Whispering Pinescape
Located on one of Osterville’s most sought-after streets, this elegant Cape Cod retreat offers luxury, privacy, and exceptional outdoor living just moments from the beaches of Nantucket Sound. The spacious open-concept layout is designed for effortless gathering, featuring a beautifully appointed kitchen, dining area with direct access to the backyard, inviting sitting spaces, and a comfortable living room perfect for relaxing after a day by the water. A heated pool, expansive private yard, fire pit, and outdoor shower create a resort-like setting ideal for enjoying warm summer days and peaceful evenings under the stars. Thoughtfully designed across multiple levels, the home offers comfortable accommodations and flexible living spaces perfect for families and groups. The finished lower level adds additional lounge space and entertainment options, while amenities such as a ping pong table, beach chairs, beach towels, gas grill, and beach pass enhance the effortless coastal lifestyle. Just minutes from Osterville Village’s charming shops and dining, this sophisticated getaway captures the very best of Cape Cod living.
Our promise
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
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: Wianno - Close to the beaches of Nantucket Sound, nearby is the Village of Osterville with shops and dining.
Parking information
Parking is available.
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Reviews
Karen S.
We had an fabulous time in Osterville at this gorgeous vacation rental! The home and the location were unbeatable!
Policies
Things you need to know
Hot tub not functional.
Starter supplies for your stay will be provided.
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
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