9.8 / 10 Guest Rating

The Homestead

Name: The Homestead
Address: 391 Boston Post Road, Madison, us
Rating: 9.8

391 Boston Post Road, Madison, us

from US$540 / night

About the Property

Private Beach Area and Sustainable Design
Experience a tranquil stay at The Homestead, a sustainable bed and breakfast with a private beach area, offering serene views of a quiet street. Enjoy the eco-friendly amenities and relax in harmony with nature.

Comfortable Accommodations and Modern Features
Each unit at The Homestead is thoughtfully designed with a flat-screen TV, air conditioning, and a private bathroom. Some units even feature a cozy patio and a dressing room for added convenience. Unwind in comfort with plush bed linen and towels provided.

Relaxing Outdoor Spaces and Nearby Attractions
Spend leisurely evenings at the sun terrace or cozy up near the outdoor fireplace after a day of exploring. With Yale University and The Yale Bowl just a short drive away, The Homestead is the perfect retreat for both relaxation and adventure.

Book your stay at The Homestead now and indulge in a sustainable getaway surrounded by nature's beauty.

Facilities & Amenities

Free wired internet

Snack bar/deli

Self parking (surcharge)

Beach umbrellas

Pool sun loungers

Offsite parking discounted rates available

Internet access

Private picnics

Japanese garden

Bicycle-friendly property

Important Information

Check-in & Out

Check-in

Check-out11:00 AM

Property Notes

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. A deposit may be required at the property.

Check Room Availability

Check-in

Check-out

Guests

1 night · 2 adults

Available Rooms

7 rates found

1/3

1st Floor King Guestroom

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

20 sqm

Sleeps 3

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

1st Floor King Guestroom

Non-refundable

Breakfast Included

20% OFF$770.13

$616.1

Includes taxes & fees

1st Floor Private Entrance King Guestroom - Photo 1

1st Floor Private Entrance King Guestroom - Photo 2

1st Floor Private Entrance King Guestroom - Photo 3

1st Floor Private Entrance King Guestroom - Photo 4

1/5

1st Floor Private Entrance King Guestroom

This air-conditioned double room is consisted of of a flat-screen TV with streaming services, a private bathroom as well as outdoor furniture. The unit has 1 bed.

24 sqm

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

1st Floor Private Entrance King Guestroom

Non-refundable

Breakfast Included

20% OFF$770.13

$616.1

Includes taxes & fees

1/4

King Room

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.

20 sqm

Sleeps 2

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

King Room

Non-refundable

Breakfast Included

20% OFF$770.13

$616.1

Includes taxes & fees

1/3

Double Room

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.

19 sqm

Sleeps 2

1 Double bed (131-150 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

Double Room

Non-refundable

Breakfast Included

20% OFF$674.69

$539.75

Includes taxes & fees

Two Queen Guestroom w/ Fireplace - Photo 1

Two Queen Guestroom w/ Fireplace - Photo 2

1/3

Two Queen Guestroom w/ Fireplace

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.

23 sqm

Sleeps 4

2 Queen bed (151-180 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

Two Queen Guestroom w/ Fireplace

Non-refundable

Breakfast Included

20% OFF$799.74

$639.79

Includes taxes & fees

1/5

King Guestroom w/ Fireplace

The fireplace is the standout feature of this double room. 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.

25 sqm

Sleeps 3

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

King Guestroom w/ Fireplace

Non-refundable

Breakfast Included

20% OFF$770.13

$616.1

Includes taxes & fees

1/6

Family Suite

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.

42 sqm

Sleeps 5

2 Double bed (131-150 cm wide)

1 Extra-large double bed (Super-king size) (181-210 cm wide)

Amenities

ShowerTVAir conditioningHair dryerToiletPrivate bathroom

Room Option

Board / Meal

Price for 1 night

Family Suite

Non-refundable

Breakfast Included

20% OFF$1,003.8

$803.04

Includes taxes & fees

Guest Reviews

9.8

Exceptional178 verified reviews

AI Summary

Guests highly rate the impeccable cleanliness and frequently praise the friendly staff and warm hospitality.

Select topics to read reviews

Cristina

Verified booking

family_with_children

Standard Room

Stayed in Jun 18, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Stettin

Verified booking

couple

Standard Room

Stayed in Jun 11, 2026

"Exceptional"

Exceptional

9.0

Helpful?

Hanson

Verified booking

extended_group

Standard Room

Stayed in May 4, 2026

"Want go be treated well,"

Exceptional

10.0

Went for sister's 50th birthday weekend. Staff, location and Inn exceeded expectations. Highly recommend The Homestead!

Helpful?

JoAnna

Verified booking

extended_group

Standard Room

Stayed in Apr 23, 2026

"Wished we could’ve stayed longer!"

Exceptional

10.0

The property was gorgeous, very thoughtfully planned and decorated.

Nothing. Exceeded my high expectations.

Helpful?

Lori

Verified booking

solo_traveller

Standard Room

Stayed in Apr 19, 2026

"Exceptional"

Exceptional

10.0

Helpful?

Itsaso

Verified booking

family_with_children

Standard Room

Stayed in Apr 13, 2026

"Un hotel precioso con arquitectura de Nueva Inglaterra."

Exceptional

10.0

La típica casa de Nueva Inglaterra, acogedora y preciosa. Las camas super cómodas, la decoración preciosa y mucha calma. El desayuno una maravilla. Uno de los mejores hoteles en los que me he alojado.

Nada.

Helpful?

Helmuth

Verified booking

couple

Standard Room

Stayed in Apr 10, 2026

"Perfect"

Exceptional

9.0

Ruhiges Haus, sehr nettes Personal, sehr netter Inhaber

Habe nichts Negatives zu berichten

Helpful?

Juan Carlos

Verified booking

family_with_children

Standard Room

Stayed in Feb 10, 2026

"OJO No aceptan mascotas. Perdida de dinero."

Good

1.0

No pudimos ir, no aceptaban mascota.

Cuando se hizo la reserva decia que aceptaban mascota, pero lo que no decia era que estaba limitado a unas pocas habitaciones. por lo tanto no pudimos ir y simplemente perdimos el dinero.

Helpful?

Jackie

Verified booking

couple

Standard Room

Stayed in Jan 19, 2026

"Short but sweet"

Exceptional

10.0

Yes. Beautiful. Rainy day so couldn’t take full advantage

Nothing

Helpful?

Sarah

Verified booking

couple

Standard Room

Stayed in Jan 2, 2026

"Great getaway spot to get a shot of new england charm."

Exceptional

10.0

Impeccably clean and homey feel. The staff welcomed us like family. Breakfast options were many and everything was delicious

Helpful?

2 3 4 5

Discover

Settings

The Homestead

About the Property

Facilities & Amenities

Important Information

Check-in & Out

Property Notes

Check Room Availability

Available Rooms

1st Floor King Guestroom

Amenities

1st Floor Private Entrance King Guestroom

Amenities

King Room

Amenities

Double Room

Amenities

Two Queen Guestroom w/ Fireplace

Amenities

King Guestroom w/ Fireplace

Amenities

Family Suite

Amenities

Guest Reviews

Categories

Select topics to read reviews

"Exceptional"

"Exceptional"

"Want go be treated well,"

"Wished we could’ve stayed longer!"

"Exceptional"

"Un hotel precioso con arquitectura de Nueva Inglaterra."

"Perfect"

"OJO No aceptan mascotas. Perdida de dinero."

"Short but sweet"

"Great getaway spot to get a shot of new england charm."