
Apartment holiday rentals in South Portland
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Top-rated apartment rentals in South Portland
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Cozy South Portland studio with King bed! REG107
Welcome to our studio! Stocked with all you need! Short walk away from the green belt trail & ocean views. Just 5 minutes away from Fort Williams home to the most photographed light house in America. We are a walk away from bug light,and spring point and if you feel like a beach day Willard beach is 5 minutes away. Don't forget to stop at scratch bakery or the cookie jar for a coffee and treat. Portland's Old Port is just a 10 minute uber ride . FYI ,entrance is in back up a flight of stairs .

Quiet West End Retreat - parking - 100% Non Smoker
Quiet, 2nd story sunny studio apartment in owner-occupied 4 unit building conveniently located in the historic West End residential neighborhood. It’s a short walk to all that Portland has to offer. Off-street parking for 1 car. Relax on the patio and soak in the summer warmth. Perfect for a single or couple traveling to the area. No complicated checkout procedures! Just leave the key in the lock on your way out and we will take care of the rest. 100% Non- smoking guests only, No Exceptions.

Cozy SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.

Penthouse Two Master Waterfront Suite with Rooftop
2023 City of Portland Registration #20185280-ST Stunning penthouse suite with exposed beams, brick accents, and whitewashed poplar walls. Enjoy harbor views from the rooftop deck. Two private master suites feature custom tile showers, one with a soaking tub. The spacious kitchen offers granite countertops and modern appliances. Relax by the gas-fired stove in the inviting living room. In-unit washer/dryer and elevator access included. Please note: no animals permitted due to owner's health.

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Willard Square - The View
5 minutes to the beach , private deck , cozy apartment just a stone's throw from Scratch Bakery. Grab a bagel, or my personal fave, almond horseshoe, and relax on the deck stroll to the beach. One bedroom apartment on the third floor, fully equipped kitchen. Everything you need for a weekend or a winter rental. The stairs are steep and may not be appropriate if you have mobility issues. sloped ceilings . First response is alaways , "It's so much bigger than the photos show. Fast wifi .

Sunny Apt, 7 mins to Downtown, W/D, Parking, Café
A sunny, private, spacious, recently renovated 1 BD apartment in a quiet neighborhood in South Portland. New kitchen and 2 luxury bathrooms with shared seasonal back patio. Enjoy the new Second Rodeo Cafe next door. Minutes to the beach and downtown Portland. Enjoy Bug Light Park, the Eastern Greenway Trail, and Scratch Bakery; you are close to it all. Please note: From December through March, we have off-street parking space for only one vehicle. We are owner-operated. Lic#2764

Sunny Spot with Private Parking
This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

The Knightcap
Welcome to The Knightcap! Located in the wonderful area of Knightville, just across the bridge from Portland, Maine. In our neighborhood, you will find restaurants, a brewery, diner, grocery stores, and many shops. All within quick walking distances. Portland is a renowned foodie destination. We have everything here. Enjoy our beautiful working waterfront, great restaurants, shops, and the fantastic history and architecture. Or maybe have a relaxing night before a big hike.

*Serene* West End 2BR w/ Balcony: The Mermaid Cove
The Mermaid Cove is a bright and airy two-bedroom apartment located in Portland’s historic West End. This large private apartment is serene, yet only a few minutes walk to the center of downtown and the Old Port. Each of the two separate bedrooms are outfitted with a queen-sized Casper mattress. With a fully stocked kitchen and bathroom, separate office nook, laundry, and off-street parking, The Mermaid Cove is an easy and convenient place to call home for your visit.

Charming Modern West End Gem
This apartment is a stylish place in the West End of Portland Maine. Located on a quiet residential street, approximately 1 mile from the downtown area. This second (2nd) floor apartment gets beautiful sun throughout and has all the charm and character of an historic west end home, but with modern updates and furnishings. Rental includes access to one parking spot for a midsize or smaller vehicle, with plenty of free street parking nearby for second or larger vehicles.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.
Popular amenities for South Portland apartment rentals
Weekly apartment rentals

INCREDIBLE! Waterfront views. 94 walk score.

Private Hill Top Apartment/w One Car Driveway

1-bedroom unit (3 beds) with free parking

Quaint West End Flat, 1 bedroom, lots of character

Peaks Island Master Bedroom Suite

Cape Arundel Cottage 1 mile to downtown KPT

The Yankee Dugout

The Howard on Munjoy Hill
Private apartment rentals

Convenient, Modern Thompson's Point 3-Bed Flat

Beautiful Kettle Cove Apt Steps to Beaches

Sunny West End Apartment With Private Courtyard

Lovely studio in downtown Portland

Modern Studio Loft w/ Parking in Perfect Location

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

The Nauti Moose

Sunny West End Gem • parking, courtyard & walkable
Apartment rentals with a hot tub

Falmouth 3br near Town landing

Everything's "Well Ashore"- 1 mile to Wells Beach!

Welcome to our BoHo Treehouse!

Sebago Retreat Suite

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Saco/Old Orchard Beach Get Away

Fresh Spring Suite & Hot Tub
When is the best time to visit South Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 SGD | $176 SGD | $162 SGD | $198 SGD | $228 SGD | $270 SGD | $299 SGD | $313 SGD | $271 SGD | $262 SGD | $193 SGD | $180 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about flat rentals in South Portland

Total holiday rentals
Explore 260 holiday rentals in South Portland

Nightly prices starting at
South Portland holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 41,400 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
260 of South Portland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Portland rentals

4.9 Average rating
South Portland stays are highly rated by guests – averaging 4.9 out of 5!
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- Flat rentals Cumberland County
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland
- Hills Beach




