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Summerwinds #012-B

5 bedrooms·2 bathrooms·10 guests·1,850 sq/ft
Beachfront
Views of the water

Set directly on the shores of Cape Cod Bay in Brewster’s peaceful Winslow Landing neighborhood, this upscale five-bedroom cottage pairs timeless coastal charm with an exceptional beachfront setting. Accommodating up to ten, the home features water views from every bedroom, comfortable living and dining spaces, a fully equipped kitchen, air conditioning, Wi-Fi, and thoughtfully curated antique and modern furnishings. Just beyond the door, a private beach opens onto the famous Brewster Flats, where low tide reveals miles of tidal pools and opportunities for memorable seaside exploration. Outdoor living is equally inviting, with a covered patio, dining area, spacious lawn, grill, lounge chairs, and an outdoor shower for easy post-beach rinses. Restaurants, shops, a bakery, and other conveniences along historic Route 6A are just minutes away, while the nearby Cape Cod Rail Trail offers another way to explore the area. With linens provided and beds made for arrival, this distinctive waterfront retreat brings together relaxed luxury, natural beauty, and the quintessential Brewster beach experience.

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

Beachfront with Brewster Flats access. Direct beach access on the Bay puts you on the sand; at low tide you can walk a mile or more across the famous Flats with tidal pools teeming with moon snails and marine life. The property sits in a prime location for both swimming and exploration.
Fully equipped kitchen with high-end conveniences. Cuisinart toaster and coffee maker, Calphalon knives, and Wedgewood china make meal prep straightforward and refined. The dining area accommodates group gatherings seamlessly.
Outdoor entertaining ready. Large gas grill, covered patio, outdoor shower, and beach chairs set the stage for cookouts and relaxation. A level lawn handles Whiffeball and casual lawn games.
Walk to Main Street Brewster. Restaurants, bakery, sushi, liquor store, and shops are a few minutes' stroll away. The Cape Cod Rail Trail bike path is also nearby for easy cycling access.
Water views from every bedroom. All rooms face the water with air conditioning and made-up beds on arrival.

Amenities

Indoor
Dryer
Washer
TV
Air conditioning
Microwave
Outdoor
Outdoor shower
Outdoor seating
Outdoor dining
Covered porch
Sun loungers
Misc
WiFi
Cable/Satellite TV
Carbon monoxide detector
Fire extinguisher
Smoke detector

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: Queen
Bedroom 2 - Upper Level: Queen
Bedroom 3 - Upper Level: Queen
Bedroom 4 - Upper Level: Two Single Over Single Bunks
Bedroom 5 - Upper Level: Single Over Double Bunk

Location

Inside the destination

Neighborhood: Winslow Landing - Nestled in the serene Winslow Landing neighborhood, this property provides easy, direct access to the beach, making it ideal for swimming and sunbathing. At low tide you can walk straight out for a mile or more on the famous Brewster Flats, where kids of all ages will delight in tracking moon snails and discovering all sorts of other fascinating critters in the tidal pools. Walk a few minutes in the opposite direction to Main Street, Brewster (Route 6A) for restaurant options, a bakery, sushi, a liquor store, convenience store, hardware store, bookstore and more. You're also very close to the popular Cape Cod Rail Trail bike path.

Parking information

- The rental agreement strictly enforces a maximum number of passenger vehicles allowed to park at the property. - To ensure local guidelines and septic system capacities are respected, no exceptions are made to the vehicle limit designated on your lease. - 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.

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Reviews

Karen

The best part of this property is the location and the outdoor space. You are right on the bay and have a private beach plus a wonderful outdoor area to have family dinners or to relax and read a book. The house is also very well decorated and has an amazing set-up. There were 9 of us and we had plenty of room within the house. Its a great location to also pick up the bike path and is close to all of the main Brewster attractions.

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.

Full Refund: Receive a full refund (excluding credit card fees) 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

A private beach provides direct access to Cape Cod Bay and the Brewster Flats, while an outdoor shower makes rinsing off after the beach convenient.

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.
  • Checkout procedure: Guests must text upon departure to notify housekeeping. The property must be left clean and in good, habitable condition per the checkout checklist.
  • Late Checkout Fees: $500 per hour (or portion thereof) for up to two hours past checkout. After two hours, additional lease penalties apply.
  • 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.