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Chatham Retreat w/ Heated Pool & Private Pleasant Bay Beach RPAM006 - Image 1
Chatham Retreat w/ Heated Pool & Private Pleasant Bay Beach RPAM006 - Image 2
Chatham Retreat w/ Heated Pool & Private Pleasant Bay Beach RPAM006 - Image 3
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Chatham Retreat w/ Heated Pool & Private Pleasant Bay Beach RPAM006 - Image 5

North Chatham, Massachusetts

Chatham Retreat w/ Heated Pool & Private Pleasant Bay Beach RPAM006

4 bedrooms7 beds3.5 baths10 guests

Tucked into Chatham's desirable Cannon Hill neighborhood, this inviting coastal retreat offers the best of Cape Cod summer living, with a spectacular 40' x 20' heated saltwater pool and access to a private association beach on the calm waters of Pleasant Bay, just a five-minute stroll away. With four bedrooms, three full baths, one half bath, and accommodations for up to ten guests, the home is designed for memorable vacations filled with sunshine, relaxation, and time together.

Days here unfold effortlessly. Start with coffee by the pool, wander down to the beach for a morning swim or afternoon on the sand, then return home for a leisurely lunch on the patio. The expansive pool area is a destination in itself, with generous space for lounging, outdoor dining, and evenings gathered around the gas fire pit. An outdoor shower makes the transition from beach to poolside easy, while provided beach gear and kayaks add to the fun.

Inside, comfortable furnishings and multiple gathering spaces allow everyone to spread out. The main level features a welcoming living room with television and breakfast area, a spacious dining room adjoining the well-equipped kitchen, a separate sitting room with television, and a convenient half bath. Whether preparing a casual breakfast or gathering for a summer dinner, the layout makes entertaining easy.

Upstairs, the primary suite features a queen bed and private full bath. Two additional bedrooms, one with a queen bed and the other with two twin beds, share a full bathroom. A spacious fourth bedroom suite above the garage offers a queen bed, two twin beds, and its own full bath, creating a wonderful retreat within the home. This suite is accessible by an exterior staircase or through the primary bedroom closet. All four bedrooms, along with the first-floor living room and den, have ductless air conditioning.
Just two miles away, downtown Chatham beckons with its charming boutiques, acclaimed restaurants, galleries, and quintessential seaside atmosphere. Spend an afternoon exploring the village, visit Chatham Lighthouse, or simply settle in for another beautiful evening by your own private pool.

With the beach just down the road, a heated pool at home, and everything that makes Chatham so special close at hand, this is the kind of summer escape guests return to year after year.

Pool is open and heated from 5/15/27 to 10/2/27. 7 night minimum rentals, Sat. to Sat., from 6/26/27 to 8/28/27. 3 or 4 night minimum stays available during the shoulder seasons. All linens and towels are provided. No pets or smoking allowed. All Robert Paul Vacation Rental bookings include a nonrefundable fee of $150 to $250, which covers administrative services and damage-waiver protection for up to $1,000 in self-reported incidental damage. Upon receipt of a booking request, an agent will contact you to explain the process for signing the required rental agreement. Additional damage protection is also required for this home. The preferred option is the purchase of damage insurance providing $5,000 in coverage. In lieu of purchasing this coverage, a refundable security deposit of $2,500 will be added to the reservation. Please inquire before booking with any questions.

Property License: C0093460550

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
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What this home offers

Pool outdoor
Fire pit
BBQ Area
Patio
Air conditioning

What our guests say

5.00

2 reviews

M
Mollie K.
July 2025

Excellent experience, communication was excellent and on call as needed. Home was well equipped with everything needed for the beach and pool, kayaks, coolers and kitchen was very well stocked. Great location! We enjoyed our stay.

V
Verified Guest
July 2024

We had a tremendous week at this beautiful home! There was plenty of space and the outdoor living area was enjoyed by all. The convenient location near town was also a plus. We would highly recommend this property.

Where you’ll be

North Chatham, Massachusetts, 02650, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 3:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 10 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.