Second Wind
In the heart of Orleans Village, perched on the scenic shores of Town Cove, lies a majestic Orleans Estate designed for family, fun, and making memories. It's a place where leaving your car in the driveway feels natural, as all the allure of Orleans Center is but a short stroll away. Indulge in sumptuous meals at renowned restaurants, discover delightful village shops, and, for those sweet cravings, choose from four inviting ice cream parlors nearby. This waterfront haven boasts three distinct structures, each dripping with mid-century charisma yet rejuvenated with contemporary flair. The Main House, having recently undergone a comprehensive 2023 remodel, delights with its modern kitchen, dual dining areas, and a tranquil enclosed porch offering panoramic views of the verdant lawn, pristine pool, and serene cove. Both the Main and Carriage Houses feature ample seating areas, perfect for family gatherings or a cozy movie night. The Carriage House itself is a marvel, with a full kitchen, luxurious suites, and an enchanting loft space. But it's the Guest House, with its captivating Town Cove views from every room, modern kitchen, and a hot tub poised for stargazing, that might just steal your heart. Every detail here has been thoughtfully curated to inspire relaxation and recreation. Whether it's taking a dip in the heated in-ground pool, embarking on a kayaking adventure using the owner-provided equipment, or challenging loved ones to a Whiffle Ball match on the sprawling lawn, the opportunities for joy are endless. From the primary suites with king-size beds and spa-like en suite baths to the playful kids' rooms with snug bunk beds, there's a corner for everyone. With state-of-the-art amenities like AC, WIFI, and cable TV standards across all homes, comfort is a given. This is not just a vacation rental—it's the backdrop to unforgettable family stories waiting to be written.
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: Orleans Center - Located in the heart of Orleans Village on picturesque Town Cove. - Proximity to everything in Orleans Center, including some of the best restaurants in town, village shops and of course, ice cream. There are four ice cream shops within walking distance.
Parking information
Parking spaces are 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!
Reviews
Kate
We absolutely enjoyed our stay! Property Management team was so responsive to any question and the house was in impeccable shape. Our family stayed during the pandemic and the house was spotless. we had 19 people (9 of which were kids)and everyone really enjoyed themselves. pool is exceptional, rooms spotless and comfortable, and the location of the house made it easy to walk to beach, market, and restaurants. we had one issue with the fire pit and the property management team responded to our issue within seconds! we had an amazing experience and hope to stay again in the future
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 5% processing fee of the total.
Things you need to know
A private Chef is available.
Pool is open Memorial Day - Columbus Day
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 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 persons listed on the lease (including infants, children, and overnight visitors).
- Only the number of vehicles listed on the lease may park on the property. No camper vehicles with sleeping accommodations without prior written approval.
- Property is for vacation/recreational use only.
- Additional full weekly rental rate penalty if occupancy exceeds lease limits.
Events & Noise
- Weddings, receptions, reunions, or gatherings exceeding lease occupancy require prior written approval. Violation results in an additional full weekly rental rate penalty.
- No refunds for noise or disturbances, including nearby construction not owned by Landlord.
Prohibited Activities
- No animals, birds, or pets unless specifically authorized in lease. Violation: $5,000 penalty.
- No smoking permitted. Violation: $5,000 penalty.
- Use of illegal materials, including fireworks, is prohibited.
- Exterior security cameras may be in use. Tampering, disabling, or obstructing cameras may result in lease cancellation. No interior cameras.
Equipment & Amenities
- Landlord provides electricity, water, gas (if applicable), heat, and trash removal. Tenant must avoid waste.
- Landlord will make reasonable efforts to repair equipment but does not guarantee against failure (A/C, internet, cable TV, dishwasher, washer/dryer, grill, etc.). No refunds for appliance or system malfunctions.
Checkout & Care
- Tenant must leave property in clean, good, and habitable condition per Checkout Checklist.
- All damage, loss, added expenses, and pay-per-view charges must be reported before departure. Failure to report may void damage protection coverage.
- $500 per hour (or portion thereof) up to 2 hours past checkout. Beyond 2 hours, additional lease penalties apply.
- $25 per lost key.
Liability & Disclaimers
- Trip insurance is strongly recommended.
- Not responsible for lost/stolen items.
- Tenant assumes responsibility for injury, loss, or damage caused by Tenant or guests and agrees to indemnify Landlord/Agent.
- Tenant must vacate upon required notice if in default. Holdover or refusal to vacate results in additional full weekly rental rate plus applicable per diem and attorney fees.
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