Pleasant Point Holiday Rentals from €79: Search Short-Term Rentals

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

Oceanview Bungalow Style Home in Owls Head : This holiday home rental outside of Pleasant Point is located by the ocean, and has a balcony, a terrace and air conditioning to put you at ease 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. You can relax into your holiday with a garden and a selection of games.

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Our top choices for Pleasant Point holiday rentals

1. Trade Winds on the Bay

Rockland

Todd

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

2. Luxury Yurt at Seaside Farm in Friendship

Friendship

includes taxes & fees

30 Sept - 1 Oct

3. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Waldoboro

includes taxes & fees

2 Oct - 3 Oct

A wooden deck with a glass door leading to a room.

4. Tiny Cottage Near Everything 10

Edgecomb

Gene

includes taxes & fees

26 Oct - 27 Oct

A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Rockland

sarah

includes taxes & fees

8 Oct - 9 Oct

A wooden deck with Adirondack chairs and a grill.

6. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

includes taxes & fees

27 Oct - 28 Oct

A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

7. 2 Bedroom Close to Town Home

Thomaston

Brianna M.

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

8. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

includes taxes & fees

20 Oct - 21 Oct

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Top Pleasant Point Hotel Reviews

The Country Inn at Camden Rockport

10/10 Excellent

"Lovely staff, clean facilities with pool and hot tub & a friendly place close to Camden"

Ledges by the Bay

8/10 Good

"The view and the grassy area was beautiful. Parking was easy, but we had to carry our suitcases down the stairs to the room. Just a FYI when you book a room and can’t do that. I wish that we wouldn’t have had the spiderwebs and spiders outside our room where the chairs were. Breakfast was very limited to cereals and waffles."

Topside Inn

8/10 Good

"All the staff were very attentive and the breakfast was excellent. The property location and the view of Boothbay harbor were beautiful! The only reason for not giving the Inn an Excellent rating was, we had a room in the Inn and at around 5 a.m. we were woken up by the kitchen staff banging around starting to prepare breakfast."

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 €79 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?

Oceanview Bungalow Style Home in Owls Head: This holiday home rental outside of Pleasant Point is located by the ocean, and has a balcony, a terrace and air conditioning to put you at ease 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. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Pleasant Point?

Choose from 8 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 Maine State Prison Store, or get out into nature at a spot like St. George River. In the wider area, you’ll find Marshall Point Lighthouse and Owls Head Transportation Museum.

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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