Five Bays Oasis
Just minutes from Dowses Beach and the charm of Osterville Village, this beautifully updated residence offers more than 3,700 square feet of inviting space for up to nine travelers. Multiple gathering areas include two comfortable main-level living spaces, a lower-level TV lounge, and a game room, providing plenty of room to relax and reconnect. The well-equipped kitchen features granite countertops, stainless steel appliances, and casual counter seating, complemented by a separate dining room for shared meals. Outdoor living centers around a distinctive heated saltwater pool and an expansive stone patio designed for leisurely summer days. Poolside loungers, shaded outdoor dining, a wood-burning fire pit, gas grill, and enclosed outdoor shower create a private setting for everything from afternoon swims to evenings under the stars. With nearby beaches, village conveniences, and generous indoor and outdoor spaces, this Osterville retreat captures the relaxed sophistication of a classic Cape Cod escape.
Our promise
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KEY Curation Notes
Amenities
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.
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Bedroom details
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
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 so are not transferable.
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Reviews
Christine
The most amazing property! We have rented for years on the Cape and have found this to be the best one yet! Clean, comfortable, spacious and was so well stocked with everything you could ever need! Cannot wait to come back!!
Policies
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
Self check-in / check-out
This property rents Saturday to Saturday during peak weeks and has a seven-night minimum during the peak season.
Rooftop solar panels are installed, supplying clean power to the property year-round.
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. Please 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.
- Not liable for additional losses if the property becomes unavailable or uninhabitable due to fire, casualty, or legal violation; rent will be prorated or refunded accordingly.
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