Sail Loft
Sail Loft blends the timeless charm of Chatham with the ease of modern coastal living, set on a sprawling acre-plus property designed for unforgettable gatherings. With two separate structures accommodating up to ten, this private retreat centers around a sparkling in-ground heated pool and soothing hot tub, creating a true resort-style experience. The main house features a covered patio perfect for al fresco dining, seamlessly connected to a renovated chef’s kitchen with granite counters and a center island. Spacious living and dining areas, a cozy den, and a serene primary suite on the main level offer comfort and style, while additional upstairs bedrooms provide inviting spaces for family and friends. High-speed Wi-Fi, SONOS sound, and central air ensure every stay is as convenient as it is relaxing. Just a short walk or bike ride from Chatham Village’s beloved shops and restaurants, Sail Loft also places Oyster Pond Beach and iconic Lighthouse Beach within easy reach. The pool house adds a touch of rustic elegance with exposed beams, vaulted ceilings, a full kitchen, and inviting lounge spaces, along with additional sleeping quarters and a second-level deck overlooking peaceful woodlands. Outdoor living shines here, with a stone pool deck, fire table, outdoor shower, beverage center, and multiple dining and lounging areas designed for long summer days and memorable evenings under the stars. This exceptional property captures the spirit of Cape Cod in a setting crafted for comfort, connection, and refined relaxation.
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.
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Bedroom details
Location
Inside the destination
Neighborhood: Chatham Village
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
Kasumi
We had a wonderful weeklong August family vacation at this property. The check-in process was very smooth and easy with a very nice personal greeting from a property manager, Scott who was ready to answer any questions. The house was ready to welcome us and have fun. The garden was beautiful and lawn was large enough for children and adults to enjoy with multiple activities. The house had plenty of outdoor and indoor games for us to enjoy as well. The pool was very clean and had plenty of seating and umbrellas. The hot tub was a huge hit with the adults and we enjoyed star gazing every night. Communications with the property manager was very easy as they were just a text away and they responded very quickly. It was a vacation we will remember fondly always thanks in huge part to how seamless the stay was. Thank you!
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
You will be 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.
A bath towel set includes a bath towel, hand towel and face cloth.
Pool is open from Memorial Day to Columbus Day weekend.
Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived.
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.
- Rents Friday to Friday in Peak Season.
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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