Private Beach, Beautiful Location, Well-Behaved Pet Friendly
This is a 5* "Exceptional" property but all its past reviews did not convey when it was recently relisted. Highwood Cottage is an owner-managed home offering lovely outdoor amenities such as a large yard for outdoor activities, a coveted private beach shared with 3 other families at the end of the street (a short walk (not the 11 minutes that the headline says on listing), and a beautiful neighborhood with water views all around for unforgettable morning / evening walks. This part of Chatham is the most sought after neighborhood of all, offering privacy, elegant homes and just the perfect summer feel. A coffee shop, post office and restaurants are within walking distance, and Chatham's famous downtown is a straight shot down Old Harbor Road. Enjoy cooking out in the evening, eating on the screened porch or at the large dining table if it is misty out. Making memories is easy here at Highwood Cottage.
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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Water view
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Property Registration Number C0095420550
About the area
Chatham
Located in Chatham, this holiday home is on the waterfront. The area's natural beauty can be seen at Cape Cod Beaches and Nauset Beach. Travelling with kids? Consider Chatham Railroad Museum, or check out an event or a game at Veterans Field. Discover the area's water adventures with windsurfing and power boating nearby, or enjoy the great outdoors with ecotours and cycling.
Hyannis, MA (HYA-Barnstable Municipal) - 35 min drive
Restaurants
Chatham Bars Inn - 15 min walk
Cumberland Farms - 12 min walk
Chatham Squire - 6 min walk
The Sacred Cod - 15 min walk
Pizza Shark - 11 min walk
Frequently asked questions
Is Private Beach, Beautiful Location, Well-Behaved Pet Friendly pet-friendly?
Yes, this property allows dogs (limit 2 total).
What time is check-in at Private Beach, Beautiful Location, Well-Behaved Pet Friendly?
Check-in begins at 3:00 PM.
What time is check-out at Private Beach, Beautiful Location, Well-Behaved Pet Friendly?
Checkout is at 10:00 AM.
Where is Private Beach, Beautiful Location, Well-Behaved Pet Friendly located?
This family-friendly Chatham holiday home is located on the waterfront, within a 15-minute walk of Mayo House and Cape Cod Beaches. Chatham Lighthouse Beach and Chatham Seaside Links are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.Learn moreOpens in a new window
Melissa was very responsive and we appreciated being able to bring our lab with us. The house is located in a beautiful neighborhood near a private beach.
Great house. Access to a fun little semi-private beach and close only a few minutes drive to town.
Michael M.
Stayed 7 nights in Aug 2025
About the host
Your host
The host is a long-time owner of the property, not a property manager, so you will get the best service. Guests become part of our summer family and are treated that way! We are always available if needed to make your experience easy and trouble free.
Why they chose this property
Everyone wants to be in this neighborhood, the most beautiful one in town.
What makes this property unique
Highwood Cottage is privately situated in the prettiest neighborhood in town with its private beach.