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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Pleasant Point apartments

Property grounds

Apartment in Waldoboro

Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax
9.6 out of 10, Exceptional, (9 reviews)
"Good visit overall."
United States
Gerald S.
The price is AED 918
AED 2,270 total
includes taxes & fees
26 Jan - 27 Jan
Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax
Property grounds

Apartment in Waldoboro

7BR Hilltop Retreat · 2 Kitchens & Decks
9.6 out of 10, Exceptional, (5 reviews)
"The house and location was perfect, sitting around the fire pit to end the night was perfect "
United States
william h.
The price is AED 2,424
AED 4,888 total
includes taxes & fees
26 Jan - 27 Jan
7BR Hilltop Retreat · 2 Kitchens & Decks
Fridge, microwave, oven, stovetop

Apartment in East Boothbay

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is AED 658
AED 1,718 total
includes taxes & fees
26 Jan - 27 Jan
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Dining

Apartment in Newcastle

Peaceful Intown Studio ~ Walk to Shops & Dining
6.0 out of 10, (1 review)
The price is AED 533
AED 665 total
includes taxes & fees
27 Jan - 28 Jan
Peaceful Intown Studio ~ Walk to Shops & Dining
Fridge, microwave, oven, stovetop

Apartment in East Boothbay

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is AED 909
AED 2,036 total
includes taxes & fees
3 Feb - 4 Feb
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Property grounds

Apartment in Waldoboro

Hilltop 5BR Retreat with Decks & BBQ
9.8 out of 10, Exceptional, (9 reviews)
"Amazing stay! These owners have thought of everything! Laundry needs, beach towels, chairs, umbrella, bathroom extras — everything! Super clean. Would absolutely stay again!"
United States
Angela V.
The price is AED 1,469
AED 3,123 total
includes taxes & fees
26 Jan - 27 Jan
Hilltop 5BR Retreat with Decks & BBQ
Outdoor dining

Apartment in Boothbay Harbor

2-story apartment steps from the harbor & downtown
6.0 out of 10, (1 review)
"The apartment was quite cozy and clean. However, winter in Maine is unpredictable and must prepare for it. Huge liability risk not to have lighted parking area at night, walkways too narrow of snow and not well lit or shoveled."
United States
Anonymous traveler
The price is AED 1,102
AED 2,792 total
includes taxes & fees
26 Jan - 27 Jan
2-story apartment steps from the harbor & downtown
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

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"Front desk staff was wonderful! And room was very clean. "
Kayla 1-night trip
Posted 2 days ago
Trade Winds on the Bay

Frequently asked questions

What's it like to stay at an apartment in Pleasant Point?
There are plenty of places to stay in Cushing with 27 lodging choices, though not many apartments. We can help you find accommodations that are similar to apartments.
How do you know if an apartment is the best choice for your stay?
Offering a kitchen for convenient meals, an apartment is often more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, and also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Pleasant Point?
Listed below are some of the more popular apartments in the area: Cozy, Centrally Located Apartment in Rockport, Maine: Situated in Rockport, 17.8 mi/28.7 km from the heart of Pleasant Point. Includes free WiFi and Smart TVs. Shipbuilder's Retreat sleeps 6, 5 minutes to Harbor: Located 16.3 mi/26.2 km away in East Boothbay. Free WiFi, private patios, and Smart TVs are included. Access to onsite laundry facilities is available on site. Owls Head Village Post Office: It's situated in Owls Head, 14.2 mi/22.9 km away. Includes free WiFi and private patios. Brand new guest apartment with furnished deck, fast WiFi, dock, & water views: Located in Boothbay, 19.1 mi/30.7 km from Pleasant Point. Includes private patios and sofa beds. Access to onsite laundry facilities is available on site.
What can I expect from the weather during my trip to Pleasant Point?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Pleasant Point. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pleasant Point are January, March, December, and February, with each month seeing an average of 7 inches of snowfall.
What should I see and do in Pleasant Point?
While exploring the area, visit family-friendly sights like Maine State Prison Store, or get outside and enjoy nature at St. George River. In the larger area, you'll find Marshall Point Lighthouse and Tenants Harbor Marina.
What's the best way to get to and around Pleasant Point?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Rockland, ME (RKD-Knox County Regional), which is located 11.9 mi (19.2 km) away from the heart of the city. Otherwise, you can search for flights to Wiscasset, ME (ISS), which is 20.7 mi (33.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.