This house is a 4 bedroom(s), 2 bathrooms, located in Rock Tavern, NY.

Originally a school built in 1867, now a fully updated modern getaway
Private Heated Saltwater Pool [open Mid-May to Mid-September]
Charcoal Kamado Joe Grill, Firepit, Basketball Hoop
Movie theater, gym, and home office in finished basement
Office with monitor & high-speed WiFi—great for remote work

Our team is based in the Hudson Valley and are available remotely anytime.

Guest will have access to the entire home except the garage and locked closet in the primary bedroom.

Love what you see? Add The Old School House to your wishlist by tapping the ♥ in the upper-right corner!

Tucked along the scenic west side of the Hudson River, The Old School House offers a unique blend of rich history and modern comfort. Originally built in 1867 as a one-room schoolhouse, this spacious retreat has been thoughtfully renovated to offer guests a one-of-a-kind experience year-round.

With 3 bedrooms, 2 bathrooms, a chef’s kitchen, and a finished basement complete with movie theater, home gym, and office, it’s perfect for group getaways, family gatherings, or relaxing escapes. Outside, enjoy the heated saltwater pool, firepit, and charcoal grill—all surrounded by trees and sky. Whether you're hosting friends, unwinding with family, or working remotely in a peaceful space, The Old School House invites you to feel right at home.

★ ADDITIONAL HOME HIGHLIGHTS ★

✔ 3 bedrooms / 4 beds + Basement Office w/ Pull-Out Couch
✔ Private fenced pool area
✔ High-speed WiFi throughout home
✔ Historic charm meets modern luxury
✔ Chef’s kitchen with Viking appliances
✔ Entertainment paradise: home theater + gym
✔ Kid-friendly touches: Pack & Play, board games
✔ Smart TV in Main Floor Living Room
✔ Washer / Dryer
✔ Graco Pack & Play Travel Crib
✔ Central Heat&AC
✔ Espresso Machine, Grinder & Drip Coffee Maker
✔ Parking for 4 cars
✔ Outdoor dining table and chairs
✔ Self Check-In 24/7

★ WHAT OUR GUESTS ARE SAYING ★

"This place is absolutely gorgeous and perfect for a group of friends or a few couples going on a trip upstate for the weekend. The house is even more beautiful in real life than the photos. We enjoyed every moment of our stay." - Ethan

"Beautiful home with an open, airy layout. Great high end kitchen with proper espresso machine. Basement is awesome with movie screen and speakers.Had a lovely time with friends and family!" - Xing

"Immaculate place that features high quality beds, kitchenware, and toiletries. We absolutely loved our stay here - our favorite part was the projector/theatre set up downstairs. The kitchen and living area was huge and spacious. Can’t recommend highly enough" - Jaimie

★ PRIMARY BEDROOM - FIRST FLOOR ★

✔ King size bed and Tempurpedic mattress
✔ Dresser storage
✔ Wall hooks w/ hangers
✔ Chaise lounge
✔ Private full size bathroom w/ shower & double sink
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades
✔ Ceiling Fan

★ SECOND BEDROOM - SECOND FLOOR ★ [FURNITURE LAYOUT HAS BEEN UPDATED SINCE PHOTOS WERE TAKEN]

✔ Queen size bed and mattress
✔ Hangers / Shelves for Clothing Storage
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades

★ THIRD BEDROOM - SECOND FLOOR ★ [FURNITURE LAYOUT HAS BEEN UPDATED SINCE PHOTOS WERE TAKEN]

✔ 2 Full size beds and mattresses
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades
✔ Pack & Play Travel Crib

★ OFFICE WITH PULL OUT BED - BASEMENT ★

✔ Pull out full size bed
✔ Desk, Monitor & Desk Chair
✔ Shelving for Storage
✔ Light filtering window shades for privacy

★ BATHROOMS ★

1. First floor full bath off primary bedroom w/ shower & double sinks
2. Second floor upstairs hallway full bath w/ shower & tub

★ FAMILY ROOM ★

✔ 3 Cozy Chairs and Chess Table set-up
✔ Book shelf with books and games for the family
✔ Floor to ceiling stone fireplace (unfortunately not available for guest use)
✔ Beautiful sunlight
✔ Light filtering shades
✔ Open Air Staircase leading to second floor

★ LIVING ROOM ★

✔ Comfortable 3 seater leather couch and 2 rocking accent chairs
✔ Smart TV with apps for personal streaming log-ins
✔ Coffee table for games and activities
✔ Bench w/ pillows for additional seating
✔ Light filtering shades
✔ Ceiling Fan

★ KITCHEN / DINING ★

✔ Coffee bar w/ Grinder, Espresso Machine & drip coffee maker
✔ Complimentary whole bean coffee from Brooklyn Roasting Company
✔ Viking Stove Top, Viking Double Ovens, Dishwasher, Refrigerator
✔ Toaster Oven
✔ Counter seating for 4
✔ Dining Table for 8
✔ Pots & pans, glass baking dishes, colander
✔ Measuring cups and spoons
✔ Cutting Boards
✔ Spatula, Can Opener, Whisk, Tongs
✔ Microwave
✔ Electric Mixer
✔ Blender
✔ Tea Kettle
✔ Dishes & Silverware
✔ Grilling tools
✔ Knife Block
✔ First Aid Kit, Fire Extinguisher, Fire Blanket

★ ENTERTAINMENT BASEMENT | THEATER + GYM + OFFICE ★

✔ State-of-the-art 4K projector and 120" screen with surround sound
✔ Plush sectional sofa and cozy bean bags
✔ Power cage gym setup with mats
✔ Office with monitor and desk—perfect for remote work
✔ Swing chair for relaxing breaks

★ BACKYARD ★

✔ Private Heated Saltwater pool - Open MidMay to MidSeptember, Heated to at least 80 degrees, 3ft-6ft depth
✔ Outdoor dining table w/ seating for 6
✔ Charcoal Kamado Joe Grill (guests provide their own charcoal)
✔ Firepit perfect for s’mores nights
✔ Basketball hoop
✔ Gorgeous yard with privacy

★ THE PROPERTY ★

Originally built in 1867 as a schoolhouse for School District No. 7 in Orange County, NY, The Old School House has been thoughtfully updated over the years, blending historic charm with modern comforts. After a complete remodel and addition in 2009, this home seamlessly combines the character of its original structure with the spaciousness of its more recent enhancements.

The heart of the home features a charming country kitchen, a mid-century dining area, and a cozy living room—ideal for after-dinner drinks and conversation. The transition into the modern addition leads to a spacious family room, perfect for board games and relaxing moments, while the serene primary suite, with its ensuite bath, offers a peaceful retreat. Upstairs, two additional bedrooms and a full bathroom provide ample space for family and friends.

The finished basement is an entertainment paradise, complete with a fully equipped movie theater, a home gym, and a dedicated office with a pull-out sofa. Outside, the heated saltwater pool and charcoal grill offer the perfect setting for relaxation and fun, making this home an ideal getaway for any season.