10/10 Excellent
Michael M.
30 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael M.
Stayed 7 nights in Aug 2025
Entire home
Private Beach, Beautiful Location, Well-Behaved Pet Friendly
Waterfront holiday home in Chatham with kitchen
Photo gallery for Private Beach, Beautiful Location, Well-Behaved Pet Friendly
Reviews
10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 7223.0 sq m
Popular amenities
Explore the area
Chatham, MA
- Place, Cape Cod Beaches10 min walk
- Place, Chatham Lighthouse Beach10 min walk
- Place, Chatham Lighthouse14 min walk
- Airport, Hyannis, MA (HYA-Barnstable Municipal)29 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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Water view
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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
Property # 4027548vb
About the area
Chatham
Located in 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 Monomoy National Wildlife Refuge. Travelling with kids? Consider Chatham Railroad Museum, or check out an event or a game at Veterans Field. Windsurfing and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Chatham, MA
What's nearby
- Cape Cod Beaches - 10 min walk - 0.8 km
- Chatham Lighthouse Beach - 10 min walk - 0.8 km
- Chatham Windmill - 11 min walk - 1.0 km
- Chatham Lighthouse - 14 min walk - 1.2 km
- Chatham Fish Pier - 17 min walk - 1.5 km
Getting around
Restaurants
- Chatham Bars Inn - 15 min walk
- Cumberland Farms - 12 min walk
- Chatham Squire - 6 min walk
- The Sacred Cod - 15 min walk
- Three Fins Coffee House & Cacao Factory - 3 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
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
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.
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