Pleasant Point Holiday Rentals

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Holiday Rentals in Pleasant Point

Aparthotel in Rockland

3.5 star property
8.4 out of 10, Very good, (312)
"Basic room , clean and perfect for our stay. "
United States
Deborah
Trade Winds on the Bay

Holiday Home in South Bristol

9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$834
includes taxes & fees
21 Nov - 22 Nov
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Holiday Home in Tenants Harbor

9.8 out of 10, Exceptional, (75)
"Great visit!"
United States
Zee S.
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

Cabin in 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 NZ$353
includes taxes & fees
1 Dec - 2 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Holiday Home in Owls Head

9.6 out of 10, Exceptional, (83)
"Nice cozy spot that made a great home base for us to explore the beautiful area. Lots to see from beaches to state parks. The view from Mt. Battie is amazing. Lot of places to get good food. The place has all that you would need and is very comfortable and well kept. "
United States
Michael K.
The price is NZ$588
includes taxes & fees
21 Nov - 22 Nov
Comfortable, Close to Town Home, with Oceanview.

Holiday Home in Boothbay Harbor

9.2 out of 10, Wonderful, (100)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Cottage in Camden

9.8 out of 10, Exceptional, (90)
"Very quiet place, great place to relax! "
United States
Gail C.
Morning sun, coffee in hand, a good book and so much more...

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Holiday Home in Boothbay Harbor

9.4 out of 10, Exceptional, (3)
"We loved how spacious and accommodating this home was, as well as it's great proximity to downtown Boothbay Harbor."
United States
Teresa G.
Fully Remodeled Coastal Retreat with Spacious Deck and Dog-Friendly Comfort

Apartment in Owls Head

10.0 out of 10, Exceptional, (167)
"Such a cute and unique property in the perfect location for exploring all of the mid coast. We come up to visit friends every summer, and the post office was the perfect home base. It was clean and well stocked with everything we needed. Doug was super responsive and easy to work with. 10/10 recommend "
United States
Kari F.
Owls Head Village Post Office

Cottage in South Thomaston

9.2 out of 10, Wonderful, (20)
"House was lovely, clean and well appointed. The location couldn’t have been nicer. We loved it!"
United States
patricia h.
Lovely home with harbor views, gas grill, streaming, W/D, & gourmet range

Cottage in Camden

2.0 star property
9.8 out of 10, Exceptional, (12)
"clean, excellent location"
United States
Harold T.
Newly renovated 2-bedroom cottage conveniently located with all the amenities!

Holiday Home in Rockport

10.0 out of 10, Exceptional, (126)
"Beautiful property and fantastic host. Highly recommend!"
United States
Christine K.
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Apartment in Rockport

9.6 out of 10, Exceptional, (42)
"Beautiful place. Very nice people "
United States
Kelly T.
Family Home in Rockport, ME, 5 minutes away from Camden, ME.

Holiday Home in 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.

Condo in Boothbay

9.4 out of 10, Exceptional, (13)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
Canada
Judy M.
The price is NZ$532
includes taxes & fees
21 Nov - 22 Nov
Shipwright @ The Offshore House

Cottage in Port Clyde

10.0 out of 10, Exceptional, (82)
"Very pleased with the house, the location, everything!"
United States
Margaret B.
Timeless Days: Maine Coast Waterfront, Fisherman's Cottage With Deepwater Dock

Holiday Home in Boothbay Harbor

2.0 star property
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

Apartment in Boothbay Harbor

10.0 out of 10, Exceptional, (2)
"This location was very convenient for tour boat trips, restaurants and shopping. There are high end appliances and lighting, and the interior is furnished in a rustic dog-themed way. There is a dedicated parking space, which was wonderful as available street parking was limited over the holiday weekend."
United States
Steve K.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Holiday Home in Westport

10.0 out of 10, Exceptional, (97)
"A beautiful home in a beautiful place. Perfect for large families."
United States
John M.
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
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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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, 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 NZ$353 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.