The Homestead | Bed & Breakfast in Madison

| 9.8 (105 Reviews) |   Pet Friendly   11 Bedrooms  11 Bathrooms  31 Guests
Madison Center Bed & Breakfast | The Homestead

11 Bedroom Bed & Breakfast in Madison Center, Madison

The Homestead offers accommodations in Madison, 18 miles from Yale University and 20 miles from The Yale Bowl. 13 miles from Thimble Islands and 18 miles from City Hall, the property features free bikes and a garden. There's a sun terrace and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. At the bed and breakfast, units include a wardrobe, a flat-screen TV, a private bathroom, bed linen, and towels. All units are equipped with air conditioning, and some units at the bed and breakfast have a patio. The rooms are equipped with heating facilities. A selection of options including warm dishes, local specialities, and fresh pastries are available for the buffet breakfast. There is a snack bar and lounge. Guests can also warm up near the outdoor fireplace after a day of cycling. Wesleyan University is 22 miles from the bed and breakfast, while Goodspeed Opera House is 25 miles from the property. Tweed-New Haven Airport is 16 miles away.

The Homestead is located in Madison.

This 11 Bedrooms Bed & Breakfast is suitable for tourists and travelers. It has several amenities that would guarantee your comfort. These amenities include: Pet Friendly, Balcony/Terrace, Oceanfront, and several others. This is a 4 star rated property and has over 105 reviews with the average score of 9.8 . Coming to Madison and needing a place to stay? Be it for work or for leisure, consider staying at this Bed & Breakfast for your next visit, you will surely love it.

You can check the reviews and description of this 11 Bedrooms Bed & Breakfast if you want to learn more about this StayAndPlay.com place in Madison. These details are authentic, as they are provided by our partner, booking.com.

This The Homestead in Madison is well equipped and has all facilities that have been listed below. Please note that these details were shared to us by booking.com for the listed “The Homestead”. We solely rely on their shared details and are regarded as “accurate”. If you have any concerns about the information or accuracy describing this Bed & Breakfast, please let us know.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • EV Charge Station
  • Sports/Activities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Breakfast
  • Child Friendly
  • Internet
 
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Policies

Check-in The minimum age for check-in is 21
Cancellation policy Free cancellation
Pet Policy Pets are allowed upon request and charges may apply.
Other Policy Please note, guests can be given day passes to access a beach that belongs to a private beach hotel.guests are required to show a photo id and credit card upon check-in. please note that all special requests are subject to availability and additional charges may apply, please inform of your expected arrival time in advance. you can use the special requests box when booking, or contact the property directly using the contact details in your confirmation, this property does not accommodate bachelor(ette) or similar parties, guests under the age of 18 can only check in with a parent or official guardian.
 
391 Boston Post Road, Madison, CT 06443, USA

What Our Guests say 500 + Reviews

Aug 29, 2025 07:00:00 AM
Reviewer Type: Extended Group
Travel Purpose: leisure
Positive: Amazing place for relaxation
Antonia Antonia, Bulgaria
Aug 29, 2025 07:00:00 AM
Reviewer Type: Family With Children
Travel Purpose: business
Positive: Everything is thought of, the rooms are all ample, and extremely well appointed. Every little thing is thought of. The common areas are really cozy and there is something from everyone, from music to great books and entertainment. The staff and owner born and raised in Madison and know where to go and what to do. It's a real find, and you'll be as happy as we were I assure you. The little touches are great too, fresh fruit from local farms, snacks, coffee, drinks all available compliments of the house throughout the day, and at night some delicious cookies and port are out to enjoy.
Negative: Nothing. The place is so well run, thought out and considered. The staff and owner are the best. Brit and Saul are truly special people who made our stay so comfortable and enjoyable. Thank you!
Summary: Perfect. Great rooms and outdoor area as well as cozy common areas and a delicious breakfast.
Jason Jason, USA
Aug 25, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Christopher Christopher, USA
Aug 21, 2025 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: business
Karin Karin, USA
Aug 13, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
DAmelio DAmelio, USA
Jul 31, 2025 07:00:00 AM
Reviewer Type: Extended Group
Travel Purpose: leisure
Mary Mary, USA
Jul 25, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: Looking for a fabulous Bed & Breakfast look no further. The Homestead is wonderful on all counts. Beautiful building. Truly dedicated staff. Delightful rooms. Terrific breakfast. Loved our stay. Will return often.
Negative: N/A
Summary: Heaven on earth!
Charles Charles, USA
Jul 2, 2025 07:00:00 AM
Reviewer Type: Family With Children
Travel Purpose: leisure
Positive: The Homestead suited our travel needs perfectly. The rooms were very comfortable and inviting - we had the family rooms connected by a bathroom and it was the perfect setup for us traveling with our teen children. The inn was comfortable and all of the staff so friendly and welcoming. They created a relaxed and inviting environment for everyone staying to feel at home and interact or not as you choose. The breakfast was simple but delicious and covered all the bases with lots of choices for different eating preferences. Overall we loved our stay at the Homestead!
Negative: Many of the pillows were very large - would have been nice to have some diversity
Summary: Cozy and welcoming Inn near the Seashore
Caitlin Caitlin, USA
Jul 2, 2025 07:00:00 AM
Reviewer Type: Couple
Travel Purpose: leisure
Positive: Everything
Negative: Nothing.
Summary: Everything you could possibly need
Michele Michele, USA
Jul 3, 2024 07:00:00 AM
Reviewer Type: Solo Traveller
Travel Purpose: business
Positive: Everything was EXCELLENT! The property, the staff, the breakfast...STUNNING!
Negative: Nothing
Summary: The most tranquil, serene, experience! Can't wait to bring my family back!
Michela Michela, USA

FAQ's

Is this The Homestead pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

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

Check-in time for The Homestead starts counting from 3:00 PM and check-out is until 11:00 AM. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Does the The Homestead have a swimming pool?

No, this The Homestead does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in The Homestead?

Best-rates for the The Homestead starts from $331 per night with includes Child Friendly, TV, Sports/Activities, Pet Friendly, Balcony/Terrace, Oceanfront, EV Charge Station, Internet, Air Conditioner, View, Ocean View, Fireplace/Heating, Breakfast, Parking, Security/Safety, Guest Services, Entertainment StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is The Homestead a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this bed & breakfast 4 stars or guests have recommended them suitable for families. As reported by the owner or manager, the bed & breakfast has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the The Homestead wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the The Homestead has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the The Homestead?

Based on the information reported by the owner or manager, the The Homestead indicates 1 day stay policy at this bed & breakfast. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for The Homestead?

Based on the information reported by the owner or manager, details for the cancellation policy for the The Homestead are as follows: Free cancellation Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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9.7 (114 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly