
Apartment holiday rentals in South Portland
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Top-rated apartment rentals in South Portland
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Willard Square Charmer
Located in the center of Willard Square at 7 Pillsbury, 5 minute walk to Willard Beach. Shops restaurants and bakeries all in walking distance. Ideal for working remotely or just checking out the area. Grab a bagel and a coffee across the street from Scratch and stroll to the beach , it's a 5 minute walk.Portland Headlight is a mile away. Lots of room for remote work or a vacation . Well stocked kitchen, quality linens and space to relax after exploring the neighborhood, or visit to Portland.

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 .

Portland, Close to Intown, Old Port & Thompson Pt
Bright, Comfy, Sparkling , spacious , renovated1st floor apartment. Completely updated with funky charm of original 1800's building, wide pine floors, large bow window, exposed chimney. Conveniently located just off 295 and across the street from Bunker Brewing , short ride to Old Port, walk to Downtown, Arts District(1.5 mi), Thompson Point and Hadlock Field to catch a Sea Dogs game. Please expect some traffic noise as we are on one of the main streetof Portland Booker must be over 21 yr

Portland 2 Bed,2 Bath In The Heart of West End…
Modern & bright home in perfect location to explore all of Portland! Luxurious from top to bottom, inside and out. One off-street parking spot is provided. Wi-Fi and a 65” HD tv. No pets. Fully stocked kitchen has a gas stove, DW and water/ ice on fridge. 1 King Bed with new mattress! On-suite bath w/radiant floor heat. 2nd bed has a Queen Bed with new mattress and bedding. Bonus loft space for yoga, reading, Fenced in yard w/ patio furniture and a fire pit! Lic# STHR-004880-2022

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.

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.

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.

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.

Willard Beach: Cozy Apartment with a King Size Bed
This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provides a warm ambiance. We think you’ll especially enjoy sinking into the velvet covered king size bed at night and stepping into the spacious shower that includes a rainfall shower head along with a handheld ... use either or both, as you please! The kitchen is equipped with quartz countertops, solid cherry cabinets and high end stainless steel appliances.

Sunny and beautiful brick house apartment
This beautiful and cozy apartment was renovated by our own hands, with energy efficiency and craft in mind. The space is an opened kitchen/living room with 2 bedrooms. Reclaimed beams and old wood mix with fun colors and gorgeous full sunlight. A lush organic garden surrounds the house with backyard chickens. Set on a quiet street, walking distance to Willard Beach & Scratch bakery, 5 minutes to Portland Headlight and 10 minutes to Portland's Old Port.

Studio Apt, 7 mins to Downtown, Parking, Café
A beautiful, private studio with kitchenette and luxury bathroom in the heart of So. Portland. Although not on Portland peninsula, the Old Port is just an 7 min drive away. The apartment is five minutes to Willard Beach and 15 minutes to Scarborough beaches. Also in the building is the Second Rodeo Cafe, which serves coffee, breakfast and lunch. Enjoy our new seasonal back patio. The coffee shop is closed Wed. We are owner-operated. Lic#2764
Popular amenities for South Portland apartment rentals
Weekly apartment rentals

Portland + Cape Elizabeth + Beaches + luxurious!

Quiet Cozy Victorian Delight

Portland Back Cove Hideaway-1 BR- With Patio

*Serene* West End 2BR w/ Balcony: The Mermaid Cove

The Nauti Moose

Port City Nest - Balcony, Parking & Kid Friendly

Beautiful West End Apartment

Airy+Modern Studio + Portland's Historic West End!
Private apartment rentals

Huge Dreamy urban Artist-designed loft

Munjoy Hill House - Pet Friendly !

Private Apartment in Converted Church Residence

Private West End barn in walkable neighborhood

Boutique Space * Steps to Eastern Prom * W/Parking

Central-Local Studio in Vibrant Portland, Maine!

Sale Till May 1 for 2 Bedroom in City w/ Laundry

160 East by the sea #5 Steps to the beach
Apartment rentals with a hot tub

Cozy Winter Suite & Hot Tub

Falmouth 3br near Town landing

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

Welcome to our BoHo Treehouse!

Sebago Retreat Suite

Downtown Hideaway-Loft HotTub Modern Clean Private

Saco/Old Orchard Beach Get Away

Beautiful West End studio, hot tub, free parking
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 | $229 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
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Palace Playland
- Hills Beach




