Entire home
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel
Photo gallery for Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel





Entire home
2 bedrooms2 bathrooms
Popular amenities
- Ocean view
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
- Air-conditioning
Explore the area

Westerly, RI
- East BeachPlace, East Beach3 min walk
- East Beach Watch HillPlace, East Beach Watch Hill6 min walk
- The Flying Horse CarouselPlace, The Flying Horse Carousel6 min walk
- Westerly, RI (WST-Westerly State)Airport, Westerly, RI (WST-Westerly State)7 min drive
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About the area
Westerly
With a stay at this vacation home, you'll be centrally located in Westerly, just a 3-minute walk from East Beach and 6 minutes by foot from Ninigret. .This vacation home is 13.8 mi (22.2 km) from Mystic Aquarium and Institute for Exploration and 14.3 mi (23.1 km) from Mystic Seaport.
What's nearby
- East Beach - 3 min walk - 0.3 km
- Ninigret - 5 min walk - 0.5 km
- East Beach Watch Hill - 6 min walk - 0.6 km
- The Flying Horse Carousel - 6 min walk - 0.6 km
- Napatree Point - 8 min walk - 0.7 km
Getting around
- Westerly Station - 16 min drive
- Westerly, RI (WST-Westerly State) - 10 min drive
Restaurants
- Breakwater - 19 min drive
- Windjammer Surf Bar - 8 min drive
- Beer'd Brewing Co - 18 min drive
- Andrea Seaside Restaurant & Bar - 5 min drive
- The Verandah at the Ocean House - 3 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel
“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.”
Although "The School House" is brand new to VRBO, guests can book with complete confidence. The property is owned and managed by a host with 17 years of experience renting luxury homes in Rhode Island, including 2 Arrow Wood Trail, a premier VRBO property with over 53 five-star reviews. The "School House" is a high-end home, newly made available on VRBO for the very first time, and this is the only reason reviews are not yet posted. "The School House" is a luxury Watch Hill home, with a proven five-star track record and a property that has already met the strict standards of the Ocean House Cottage Collection Program for many years.
Steps from Ocean House
• Private standalone cottage
• Ocean-side location
• Boutique luxury stay
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 residents’ beach, monitored by security.
Rather than a small condo with limited space, enjoy the comfort of your own intimate coastal yard - a peaceful spot with ocean views, alfresco dining, evening cocktails and a picture-perfect backdrop of the Ocean House Hotel will make you feel right at home.
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 2 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.
Although "The School House" is brand new to VRBO, guests can book with complete confidence. The property is owned and managed by a host with 17 years of experience renting luxury homes in Rhode Island, including 2 Arrow Wood Trail, a premier VRBO property with over 53 five-star reviews. The "School House" is a high-end home, newly made available on VRBO for the very first time, and this is the only reason reviews are not yet posted. "The School House" is a luxury Watch Hill home, with a proven five-star track record and a property that has already met the strict standards of the Ocean House Cottage Collection Program for many years.
Steps from Ocean House
• Private standalone cottage
• Ocean-side location
• Boutique luxury stay
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 residents’ beach, monitored by security.
Rather than a small condo with limited space, enjoy the comfort of your own intimate coastal yard - a peaceful spot with ocean views, alfresco dining, evening cocktails and a picture-perfect backdrop of the Ocean House Hotel will make you feel right at home.
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 2 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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Take in the views from a garden.
Featured amenities include laundry facilities and a water dispenser.
Property amenities
Beach
- Beach nearby
Internet
- Available in the house: Free WiFi
Parking and transport
- Wheelchair-accessible parking available
Kitchen
- Blender
- Coffee grinder
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Hob
- Ice maker
- Kitchen island
- Microwave
- Oven
- Paper towels
- Refrigerator
- Toaster
- Water dispenser
Dining
- Dining table
Bedrooms
- 2 bedrooms
- Bedsheets provided
Bathroom
- 2 bathrooms
- Bathtub or shower
- Hair dryer
- Shampoo
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Dining table
- Fireplace
Entertainment
- Music library
- Smart TV
- Stereo
Outdoor areas
- Balcony
- Garden
Laundry
- Laundry facilities
- Washing machine
Work spaces
- Desk
- Desk chair
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Area rugs in public areas
- Hardwood flooring in public areas
- No lift
- Single level property
- Smooth flooring in public areas
- Stair-free path to entrance
- Tile flooring in public areas
- Well-lit path to entrance
- Wheelchair-accessible parking
- Wheelchair-accessible path of travel
- Smoke-free property
Services and conveniences
- Phone
- Safe
Location highlights
- In the city centre
- Near a health/beauty spa
- Near a hospital
- Near the marina
- On the waterfront
Things to do
- Basketball nearby
- Birdwatching nearby
- Cycling nearby
- Fishing nearby
- Golfing nearby
- Hiking/biking trails nearby
- Kayaking nearby
- Motor boating nearby
- Sailing nearby
- Surfing/bodyboarding nearby
- Swimming nearby
- Water skiing nearby
- Water tubing nearby
- Wildlife walks nearby
- Windsurfing nearby
- Winery tours nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
- Deadbolt lock
General
- At least 80% lighting from LEDs
- At least 80% of food locally-sourced
- Energy-saving switches in guestrooms
- Garden
- Local artist showcase
- Recycling
- Reusable coffee/tea filters
- Water dispenser
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 35
Check-out
Check-out before 10:00 AM
Contactless check-out available
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
Check-out instructions
The host requires you complete the following before checking out:
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Leave no dirty dishes, clean all dishes and return to proper location. Shut lights, Strip beds and leave linens at end of bed
Pets
Pets not allowed
Children and extra beds
Children are welcome
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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 RE.08148-STR, 09/14/2026
We should mention
This property does not have elevators