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Massachusetts | Cape Cod

Sandbox Home

3 bedrooms·2.5 bathrooms·8 guests·2200 sq/ft
Beach access

Nestled in the charming vicinity of Chatham, this stunning property promises both convenience and comfort. Imagine waking up and taking a leisurely five-minute stroll to the serene Oyster Pond Beach, or meandering through the bustling Main Street, enjoying its array of delightful shops and exquisite restaurants. The location is a dream come true, placing the best of Chatham right at your fingertips. The recently renovated second floor stands as a testament to attention-to-detail and luxury. It accommodates up to four, with a lavish king-size bed and two cozy twins, ensuring restful nights. The modern full bath glistens with elegance, while the expansive lounge area, equipped with another TV and a dedicated workspace, is perfect for both relaxation and staying connected. The additional couch and bean bags beckon the younger ones, providing them a special nook all their own. As you descend to the main level, the fully-equipped kitchen invites culinary adventures, complemented by a spacious walk-in pantry and the aroma of freshly brewed coffee from the Keurig. While the lack of a dishwasher encourages bonding time, the separate formal dining room ensures mealtime memories. Two more bedrooms offer plush sleeping arrangements. Outside, the large yard beckons with the allure of an evening around the fire pit, or a refreshing outdoor shower. The covered porch spanning the home's front is the ideal spot to sip your morning coffee or evening cocktail, as you soak in the tranquil ambiance of Chatham.

Our promise

Satisfaction Guarantee

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

Oyster Pond Beach and Main Street Chatham are both a 10-minute walk in opposite directions. The location puts bay swimming and the full Chatham Village experience — dining, shops, Cape League baseball, the Orpheum — within easy reach on foot.
Three sleeping areas across two levels for up to six. Main level has a king bedroom and a twin room; the loft level adds a full-size double plus a second upstairs bedroom (per PM photo captions). Two full baths, one per floor, plus a half bath on the main level.
The lounge/flex space off the living area has a TV, couch, and bean bags — a kids' zone that can function independently from the main living room, with a workspace for remote check-ins.
Covered house-wide front porch, private backyard with fire pit, gas grill, and outdoor shower. No pool.
Smaller footprint relative to most Pretty Picky properties — sleeps six, two core bedrooms. Well-suited to a single family or two couples rather than a large group.

Amenities

Indoor
Air conditioning
Dryer
Internet
Washer
TV
Outdoor
Outdoor grill
Outdoor shower
Swingset/Playscape
Corn hole boards
Outdoor seating
Misc
WiFi

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

Private chef

In-home massage

In-home massage

Beach rentals

Beach rentals

Pre-arrival groceries

Pre-arrival groceries

Alcohol delivery

Alcohol delivery

Private driver

Private driver

Bedroom details

Bedroom 1: King
Bedroom 2: Two Twins
Bedroom 3: King + Two Twins

Location

Inside the destination

Neighborhood: Chatham Village - Just a five-minute stroll to Oyster Pond Beach and about the same to the shops, restaurants and everything else people love about Main Street, Chatham.

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

Tom

Very nicely updated and furnished property. Perfect size for three couples. Short walk to Chatham's shops and restaurants. We really enjoyed our stay here.

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
No smoking allowed
No events allowed
No pets

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 during Peak Season.

Utilities will be provided to the property during the rental term. Includes electricity, cold and hot water, natural gas if applicable, heat and trash removal.

All bed linens and bath towels will be provided at the premises.

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.