Chatham, MA

Travel Guide

Chatham
Chatham
Chatham
Chatham
Chatham
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
The price is AED 1,592 per night from May 7 to May 8
AED 1,592
per night
May 7 - May 8
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (818 reviews)
Spa suite was awesome after we were changed from 603 (that had a generator outside the wall of the bedroom) to 604 (that had a serene view of the Zen garden), food was delicious but expensive, and staff was courteous. We were there off season, everything closed in the area, so nothing to do outside ...

Reviewed on 12 April 2026

Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
The price is AED 592 per night from May 3 to May 4
AED 592
per night
May 3 - May 4
Book a stay at this golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (650 reviews)
Clean and up to date room and property in general. Continental Breakfast was very good and all staff helpful and polite

Reviewed on 4 April 2026

Chatham Wayside Inn
Captain's House Inn

Captain's House Inn

4 out of 5
369 Old Harbor Road Chatham MA
Stay at this B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Shark Center and Chatham Seaside Links are located ...
9.8/10 Exceptional! (216 reviews)
The fireplace and a glass of wine made a cozy evening.

Reviewed on 22 March 2026

Captain's House Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Downtown Chatham Luxury 9 BR Home with Heated Pool.  Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham MA
Book a stay at this family-friendly vacation home in Chatham. Enjoy free WiFi, private pools, and a garden. Popular attractions Gallery Antonia and Chatham Windmill ...
10/10 Exceptional! (41 reviews)
We had a family gathering with 3 generations to memorialize my parents who lived on Cape Cod for many years. Staying in a home vs a hotel allowed us to come together in a much better way than everyone going to their own hotel rooms. This house is beautiful and has several large gathering areas for ...

Reviewed on 11 April 2026

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham MA
Stay at this vacation home in Chatham. Enjoy a garden, laundry facilities, and balconies or patios. Popular attractions Chatham Windmill and Mayo House are located ...
10/10 Exceptional! (118 reviews)
This is a perfect spot to enjoy Chatham. The house is charming and comfortable. They have really thought through what guests might need - even a lobster pot! And the location is perfect. We walked to town multiple times each day. And Tom is welcoming and responsive. His recommendations were spot ...

Reviewed on 14 April 2026

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

Chatham MA
Stay at this cottage in Chatham. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Hardings Beach and Ridgevale Beach are located nearby.
10/10 Exceptional! (28 reviews)
Clean and cozy. Close to Chatham points of interest.

Reviewed on 27 September 2025

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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