Pleasant Point Vacation Rentals

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Check prices for these dates

Tonight
Jun 17 - Jun 18
Tomorrow
Jun 18 - Jun 19
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Pleasant Point

Tranquil Coastal Sanctuary with Chef's Kitchen, Jacuzzi Tub and Water Views
TV, fireplace

Tranquil Coastal Sanctuary with Chef's Kitchen, Jacuzzi Tub and Water Views

Tranquil Coastal Sanctuary with Chef's Kitchen, Jacuzzi Tub and Water Views
Trade Winds on the Bay
Water view

Trade Winds on the Bay

3.5 star property
8.4 out of 10, Very Good, (220)
"Great place to stay...everything was great"
Trade Winds on the Bay
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (37)
"This was our second stay here. We love the comfort of this home and the location is perfect."
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Fridge, microwave, oven, stovetop

Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm

2.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful location, peaceful and great views"
Cozy Cottage with Ocean Views, Sunsets and Dog-Friendly Charm
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Property grounds

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (93)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Interior

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

10.0 out of 10, Exceptional, (85)
"Property was great for family gathering"
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Fridge, microwave, oven, stovetop

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Fridge, microwave, oven, stovetop

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (31)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Fridge, microwave, oven, stovetop

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.8 out of 10, Exceptional, (24)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
Morning sun, coffee in hand, a good book and so much more...
Exterior

Morning sun, coffee in hand, a good book and so much more...

9.8 out of 10, Exceptional, (77)
"Quiet. Beautiful view. "
Morning sun, coffee in hand, a good book and so much more...
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Interior

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

9.0 out of 10, Wonderful, (22)
"Beautiful home and the view was great!"
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Exterior

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (99)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views
Charming coastal cottage with firepit and easy beach access
Fridge, oven, stovetop, coffee/tea maker

Charming coastal cottage with firepit and easy beach access

Charming coastal cottage with firepit and easy beach access
Downtown Boothbay Harbor, 2-Story Cottage
Exterior

Downtown Boothbay Harbor, 2-Story Cottage

9.6 out of 10, Exceptional, (16)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Property grounds

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

10.0 out of 10, Exceptional, (112)
"We had a lovely time staying at your wonderfully cozy and charming property - thank you for a great experience!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (70)
"Enjoyed our stay"
The price is ￥32,416
￥60,145 total
includes taxes & fees
Jun 27 - Jun 28
Comfortable, Close to Town Home, with Oceanview.
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Living area

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

The price is ￥28,930
￥41,076 total
includes taxes & fees
Jun 29 - Jun 30
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (85)
"My daughter and I enjoyed our stay."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown
Terrace/patio

Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown

Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown
"Tranquility Base" is a place where you can lose yourself in nature.

"Tranquility Base" is a place where you can lose yourself in nature.

9.8 out of 10, Exceptional, (48)
"Very lovely place to stay. At first thought it was out quite far in woods but got used to the drive. Beautiful scenery. "
"Tranquility Base" is a place where you can lose yourself in nature.
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 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?

Boothbay Harbor Maine, Beautiful private Apartment : Visitors like this Pleasant Point vacation home rental. It 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 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 Pemaquid Beach Park. 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.