV with streaming services and a private bathroom. The unit offers 2 beds.

Family Suite in The Homestead

Show 6 photos

Suite

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

Guests will have a special experience as this family room provides a fireplace. The spacious family room offers air conditioning, a wardrobe, as well as a private bathroom featuring a bath and a shower. This family room features heating and a flat-screen TV with streaming services. The unit offers 3 beds.

Double Room in The Homestead

Show 3 photos

Room

Private Bathroom

Flat-screen TV

Air conditioning

Shower

+

More details

This double room's standout feature is the fireplace. This air-conditioned double room is consisted of of a flat-screen TV with streaming services and a private bathroom. The unit has 1 bed.

King Room, Ground Floor, Terrace

1 King Size Bed

Terrace

More details

King Room, Ground Floor

1 King Size Bed

More details

Room, 2 Queen Beds, Ground Floor

2 Queen Size Beds

More details

Superior Room, 2 Bedrooms, Bathtub, Garden View

Bathtub

More details

Guest reviews

9.7

94 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Points of Interest Around The Homestead

Airports

Tweed-New Haven Airport

14mi

Long Island Mac Arthur Airport

42.2mi

Bradley International Airport

45.7mi

Westchester County Airport

58.7mi

Amenities of The Homestead

Free Private Parking

Free wifi

Streaming service (like Netflix)

Air conditioning

Sun deck

Private entrance

Parking On Site

Terrace

Non-smoking rooms

Beach umbrellas

Beach chairs/Loungers

Patio

Picnic area

Garden

Free toiletries

View

Bidet

Bathtub

Stay rules - The Homestead

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • Children and beds

  • Cards accepted at this property