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

Waterfront holiday home with kitchen and balcony

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

Exterior
Fridge, microwave, oven, stovetop
Exterior
Fridge, microwave, oven, stovetop
Smart TV, fireplace, music library, stereo

Entire home

2 bedrooms2 bathrooms85 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Outdoor space
  • Washer
  • Fireplace

Explore the area

View map
Westerly, RI
  • Place, East Beach Watch Hill
    ‪6 min walk‬
  • Place, Watch Hill Lighthouse
    ‪13 min walk‬
  • Place, Misquamicut State Beach
    ‪5 min drive‬
  • Airport, Westerly, RI (WST-Westerly State)
    ‪7 min drive‬

Room options

About the area

Westerly

This holiday home puts you in the heart of Westerly, within just a 10-minute stroll of East Beach and Ninigret. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a fireplace and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a safe are also available. .This smoke-free holiday home offers a garden and a water dispenser. Plus you'll find laundry facilities. .Attractions within a 30-minute drive of this Westerly holiday home include Misquamicut State Beach and Mystic Aquarium and Institute for Exploration.
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What's nearby

  • 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
  • Watch Hill Lighthouse - 13 min walk - 1.1 km
  • Misquamicut State Beach - 5 min drive - 3.9 km

Getting around

  • Westerly Station - 16 min drive
  • Westerly, RI (WST-Westerly State) - 10 min drive

Restaurants

  • ‪Windjammer Surf Bar - ‬8 min drive
  • ‪Andrea Seaside Restaurant & Bar - ‬5 min drive
  • ‪Breakwater - ‬19 min drive
  • ‪Paddy's Restaurant & Hotel - ‬6 min drive
  • ‪Maria's Seaside Cafe - ‬6 min drive

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.”

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.

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Interior
Charming 4-bedroom cottage Steps From East Beach
  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
Charming 4-bedroom cottage Steps From East Beach

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

  • Iron/ironing board
  • 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
  • Unit size: 912 square feet
  • Water dispenser

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 35

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you to 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 rubbish
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
Failure to complete these may result in a negative review from the host.

Rules

Only 2 Cars Allowed on Property - STRICT POLICY
No More than 5 guests allowed to stay overnight. Additional Guest Needs Approval By Owner, Please Inquire
No parties, family reunions, weddings or any large gatherings of more than 8 persons including those staying at the property.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property Registration Number RE.08148-STR, 09/14/2026

Frequently asked questions

Are there any beaches close to Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel?

Yep, Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel is a short 3-minute walk from East Beach. Fun beach activities include water tubing, waterskiing and windsurfing. You can also find motor boats.

Does Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel have a pool?

No, this holiday home doesn't have a pool.

Is Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel family-friendly?

You bet! With amenities such as laundry facilities and children's dinnerware, it's no surprise that Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel is a winner with our family travellers.

Is there a free airport shuttle available at Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel?

No, Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel does not offer an airport shuttle service.

What time are check-in & check-out at Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel?

Check-in begins at 3:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Watch Hill Luxury by the Sea, Iconic 1852 School House, Beside Ocean House Hotel?

No, pets are not allowed.