Unique Private Chatham Getaway with Lap Pool & Deck Lounge (
Chatham Vacation Rental - ID 40274

Welcome to your perfect Chatham retreat—new to the rental market and truly one-of-a-kind. Built right into a hillside, this nautically inspired home feels like a hidden cubby, offering a rare sense of privacy and tranquility just minutes from the iconic lighthouse, pier, and Main Street.

This two-story home offers a thoughtful layout and inviting indoor-outdoor flow. The main level features a bright kitchen that opens into a charming dining room, making mealtime a joy. The vaulted family room extends up to the second floor, creating an airy, connected space perfect for gathering or relaxing. Oversized sliding doors bring in beautiful natural light and open directly to the pool area for seamless indoor-outdoor living.

The main floor also includes a spacious primary bedroom with a king bed, ensuite jack-and-jill style bath (tub/shower combo), and sliding glass doors leading straight to the pool—an ideal setup for a quiet morning dip or evening unwind. A second bedroom with a full bed has private access to another full bathroom, which also opens to the hallway for shared use. A cozy third room with a twin trundle bed doubles as an extra TV lounge or additional sleeping area—complete with closing doors for privacy.

But the true heart of this home is the three-season lap pool room, which connects directly to an expansive, sun-drenched deck. Step outside to find rattan couches, Adirondack chairs, and a private, foliage-lined atmosphere perfect for lounging. Soak up the sun with a good book and a charcuterie board, then cool off with a refreshing swim—it’s the ultimate summer sanctuary.

Up the spiral staircase, you'll find another full bathroom, a queen bedroom, and a bunk room with two sets of bunk beds (one full-over-full, one twin-over-twin)—perfect for kids, guests, or group stays.

With parking for 3 cars in the driveway and a location that balances peaceful seclusion with easy access to everything Chatham has to offer, this home is ready to be your next unforgettable vacation destination. Bring your fur family for an added fee! (non-shedding dog only considered for allergen purposes) BOOK NOW!!! Non-refundable $250.00 fee (includes administrative fee and damage waiver assurance) plus applicable state and local taxes. Linens not provided. Guests may rent linens or bring their own. read more show less

Nearest beach: 0.9 mi to Schoolhouse Pond Beach