The Cottage Collection
The outside of a cottage with a blue door.
The School House cottage dining area and living room.
The School House cottage bedroom.

The Cottage Collection

The School House

  • 3
  • 5
  • 800

20 Westerly Road, Watch Hill

Featured in Architectural Digest’s “15 Incredible Former Schoolhouses You Can Spend the Night In,” this 1852 schoolhouse is now a recently-updated charming beach bungalow directly next door to Ocean House, with direct beach and Ocean House access. This two-bedroom, two-bath, air-conditioned bungalow features a primary bedroom with a king-sized bed and en suite bath and a second bedroom with two twin beds and full bath. The open plan layout consists of a full kitchen including a Bosch washer/dryer, dining area, and living room beneath a vaulted beamed ceiling complete with a pull-out sofa bed and fireplace. Balcony doors off the living room open onto a porch with partial ocean views. The newly-landscaped property includes a 40-foot side yard with gorgeous views of the beach vegetation and ocean, perfect for a drink or evening dining, plus on-site private parking.

A path leading to the entrance of the School House cottage.

Cottages Amenities

Each of our cottages offer the following amenities:

  • Full kitchen with state-of-the-art appliances
  • Gracious living and dining areas
  • Luxurious linens
  • Cable TV, wireless internet, DVD players, stereo and telephone
  • Dedicated Director of Residence to personalize your visit
  • Temporary Ocean House membership with full access to resort dining, private beach, fitness and spa facilities, children’s programs and golf
  • Recreational amenities
  • Resort activities

Additional Information

Cottage Policies

  • Check-in is 4:00 p.m.
  • Check-out is 10:00 a.m.
  • Requests for early check-in and late check-out must be approved in advance by your Director of Residence.

Cottage Details

  • Location: 20 Westerly Road, Watch Hill
  • Size: 800 square feet
  • Bedrooms: two plus sofa bed
  • Baths: two
  • Sleeps: five


  • Primary – King Bed
  • Bedroom Two – Two Twin Beds