Pleasant Point Holiday Rentals from €145: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Pleasant Point has to offer?

Comfortable, Close to Town Home, with Oceanview. : This holiday home rental outside of Pleasant Point offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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In two weeks

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In four months

Our top choices for Pleasant Point holiday rentals

1. Luxury Yurt at Seaside Farm in Friendship

Friendship

includes taxes & fees

6 Sept - 7 Sept

2. Simplicity-Just what you need! STR24-20

Rockland

sarah

includes taxes & fees

15 Sept - 16 Sept

3. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Kim W.

includes taxes & fees

1 Sept - 2 Sept

4. Trade Winds on the Bay

Rockland

Jerold

includes taxes & fees

17 Aug - 18 Aug

5. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

includes taxes & fees

15 Sept - 16 Sept

6. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Waldoboro

Deborah

includes taxes & fees

9 Sept - 10 Sept

7. 2 Bedroom Close to Town Home

Thomaston

"We enjoyed staying at this site but we had difficulty with the address. I would recommend putting the number 67 on the outside of the mud room door, which would make it much easier to find the location A member of our party had difficulty sleeping on the pull out couch and recommended a thicker mattress. We also smelled cigarettes upon entry into the building but once the door was open for a short time the smell went away. I would definitely stay at this site again when I the area."

April

includes taxes & fees

15 Sept - 16 Sept

Coffee/tea maker, fridge, microwave, stovetop

8. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Waldoboro

Tina S.

includes taxes & fees

9 Sept - 10 Sept

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Top Pleasant Point Hotel Reviews

Rockland Harbor Hotel

10/10 Excellent

"We went by all the positive feedback on the hotel when booking and can happily add to those! Hotel has obviously undergone change over many years; updates and upgrades to an older hotel on the harbor. Rooms were clean, hallways, parking lot and breakfast area as well. Staff were all friendly and helpful. Provided breakfast was typical for what I expected of an included amenity, but definitely better than many others I’ve had at other hotels and food never ran out! The single elevator made it tricky at times to get to our room on the 4th floor expediently, but it was never a huge deal. Views from our room (we had a double queen with balcony) of the harbor were nice! My wife and I enjoyed sitting out on the balcony several evenings. We didn’t have issues parking but it seemed like it could get tight due to non-guests using the lot to walk into town or to the ferry. Walkability to most anything in Rockland was great!"

Find out more about Pleasant Point

Everything you need to know about Pleasant Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Point. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Point holiday rentals we have selected for you start as low as €145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Point rentals

At Expedia, we put the best Pleasant Point holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pleasant Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Point holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Pleasant Point?

Yes, there are holiday rentals close to the most popular sights in Pleasant Point, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasant Point has to offer?

Comfortable, Close to Town Home, with Oceanview.: This holiday home rental outside of Pleasant Point offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Pleasant Point?

Choose from 9 Expedia holiday rentals in Pleasant Point for a memorable holiday.

What’s there to see and do in Pleasant Point?

Explore the area and family-friendly sights such as Penobscot Marine Museum, or get out into nature at a spot like St. George River. In the wider area, you’ll find Marshall Point Lighthouse and Maine Coastal Islands National Wildlife Refuge.

What’s a holiday rental in Pleasant Point like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasant Point. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.

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Check prices for these dates

Our top choices for Pleasant Point holiday rentals

1. Luxury Yurt at Seaside Farm in Friendship

2. Simplicity-Just what you need! STR24-20