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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 449 Vacation Homes in Pleasant Point with updated reviews, rates, and availability.

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, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina
Fridge, microwave, oven, stovetop

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
2 Bedroom Close to Town Home
TV

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 SAR 394
SAR 928 total
includes taxes & fees
7 Apr - 8 Apr
2 Bedroom Close to Town Home
Peacefull house on the water
Beach

Peacefull house on the water

9.6 out of 10, Exceptional, (26)
"This cozy home had everything we needed for our Thanksgiving getaway. It's beautifully updated, warm, comfortable, and centrally located to what we wanted to do. It's located in a quiet, riverfront area for a peaceful stay. Only the turkeys, squirrels, and an occasional lobster boat to get your attention. Just perfect. I highly recommend this property."
Peacefull house on the water
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
Interior

Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!

9.6 out of 10, Exceptional, (12)
"We loved our stay! Dog friendly is not always easy to find and this place was amazing for our pup. Kitchen is perfectly equipped to cook breakfast and dinner. Spotless and recently updated. Tasty bakery/coffee (Farm 23) across the street. Landtrust surrounding the property for running and walking trails. Location is walkable or <5 min drive to shops and restaurants downtown. You won’t be disappointed. "
Charming Remodeled Home with Deck overlooking Land Trust - Dog Friendly!
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)
"We so enjoyed the house, but the view stole the show! Needs a bit of a glam up in the furniture department but everything was comfortable and clean. The property is lovely and we enjoyed the piano! We will be back for sure."
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"Had a huge job nearby, needed a place for 2 employees owners of company and 3 large trucjs to stay the night. Perfection!"
The price is SAR 709
SAR 1,337 total
includes taxes & fees
19 Mar - 20 Mar
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun loungers

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
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Miscellaneous

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

10.0 out of 10, Exceptional, (1)
"Spacious and comfortable home with open floor plan. We really enjoyed our walks everyday - two blocks from crashing waves, pine trees and steps from the courts and field. It feels remote uniquely beautiful place, yet it is so convenient to stores and restaurants in Boothbay Harbor."
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Lake

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

9.8 out of 10, Exceptional, (119)
"The house was very clean and cozy. Peaceful location. Host was accommodating and easy to communicate with. "
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Fridge, microwave, oven, stovetop

Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay

9.6 out of 10, Exceptional, (35)
"It is a big house with 4 bedrooms and 2 full baths. It was very clean when we arrived It is about a half mile walk into Boothbay Harbor by way of the footbridge. There are many restaurants, and shops. You can go out on boat tours from the middle of the town. Our experience was very good and be enjoyed our stay"
Dog-friendly home with deck, pool table, & firepit - walk to downtown Boothbay
Elegant home right in town with gorgeous water view, deck & interior
TV, fireplace

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."
Elegant home right in town with gorgeous water view, deck & interior
Stunning riverfront home, hot tub, BBQ, woodstove, and washer & dryer
Fridge, microwave, oven, stovetop

Stunning riverfront home, hot tub, BBQ, woodstove, and washer & dryer

9.8 out of 10, Exceptional, (11)
"This is a beautiful house with gorgeous views of the river. We enjoyed looking out and saw a pair of bald eagles several times. The house was new and clean and well stocked in the kitchen. It includes a hot tub and a washer dryer which is a nice perk. The only downside is that Vacasa was not responsive to our messages. I asked for check in information and did not receive it until I called. I also informed them that the hot tub was not accessible and had snow piled around it. We were only there...
Stunning riverfront home, hot tub, BBQ, woodstove, and washer & dryer
Coastal bungalow with large yard, beautiful kitchen, & great location
Fridge, microwave, oven, stovetop

Coastal bungalow with large yard, beautiful kitchen, & great location

9.4 out of 10, Exceptional, (30)
"We had a wonderful stay! Perfect location to Boothbay and surrounding areas! The home was very clean and it was great have 2 full baths. Planning on booking again next year!"
Coastal bungalow with large yard, beautiful kitchen, & great location
Single-family home situated on the waterfront in the beautiful midcoast Maine
Exterior

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

Single-family home situated on the waterfront in the beautiful midcoast Maine
Charming 3-bedroom house with AC and WiFi in Thomaston
Fridge, microwave, oven, dishwasher

Charming 3-bedroom house with AC and WiFi in Thomaston

Charming 3-bedroom house with AC and WiFi in Thomaston
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, (92)
"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
Comfortable, Close to Town Home, with Oceanview.
Interior

Comfortable, Close to Town Home, with Oceanview.

9.6 out of 10, Exceptional, (66)
"Great management, very clean, had everything in the kitchen, comfortable beds, even a pen for a dog. The sky was beautiful at night. It was very quiet. We were very close to hiking trails and the lighthouse. We had a nice time at Christmas."
The price is SAR 731
SAR 1,427 total
includes taxes & fees
25 Mar - 26 Mar
Comfortable, Close to Town Home, with Oceanview.
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
Reception

Trade Winds on the Bay

4.0 star property
8.2 out of 10, Very Good, (190)
"Perfect so clean everyone there was so nice. I will be staying there from now on when I travel."
The price is SAR 388
SAR 461 total
includes taxes & fees
21 Mar - 22 Mar
Trade Winds on the Bay
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (102)
"My friend and I are writers, and we came to this cottage to work on our books. It was the perfect location with the sunrise views over the water from the magnificent porch. The cottage was exceptionally clean, cozy, and beautiful. We had one small hiccup with the heat, but the manager, David, showed up immediately and the problem was rectified promptly. I loved it and we would absolutely stay there again."
A Charming Waterfront Cottage with Touches of Elegance
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, (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
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.