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

2 Bedroom House in Watch Hill, Westerly
“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 Security/Safety, Guest Services, Internet, among other amenities. This House features Security/Safety, Guest Services, Internet, 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
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited property registration number re.08148-str, 09/14/2026 safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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