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Massachusetts | Cape Cod

Five Bays Oasis

4 bedrooms·3.5 bathrooms·9 guests·3,700 sq/ft
Beach access
Heated pool

This 3700+ sq ft vacation home in Osterville, built in 1967 and beautifully updated, presents an ideal summer getaway with its harmonious blend of modern amenities and classic charm. The interior of the house shines with several cozy gathering spaces, designed to bring families and friends together. The main level features a large family room and a separate living room, each boasting ample comfortable seating and wall-mounted TVs for entertainment. For those seeking even more relaxation options, the lower level unveils a third TV lounge area and a game room, perfect for evening fun or rainy day activities. The heart of this home is its well-appointed kitchen, complete with stainless steel appliances, granite countertops, and beautiful hardwood floors. The kitchen's layout is both functional and inviting, featuring a peninsula with counter seating for three and a small eat-in table for four. For more formal dining experiences, the separate dining room accommodates eight guests comfortably, ensuring memorable meals together. When the day ends, the second level offers peaceful retreats in its four bedrooms. The spacious master suite boasts a king-size bed, private TV, and an en-suite bathroom with a step-in shower and jetted tub. Two additional bedrooms feature queen-size beds, while the fourth room is perfect for younger guests, with a bunk bed and an extra twin. Outdoor living at this property is simply unparalleled. The highlight is the in-ground heated pool, boasting an unusual and enticing design that promises endless fun and relaxation. Surrounding the pool is an oversized, expertly crafted stone patio, providing ample poolside lounge seating, a dining area under a large umbrella, and additional seating around a wood-burning fire pit. The patio also features a gas grill and an enclosed outdoor shower, enhancing the outdoor experience. Adding to the charm and sustainability of this property are the rooftop solar panels, which power the home throughout the year, making this vacation rental not only a delightful escape but also an eco-friendly choice.

Our promise

Satisfaction Guarantee

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KEY Curation Notes

Heated saltwater pool with an unusually designed stone patio — oversized, wood-burning fire pit, umbrella-shaded dining, and lounge seating. Enclosed outdoor shower. The outdoor setup is a genuine gathering space.
Three full TV lounges plus a lower-level game room across 3,700+ sq ft. Main level: family room and separate living room. Lower level: third lounge plus games. The interior is oriented around multiple places for a group to spread out.
Six-minute drive to Dowses Beach on Nantucket Sound. Fancy's Market — a local institution with a butcher, cheese, wine, and prepared food — is half that distance. Five Bays Bistro, one of the Cape's better restaurants, is in Osterville village.
Four bedrooms, all upstairs. King primary suite with private bath and jetted tub. Two queen bedrooms sharing a full bath. Bunk room with two twins and a single. 3.5 baths total; laundry in the half bath. Sleeps 9.
Solar-powered home — rooftop panels supply year-round electricity. Rents Saturday to Saturday in peak season; pets considered.

Amenities

Indoor
Entertainment room
TV
Air conditioning
Internet
Microwave
Outdoor
Heated pool
Pool
Patio
Outdoor shower
Poolside lounge seating
Misc
Rooftop solar panels
WiFi
Beach chairs
Beach towels

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: Queen
Bedroom 3: Queen
Bedroom 4: Twin + Single Over Single Bunk

Location

Inside the destination

Neighborhood: Osterville Village - Just a six-minute drive to sandy Dowses Beach; half that distance to popular Fancy’s Market, pick up some of Howie’s Cheese and wine, crackers, and head to the beach for sunset.

Parking information

Garage 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!

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
Quiet Hours: 8:00 PM - 8:00 AM
No smoking allowed
No events allowed
Pets welcome

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

Beach pass provided

All bed linens and bath towels are provided at the premises.

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

Provided with a starter set of cleaning/paper products. There will be paper towels and bath tissue to start 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.