Southeast Massachusetts Luxury Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to RM 324 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Chatham Bars Inn
297 Shore Rd, Chatham, MA
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 ...
9/10 Wonderful! (754 reviews)
"Love this hotel so Much. Quiet, ideal location and friendly staff and great area."
Reviewed on 19 Apr 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 WiFi, and free parking. Popular attractions Breakwater Beach and Rail Trail Bike Shop ...
10/10 Exceptional! (126 reviews)
"Marco and Angelo very welcoming hosts!"
Reviewed on 29 Sep 2024
The Mansion at Ocean Edge
2907 Main Street, Brewster, MA
Book a 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 our reviews. ...
8.2/10 Very Good! (999 reviews)
"Very nice staff"
Reviewed on 21 Apr 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.