Built in 1869 as the Old Village Elementary School, this storied property has been transformed into a distinctive Cape Cod vacation rental. The home offers 4 bedrooms (1 king, 2 queens, 2 twins and a pull-out sofa) and 3.5 bathrooms, combining historic character with modern comfort, as well as generous living/play space for all. Second floor master bedroom has its own kitchenette, ensuite bath and laundry. Located in the heart of Chatham’s Old Village, this historic home offers short walks to Lighthouse Beach, local shops and restaurants. Start your morning with coffee on the upper deck overlooking Mill Pond, then load up your beach wagon and head to the shore for a day in the sun. After the beach, rinse off in the outdoor shower, relax with a drink while cooking dinner on the gas grill, and savor an evening in town with band concerts, shopping and ice cream. Be sure to catch the spectacular sunsets on the upper deck. A/C throughout the house with built-in units in the downstairs bedrooms and mini splits in the living room and the rooms upstairs. For your convenience, Wi-Fi is included. Ample parking. A complimentary reusable "Welcome Bag” filled with essential paper and cleaning products is offered courtesy of the owner. Please note house construction in the area for 2026, possible noise. Contact us at Chatham Rentals and let us help you plan your memorable stay!
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
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
About the area
Chatham
Chatham is home to this holiday home. Chatham Railroad Museum and Chatham Drama Guild are cultural highlights, and some of the area's landmarks include Chatham Lighthouse Beach and Chatham Lighthouse. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting.
Hyannis, MA (HYA-Barnstable Municipal) - 39 min drive
Restaurants
Cumberland Farms - 18 min walk
Chatham Bars Inn - 2 min drive
Chatham Squire - 11 min walk
Three Fins Coffee House & Cacao Factory - 3 min drive
Snowy Owl Coffee Espresso Bar - 10 min walk
Frequently asked questions
Is Original School House in the Heart of Chatham pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Original School House in the Heart of Chatham?
As of 20 Sept 2026, prices found for a 1-night stay for 2 adults at Original School House in the Heart of Chatham on 9 Oct 2026 start from £2,885, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Original School House in the Heart of Chatham?
Check-in begins at 3:00 PM.
What time is check-out at Original School House in the Heart of Chatham?
Checkout is at 10:00 AM.
Where is Original School House in the Heart of Chatham located?
Situated in Chatham, this holiday home is within a 10-minute walk of Cape Cod Beaches, Chatham Lighthouse Beach and Chatham Lighthouse. Mayo House and Chatham Windmill are also within 1 mile (2 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Beautiful property and the sunsets off the roof deck were amazing. There was so much space that everyone did not feel like they were on top of everybody else. And less than a five minute walk, you were already on the beach.