Pleasant Point Vacation Rentals from $200: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pleasant Point vacation rentals

Rustic Retreat Across from Lake; Family Friendly!

Union

Sallie S.

$380 nightly

Jun 26 - Jun 27

Total with taxes and fees

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

Boothbay

Nichole W.

$184 nightly

Jun 23 - Jun 24

Total with taxes and fees

Fridge, microwave, stovetop, coffee/tea maker

Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

$247 nightly

Jun 24 - Jun 25

Total with taxes and fees

Come Spring Farm Airstream , Lake & farm animals

Union

Thomas W.

$303 nightly

Jul 9 - Jul 10

Total with taxes and fees

Simplicity-Just what you need! STR24-20

Rockland

Lucy F.

$165 nightly

Jun 25 - Jun 26

Total with taxes and fees

Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

$254 nightly

Jun 24 - Jun 25

Total with taxes and fees

Across the road from Pemaquid Beach — wooded king-bed cabin

Pemaquid Beach

Rob S.

$268 nightly

Jun 25 - Jun 26

Total with taxes and fees

Fully Updated Airy Historic Home in West Rockport

Rockport

$543 nightly

Jun 23 - Jun 24

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Pleasant Point Hotel Reviews

The Country Inn at Camden Rockport

10/10 Excellent

"Absolutely delightful stay! I couldn’t be happier with our stay. I was travelling with my young Autistic son. Water is his most calming thing and he is happiest in water. So booking what is probably designed to be a romantic cottage just so he could float in the giant in-room jacuzzi while watching Disney movies was the main purpose of this trip. He was in heaven in that room. Which makes for a wonderful trip for me as well! The breakfasts were wonderful with waffles and breakfast sandwiches and pastries. The staff were all just so incredibly kind and helpful from beginning to end. The pool (more water!) was clean and well maintained. The whole property was just lovely and just what we wanted. Truly can’t speak highly enough of this property and am sure we will be back again."

Glen Cove Inn & Suites

10/10 Excellent

"We really loved this motel. Our room was perfect. Comfortable bed and two chairs to sit in with a small table between them. Such a treat to not have to have one person sit on the bed. We had a front porch with two chairs, and a back patio with two chairs, small table, and lovely pond, complete with a Mama Mallard and babies. We are porch people and really enjoyed this feature. I was impressed by how friendly and dedicated the staff was to all details of our stay. Clean room, continental breakfast, and laundry facilities for guests all here. Would I stay here again? Absolutely. This motel provided everything we needed and more. Thank you. Deb and Kip Eiger"

Spruce Point Inn

8/10 Good

"Beautiful spot and nice spacious room. Clearly orienting new staff and ramping up for the season. Disappointing was not accessing our room till 5:30pm after 5 hour drive and cold pools and hot tub with many babies and young children in it- an adult space would be nice. But love how family oriented the whole setting was and the spot and chairs to enjoy were great!"

Fishermans Wharf Inn

8/10 Good

"Pros: Excellent location, you can walk to almost all of the interesting tourist points or amenities Boothbay offers, or all of them if you are motivated. It was great to come back from the many 2-4hr boat trips to freshen up in my own bathroom rather than wait in a public queue at the dock. The room was clean & bug free, toiletries provided, with additional supplies freely provided on request when needed. The balcony access was fantastic- view overlooked the park & harbor & was an absolutely perfect view to wake up to & to end the day on before bed. Choices of restaurants were abundant & within walking distance to the Inn. PARKING WAS GUARANTEED- really important in this tourist area!!! Amazing staff- the whole area seemed to be tourist-friendly (albeit, tips are a constant driver). Cons: Dated bathroom compared to other rooms in the same building- old tub with a snap cloth curtain w/liner that appeared old and used far too many times or simply not changed out where another room I saw during maid service had a bright white step in shower with glass sliding doors. The towels were laundered so often & most likely with so much bleach that they felt sticky of detergent residue, rough feeling and had apparent holes and thinning/tearing for some. There was dust on the fridge, lamps and tables but bathroom was very clean, which means secondary areas ignored possibly in busy times. The TV had cable- but was not a smart TV for bluetooth or streaming connectivity."

Find out more about Pleasant Point

Everything you need to know about Pleasant Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pleasant Point vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pleasant Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pleasant Point rentals

At Expedia, we put the best Pleasant Point vacation 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 vacation.

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 vacation rentals in Pleasant Point?

Yes, we offer vacation rentals close to popular local attractions in Pleasant Point, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental in Pleasant Point?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: Visitors like this Pleasant Point vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Pleasant Point?

Choose from 9 Expedia vacation rentals in Pleasant Point for a memorable vacation.

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 larger area, you’ll find Marshall Point Lighthouse and Maine Coastal Islands National Wildlife Refuge.

What’s a vacation rental in Pleasant Point like?

Vacation rentals are private properties where you can stay for a couple of days or more in Pleasant Point. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Pleasant Point vacation rentals

Rustic Retreat Across from Lake; Family Friendly!

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

Spacious 1 Bedroom Cottage Close to Everything 5

Come Spring Farm Airstream , Lake & farm animals

Simplicity-Just what you need! STR24-20

Spacious 1 Bedroom Cottage Close to Everything 3

Across the road from Pemaquid Beach — wooded king-bed cabin

Fully Updated Airy Historic Home in West Rockport

Cozy Waterfront Guesthouse Getaway in Camden with Mountain Views

Tiny Cottage Near Everything 10

Peaceful, Centrally Located Home with Seasonal River Views

Bright 2-Bedroom Apartment Near Downtown Thomaston

2 Bedroom Close to Town Home

Cheerful Cottage with Loft 9

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Trade Winds on the Bay

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Quiet & Lovely Lakefront Cottage for Families!

Find vacation rentals that suit your style

Top Pleasant Point Hotel Reviews

The Country Inn at Camden Rockport

Flagship Inn and Suites

Rockland Harbor Hotel

Trade Winds on the Bay

Glen Cove Inn & Suites

Spruce Point Inn

Fishermans Wharf Inn

Tugboat Inn

Harkness Brook Inn

Find out more about Pleasant Point

Frequently asked questions

Go further with the Expedia app