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Massachusetts | Cape Cod

Oyster Pond #25

4 bedrooms·4.5 bathrooms·10 guests
Views of the water
Downtown

Set on 17.5 acres along the picturesque Oyster Pond, this meticulously designed townhome offers a perfect blend of comfort, recreation, and scenic beauty. Located in the desirable Oyster Pond Condominium Complex, guests enjoy access to a private swimming pool, tennis courts, and sprawling lawns perfect for family fun. Whether it’s flying kites, playing catch, or enjoying shuffleboard, there’s something for everyone. The townhome's prime location makes it easy to explore the best of Cape Cod, from whale watching and Cape League baseball to the vibrant shops and restaurants of downtown Chatham, just a short stroll away. Outdoor enthusiasts will love the private dock, providing access to Oyster Pond, the Oyster River, and beyond, perfect for canoeing, kayaking, or sailing into Nantucket Sound. With nearby beaches, golf courses, cycling trails, and summer theater, this vacation rental offers endless activities for all ages. Families will also appreciate the local playground, train museum, and summer band concerts, while brochures and restaurant listings are available to enhance your stay. Whether relaxing by the pool or embarking on an adventure, this townhome is an idyllic retreat in the heart of Cape Cod.

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

The largest unit in the Oyster Pond complex, and it shows. This is a spacious end-unit townhome on 17.5 acres overlooking Oyster Pond — wall-to-wall windows, pond views from every level, and the kind of layout that comfortably absorbs a multigenerational group without anyone on top of each other.
Every bedroom has its own en-suite bath. Four bedrooms, four and a half baths, including two king master suites — one on each floor. That's a genuine rarity in Cape Cod rentals and eliminates the morning bathroom shuffle entirely.
The outdoor amenities are resort-caliber and included. Heated pool, tennis and pickleball courts, shuffleboard, and acres of manicured grounds are all part of the complex. A private dock on Oyster Pond opens up kayaking, sailing, and access to Stage Harbor and Nantucket Sound.
Walkable to the best of Chatham. Downtown Main Street, the Friday night Band Concert, Chatham A's baseball, and Oyster Pond Beach are all within easy walking or biking distance.
Linens, towels, and beach gear are all provided. Pack light — the house comes fully stocked. KEY.co can arrange grocery delivery before you arrive so the kitchen is ready on day one.

Amenities

Indoor
TV
Air conditioning
Dryer
Internet
Washer
Outdoor
Garden/Backyard
Outdoor grill
Beach umbrella
Community pool
Community tennis court
Misc
WiFi
Beach towels
Hair dryer
Linens
Satellite / Cable

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: King
Bedroom 3: Two Doubles
Bedroom 4: Two Twins

Location

Inside the destination

Neighborhood: Downtown Chatham / Chatham Village - Oyster Pond Condominium Complex includes a free tennis court, swimming pool, shuffleboard, and acres of lawn for kite flying, playing catch, and family fun. Wide range of excellent nearby restaurants from super casual on up. - All summer take your family to the famous Chatham Band Concert, Cape League baseball, and Summer Theatre. Sightseeing, whale watching, seals, cycling, beaches, golf, movies are all nearby. Small kids activities in Chatham also include a huge playground and a train museum, both right near a real fire station. - Oyster Pond’s great location is nearby Chatham Main Street’s strolling and shopping. Convenient walk to downtown Chatham location. Close to Atlantic Ocean, Nantucket Sound and Oyster Pond beaches, as well as golf and all the best Cape Cod has to offer.

Parking information

Parking is available.

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

Rebecca R.

Perfect rental, everything you could want. Was better than the description provided. Top notch everything, close to restaurants, shopping, Beach, fishing,etc

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

Bring your canoe, kayak or Sunfish and use the private dock on Oyster Pond, providing access to the pond, Oyster River, Stage Harbor, Nantucket Sound, South Beach, Monomoy Island and the Atlantic Ocean. Nearby Oyster River Boatyard offers power boat.

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