Southeast Massachusetts Luxury Vacations
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Top Luxury Southeast Massachusetts Hotels
Chatham Bars Inn
297 Shore Rd, Chatham, MA
Chatham Bars Inn is one of the Chatham luxury 5-star boutique properties where you can treat yourself to plush bedding, designer toiletries, and more. Notable ...
9.2/10 Wonderful! (775 reviews)
"Old school hotel complex in a great location overlooking the Sea. Great ambience in the main lodge & dining facilities. Very kid friendly with the main pool swarming with kids. At one point I noticed 8 small kids in the large jacuzzi at one time - unusual for a luxury property. The pool experience ..."
Reviewed on Jul 16, 2025
Candleberry Inn on Cape Cod
1882 Main St, Brewster, MA
Pamper yourself with a luxury stay at Candleberry Inn on Cape Cod, where you can enjoy amenities like Champagne service, massage services, and more. Deluxe amenities ...
10/10 Exceptional! (130 reviews)
"This is a beautiful property and Charlene and Eric are wonderful hosts. They are extremely attentive to a visitor’s needs and have delightful staff. The breakfast is excellent and has daily variations. My wife and I spent two nights at the Inn and would recommend it unreservedly."
Reviewed on Jul 10, 2025
The Mansion at Ocean Edge
2907 Main Street, Brewster, MA
Choose luxury at The Mansion at Ocean Edge, where you can enjoy amenities like designer toiletries, premium channels, and more. The 3 poolside bars, 3 outdoor ...
8.2/10 Very Good! (999 reviews)
"Every employee was friendly and helpful. The Beach Bar was wonderful, the Front Lawn fun, and the Ocean Terrace was delicious and beautiful. Our room #226 in the East Wing was clean, large, quiet and beautiful. The only negative was the price - with taxes and fees $725/night."
Reviewed on Jul 16, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.