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

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

A wooden cabinet with two lamps, a mirror, and room number signs.
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 modern living room with a grey sofa, two lamps, a round mirror, and decorative vases on a wooden coffee table.
A room with a wooden dresser, a white robe, a window with blinds, and a wall-mounted picture.
A bedroom with a large bed, two bedside tables with lamps, a radiator, and a window with curtains.

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, Nickerson State Park
    ‪3 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪30 min drive‬

Room options

About the neighborhood

Brewster

Located in Sea Pines, this bed & breakfast is a leisurely stroll from sights such as Cape Cod Beaches and Ocean Edge Golf Club. The guestroom includes a balcony and a TV and guests can enjoy free breakfast.
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What's nearby

  • Ocean Edge Golf Club - 8 min walk - 0.5 miles
  • The E Spa - 8 min walk - 0.5 miles
  • Cape Cod Beaches - 11 min walk - 0.6 miles
  • Rail Trail Bike Shop - 19 min walk - 1.0 mile
  • Nickerson State Park - 3 min drive - 1.6 miles

Getting around

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

Restaurants

  • ‪Snowy Owl Coffee House - ‬5 min walk
  • ‪Bayzo's Pub at Ocean Edge Resort - ‬15 min walk
  • ‪Cumberland Farms - ‬5 min walk
  • ‪Cobie's - ‬2 min drive
  • ‪The Woodshed - ‬2 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.
Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a balcony, a hair dryer, and an ironing board. Limited housekeeping is available.

Similar properties

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

Conveniences

  • Laundry facilities

Guest services

  • Concierge services
  • Housekeeping (limited availability)

Outdoors

  • Beach loungers
  • Beach towels
  • Firepit
  • Garden
  • Outdoor furniture

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

More

  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

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

Entertainment

  • TV with cable/satellite channels

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

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't 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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18
Property Registration Number C0548760410

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 16.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What can I see around this bed & breakfast?

This bed & breakfast is situated in Sea Pines within a short 13-minute walk of Cape Cod Beaches and also 10 minutes on foot from Ocean Edge Golf Club. You'll also find Breakwater Beach and Nickerson State Park within a short drive.

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

Yes, there is an electric car charging station, wheelchair-accessible parking, and bicycle parking available.

Is this bed & breakfast adjacent to a casino?

No, this bed & breakfast is not connected to a casino.

Will I find an indoor pool at this bed & breakfast?

No, this bed & breakfast doesn't have an indoor pool; however, there is an outdoor pool.

What amenities will couples enjoy at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

There are many amenities for couples at this bed & breakfast, including a chef service, chef service in some guestrooms, as well as an outdoor pool.

Are there hot tubs at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

No, this bed & breakfast doesn't have a spa tub.

Does this bed & breakfast offer breakfast?

This bed & breakfast offers free breakfast.

Will this bed & breakfast allow pets to stay for free?

No, pets aren't allowed at this bed & breakfast.

Are there connecting rooms at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

No, there aren't connecting guestrooms at this bed & breakfast.

How close is the airport from this bed & breakfast?

The closest major airport to this bed & breakfast is Hyannis, MA (HYA-Barnstable Municipal), which is 17.9 mi away (37 minutes by car). Another top airport is Provincetown, MA (PVC-Provincetown Municipal), which is around 22.8 mi away.

Are there rooms with balconies that I can book at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster?

Yes, every guestroom at Headmaster's Cottage 7-bedroom Bed & Breakfast - The Charm on Main, Brewster comes with a balcony.

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