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

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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 bedroom with a bed, a bedside table with a lamp, and a vase with flowers.
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.

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

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About the neighborhood

Brewster

With a stay at this bed & breakfast in Brewster (Sea Pines), you'll be within a 15-minute drive of Cape Cod Beaches and Cape Cod National Seashore. .This bed & breakfast is 9.1 mi (14.7 km) from Mayflower Beach and 0.7 mi (1.2 km) from Ocean Edge Golf Club.
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What's nearby

  • Ocean Edge Golf Club - 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
  • Brewster Historical Society Museum - 3 min drive - 1.4 miles
  • 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

  • ‪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.
There's a private balcony. Complimentary wireless internet access is available to keep you connected. The bathroom has a bathtub or shower and a hair dryer. Conveniences include an iron/ironing board, and housekeeping is provided on a limited basis.
Be sure to enjoy recreational amenities, including cooking classes, an outdoor pool, and a pickleball court. Additional features at this bed & breakfast include concierge services and bike parking.
A complimentary breakfast is included.
Guests will find features like internet access, onsite parking, and a car charging station.
A complimentary breakfast is offered.

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

Pets not 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
Property Registration Number C0548760410

We should mention

This property does not have elevators

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