Holiday Rentals in Pleasant Point

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Pleasant Point

Water view
Trade Winds on the Bay

Trade Winds on the Bay

3.5 star property
Rockland
8.4 out of 10, Very good, (312)
"Basic room , clean and perfect for our stay. "
United States
Deborah
Trade Winds on the Bay
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is €416
includes taxes & fees
18 Nov - 19 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

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

Tenants Harbor
9.8 out of 10, Exceptional, (74)
"The view at sunrise is phenomenal. Place is extremely clean, neat and comfortable. We really enjoyed our stay."
United States
Scott P.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay
7.8 out of 10, Good, (7)
"Nice place to stay for a quick trip to the area! Would stay there again. "
United States
Lisa M.
The price is €193
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Interior
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
9.6 out of 10, Exceptional, (83)
"Our family enjoyed staying in this cute cottage. The host was very helpful and quick to respond when we had trouble getting into the location upon arrival. We had a great time hanging out on the front porch and relaxing in the evening. We definitely wished we could have stayed another night or two to relax and explore the area a little more, maybe sometime in the future."
United States
Laura C.
The price is €294
includes taxes & fees
18 Nov - 19 Nov
Comfortable, Close to Town Home, with Oceanview.
Fridge, microwave, oven, stovetop
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

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

Boothbay Harbor
9.2 out of 10, Wonderful, (100)
"This home is situated on a quiet street, but within a half-mile walking distance to the shops, restaurants, and puffin cruise piers. The house is comfortable and well-equipped, with several nice extras. The house was very clean when we arrived. The location is perfect, and we enjoyed sitting outside by the cove."
United States
Debbie A.
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Property grounds
Morning sun, coffee in hand, a good book and so much more...

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

Camden
9.8 out of 10, Exceptional, (90)
"Lovely property, cozy and nice location. Nice property owner."
United States
DeAnn J.
Morning sun, coffee in hand, a good book and so much more...
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

Boothbay Harbor
9.4 out of 10, Exceptional, (3)
"We appreciated being so close to the town area. It was even a walkable distance if you don’t mind the hills on the way home. Found the home to be very clean and the kitchen was well equipped. Nice and private yard."
United States
Lisa L.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort
Beach towels
Owls Head Village Post Office

Owls Head Village Post Office

Owls Head
10.0 out of 10, Exceptional, (167)
"We have stayed here several times and coming back just brings us joy. Mornings on the balcony with coffee and a book are the best. Access to kayaks and food right next door just can’t be beat. "
United States
Sarah W.
Owls Head Village Post Office
Property grounds
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

South Thomaston
9.2 out of 10, Wonderful, (20)
"Great place for a romantic get a way. Great lobster just down the road."
United States
G Allen H.
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range
Fridge, microwave, oven, stovetop
Newly renovated 2-bedroom cottage conveniently located with all the amenities!

Newly renovated 2-bedroom cottage conveniently located with all the amenities!

2.0 star property
Camden
9.8 out of 10, Exceptional, (12)
"It is conveniently located. Very clean. Nice big yard."
United States
Joseph
Newly renovated 2-bedroom cottage conveniently located with all the amenities!
On the beach, sun-loungers
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

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

Rockport
10.0 out of 10, Exceptional, (126)
"We enjoyed the property, especially the ocean view."
United States
John M B.
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Smart TV, DVD player, books
Family Home in Rockport, ME, 5 minutes away from Camden, ME.

Family Home in Rockport, ME, 5 minutes away from Camden, ME.

Rockport
9.6 out of 10, Exceptional, (42)
"Property owners offered effective check in and communication."
United States
Adele B.
Family Home in Rockport, ME, 5 minutes away from Camden, ME.
Fridge, microwave, oven, stovetop
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Boothbay Harbor
10.0 out of 10, Exceptional, (88)
"This was our third year staying. Perfect location! "
United States
Debra G.
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.
Smart TV
Shipwright @ The Offshore House

Shipwright @ The Offshore House

Boothbay
9.4 out of 10, Exceptional, (13)
"Room was as advertised. Clean, good location, easy check in/out. The Shipwright room had a cute little kitchenette and sitting area. "
United States
Virginia G.
The price is €266
includes taxes & fees
18 Nov - 19 Nov
Shipwright @ The Offshore House
Property grounds
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Port Clyde
10.0 out of 10, Exceptional, (82)
"A piece of heaven on earth! Very peaceful. Very responsive well managed property. We’ll be back. "
United States
Mary A.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock
Terrace/patio
Oceanfront Retreat with Dock, Boothbay Harbor

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Boothbay Harbor
10.0 out of 10, Exceptional, (4)
"Beautiful peaceful harbor view, home and location! Would stay here again in the future."
United States
Michelle C.
Oceanfront Retreat with Dock, Boothbay Harbor
Terrace/patio
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Boothbay Harbor
10.0 out of 10, Exceptional, (2)
"Cozy studio with an excellent location. Furnishings were nice, shower was fantastic and the front deck overlooking the water and town was perfect. "
United States
Jim S.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier
Interior
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

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

Westport
10.0 out of 10, Exceptional, (97)
"Very nice location, quiet and peaceful. Home had nice amenities; such as, basketball hoop, ping pong table, hot tub, and outdoor fireplace. "
United States
Megan P.
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
Terrace/patio
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access Dog-friendly

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access Dog-friendly

Boothbay Harbor
9.6 out of 10, Exceptional, (72)
"This was a beautiful cabin, and very clean. Nice hot showers. Close to downtown booth bay. Would definitely stay again."
United States
Pennie S.
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access Dog-friendly
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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Top Pleasant Point Hotel Reviews

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

10/10 Excellent
"Clean room and friendly staff. Good breakfast too!"
Tracy 2-night trip
Posted 2 days ago
The Country Inn at Camden Rockport

Find out more about Pleasant Point

Everything you need to know about Pleasant Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Point holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Point. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Point holiday rentals we have selected for you start as low as €193 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Point rentals

At Expedia, we put the best Pleasant Point holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pleasant Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Point holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views: This holiday home rental outside Pleasant Point is located on the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 La Verna Preserve. In the wider area, you’ll find Marshall Point Lighthouse and St. George River.

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.