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Holiday Rentals in Pleasant Point

"Close to our venue and good value for the cost"

includes taxes & fees

19 Feb - 20 Feb

"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."

"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...

"Clean, neat, short hop to Boothbay. Perfect for couple. Very safe as well. Neighborhood is not picturesque… not important to us. Only small, small picky note: heat was too high for us at night without ability to regulate. Highly recommend!"

includes taxes & fees

19 Feb - 20 Feb

"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"

"Perfect base for exploring the mid-coast region. "

includes taxes & fees

19 Feb - 20 Feb

"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. "

"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. "

"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...

"Our family decided on an impromptu trip to Maine for a weekend stay. It included me, my husband, our three children (18,18 and 12) and our two dogs. There was more than enough space for everyone and it was probably the most well stocked home including everything we needed or wanted. We loved the open concept first floor with the spectacular views of the river. The basement was cozy and the kids enjoyed hanging out down there. The beds were comfortable and the fireplace and pellet stove made it...

"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...

"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "

"The property accommodated our family of 11 just as we’d hoped. The open floor plan was perfect for all to be together but space enough to do separate activities. The littles loved the play room! Close to many activities and restaurants. A beautiful view of the lake. Nathan was very responsive and accommodating. We had a wonderful stay; highly recommend this property."

"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."

includes taxes & fees

22 Feb - 23 Feb

"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."

"Spacious house with nice views."

"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."

"This was the first trip to Maine for most of this group, and it’s safe to say we’re all in love. Being on the water was wonderful, and we enjoyed the amazing views as well as the hikes and adventures on the rocks during low tide. The pictures of the house don’t do the woodwork justice, and the grill made mealtimes easy. My only flag - the upstairs bathroom only had a tub and no shower, and with a number of girls in the group with long hair, it required some scheduling of shower time. We...

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Other types of properties in Pleasant Point you may be interested in

"Close to our venue and good value for the cost"

includes taxes & fees

19 Feb - 20 Feb

"This place was amazing. It was the cleanest hotel we have ever stayed in. Breakfast was a plus!"

includes taxes & fees

23 Feb - 24 Feb

"This is one of the better hotels I have stayed at. Kind, attentive staff. Clean, spacious rooms. I would have no guilt about recommending this hotel to friends."

includes taxes & fees

2 Mar - 3 Mar

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 €97 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.

Recent reviews of Pleasant Point properties

5/5 Excellent

Part of our Valentine's night out.

"Our stay was one night .We were out dancing . Then went to Hampton Inn. Everything was clean ,nice. Also have a breakfast bar. The price was low . We did not have time for the pool. There is an Applebee's next door. We had a great stay. Thank you Hampton Inn. "

A verified traveller stayed at Hampton Inn & Suites Rockland

Posted 18 hours ago

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?

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views : This holiday home rental outside of Pleasant Point is located on the beach, and has a balcony, a garden and a BBQ 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Pleasant Point?

Choose from 8 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 St. George River. In the wider area, you’ll find Marshall Point Lighthouse and Owls Head Transportation Museum.

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.

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Holiday Rentals in Pleasant Point

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Pleasant Point

Trade Winds on the Bay

Trade Winds on the Bay

A Charming Waterfront Cottage with Touches of Elegance

A Charming Waterfront Cottage with Touches of Elegance

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

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

Shipwright @ The Offshore House

Shipwright @ The Offshore House

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

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

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

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

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

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

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

Multi-unit with oar & boat house with private dock & kayaks

Multi-unit with oar & boat house with private dock & kayaks

DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

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

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

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Gorgeous new mid-coast listing! Large, family friendly home, perfect location!

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Peacefull house on the water

Peacefull house on the water

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Charming Cottage on the Great Pond in Boothbay Harbor, Maine

Other types of properties in Pleasant Point you may be interested in

Trade Winds on the Bay

Trade Winds on the Bay

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

Rockland Harbor Hotel

Rockland Harbor Hotel

Find out more about Pleasant Point

Find out more about Pleasant Point

Recent reviews of Pleasant Point properties

Recent reviews of Pleasant Point properties

Hampton Inn & Suites Rockland

Frequently asked questions