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:22 June - 20 July
Family-friendly farmhouse
Waldoboro
Price is AU$13,512
AU$13,512
for 28 nights, 1 room
AU$483 per night
includes taxes & fees
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$7,067
AU$7,067
for 28 nights, 1 home
AU$252 per night
includes taxes & fees
Image gallery for Lakeview Cottage/Bristol
Lakeview Cottage/Bristol
Bristol
Price is AU$8,229
AU$8,229
for 28 nights, 1 home
AU$294 per night
includes taxes & fees
Image gallery for Thistledown Farm's Sheep Shed Cottage
Thistledown Farm's Sheep Shed Cottage
Waldoboro
Price is AU$12,030
AU$12,030
for 28 nights, 1 cottage
AU$430 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$10,611
AU$10,611
for 28 nights, 1 apartment
AU$379 per night
includes taxes & fees
Image gallery for Quaint 3-bedroom Weskeag Village house in South Thomaston
Quaint 3-bedroom Weskeag Village house in South Thomaston
South Thomaston
Price is AU$16,373
AU$16,373
for 28 nights, 1 home
AU$585 per night
includes taxes & fees
Image gallery for Seaside Farmhouse with Loft in Tenants Harbor, views of Mosquito Head Harbor
Seaside Farmhouse with Loft in Tenants Harbor, views of Mosquito Head Harbor
Tenants Harbor
Price is AU$30,104
AU$30,104
for 28 nights, 1 room
AU$1,075 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$20,849
AU$20,849
for 28 nights, 1 home
AU$745 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$6,369
AU$6,369
for 28 nights, 1 apartment
AU$227 per night
includes taxes & fees
Image gallery for Pet Friendly Cottage with amenities your family won't want to miss!
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Pet Friendly Cottage with amenities your family won't want to miss!
Saint George
20% off
Price is AU$15,970
AU$15,970
for 28 nights, 1 room
AU$570 per night
includes taxes & fees
Image gallery for Early American Barn-Charming Salt Water Cottage In Historic Cushing, Maine
9.09.0 out of 10, Wonderful, (13 reviews)
Wonderful
(13 reviews)
Early American Barn-Charming Salt Water Cottage In Historic Cushing, Maine
Cushing
Price is AU$9,279
AU$9,279
for 28 nights, 1 cottage
AU$331 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
10% off
Price is AU$9,625
AU$9,625
for 28 nights, 1 apartment
AU$344 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$8,065
AU$8,065
for 28 nights, 1 cabin
AU$288 per night
includes taxes & fees
Image gallery for Maine Oceanfront Cottage
9.49.4 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Maine Oceanfront Cottage
Waldoboro
Price is AU$7,289
AU$7,289
for 28 nights, 1 cottage
AU$260 per night
includes taxes & fees
Image gallery for Gorgeous 5-bedroom house on St. George's river perfect for your getaway
Gorgeous 5-bedroom house on St. George's river perfect for your getaway
St. George
Price is AU$30,155
AU$30,155
for 28 nights, 1 home
AU$1,077 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$28,919
AU$28,919
for 28 nights, 1 cottage
AU$1,033 per night
includes taxes & fees
Image gallery for Bright 2-Bedroom Apartment Near Downtown Thomaston
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8% off
Price is AU$7,190
AU$7,190
for 28 nights, 1 home
AU$257 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$13,576
AU$13,576
for 28 nights, 1 apartment
AU$485 per night
includes taxes & fees
Image gallery for Classic home overlooking the St. George River with deck & great views
7.67.6 out of 10, Good, (4 reviews)
Good
(4 reviews)
Classic home overlooking the St. George River with deck & great views
St. George
Price is AU$10,752
AU$10,752
for 28 nights, 1 cottage
AU$384 per night
includes taxes & fees
Image gallery for Fabulous Cottage on Pristine Broad Bay
9.89.8 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Fabulous Cottage on Pristine Broad Bay
Waldoboro
17% off
Price is AU$11,576
AU$11,576
for 28 nights, 1 home
AU$413 per night
includes taxes & fees
Image gallery for Dog-friendly oceanfront cottage with views
9.49.4 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Dog-friendly oceanfront cottage with views
St. George
Price is AU$17,702
AU$17,702
for 28 nights, 1 cottage
AU$632 per night
includes taxes & fees
Image gallery for Harbor Edge: Shorefront home in Round Pond with spectacular ocean views & access
9.29.2 out of 10, Wonderful, (14 reviews)
Wonderful
(14 reviews)
Harbor Edge: Shorefront home in Round Pond with spectacular ocean views & access
round pond
Price is AU$14,144
AU$14,144
for 28 nights, 1 home
AU$505 per night
includes taxes & fees
Image gallery for Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
9.89.8 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Weskeag Cottage - Arcade, Fire Pit, Clean, Bright, Nearby Coastal Activities
South Thomaston
34% off
Price is AU$12,725
AU$12,725
for 28 nights, 1 home
AU$454 per night
includes taxes & fees
Image gallery for Newly-built waterfront home with fast WiFi, furnished deck, & washer/dryer
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Newly-built waterfront home with fast WiFi, furnished deck, & washer/dryer
Waldoboro
Price is AU$15,914
AU$15,914
for 28 nights, 1 apartment
AU$568 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.