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Upon arriving at this extraordinary vacation rental, guests are immediately struck by the distinct character of the property, a fusion of historic elegance and contemporary luxury. The grandeur of the Federalist-style side gambrel roof crowns the Colonial main house, setting the tone for an experience steeped in history and charm. This remarkable residence, once the pride of a sea captain 220 years ago, stands proudly on 1.61 acres of meticulously landscaped grounds. The expansive lawns, bordered by grape arbors and a quaint wishing well, offer a serene retreat, perfectly aligning with the sophistication of the Eastward Ho. golf course and the picturesque views of Pleasant Bay. The heart of this property lies in its balance of old-world charm and modern amenities. The main manor house, spanning two stories, seamlessly blends centuries-old allure with contemporary renovations. Guests will be enamored by the beautifully updated kitchen, complete with modern appliances and a cozy breakfast nook, leading into one of the most magnificent dining rooms imaginable. Comfort and style extend through the home with three elegantly designed lounge areas, six bedrooms, and numerous baths, including two luxurious primary suites with ensuite facilities on the upper level. Every corner of the house whispers stories of the past while offering the comforts of the present. Adjacent to the main residence, the Guest House/Barn is a marvel in its own right. Stepping inside, a vast great room greets guests, its enormity accentuated by towering ceilings and dramatic exposed beams. This space, along with the rest of the Guest House, including two additional bedrooms, full baths, and another fully equipped kitchen, epitomizes rustic elegance. Together, the Main House and Guest House encompass 4,350 square feet of centrally air-conditioned living space, replete with high-speed Wi-Fi and several smart TVs. The cherry on top is the private, heated pool with a well-appointed cabana, ensuring that every moment spent here, whether basking in the history-soaked interiors or lounging poolside, is an unforgettable experience.
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.
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.
Bedroom details
Location
Inside the destination
Neighborhood: Fox Hill - It’s only a two-minute drive over to Jackknife Cove Beach on Pleasant Bay, or go in the opposite direction for a minute more and discover Strong Island Landing Beach.
Parking information
No camper vehicles that provide sleeping accommodations of any kind will be allowed without prior approval.
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Reviews
Charles
Very nice property with plenty of space for our large group. The kitchen is a little small but that is made up for with a large finished barn and a beautiful pool. The large property is set beside a golf course which adds to the peaceful surroundings.
Policies
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 25% processing fee of the total.
Things you need to know
Rents Friday to Friday during peak season.
Pool is open from Memorial Day through Columbus Day weekend.
A “starter set” of cleaning/paper products is 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.
Fresh sheets, beach and bath towel sets for each guest are included. A bath towel set includes a bath towel, hand towel, and face cloth.
Private Chef Available
This property offers a three-night minimum stay during select weeks in May–June and September–November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived.
Please note that the Guest House (Barn) is fully winterized (closed) from Mid-October through April for off-season stays each year. As a result the property only has 6 bedrooms and 5.5 bathrooms sleeping a maximum of 14 guests.
NOTE: the main part of the Guest House (Barn) is not air conditioned, just the bedrooms and the kitchen/living room area.
Restrictions
- Minimum night stay requirements vary by home and time of year.
- The barn/guest house will not have the water from mid-October through April for off-season stays.
- The main part of the barn/guest house is not air-conditioned, just the bedrooms and the kitchen/living room area.
- We cannot guarantee that upon your arrival, you will find the property exactly as represented in the photos and descriptions provided at the time of booking. We must be held harmless for any misinformation, typographical errors, or changes made by the owner of which we have no knowledge.
- No refund if non-essential appliances and equipment – such as air conditioning, dishwasher, TV/Internet, or washer/dryer are not functioning properly.
- Refunds are not provided for noise or other annoyances such as construction when the source is another property not owned by the owner of the property you have rented.
- 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.
- No more than the listed number of persons, including infants, children and overnight visitors listed on the lease shall occupy said premises and shall not permit more than the listed number of vehicles on the lease to be parked in the spaces assigned to the premises at any time.
- No smoking, nor animals, birds, or pets of any description shall be allowed on the leased premises (unless otherwise noted on the lease). Violation of any of these policies will result in a $5,000 penalty charged to the account on file.
- Avoid wasting of water, heating fuel, electricity or other utilities provided.
- The premises (which includes outdoor spaces accessible by guests) shall not be used for functions such as weddings, wedding receptions, family reunions, or any other gathering involving more than the number of occupants specified in this lease agreement unless permission is obtained.
- Use of illegal materials such as fireworks at the property is prohibited.
- The property may be protected with outside security cameras (e.g., Ring doorbell). These cameras are used to protect the property from potential break-ins and theft. Any attempt at disabling, redirecting, or obscuring the cameras is prohibited and may result in lease cancellation. There are NO cameras activated inside the house.
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