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Massachusetts | Cape Cod

Pond Perch

6 bedrooms·4.5 bathrooms·12 guests
Views of the water
Lakefront

Set along the tranquil shores of Upper Mill Pond, this exceptional Brewster waterfront retreat offers a rare combination of privacy, space, and breathtaking natural beauty. Designed for memorable gatherings, the home features expansive living areas, two private suites, and a thoughtfully crafted layout that allows family and friends to come together while still enjoying plenty of room to unwind. The open-concept main level seamlessly connects the beautifully appointed kitchen, dining area, and inviting living room, where large windows frame picturesque pond views and fill the home with natural light. Outdoor living takes center stage with a spacious deck overlooking the water, providing the perfect setting for morning coffee, al fresco dining, and peaceful evenings surrounded by nature. A private dock offers direct access to the pond for kayaking, paddleboarding, fishing, or simply enjoying the serene waterfront setting. Inside, additional gathering spaces, including a loft lounge and recreation area, ensure entertainment for all ages. Combining comfort, scenic beauty, and a coveted pondfront location, this remarkable Brewster home delivers an unforgettable Cape Cod escape.

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

Private dock on Upper Mill Pond — one of the largest kettle ponds in Brewster, connecting to Walker Pond by water. Kayaking and fishing are right off the property; the association beach provides an additional launch point nearby. The pond is a freshwater swimming option in addition to the Cape Cod Bay beaches a short drive away.
Two primary suites — one on the main floor with a king bed, private en-suite with tub, and slider to the deck; one upstairs with a queen bed and private bath. The remaining four bedrooms share two bathrooms, including one with a jacuzzi tub and stall shower.
60-foot deck with retractable awning overlooking the pond — the main outdoor living and dining space, with a gas grill and direct sightlines to the water.
Two gas fireplaces — one in the main-level living room, one in the upstairs loft — extend the property's appeal well into spring and fall.
Basement with ping pong and smart TV, plus dining for 14 across two tables on the main floor — well set up for groups that want separation between adult and kid spaces.
Linens included, beds made on arrival. KEY.co can arrange grocery delivery before you check in.

Amenities

Indoor
TV
Blender
Board games
Books
Coffee maker (Standard)
Outdoor
Outdoor grill
Covered porch
Deck
Dock
Outdoor dining area
Misc
Beach towels
Carbon monoxide detector
Fire extinguisher
Hair dryer
Iron/Board

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 - Main Level: King
Bedroom 2 - Main Level: Two Twins
Bedroom 3 - Main Level: Two Twins
Bedroom 4 - Second Level: Queen
Bedroom 5 - Second Level: Queen
Bedroom 6 - Second Level: Two Twins

Location

Inside the destination

Neighborhood: West Brewster

Parking information

- Parking in the garage. - 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 and 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

Margaret

This property was EXACTLY as pictured and promised. The kitchen was very well stocked, sleeping quarters were large and comfortable, and great room area was able to easily accommodate our large group. The outdoor area was inviting and you couldn't beat the gorgeous view of the lake! This property was a winner for us!!

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 Saturday to Saturday + seven-night minimum during peak season.

Self check-in/check-out

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.