
Casco Bay Islands Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Photo by Gizmo Goes West
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 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
Top Beach Casco Bay Islands Hotels

Chebeague Island Inn
61 South Road, Chebeague Island, ME
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John ...
8.6/10 Excellent! (76 reviews)
"Great place to go and relax for a few days."
Reviewed on Jul 20, 2025

Inn On Peaks Island
33 Island Avenue, Peaks Island, ME
Feel the sand between your toes at this inn and enjoy the sunsets on the beach in Peaks Island, as you'll be close to the beach. A restaurant and a bar are just ...
9/10 Wonderful! (100 reviews)
Great Staff!
"The staff was super friendly. There’s no traditional front desk, so check in was a little confusing. Other than that, a great room and fantastic location"
Reviewed on Aug 16, 2025

Inn at Diamond Cove
22 Mckinley Court, Great Diamond Island, Portland, ME
Relax at this hotel and get ready to lounge by the shoreline in Portland, as you'll be not far from the beach. Amenities at Inn at Diamond Cove include 2 restaurants, ...
8.6/10 Excellent! (186 reviews)
Travelers like: close to beach, outdoor pool
Travelers say...
"Diamond Cove is a peaceful and beautiful property. I highly recommend."
Reviewed on Aug 15, 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.