Entire home
Private Beach, Beautiful Location, Well-Behaved Pet Friendly
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Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 7223.0 sq m
Popular amenities
Explore the area

Chatham, MA
- Place, Cape Cod Beaches3 min walk
- Place, Chatham Shark Center3 min drive
- Place, Chatham Lighthouse7 min drive
- Airport, Hyannis, MA (HYA-Barnstable Municipal)31 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Single Beds and 1 Single Sofa Bed
Bedroom 3
2 Single Beds
2 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet · Shampoo · Hair dryer
Spaces
Kitchen
Outdoor play area
Garden
About this property
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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9.8 out of 10, Exceptional, (9 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Smoking
Smoking is not permitted
Important information
You need to know
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
North Chatham
Located in North Chatham, this holiday home is on the waterfront. Chatham Seaside Links and Captain's Cove Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Cape Cod Beaches and Cape Cod National Seashore. Travelling with kids? Consider Chatham Marconi Maritime Center and Adventure Chatham. Windsurfing and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.

Chatham, MA
What's nearby
- Cape Cod Beaches - 3 min walk - 0.3 km
- Chatham Shark Center - 3 min drive - 1.1 km
- Chatham Lighthouse - 7 min drive - 5.3 km
- Cape Cod National Seashore - 22 min drive - 23.8 km
- Hyannis Harbor - 31 min drive - 40.0 km
Getting around
Restaurants
- Cumberland Farms - 5 min drive
- Chatham Bars Inn - 5 min drive
- The Sacred Cod - 5 min drive
- Chatham Squire - 5 min drive
- Three Fins Coffee House & Cacao Factory - 4 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.0/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
30 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2025
Verified
10/10 Excellent
Ann G.
3 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Ann G.
Stayed 7 nights in Aug 2025
About the host
Hosted by Melissa Reed
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.
Languages:
English, French, Italian, Spanish
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