Pleasant Point Holiday Rentals

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Holiday Rentals in Pleasant Point

Oceanview Bungalow Style Home in Owls Head

10.0 out of 10, Exceptional, (55)
"Great property for family to visit Maine. Thank you!"
The price is NZ$1,141
includes taxes & fees
20 July - 21 July
Oceanview Bungalow Style Home in Owls Head

Serene Coastal Haven in Owls Head, ME

10.0 out of 10, Exceptional, (6)
"Wonderful visit And beautiful house. Had a Great stay and a great time!"
The price is NZ$881
includes taxes & fees
8 July - 9 July
Serene Coastal Haven in Owls Head, ME

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (70)
"Enjoyed our stay"
The price is NZ$695
includes taxes & fees
28 June - 29 June
Comfortable, Close to Town Home, with Oceanview.

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (28)
"The unit was impeccable as was the location: just 100 yards from Rockland Harbor and the harbor view walk. The hose was immaculate and the kitchen had everything you need to cook in. We are in our early 70s and would highly recommend a stay here. We met the owners, Jim and Wayne, who were delightful "
The price is NZ$1,143
includes taxes & fees
30 June - 1 July
In-town, coastal + relaxing in Rockland

Simplicity-Just what you need! STR24-20

9.8 out of 10, Exceptional, (7)
"A sweet, simple, affordable place to stay in the Rockland/Camden ME area"
The price is NZ$249
includes taxes & fees
3 July - 4 July
Simplicity-Just what you need! STR24-20

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (30)
"Very clean and nice property as advertised."
The price is NZ$489
includes taxes & fees
8 July - 9 July
2 Bedroom Close to Town Home

The RiverView

9.4 out of 10, Exceptional, (16)
"The house was clean and close to many things to do. I would stay there again."
The price is NZ$537
includes taxes & fees
26 June - 27 June
The RiverView

Dome 1 - Luxury Dome at Come Spring Farm

9.6 out of 10, Exceptional, (9)
"We had a great experience with our stay Everything was nice the owner was very helpful and friendly "
The price is NZ$751
includes taxes & fees
2 July - 3 July
Dome 1 - Luxury Dome at Come Spring Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

7.0 out of 10, Good, (2)
"Beautiful location and a unique stay."
The price is NZ$474
includes taxes & fees
29 June - 30 June
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Come Spring Farm Glamping Dome 2

The price is NZ$578
includes taxes & fees
1 July - 2 July
Come Spring Farm Glamping Dome 2

The Entire Waldoboro Inn

The price is NZ$2,165
includes taxes & fees
29 June - 30 June
The Entire Waldoboro Inn

THE NOOK Apartment

THE NOOK Apartment

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (5)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is NZ$1,043
includes taxes & fees
2 July - 3 July
Laughton House @ Pemaquid Beach

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is NZ$486
includes taxes & fees
26 June - 27 June
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

10.0 out of 10, Exceptional, (5)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
The price is NZ$3,769
includes taxes & fees
28 June - 29 June
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (40)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is NZ$561
includes taxes & fees
6 July - 7 July
Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

2.5 star property
10.0 out of 10, Exceptional, (2)
"As soon as we got there we felt welcome. John was amazing, showing us around the whole property & explaining all that was offered. We got there late & had not had a chance to eat so we asked him if there was any suggestions. He immediately got on the phone & got us a reservation for the Thistle Inn. He was amazing & could not do enough for us, including bringing us pastries every morning & having campfires at night so that we could get to know the other guests staying at the inn.The room was...
The price is NZ$496
includes taxes & fees
29 June - 30 June
Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is NZ$492
includes taxes & fees
1 July - 2 July
Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
The price is NZ$586
includes taxes & fees
29 June - 30 June
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck
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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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?

Boothbay Harbor Maine, Beautiful private Apartment : This holiday home rental outside of Pleasant Point is located by the ocean, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

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 Maine State Prison Store, or get out into nature at a spot like Pemaquid Beach Park. 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.