Southeast Massachusetts Luxury Holidays
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Top Luxury Southeast Massachusetts Hotels
Chatham Bars Inn
297 Shore Rd, Chatham, MA
Stay at this 5-star luxury resort in Chatham. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (769 reviews)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for."
Reviewed on 30 Jun 2025
Candleberry Inn on Cape Cod
1882 Main St, Brewster, MA
Stay at this 4.5-star luxury B&B in Brewster. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Brewster Ladies' Library and Breakwater ...
10/10 Exceptional! (129 reviews)
"Wonderful stay with fantastic Inn Keepers who know how to make you feel special. Love the space and the food and the gorgeous backyard. Highly recommend!"
Reviewed on 8 Jun 2025
The Mansion at Ocean Edge
2907 Main Street, Brewster, MA
Stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"This is a great find in a lesser known part if Cape Cod. Everything is first-class."
Reviewed on 29 Jun 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.