Rockland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

Rockland Beach Holiday

Get set to live out those beachy daydreams on your upcoming Rockland holiday. Enjoy a lovely walk, soak up the sweeping ocean views and pick up unique seashells on your trip to Rockland. Just 0.64 kilometres from the town centre, Sandy Beach is the place to be for many travellers. Look through our Rockland holiday deals and watch your travel budget stretch further!

Things You Should Know About Rockland

  • Spend your holiday by the water and let the stresses and strains of daily life drift away with the sea breeze. Book one of our Rockland beach hotels and indulge in a little beachside bliss.
  • Consider Rockland Harbour Hotel and 250 Main Hotel. These popular private holiday homes could just be ideal for your holiday in Rockland.
  • There are lots of activities that keep the 7,200 or so residents of Rockland busy. A quick look at our Rockland things to do page will let you in on the best of what's on offer.
  • Don't head home without swinging by Maine Coastal Islands National Wildlife Refuge Visitor Centre, Rockland Ferry Terminal and Rockland Harbour Park. With the cash you save through our Rockland holiday deals, you can see more top sights like these.

Top hotels in Rockland

Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 9 Nov to 10 Nov
S$162
9 Nov - 10 Nov
includes taxes & fees
7.6/10 Good! (212 reviews)
Near the water and shopping /dining with walking distance. The rooms are clean and modern all at a great price.

Reviewed on 27 Oct, 2025

Harborline Hotel
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (308 reviews)
Front desk staff very nice. Everything was clean. Bed not very comfortable and it’s definitely not quiet even in the off season you can hear everyone’s everything.

Reviewed on 1 Nov, 2025

Get rates
Trade Winds on the Bay
250 Main Hotel

250 Main Hotel

3 out of 5
250 Main Street, Rockland, ME
The price is S$244 per night from 18 Nov to 19 Nov
S$244
18 Nov - 19 Nov
includes taxes & fees
9.6/10 Exceptional! (517 reviews)
Absolutely amazing.

Reviewed on 2 Nov, 2025

250 Main Hotel
See all 1,015 properties in Rockland
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.

Popular places to visit

Snow Marine Park

Explore the great outdoors at Snow Marine Park, a lovely green space in Rockland. Wander the waterfront in this romantic area.

Snow Marine Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.