Pleasant Point Vacation Rentals from ￥31,312: Search Short-Term Rentals

Q: What's the top vacation rental in Pleasant Point?

Comfortable, Close to Town Home, with Oceanview. : You might want to consider this vacation rental near Pleasant Point, which offers a patio, a private yard, and a barbecue grill 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 you can cook with friends or family.

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Our top choices for Pleasant Point vacation rentals

House, 1 Queen Bed (Beehive Cottage) | Living area

1. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Cushing

￥141,935 total

includes taxes & fees

Aug 8 - Aug 9

2. Come Spring Farm Airstream , Lake & farm animals

Union

Thomas W.

￥51,958 total

includes taxes & fees

Aug 19 - Aug 20

3. ComfyDome Pond-Side Glamping

Jefferson

Fiona S.

￥31,980 total

includes taxes & fees

Aug 21 - Aug 22

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

Waldoboro

￥27,506 total

includes taxes & fees

Sep 1 - Sep 2

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

Rockland

Sarah V.

￥28,209 total

includes taxes & fees

Aug 10 - Aug 11

6. Luxury Yurt at Seaside Farm in Friendship

Friendship

￥140,128 total

includes taxes & fees

Sep 1 - Sep 2

7. Trade Winds on the Bay

Rockland

Jerold

￥32,377 total

includes taxes & fees

Aug 10 - Aug 11

8. Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Pemaquid Beach

Mia

￥50,980 total

includes taxes & fees

Aug 6 - Aug 7

9. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Kim W.

￥43,212 total

includes taxes & fees

Sep 1 - Sep 2

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

Waldoboro

Deborah

￥77,394 total

includes taxes & fees

Aug 9 - Aug 10

11. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

￥54,359 total

includes taxes & fees

Sep 1 - Sep 2

12. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay

Cassie M.

￥31,312 total

includes taxes & fees

Aug 6 - Aug 7

13. 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

￥51,958 total

includes taxes & fees

Sep 1 - Sep 2

Coffee/tea maker, fridge, microwave, stovetop

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

Waldoboro

Carrie Plympton F.

￥78,747 total

includes taxes & fees

Aug 9 - Aug 10

15. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

￥38,541 total

includes taxes & fees

Aug 11 - Aug 12

16. Tiny Cottage Near Everything 10

Edgecomb

Elaine

￥38,283 total

includes taxes & fees

Aug 6 - Aug 7

Coffee/tea maker, fridge, microwave, oven

17. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Thomaston

Stephen H.

￥76,480 total

includes taxes & fees

Sep 1 - Sep 2

18. Oceanview Bungalow Style Home in Owls Head

Owls Head

Tina B.

￥89,407 total

includes taxes & fees

Aug 19 - Aug 20

19. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Pemaquid Beach

Jeanne

￥60,866 total

includes taxes & fees

Sep 1 - Sep 2

20. Comfortable, Close to Town Home, with Oceanview.

Owls Head

Rich W.

￥70,649 total

includes taxes & fees

Aug 19 - Aug 20

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Top Pleasant Point Hotel Reviews

Tugboat Inn

10/10 Excellent

"Location was excellent; didn't need to drive anywhere."

The Country Inn at Camden Rockport

10/10 Excellent

"The amenities at the property was well thought out. The staff at the breakfast kitchen was attentive and made sure everything was restocked timely. The front desk (Zack) was professional, helpful and did all he could to make sure guests stay are stress free! The cleaning team was immaculate in every area. It was a wonderful experience. However, the only recommendation I have is that the fire pit area should be limited (I'd say and hour per family) during the evening from six pm to 8 pm. This will give everyone a chance to enjoy and relax around the fire place. There are some people that are inconsiderate and would sit there from 6 pm to midnight."

Trade Winds on the Bay

8/10 Good

"When I booked we should of had a small balcony with the obstructed view. I wish I saved the photo that I looked at online when I booked. We ended up in a room with just a window. It was nice to be close to town so we could walk the places to eat. The Lobster Festival is also going on so that was an easy walk also. The rooms are clean."

Harkness Brook Inn

10/10 Excellent

"We really enjoyed our stay at the Harkness Hotel. You can tell this property has been thoughtfully renovated. The room was spotless, the sheets were crisp, and the king bed was incredibly comfortable after a full day of exploring the Maine coast. Our king room faced the back of the hotel, which made it nice and quiet in the evenings for a good night’s sleep. In the morning, we could hear some traffic from Route 1. It wasn’t overwhelming—in fact, it was almost soothing at times, though if you’re a light sleeper it might be a little distracting. The location was perfect—snuggled between Rockport and Camden, making it easy to explore both towns. It was also just a short drive to the local grocery store and within walking distance of American Flatbread Company, which was a nice bonus. The hotel focuses on providing a clean, comfortable stay without unnecessary extras, and it does that very well. If you’re looking for a modern, affordable place to stay while exploring Midcoast Maine, the Harkness Hotel is a great choice. We’d definitely stay here again."

Find out more about Pleasant Point

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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.

What's the top vacation rental in Pleasant Point?

Comfortable, Close to Town Home, with Oceanview.: You might want to consider this vacation rental near Pleasant Point, which offers a patio, a private yard, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Pleasant Point?

Choose from 9 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 Tenants Harbor Marina.

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.

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Check prices for these dates

Our top choices for Pleasant Point vacation rentals

1. Bee Hive Cottage, Romantic Maine Waterfront Cottag

2. Come Spring Farm Airstream , Lake & farm animals

3. ComfyDome Pond-Side Glamping

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

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

6. Luxury Yurt at Seaside Farm in Friendship

7. Trade Winds on the Bay

8. Across the road from Pemaquid Beach — wooded king-bed cabin for couples

9. Bright 2-Bedroom Apartment Near Downtown Thomaston

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

11. Peaceful, Centrally Located Home with Seasonal River Views

12. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

13. 2 Bedroom Close to Town Home

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

15. Spacious 1 Bedroom Cottage Close to Everything 5

16. Tiny Cottage Near Everything 10

17. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

18. Oceanview Bungalow Style Home in Owls Head

19. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

20. Comfortable, Close to Town Home, with Oceanview.

Find vacation rentals that suit your style

Top Pleasant Point Hotel Reviews

Tugboat Inn

The Country Inn at Camden Rockport

Cod Cove Inn, BW Signature Collection

Glen Cove Inn & Suites

Rockland Harbor Hotel

Trade Winds on the Bay

Harkness Brook Inn

Ledges by the Bay

Linekin Bay Resort

Find out more about Pleasant Point

Frequently asked questions

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