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Old Harbor Driftstone

6 bedrooms·6 bathrooms·14 guests·5,400 sq/ft

Beach access

Just moments from Chatham’s iconic shoreline and vibrant Main Street, this extraordinary coastal retreat offers over 5,400 square feet of thoughtfully designed living space. Blending timeless Cape Cod elegance with exceptional craftsmanship, the home features multiple gathering areas, a gourmet kitchen centered around an oversized island, a spacious dining area ideal for entertaining, and a stunning screened porch that invites relaxation in every season. The unique floor plan is connected by a charming breezeway, creating distinct spaces for both privacy and togetherness while showcasing bespoke details and refined finishes throughout. Outdoor living is equally impressive, with expansive decks overlooking a private heated saltwater pool and spa surrounded by ample lounge seating. A path across the street leads to the shoreline, where ever-changing views of Aunt Lydia’s Cove, Chatham Harbor, and Tern Island create a picturesque backdrop for daily adventures. Whether spending afternoons by the water, gathering with family and friends around the pool, or exploring nearby beaches, shops, and dining, this remarkable home delivers an unforgettable Cape Cod experience in one of Chatham’s most sought-after settings.

Our promise

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

KEY Curation Notes

Private beach access across the street. A dedicated path leads directly to Aunt Lydias Cove and Chatham Harbor — no driving, no parking. The views from the water's edge take in Tern Island and the harbor entrance, and it's a genuinely short walk rather than a symbolic one.

Private heated saltwater pool and spa, professionally maintained weekly. The pool deck is sun-drenched, well-furnished, and enclosed — one of the more serious pool setups in this market. The spa has independent controls for heat, jets, and lighting.

5,400 sq ft split across two wings, with real separation between groups. The dual-wing layout connected by a breezeway means two distinct living zones — the main wing with the kitchen, dining, screened porch, and three ensuite bedrooms, and a second wing anchored by a grand TV room with a cloud couch plus three more bedrooms. Large families and multi-generational groups can genuinely spread out.

Every bedroom has an en-suite bath. Five of the six bedrooms are fully ensuite; the bunk room (six twin beds in three bunks) shares a hallway bath in the second wing. The dining table seats all 14.

The kitchen is built for the group. An oversized island, gourmet appliances, and a food processor make it a functional cooking hub. The outdoor gas grill and deck dining table extend meals outside when the weather cooperates.

A short drive to the best of Chatham. Chatham Bars Inn is under a mile away; Main Street is 1.3 miles. The beach path is walkable, but a car makes everything else easier.

Pool and spa are seasonal. They open mid-May and close in early October — confirm your dates align if the pool is central to your stay. Off-season bookings at a 3-night minimum are available, with the pool closed. Linens and towels are fully provided. KEY.co can arrange grocery delivery so the kitchen is stocked before you arrive.

Amenities

Indoor

Air conditioning

Dryer

Fireplace

Internet

Outdoor

Garden/Backyard

Outdoor grill

Pool

Heated pool

Hot tub/Jacuzzi

Misc

WiFi

Iron and board

Linens

Satellite / Cable

Towels

Elevate your stay with add-on services

Book a home, then customize your experience. From beach gear delivery to pre-arrival groceries and private chefs, we coordinate everything you need so you can make memories in the waves and stories at sunset.

Private chef

In-home massage

Beach rentals

Pre-arrival groceries

Alcohol delivery

Private driver

Bedroom details

Bedroom 1: King

Bedroom 2: Queen

Bedroom 3: Two Twins

Bedroom 4: Three Single Over Single Bunks

Bedroom 5: King

Bedroom 6: Queen

Location

Inside the destination

Neighborhood: Old Village / Downtown Chatham - Located just .9 miles from the Chatham Bars Inn and 1.3 Miles from Main Street. Across the street is the home's path to the beach with its ever-changing views of Aunt Lydia's Cove, Chatham Harbor and Tern Island.

Parking information

Parking is available.

Reviews

Christopher M.

We really enjoyed out time in this home. We stayed here for over a month during the summer. House is stylish, and feels new. The pool area is fantastic, and the beach is 100 yards down the road, so you never have to drive to a beach and deal with parking. Property management company was also very responsive and great to work with. Highly recommend!

Policies

Check-in: 4:00 PM

Check-out: 10:00 AM

Renter's age: 25+ years old

No smoking allowed

No events allowed

No pets

Things you need to know

All linens and towels are provided.

The home is available for year-round bookings. Please see below for minimum stay requirements based on the time of year. Please note that off-season bookings do not include the pool or spa.

STAY REQUIREMENTS:

8/30/25- 10/3/25- 4-night minimum stays (Pool and Spa are open)

10/4/25 - 5/15/26 - 3-night minimum stays (Pool and Spa are closed)

5/16/26 - 6/26/26 - 4-night minimum stays (Pool and Spa are open)

6/27/26 - 9/4/26 - 7-night minimum stays, Sat. to Sat. only (Pool and Spa are open)

9/5/26 - 10/2/26- 4-night minimum stays (Pool and Spa are open)

10/3/26 - 12/31/26 - 3-night minimum stays (Pool and Spa are closed)

Restrictions

Guests & Occupancy

Primary Guest must be 25+ and present for the entire stay; violations may result in cancellation or eviction without refund
Limited to stated sleeping capacity; over-occupancy may result in eviction without refund
Primary Guest is responsible for all damages, charges, and rule compliance; credit card on file may be charged
Use is limited to vacation/recreational purposes only
Motor homes, campers, and tents are not permitted (violation may result in termination without refund)

Events & Noise

Events: Weddings, parties, reunions, or large gatherings are not permitted
Noise compliance: Must follow all local noise and occupancy ordinances

Prohibited Activities

Pets: Not allowed unless pre-approved with signed addendum; non-refundable fees apply; violations may result in eviction, loss of deposit, and additional charges
Smoking: Strictly prohibited; Guest responsible for any odor or damage-related charges
Fire hazards: No campfires, fireworks, or open flames unless explicitly allowed
Illegal/unauthorized use: Subletting and unapproved use are prohibited
Unapproved modifications: Installing equipment (e.g., window A/C) or altering the space is not allowed; damage/repair costs apply

Equipment & Amenities

HVAC & utilities: Doors/windows must remain closed when A/C is in use to prevent damage; misuse may result in repair charges
Appliances & systems: Operation is not guaranteed; no refunds for malfunctions (includes A/C, internet, appliances, power outages, etc.)
Internet/phone/TV _(if equipped)_: Long-distance calls and paid media are charged to Guest
Provided items: Guests may need to bring linens, towels, and supplies unless otherwise stated; rentals may be available for a fee
Equipment reporting: Damage must be reported within 24 hours; unreported or excess damage beyond coverage (up to $1,000 or $300 for shorter stays) is chargeable
Locked areas: Restricted areas are off-limits; unauthorized access may result in charges
Maintenance access: Authorized personnel may enter for inspection, repairs, or showings with notice where required

Checkout & Care

Cleaning expectations: Must leave in clean, habitable condition; excess cleaning fees apply
Damage reporting: Report cleanliness or maintenance issues within 24 hours of check-in
Furniture & care: Return furniture to original placement; moving damage or misplacement may incur fees
Trash: Must be properly disposed of per instructions; excess trash removal may incur charges
Checkout compliance: Late checkout may incur fees up to $100 per 30 minutes
Keys: Lost keys incur a $60 replacement fee

Liability & Disclaimers

Not responsible for lost items; return shipping costs apply; unclaimed items may be discarded after 30 days
Not liable for injury, illness, or damage occurring during the stay
No refunds for non-essential failures (appliances, utilities, internet, etc.)
No liability for weather, pests, allergens, or natural conditions
Natural disasters: If uninhabitable, limited to a pro-rated refund of rent paid only
No refunds or relocation for nearby construction disturbances
Rented as-is; no refunds if expectations are not met
Furnishings and features may change without notice; not guaranteed
Errors or omissions in descriptions are not guaranteed
Rates & availability: Subject to change without notice