South Portland 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 South Portland. 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 South Portland 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 - South Portland
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:22 June - 20 July
Image gallery for Long Island Retreat at Sunset Landing close to Portland, Maine
Long Island Retreat at Sunset Landing close to Portland, Maine
Long Island
16% off
Price is AU$20,227
AU$20,227
for 28 nights, 1 home
AU$722 per night
includes taxes & fees
Image gallery for Black Point Beach Bungalow
Black Point Beach Bungalow
Scarborough
Price is AU$11,893
AU$11,893
for 28 nights, 1 apartment
AU$425 per night
includes taxes & fees
Image gallery for Cozy Room Next to the Airport w/ 2 Beds - Free Hot Breakfast & Shuttle
Cozy Room Next to the Airport w/ 2 Beds - Free Hot Breakfast & Shuttle
South Portland
Price is AU$10,881
AU$10,881
for 28 nights, 1 room
AU$389 per night
includes taxes & fees
Image gallery for Comfortable Room Near Airport & Shops – Free Shuttle, Breakfast & Parking
Comfortable Room Near Airport & Shops – Free Shuttle, Breakfast & Parking
South Portland
Price is AU$10,881
AU$10,881
for 28 nights, 1 room
AU$389 per night
includes taxes & fees
Image gallery for The Coastal Connection
The Coastal Connection
South Portland
Price is AU$13,859
AU$13,859
for 28 nights, 1 apartment
AU$495 per night
includes taxes & fees
Image gallery for 2 Modern Rooms for Family Getaway Next to Airport – With Free Breakfast
2 Modern Rooms for Family Getaway Next to Airport – With Free Breakfast
South Portland
Price is AU$21,462
AU$21,462
for 28 nights, 1 room
AU$766 per night
includes taxes & fees
Image gallery for Skolfield Inn | Parking | Self-check-in | Garden 3
Skolfield Inn | Parking | Self-check-in | Garden 3
Portland
Price is AU$21,120
AU$21,120
for 28 nights, 1 room
AU$754 per night
includes taxes & fees
Image gallery for Portland Stay with Easy Access to Arts District & Complimentary Breakfast
Portland Stay with Easy Access to Arts District & Complimentary Breakfast
Portland
Price is AU$13,462
AU$13,462
for 28 nights, 1 room
AU$481 per night
includes taxes & fees
Image gallery for Queen Comfort Room, La Quinta Wyndham, Breakfast Included, Close to Downtown
Queen Comfort Room, La Quinta Wyndham, Breakfast Included, Close to Downtown
Portland
Price is AU$13,462
AU$13,462
for 28 nights, 1 room
AU$481 per night
includes taxes & fees
Image gallery for Smart TV | Murphy Bed | Near Back Cove | Parking
Smart TV | Murphy Bed | Near Back Cove | Parking
Portland
14% off
Price is AU$17,795
AU$17,795
for 28 nights, 1 apartment
AU$636 per night
includes taxes & fees
Image gallery for Beautiful 1st Floor Apartment & Amazing Shower
9.09.0 out of 10, Wonderful, (27 reviews)
Wonderful
(27 reviews)
Beautiful 1st Floor Apartment & Amazing Shower
Portland
Price is AU$14,242
AU$14,242
for 28 nights, 1 apartment
AU$509 per night
includes taxes & fees
Image gallery for Historic Island Cottage, 5BR
9.89.8 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Historic Island Cottage, 5BR
Portland
3% off
Price is AU$17,185
AU$17,185
for 28 nights, 1 cottage
AU$614 per night
includes taxes & fees
Image gallery for Pet-Friendly Accommodation Perfect for Portland Family Adventures, 2 Rooms
Pet-Friendly Accommodation Perfect for Portland Family Adventures, 2 Rooms
Portland
Price is AU$28,542
AU$28,542
for 28 nights, 1 room
AU$1,019 per night
includes taxes & fees
Image gallery for Downtown Portland Escape, 2 Queen Beds, La Quinta, 2 Family Ready Rooms
Downtown Portland Escape, 2 Queen Beds, La Quinta, 2 Family Ready Rooms
Portland
Price is AU$28,542
AU$28,542
for 28 nights, 1 room
AU$1,019 per night
includes taxes & fees
Image gallery for Walk to EVERYTHING. Off-street private parking, Huge historic home in West-End.
Walk to EVERYTHING. Off-street private parking, Huge historic home in West-End.
Portland
9% off
Price is AU$23,494
AU$23,494
for 28 nights, 1 home
AU$839 per night
includes taxes & fees
Image gallery for Skolfield Inn | Parking | Self-check-in | Garden 1
1010 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Skolfield Inn | Parking | Self-check-in | Garden 1
Portland
Price is AU$16,545
AU$16,545
for 28 nights, 1 room
AU$591 per night
includes taxes & fees
Image gallery for One Bedroom Loft in Portland's Historic Old Port
One Bedroom Loft in Portland's Historic Old Port
Portland
21% off
Price is AU$20,846
AU$20,846
for 28 nights, 1 apartment
AU$745 per night
includes taxes & fees
Image gallery for Morrill Mansion Inn | 5 | Self Check In | Parking
9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Morrill Mansion Inn | 5 | Self Check In | Parking
Portland
Price is AU$18,337
AU$18,337
for 28 nights, 1 room
AU$655 per night
includes taxes & fees
Image gallery for Inn at Parkspring 5 - Self Check In - Parking
9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Inn at Parkspring 5 - Self Check In - Parking
Portland
Price is AU$18,451
AU$18,451
for 28 nights, 1 room
AU$659 per night
includes taxes & fees
Image gallery for Inn at Park Spring 2 - Self Check In - Parking
9.69.6 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Inn at Park Spring 2 - Self Check In - Parking
Portland
Price is AU$21,699
AU$21,699
for 28 nights, 1 room
AU$775 per night
includes taxes & fees
Image gallery for Chef's Dream Kitchen in Downtown 2 Bedroom Loft
Chef's Dream Kitchen in Downtown 2 Bedroom Loft
Portland
13% off
Price is AU$28,084
AU$28,084
for 28 nights, 1 apartment
AU$1,003 per night
includes taxes & fees
Image gallery for Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
8.68.6 out of 10, Excellent, (29 reviews)
Excellent
(29 reviews)
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Portland
Price is AU$11,312
AU$11,312
for 28 nights, 1 home
AU$404 per night
includes taxes & fees
Image gallery for Charming 3-bedroom cottage in tranquil South Portland with WiFi
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Charming 3-bedroom cottage in tranquil South Portland with WiFi
South Portland
20% off
Price is AU$15,706
AU$15,706
for 28 nights, 1 cottage
AU$561 per night
includes taxes & fees
Image gallery for Oceanfront Castle Estate with Golf Cart, Private Beach & Seasonal Heated Pool.
9.89.8 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Oceanfront Castle Estate with Golf Cart, Private Beach & Seasonal Heated Pool.
Cape Elizabeth
Price is AU$175,737
AU$175,737
for 28 nights, 1 room
AU$6,276 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 South Portland
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.
South Portland 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 South Portland 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 South Portland
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 South Portland 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 South Portland
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in South Portland with flexible cancellation policies.