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Pleasant Point Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pleasant Point vacation rentals

Living area

Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is P33,859
P48,645 total
includes taxes & fees
Aug 2 - Aug 3
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Lobby sitting area

Trade Winds on the Bay

Trade Winds on the Bay
4.0 star property
Rockland
8.6 out of 10, Excellent, (433 reviews)
"Everything was great and the location was amazing. Right in the arts district and surrounded by interesting shops, amazing eats and coffee & right on the harbor."
United States
Gerald
The price is P16,339
P17,810 total
includes taxes & fees
Aug 2 - Aug 3
Trade Winds on the Bay
Interior

Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
9.0 out of 10, Wonderful, (2 reviews)
"I liked that it was by the lake quiet and secluded. "
United States
Wilma
The price is P8,906
P24,964 total
includes taxes & fees
Aug 16 - Aug 17
Rustic Retreat Across From Lake; Family Friendly!
Front of property

Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is P11,194
P30,344 total
includes taxes & fees
Aug 9 - Aug 10
Near Lakes, Bay & Trails! Historic Waldoboro Gem
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.
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Top Pleasant Point Hotel Reviews

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

8/10 Good
"The suite was large and very clean .Housekeeping came every day and cleaned the room The property was maintained well. There was an indoor pool, but we didn’t use it. Breakfast was included, but was the usual fare…only fruit were over ripe bananas. Breakfast sandwiches, waffle maker and cold cereal and bread and danish. Coffee at least was good. Overall, it was a nice stay and would stay there again."
Jill 3-night trip
Posted 7 hours ago
The Country Inn at Camden Rockport

Find out more about Pleasant Point

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Look no further and take a look at our great range of rental properties in Pleasant Point!

Frequently asked questions

Can I find vacation rentals in Pleasant Point?

Yes, we offer vacation rentals close to popular local attractions in Pleasant Point, or you can choose a more remote option if you're looking for relaxation.

How many vacation rentals will I find in Pleasant Point?

Choose from 10 Expedia vacation rentals in Pleasant Point for a memorable vacation.

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 larger area, you’ll find Marshall Point Lighthouse and Owls Head Transportation Museum.

What’s a vacation rental in Pleasant Point like?

Vacation rentals are private properties where you can stay for a couple of days or more in Pleasant Point. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.