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Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster

B&B near Cape Cod Beaches in Brewster

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Photo gallery for Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster

A spacious indoor dining area with high ceilings, large windows, and a view of the outdoors. Tables are arranged in a casual layout, and the room features wicker chairs and a ceiling fan.
A room with a wicker chair, a blue patterned pillow, a floor lamp, and a window with a view of trees.
A two-story house with a brick pathway leading to the front door, flanked by two potted plants with red flowers.
A room with a wooden dresser, a white robe, a window with blinds, and a wall-mounted picture.
A bedroom with a bed, a bedside table with a lamp, and a vase with flowers.

Popular amenities

  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
  • Parking available
  • Laundry

Explore the area

View in a map
Brewster, MA
  • Place, Ocean Edge Golf Club
    ‪8 min walk‬
  • Place, Cape Cod Beaches
    ‪11 min walk‬
  • Place, Rail Trail Bike Shop
    ‪19 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪30 min drive‬

Room options

About the area

Brewster

Sea Pines stay.Within a 15-minute walk of this Sea Pines B&B, you'll find Cape Cod Beaches and Ocean Edge Golf Club. Rail Trail Bike Shop and Brewster Historical Society Museum are also within 2 miles (3 km).
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What's nearby

  • Ocean Edge Golf Club - 8 min walk - 0.7 km
  • Cape Cod Beaches - 11 min walk - 1.0 km
  • Rail Trail Bike Shop - 19 min walk - 1.6 km
  • Brewster Historical Society Museum - 3 min drive - 2.2 km
  • Nickerson State Park - 3 min drive - 2.5 km

Getting around

  • Hyannis Transportation Center - 24 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 37 min drive

Restaurants

  • ‪Bayzo's Pub at Ocean Edge Resort - ‬15 min walk
  • ‪Snowy Owl Coffee House - ‬5 min walk
  • ‪Cumberland Farms - ‬5 min walk
  • ‪Cobie's - ‬2 min drive
  • ‪Navillus - ‬7 min drive

About this property

Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster

Discover the beauty of Brewster from the charming Headmaster's Cottage, 7-bedroom bed & breakfast. With five king bedrooms, one queen bedroom, and one suite with king bed, sofa bed and living room area, guests find plenty of space to relax. Each of the seven bathrooms includes private bathroom and shared minibar area with amenities for added convenience. The tranquil atmosphere invites you to unwind after a day of exploring. Whether you’re here for a restful retreat or a fun getaway, this terrific spot offers comfort and warmth throughout your stay. We think our place will help you experience everything Brewster has to offer.

*Guests enjoy complimentary access to Ocean Edge Resort’s premier amenities, including the fitness center, golf courses, tennis and pickleball courts, private beach access, and a variety of recreational activities. Guests can also relax at our seasonal on-site saltwater outdoor pool, offering the perfect place to unwind during your stay.

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Living area
Grammy’s Cape Cod Summer House
West Brewster
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
Grammy’s Cape Cod Summer House

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Parking and transportation

  • Electric car charging station on site
  • Wheelchair-accessible parking available

Food and drink

  • Free breakfast available

Things to do

  • Bicycles
  • Books
  • Cooking classes
  • Games
  • Golf
  • Outdoor pool
  • Pickleball
  • Tennis

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1"on-site accessible parking spaces 1", on-site accessible parking spaces
  • No elevator
  • Wheelchair accessibility
  • Wheelchair-accessible parking

Room amenities

Entertainment

  • TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Food and drink

  • Chef service

More

  • Air conditioning
  • Heating
  • Iron/ironing board
  • Living room

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking is not permitted

Important information

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 16
Safety features at this property include a carbon monoxide detector and a smoke detector
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
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. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 16. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property Registration Number C0548760410

Frequently asked questions

How close is Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster to the airport?

This bed & breakfast is 17.9 mi (37-min drive) away from the Hyannis, MA (HYA-Barnstable Municipal) airport, the closest popular airport to the property.

Does Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster have an airport shuttle?

Airport shuttle services are not available at this bed & breakfast.

How close is Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster to the beach?

This bed & breakfast is a short 13-minute walk from Cape Cod Beaches and 9.1 mi (16-min drive) from Mayflower Beach. Don't forget your sunscreen!

Does Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster offer free breakfast?

Yes, this bed & breakfast offers free breakfast.

Is there a casino at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

No, there is no casino at this bed & breakfast.

What time is check-in at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

Check-in begins at 3:00 PM.

Is there free parking at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

Free parking is not available at this bed & breakfast.

Does Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster have a pool?

This bed & breakfast features an outdoor pool.

Does Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster have a spa?

There are no spa services available at this bed & breakfast.

How close is Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster to downtown Brewster?

This bed & breakfast is 1.2 mi away from Brewster.

Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster Reviews