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Compare 356 Vacation Homes in Pleasant Point with updated reviews, rates, and availability.

Peace in Pemaquid - Ocean Sunsets & Stargazing
Exterior

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (14)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Welcome to the Perch!

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
Beach

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

10.0 out of 10, Exceptional, (90)
"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Room

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

2.0 star property
8.0 out of 10, Very Good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

9.4 out of 10, Exceptional, (23)
"Very nice place for the family "
Waterfront home with beautiful bay views - near shops & dining
2 Bedroom Close to Town Home
Exterior

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AED 551
AED 1,121 total
includes taxes & fees
30 Nov - 1 Dec
2 Bedroom Close to Town Home
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (56)
"Beautiful house with lots of charm….. gorgeous views from the deck. I was texted when we arrived to make sure we were happy with the cleanliness of the home and we were . House was supplied with plenty of towels, blankets, toiletries, cushions for outdoor furniture and games. We stayed here with our dogs who loved it as well. We would stay here again"
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Spectacular Ocean Views from Every Room
House view from the ocean

Spectacular Ocean Views from Every Room

9.6 out of 10, Exceptional, (35)
"Perfect! Beautiful location! Accurate description on VRBO. Would recommend to anyone."
Spectacular Ocean Views from Every Room
Waterfront Cottage on Tidal Cove with Dock
Property grounds

Waterfront Cottage on Tidal Cove with Dock

9.8 out of 10, Exceptional, (44)
"Just a perfect getaway. Very well maintained home with a few handy man quirks. Power went out and the Generac generator kicked right on. House is well stocked, clean and perfectly situated for a secluded trip. I would mention that you have to walk thru one bedroom ( attic dormer) to get to the forth bedroom. And there is no door between the two just a curtain. Which might be an issue if it was all couples. Overall this was a perfect getaway. Loved the location. The kayaks were great ( better pay...
Waterfront Cottage on Tidal Cove with Dock
Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

9.4 out of 10, Exceptional, (37)
"Nice house in quiet location. Great kitchen!! Master bed was comfy except sheets should be replaced. The house is large with a huge finished basement. The TV in the basement was OK. The basement sofa is comfy but the primary sofa upstairs was uncomfortable. All in all... a very good property that could be great with better bed sheets and living room sofa."
Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen
Breathtaking views, total relaxation, do as much or as little as you choose
Little island, mussel ridge channel, all the boats go by the house

Breathtaking views, total relaxation, do as much or as little as you choose

9.8 out of 10, Exceptional, (82)
"My wife and I enjoyed our stay in Owls Head. It was perfect for us. Hiking trails nearby and good seafood not far away"
Breathtaking views, total relaxation, do as much or as little as you choose
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
Front Yard

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (73)
"It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history. "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters
Oceanfront home on 6 acres with multi-level deck & spectacular view

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (14)
"Amazing cozy cottage with a breath taking view!"
Oceanfront home on 6 acres with multi-level deck & spectacular view
Sunset river 3-bedroom house in amazing South Thomaston, Maine
Property grounds

Sunset river 3-bedroom house in amazing South Thomaston, Maine

2.0 star property
The price is AED 1,047
AED 1,982 total
includes taxes & fees
3 Dec - 4 Dec
Sunset river 3-bedroom house in amazing South Thomaston, Maine
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

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

9.2 out of 10, Wonderful, (80)
"If you like eclectic you'll love this place. Quite rustic. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Glen Cove Beach

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

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

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

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Sea-air nourishes our flowerbox blossoms all summer--

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

9.6 out of 10, Exceptional, (65)
"Excellent property and location! Couldn't be happier with the location and proximity to amazing places!"
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
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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Other property types in Pleasant Point

Trade Winds on the Bay
Interior

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very Good, (137)
"Everything was wonderful. We will stay there again"
The price is AED 360
AED 428 total
includes taxes & fees
1 Dec - 2 Dec
Trade Winds on the Bay
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Beach

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

9.8 out of 10, Exceptional, (58)
"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
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.