Pleasant Point Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Pleasant Point Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Knox County Regional Airport (RKD)
Max Temp Winter
-1.11ºC
Max Temp Summer
21ºC

Top hotels in Pleasant Point

Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive Rockland ME
Fully refundableReserve now, pay when you stay
The price is £102 per night from 16 Nov to 17 Nov
£102
16 Nov - 17 Nov
includes taxes & fees
7.4/10 Good! (479 reviews)
"When I arrived at my room, the 1st thing I noticed was a very strong and annoying noise of flowing water that came from 2 pipes that collected the water from the rain. Wifi wasn't connecting to both my and my wife's phone. When I called the desk about changing the room, she said the hotel was booked ..."

Reviewed on 15 Nov 2026

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
The price is £85 per night from 16 Nov to 17 Nov
£85
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (544 reviews)
"The front desk staff and manager were very helpful setting up a quiet room for my high school daughter to take a test. Very accommodating, highly recommend!"

Reviewed on 15 Nov 2026

Trade Winds on the Bay
Harkness Brook Inn

Harkness Brook Inn

2.5 out of 5
337 Commercial St. Rockport ME
Get rates
Harkness Brook Inn
See all 1,411 properties in Pleasant Point
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pleasant Point travel package cost?
Starting from as low as , a package is your passport to cheaper travel. Custom build your Pleasant Point trip by choosing from our comprehensive range of hotels, flights and rental cars.
If I'm not able to travel, can I cancel my Pleasant Point travel package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Pleasant Point travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If life gets in the way of your holiday, visit our Customer Service Portal for more information.
How do I get a cheap travel package to Pleasant Point?
Our Pleasant Point travel packages promise plenty of savings for the savvy explorer. For the best deals, simply bundle your flights, hotels and rental cars into an affordable package. But bargain prices are just the beginning of your next epic adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options around the globe to pick from. No matter your style or budget, there's a package to suit you.
Does Expedia offer Book Now, Pay Later Pleasant Point holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's monthly instalment plans. If paying small amounts each month works for you, pick this option at checkout.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Put down a small deposit on your escape and then get on your way.

What are the top hotels in Pleasant Point?
Get your escape off to a flying start by booking a room at Elegant Ocean View Cottage With Porch. It's one of most popular hotels in Pleasant Point. Another option is Cabin - Enjoy The Quiet, The Calm, The Sunset And The Deck.
How far in advance should I book my Pleasant Point holiday?
Reserving your tickets early with Expedia means one less thing to have to worry about. Most air carriers advertise prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, discount flights to Pleasant Point sometimes occur a few weeks before departure.
What does an Expedia Pleasant Point travel package include?
Car rentals, flights and hotels — we bring you the very best deals. All you have to do is pick and choose your preferred combination. Once you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to create an awesome Pleasant Point escape.
What should I know before booking a Pleasant Point travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to make your hard-earned dollars stretch further. What you include is up to you. Hotels, rental cars and flights — decide on a combination that suits your plans.
Can I choose my airline with a Pleasant Point Expedia travel package?
Yes, you sure can. Expedia has access to more than 550 airline partners worldwide, so fly with the carrier that matches your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.