The Homestead | Bed & Breakfast in Madison, CT

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

Best-rates for the The Homestead starts from $462 per night with includes EV Charge Station, Entertainment, Breakfast, TV, View, Oceanfront, Guest Services, Air Conditioner, Security/Safety, Sports/Activities, Pet Friendly, Fireplace/Heating, Child Friendly, Internet, Parking, Ocean View, Balcony/Terrace with all other facilities. Casai.ca matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

| 9.5 (95 Reviews) | Pet Friendly 11 Bedrooms 11 Bathrooms 31 Guests

Madison Center Bed & Breakfast | The Homestead

11 Bedroom Bed & Breakfast with Security, Sports and Fireplace

The Homestead offers accommodations in Madison, 18 miles from Yale University and 20 miles from The Yale Bowl. 13 miles from Thimble Islands and 17 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 23 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: Internet, Parking, Ocean View, and several others. This is a 4 star rated property and has over 95 reviews with the average score of 9.5 . 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 Casai 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.

391 Boston Post Road, Madison, CT 06443, USA

Amenities

Air Conditioner

Parking

Pet Friendly

View

Ocean View

Balcony/Terrace

Oceanfront

Security/Safety

EV Charge Station

Sports/Activities

Fireplace/Heating

Guest Services

Entertainment

Breakfast

Child Friendly

Internet

Facility Overview

Breakfast

Snack bar

Parking

Parking on site

Free parking

Electric vehicle charging station

Parking

Private Parking

Activities

Cycling

Entertainment

Board games/Puzzles

General

Non-smoking rooms

Hypoallergenic room available

Heating

Safe

Air conditioning

Family rooms

Wifi in all areas

Pet friendly

Smoke-free property

Guest Services

Baggage storage

Private check-in/out

Shared lounge/TV area

Fax/Photocopying

Concierge

Invoice provided

Internet

Wifi

Free Wifi

Internet

Outdoors

Picnic area

Outdoor fireplace

Garden

Outdoor furniture

Sun deck

Terrace

Security/Safety

Key access

Smoke alarms

Fire extinguishers

Property cleaned by professional cleaning companies

Guests have the option to cancel any cleaning services for their accommodation during their stay

Use of cleaning chemicals that are effective against coronavirus

Linens, towels, and laundry washed in accordance with local authority guidelines

Guest accommodation disinfected between stays

Shared stationery (e.g. printed menus, magazines, pens, paper) removed

Thermometers for guests provided by property

Staff follow all safety protocols as directed by local authorities

First aid kits available

Hand sanitizer in guest accommodation and common areas

Cashless payment available

Contactless check-in/out

Breakfast to-go containers

All plates, cutlery, glasses, and other tableware sanitized

Spa

Beach chairs/Loungers

Beach umbrellas

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.

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.

Reviews

Value for money:

9.33

Location:

9.66

Staff:

9.79

Facilities:

9.81

Comfort:

9.81

Cleanliness:

9.77

Karen

Feb 15, 2026 08:00:00 AM

Review Score: 10

USA

Reviewer Type: Couple

Travel Purpose: leisure

Positive: We loved the attention to detail, character of the inn and friendliness of the hosts. We will be back!

See All Reviews

Room Arrangement

Room Info	Facilities
1st Floor King Guestroom Room Type: Double Room Size: 20 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Hardwood or parquet floors, Key access View Quiet street view, View Bedroom Wardrobe or closet, Linens Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
1st Floor Private Entrance King Guestroom with Bathtub Room Type: Double Room Size: 29 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Bidet, Conditioner, Toilet, Free toiletries, Hairdryer, Bathtub Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Hardwood or parquet floors, Key access, Private entrance Living Area Desk Outdoors Patio, Outdoor furniture View View Bedroom Wardrobe or closet, Linens Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
1st Floor King Guestroom Room Type: Double Room Size: 22 m² 2 Queen bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access Bedroom Wardrobe or closet, Linens, Walk-in closet Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
1st Floor King Guestroom Room Type: Double Room Size: 20 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access Bedroom Wardrobe or closet, Linens, Walk-in closet Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
King Room Room Type: Double Room Size: 20 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access, Private entrance Bedroom Wardrobe or closet, Linens Outdoors Outdoor furniture Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
1st Floor Private Entrance King Guestroom Room Type: Double Room Size: 24 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access, Private entrance Bedroom Wardrobe or closet, Linens Outdoors Outdoor furniture Accessibility Entire unit located on ground floor Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
King Room Room Type: Double Room Size: 20 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Hardwood or parquet floors, Key access Bedroom Wardrobe or closet, Linens Accessibility Upper floors accessible by stairs only Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow View Quiet street view Safety features Air purifiers
Double Room Room Type: Double Room Size: 19 m² 1 Full bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Hardwood or parquet floors, Key access Living Area Fireplace Bedroom Wardrobe or closet, Linens Accessibility Upper floors accessible by stairs only Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
Two Queen Guestroom w/ Fireplace Room Type: Double Room Size: 23 m² 2 Queen bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access Bedroom Wardrobe or closet, Linens, Walk-in closet Living Area Fireplace Accessibility Upper floors accessible by stairs only Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
King Guestroom w/ Fireplace Room Type: Double Room Size: 25 m² 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Conditioner, Toilet, Walk-in shower, Free toiletries, Hairdryer Media & Technology iPod dock, Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Carpeted, Key access Living Area Fireplace Bedroom Wardrobe or closet, Linens Accessibility Upper floors accessible by stairs only Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers
Family Suite Room Type: Family Room Size: 42 m² 2 Full bed(s) Bed 1 King bed(s) Bed	Bathroom Private bathroom, Guest bathroom, Towels, Shower, Bathtub or shower, Toilet paper, Shampoo, Body soap, Bidet, Conditioner, Toilet, Free toiletries, Hairdryer, Bathtub Media & Technology Flat-screen TV, TV, Satellite channels, Streaming service (like Netflix), Cable channels General Trash cans, Heating, Air conditioning, Iron, Smoke Alarm, Key access Living Area Fireplace View View Bedroom Wardrobe or closet, Linens Accessibility Upper floors accessible by stairs only Food & Drink Bottle of water Kitchen Wine glasses Room amenities Socket near the bed, Non-feather pillow Safety features Air purifiers

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 $462 per night with includes EV Charge Station, Entertainment, Breakfast, TV, View, Oceanfront, Guest Services, Air Conditioner, Security/Safety, Sports/Activities, Pet Friendly, Fireplace/Heating, Child Friendly, Internet, Parking, Ocean View, Balcony/Terrace with all other facilities. Casai.ca matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

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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Nightly rates from:

CA $633

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The Homestead | Bed & Breakfast in Madison, CT

11 Bedroom Bed & Breakfast with Security, Sports and Fireplace

Amenities

Facility Overview

Policies

Reviews

Reviews

Room Arrangement

Bathroom

Media & Technology

General

View

Bedroom

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Living Area

Outdoors

View

Bedroom

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Bedroom

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Bedroom

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Bedroom

Outdoors

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Bedroom

Outdoors

Accessibility

Food & Drink

Kitchen

Room amenities

Safety features

Bathroom

Media & Technology

General

Bedroom

Accessibility

Food & Drink

Kitchen

Room amenities

View

Safety features

Bathroom

Media & Technology