Search Vacation Homes in Pleasant Point

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Pleasant Point

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (36)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (74)
"Clean"
$372 nightly
The price is $405
Sep 1 - Sep 2
Total includes taxes and fees
Comfortable, Close to Town Home, with Oceanview.

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (27)
"The owners were ver accommodating and the place is a quiet, pretty location "
$323 nightly
The price is $352
Sep 8 - Sep 9
Total includes taxes and fees
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Peaceful home with forest views & great yard - minutes to town

8.8 out of 10, Excellent, (5)
"Your home is beautiful!! Love all the windows, very comfortable!!"
Peaceful home with forest views & great yard - minutes to town

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (4)
"This whole experience was amazing. And it is an experience! The house is so nice and has everything you could need or want. It a beautiful b and b! Wonderful location and we can’t wait to stay again. "
$424 nightly
The price is $461
Aug 24 - Aug 25
Total includes taxes and fees
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.6 out of 10, Exceptional, (33)
"The proximity to our activities and space for our family was perfect."
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

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

2.0 star property
9.4 out of 10, Exceptional, (9)
"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

10.0 out of 10, Exceptional, (100)
"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

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
$415 nightly
The price is $452
Aug 13 - Aug 14
Total includes taxes and fees
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Simplicity-Just what you need! STR24-20

10.0 out of 10, Exceptional, (16)
"A sweet, simple, affordable place to stay in the Rockland/Camden ME area"
Simplicity-Just what you need! STR24-20

Waterfront home with beautiful bay views - near shops & dining

9.4 out of 10, Exceptional, (26)
"Very clean, great location, great amenities. Hiy recommend this location"
Waterfront home with beautiful bay views - near shops & dining

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (77)
"Perfect for a getaway! "
Slow Down & Go Back in Time-Relax Completely in Our Maine Home

In-town, coastal + relaxing in Rockland

10.0 out of 10, Exceptional, (30)
"This is the most attractive and well appointed rental we have ever stayed in. The owners thought of everything to make our stay comfortable. Location is just a short, scenic walk from town. "
In-town, coastal + relaxing in Rockland

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

10.0 out of 10, Exceptional, (1)
"The location of the property was awesome, with beautiful Harbor views. The room we stayed in was very clean and a very comfortable size with once again great views. The amenities on the property were much better than we've experienced elsewhere. Kitchen/ eating area and the solarium were large and well stocked.As per most of the reviews you cant leave out "Jersey", who checks you in and runs the place basically. Super nice guy and very accommodating. Great sense of humor and makes everyone feel...
$377 nightly
The price is $410
Aug 27 - Aug 28
Total includes taxes and fees
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

Single-family home situated on the waterfront in the beautiful midcoast Maine

10.0 out of 10, Exceptional, (1)
"Huddle House was a perfect fit for my family when visiting the area for a family reunion. It was clean, comfortable, and well stocked. We loved that it was an older home with a lot of character."
Single-family home situated on the waterfront in the beautiful midcoast Maine

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

9.4 out of 10, Exceptional, (16)
"Nice house, close to great dining and only 5 min to a great grocery store"
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town

8.2 out of 10, Very Good, (23)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck, Gas Grill, & High-Speed WiFi - Walk to Town

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

10.0 out of 10, Exceptional, (119)
"This property was more than we could have asked for. The view was spectacular the hosts were great and we had more amenities than we could have asked for."
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

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

9.2 out of 10, Wonderful, (91)
"My daughter and I enjoyed our stay."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Fall Foliage Getaway !

10.0 out of 10, Exceptional, (2)
"Perfectly appointed and perfectly located. Gorgeous!"
Fall Foliage Getaway !
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pleasant Point Hotel Reviews