


Grayduck
This immaculate Chatham Village home has been thoughtfully renovated to blend timeless coastal charm with modern luxury in one of the town’s most sought-after locations. Just steps from the shoreline and a short walk to the heart of Chatham, the home offers beautifully designed living spaces, upscale finishes, and an inviting open layout perfect for gathering with family and friends. A stunning kitchen flows seamlessly into the dining and living areas, while elegant furnishings and refined coastal décor create a warm and sophisticated atmosphere throughout. Outdoor living is equally inviting, with a private manicured patio designed for relaxing, dining, and enjoying the fresh ocean air. A welcoming front porch offers glimpses of the Atlantic and a peaceful place to unwind after a day at the beach. With Holway Street Beach just across the road and Chatham’s charming shops, restaurants, galleries, and seasonal entertainment only minutes away on foot, this exceptional home places the very best of Cape Cod right at your doorstep.
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
Amenities
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.
Bedroom details
Location
Inside the destination
Neighborhood: Chatham Village - Situated in the heart of Chatham with the beach across the street and a 5-minute walk to town. You can also relax on the front porch to take in the scenery and have peaks of the Atlantic Ocean, just across the street. - A quick stroll across Main Street brings you to Holway Street beach. Walk into town for dinner, band concerts and shopping.
Parking information
During peak hours at town beaches, parking stickers are required. Of course, most of our properties are directly on or within easy walking distance of private, neighborhood association beaches, so no pass is required. For those properties that aren’t right on or within walking distance a pass is necessary. You can stop by the town offices to pick up a weekly pass or pay per visit. Beach passes are issued by vehicle so are not transferable.
We're here to help
Whether you have questions on this home or want us to source other options, we're a message away!
Reviews
Michelle
This place is sure to exceed your expectations, even for the most discerning traveler. It's a short stroll to Chatham bars inn, downtown Main Street, and the lighthouse beach (even with small kids!). The beach is literally across the street, gorgeous, not crowded, and great for walks and for small kids to play at. The house is beyond luxurious. The master suite, kitchen, and all bathrooms are new and 5 star hotel worthy. The backyard patio is wonderful. The properties are fantastic - so responsive, keeps the place so clean and meticulous. This place is probably one of the best cape cod rentals we've stayed at. Don't think twice, this place is an absolute dream!! Worth every penny. I'd give it more than 5 stars if I could!
Policies
Cancellation policy
Plans change, we get it.
Enjoy peace of mind when booking with KEY.co.
75% Refund: Receive a 75% refund when you cancel your reservation at least 120 days before check-in.
No Refund: Reservations canceled 119 days or less before check-in are not eligible for a refund.
Refunds subject to a 5% processing fee of the total.
Things you need to know
Rents Friday to Friday + seven-night minimum during peak season.
This property offers a three-night minimum stay during select weeks in May–June and September–November.
Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived.
Fresh sheets and bath towel sets for each guest are provided. A bath towel set includes a bath towel, hand towel and face cloth. Bed linens at the premises are provided – no need to pack them and bring them with you!
A “starter set” of cleaning/paper products is also provided. There will be paper towels and bath tissue to start off your week. Similarly, you will be provided with cleaning products like dish soap, laundry detergent, all-purpose cleaners, etc. We ask that you replace what you use so the guests coming in after you can enjoy the same convenience. Some kitchen trash bags will also be provided.
Restrictions
Guests & Occupancy
- No more than the number of guests listed on the lease may occupy the property at any time, including infants, children, and overnight visitors.
- Guests are responsible for all damage, loss, or added expenses incurred during the stay (including pay-per-view charges). All known damage or loss must be reported before departure to remain eligible for accidental damage coverage.
Events & Noise
- Weddings, receptions, reunions, or any gathering exceeding the approved occupancy are prohibited without prior written approval. Failure to obtain approval will result in a penalty equal to an additional full weekly rental rate.
Prohibited Activities
- Pets: No animals, birds, or pets of any kind unless explicitly approved in the lease. Violation fee: $5,000.
- Smoking/Vaping: Smoking or vaping is prohibited anywhere on the premises. Violation fee: $5,000.
- Illegal Substances & Fireworks: Illegal activities and fireworks are strictly prohibited.
- Security Cameras: Tampering with, disabling, redirecting, or obscuring exterior security cameras (e.g., Ring doorbell) is prohibited and may result in lease cancellation. No interior cameras are used.
Equipment & Amenities
- Utilities are provided (electricity, water, gas if applicable, heat, trash). Guests must use utilities responsibly and avoid waste.
- Appliances & Equipment _(if equipped)_: Appliances and equipment (HVAC, internet, cable TV, dishwasher, washer/dryer, gas grill) are maintained but not guaranteed. No refunds will be issued for outages or malfunctions.
- Parking: The number of vehicles parked at the property may not exceed the number listed on the lease and must be parked only in assigned spaces. Camper vehicles or vehicles providing sleeping accommodations are not permitted without prior written approval.
Checkout & Care
- Check-in: 4:00–6:00 PM (early arrival only if confirmed). Check-out: 10:00 AM. Guests must text upon departure to notify housekeeping. Late Checkout Fees: $500 per hour (or portion thereof) for up to two hours past checkout. After two hours, additional lease penalties apply. The property must be left clean and in good, habitable condition per the checkout checklist. Lost key fee: $25 per key.
Liability & Disclaimers
- Not responsible for lost or stolen items. Guests must pay shipping and handling for any items requested to be returned after departure.
- Guests assume all risk for injury, loss, or damage resulting from use or misuse of the property or its fixtures and agree to indemnify the landlord and agent.
- May enter the property with reasonable notice to inspect, make repairs, or protect the premises.
- Minor or non-material changes to furnishings, fixtures, equipment, or property details do not constitute liability.
- Failure to comply with lease terms may result in eviction with as little as two hours’ notice and additional charges equal to a full weekly rental rate, plus legal fees if enforcement is required.
- If the property becomes unavailable or uninhabitable due to fire, casualty, or legal violation, rent will be prorated or refunded accordingly. The landlord is not liable for additional losses.
You may also like
Discover more luxury vacation rentals in MA | Cape Cod. All curated by people, not algorithms.
Grand Island Villa
MA | Cape Cod

Mayflower Sands
MA | Cape Cod

Barefoot Bungalow
MA | Cape Cod

Eileen's Escape
MA | Cape Cod

-500x500.jpg)



