Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel | House in Westerly, RI

2 Bedroom House with Ocean View, Oceanfront and Security
“Featured in Architectural Digest’s ‘15 Incredible Former Schoolhouses You Can Spend the Night In,’ this historic home is now exclusively available for the first time on VRBO.”
Step back in time while enjoying every modern comfort at The School House, a historic 1852 school lovingly transformed into a cozy oceanfront bungalow. Located directly beside the iconic Ocean House Hotel, this cottage offers the best of both worlds: the charm of Watch Hill history and the luxury of seaside living—with direct access to a private residents’ beach, monitored by security to ensure exclusive access for residents and their guests.
A Storied Past
Once a classroom for local children and later “Miss Stevenson’s Little Shop” for over 30 years, the cottage was ultimately re-imagined as a private residence. Its heritage lives on through soaring vaulted ceilings and original hand-hewn beams revealed during renovation—blending old-world craftsmanship with an airy, coastal design.
Comfort & Layout
The open-concept plan creates a light-filled space where the living room, kitchen, and dining area flow together beneath dramatic beams and ocean-view windows. French doors lead to a private porch overlooking views to the ocean, while a newly landscaped side yard offers a perfect spot for cocktails, grilling, or dining al fresco against a backdrop of ocean breezes.
2 Bedrooms, 2 Baths, Sleeps 6
Primary suite with king bed and en-suite bath
Guest room with two twin beds and full bath
Living area with pull-out sofa and fireplace
Amenities
Air conditioning
Full kitchen with Bosch washer/dryer
Private parking for 3 vehicles ONLY, no street parking
Porch with ocean views
Landscaped 40-foot side yard with dining area
Direct access to neighborhood, security-patrolled beach
The Experience
Whether you’re enjoying your morning coffee steps from the sand, savoring a glass of wine on the patio at sunset, or strolling next door for cocktails or dinner at the Ocean House, your stay feels like a private suite within a five-star resort—yet with the privacy and comfort of your own seaside cottage.
The School House is sheer Watch Hill perfection—historic, charming, and just steps from your own private residents’ beach.
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel is located in Watch Hill. Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel provides accommodation, featuring Kitchen, Ocean View, Oceanfront, among other amenities. This House features Kitchen, Ocean View, Oceanfront, to make your stay a comfortable one.
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel has 2 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Watch Hill has interesting places to visit. If you want to learn more about the House in Watch Hill, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Heating
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Toilet paper
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2 bathrooms
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Towels provided
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Shampoo
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Hair dryer
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Soap
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Bathtub or shower
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Bed sheets provided
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2 bedrooms
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Dining table
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Fireplace
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Toaster
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Oven
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Refrigerator
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Coffee grinder
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Dishwasher
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Electric kettle
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Blender
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Microwave
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Stovetop
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Washing machine and dryer
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Laundry facilities
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Near the beach
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Wheelchair-accessible parking available
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Onsite parking
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No pets allowed
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Wheelchair-accessible parking
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If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
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Stair-free path to entrance
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Hardwood flooring in public areas
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Area rugs in public areas
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Tile flooring in public areas
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Smooth flooring in public areas
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Well-lit path to entrance
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No elevators
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Smoke-free property
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Wheelchair-accessible path of travel
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Hiking nearby
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Hiking/biking trails nearby
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Marina nearby
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Surfing/body boarding nearby
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Fitness facilities nearby
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Sailing nearby
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Water tubing nearby
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Swimming nearby
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Birdwatching nearby
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Water skiing nearby
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Stereo
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Music library
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Smart TV
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At least 80% lighting from LEDs
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At least 80% of food locally-sourced
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Recycling
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Reusable coffee/tea filters
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Unit size: 912 sq ft (85 sq m)
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Energy-saving switches
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English
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Near a hospital
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Near a health or beauty spa
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On the waterfront
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In the city center
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Desk chair
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Desk
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Children's dinnerware
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Iron/ironing board
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Safe
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Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
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Garden
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Balcony
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Deadbolt lock
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Fire extinguisher
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
Policies
FAQ's
Is this Watch Hill house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Watch Hill house have a swimming pool?
No, this Watch Hill house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Watch Hill house?
Best-rates for the Watch Hill house starts from $2,239 per night with includes Balcony/Terrace, Wellness Facilities, Fireplace/Heating, Child Friendly, Laundry, Parking, TV, View, Air Conditioner, Bedding/Linens, Kitchen, Ocean View, Oceanfront, Security/Safety, Guest Services, Entertainment, Internet with all other facilities. Casai.co.za matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Watch Hill house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Watch Hill house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Watch Hill house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Watch Hill house?
Based on the information reported by the owner or manager, the Watch Hill house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Watch Hill house?
Based on the information reported by the owner or manager, details for the cancellation policy for the Watch Hill house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.