Pleasant Point long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Pleasant Point. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Pleasant Point are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Pleasant Point
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:10 Aug - 7 Sept
Image gallery for Round Pond Country Cape Year lease desired & shorter terms considered
Round Pond Country Cape Year lease desired & shorter terms considered
Bristol
Price is AU$6,863
AU$6,863
for 28 nights, 1 home
AU$245 per night
includes taxes & fees
Image gallery for Cozy private home close to St George river located in Cushing Maine
Cozy private home close to St George river located in Cushing Maine
Cushing
26% off
Price is AU$6,515
AU$6,515
for 28 nights, 1 home
AU$233 per night
includes taxes & fees
Image gallery for Lakeview Cottage/Bristol
Lakeview Cottage/Bristol
Bristol
Price is AU$9,565
AU$9,565
for 28 nights, 1 home
AU$342 per night
includes taxes & fees
Image gallery for Friendship Village, ME - Cozy, Sunny 2nd flr apt in town - 3 hrs from Boston
Friendship Village, ME - Cozy, Sunny 2nd flr apt in town - 3 hrs from Boston
Friendship
Price is AU$6,120
AU$6,120
for 28 nights, 1 apartment
AU$219 per night
includes taxes & fees
Family-friendly farmhouse
Waldoboro
Price is AU$12,950
AU$12,950
for 28 nights, 1 room
AU$462 per night
includes taxes & fees
Image gallery for Thistledown Farm's Sheep Shed Cottage
Thistledown Farm's Sheep Shed Cottage
Waldoboro
Price is AU$11,536
AU$11,536
for 28 nights, 1 cottage
AU$412 per night
includes taxes & fees
Image gallery for Escape to Bella Vista, a 3-bed, 2-bath cottage retreat in Tenant’s Harbor, ME!
Escape to Bella Vista, a 3-bed, 2-bath cottage retreat in Tenant’s Harbor, ME!
St. George
16% off
Price is AU$13,998
AU$13,998
for 28 nights, 1 cottage
AU$500 per night
includes taxes & fees
Image gallery for Charming Apartment in Thomaston with Water Views
Charming Apartment in Thomaston with Water Views
Thomaston
38% off
Price is AU$10,168
AU$10,168
for 28 nights, 1 apartment
AU$363 per night
includes taxes & fees
Image gallery for Round Pond Maine - Charming apartment for 4 with AC, WiFi and ocean view.
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Round Pond Maine - Charming apartment for 4 with AC, WiFi and ocean view.
Round Pond
8% off
Price is AU$10,703
AU$10,703
for 28 nights, 1 apartment
AU$382 per night
includes taxes & fees
Image gallery for Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.
9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Charming Historic Loft Apartment in Waldoboro. Once an Army Post & Dance Hall.
Waldoboro
6% off
Price is AU$7,720
AU$7,720
for 28 nights, 1 apartment
AU$276 per night
includes taxes & fees
Image gallery for Cozy Apartment close to Port Clyde
9.49.4 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Cozy Apartment close to Port Clyde
Saint George
Price is AU$9,603
AU$9,603
for 28 nights, 1 apartment
AU$343 per night
includes taxes & fees
Image gallery for Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch
9.89.8 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
Former Sea Captains' 1850s Greek Revival home minutes to town and boat launch
Waldoboro
17% off
Price is AU$15,848
AU$15,848
for 28 nights, 1 room
AU$566 per night
includes taxes & fees
Image gallery for Mid-Coast Maine Island Boathouse: a Kayaker's Dream.
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Mid-Coast Maine Island Boathouse: a Kayaker's Dream.
Round Pond
2% off
Price is AU$7,844
AU$7,844
for 28 nights, 1 cabin
AU$280 per night
includes taxes & fees
Image gallery for THE BEAR'S DEN Cute and cozy studio Maine cabin
9.09.0 out of 10, Wonderful, (2 reviews)
Wonderful
(2 reviews)
THE BEAR'S DEN Cute and cozy studio Maine cabin
Cushing
Price is AU$10,653
AU$10,653
for 28 nights, 1 cabin
AU$380 per night
includes taxes & fees
Image gallery for Cozy waterfront apt overlooking St George river.
9.09.0 out of 10, Wonderful, (11 reviews)
Wonderful
(11 reviews)
Cozy waterfront apt overlooking St George river.
Cushing
16% off
Price is AU$4,431
AU$4,431
for 28 nights, 1 apartment
AU$158 per night
includes taxes & fees
Image gallery for Private 4-bedroom house in beautiful St. George with AC, comfort, and space
Private 4-bedroom house in beautiful St. George with AC, comfort, and space
St. George
Price is AU$19,873
AU$19,873
for 28 nights, 1 home
AU$710 per night
includes taxes & fees
Image gallery for Handcrafted Post and Beam Saltbox
1010 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
Handcrafted Post and Beam Saltbox
Bremen
Price is AU$10,280
AU$10,280
for 28 nights, 1 home
AU$367 per night
includes taxes & fees
Image gallery for In town Penthouse and Personal Spa
In town Penthouse and Personal Spa
Waldoboro
16% off
Price is AU$13,088
AU$13,088
for 28 nights, 1 apartment
AU$467 per night
includes taxes & fees
Image gallery for "Tranquility Base" is a place where you can lose yourself in nature.
9.89.8 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
"Tranquility Base" is a place where you can lose yourself in nature.
St George
8% off
Price is AU$10,186
AU$10,186
for 28 nights, 1 apartment
AU$364 per night
includes taxes & fees
Image gallery for Charming Cottage with Panoramic Ocean Views
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Charming Cottage with Panoramic Ocean Views
St. George
17% off
Price is AU$16,322
AU$16,322
for 28 nights, 1 cottage
AU$583 per night
includes taxes & fees
Image gallery for Charming Oceanfront Cottage "Sweet Suite"
1010 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)
Charming Oceanfront Cottage "Sweet Suite"
South Thomaston
Price is AU$10,638
AU$10,638
for 28 nights, 1 apartment
AU$380 per night
includes taxes & fees
Image gallery for Seabreeze Cove “Boat house” Waterfront Apartment
1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Seabreeze Cove “Boat house” Waterfront Apartment
South Thomaston
Price is AU$9,405
AU$9,405
for 28 nights, 1 apartment
AU$336 per night
includes taxes & fees
Image gallery for Idyllic waterfront home with furnished deck, grill, sweeping views & private W/D
Idyllic waterfront home with furnished deck, grill, sweeping views & private W/D
Waldoboro
Price is AU$23,748
AU$23,748
for 28 nights, 1 home
AU$848 per night
includes taxes & fees
Image gallery for Port Clyde! Walk to lighthouse, village, and beach
Port Clyde! Walk to lighthouse, village, and beach
Saint George
Price is AU$27,700
AU$27,700
for 28 nights, 1 cottage
AU$989 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Pleasant Point
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Pleasant Point Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Pleasant Point come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Pleasant Point
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Pleasant Point with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Pleasant Point
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Pleasant Point with flexible cancellation policies.