Apartment vacation rentals in South Portland

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Top-rated apartment rentals in South Portland

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Top guest favorite
The bedroom features a spacious bed dressed in light-colored linens, accompanied by a cozy seating area with a neutral-toned sofa. Two framed artworks are displayed on the wall, and a lamp provides soft illumination, creating a peaceful and restful environment.
Apartment in Ferry Village
4.99 out of 5 average rating, 131 reviews

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.

Top guest favorite
A modern kitchen features an island with bar stools and white shaker cabinets. Bright lighting is provided by pendant fixtures above. Large windows showcase waterfront views, while a dining area is visible, with a colorful striped rug under the table.
Apartment in Downtown Portland
4.96 out of 5 average rating, 131 reviews

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.

Guest favorite
A spacious living area is shared with the bedroom, featuring a comfortable orange sofa and a light rug positioned under a coffee table. A sleek desk with a chair is visible, alongside a standing lamp. Large windows adorned with curtains allow natural light to fill the room.
Apartment in West End
4.87 out of 5 average rating, 342 reviews

Historic + Modern, Sun Filled West End 1BR Apt.

Stay in our beautiful historic building in the West End of Portland. High ceilings, big window with original details mixed with newly renovated bathroom and floors. The bedroom and living space in one room and the kitchen and dining in the other. Perfect home base to relax after exploring Portland. Walk to many fabulous restaurants, sunsets on the Western Promenade and Tandem Coffee down the street! Our neighborhood is residential while bordering downtown, walk to the Old Port in 15- 20 min.

Guest favorite
An open-concept living area features a blue sofa and a wooden coffee table on a decorative rug. A dining area with a round table and four chairs is visible. Natural light filters in through the skylight, illuminating the space and highlighting the warm wood floors.
Apartment in Parkside
4.87 out of 5 average rating, 277 reviews

Open Concept Loft in the Heart of Downtown Center

In the heart of it all! This centrally located and roomy 1BR apartment is an ideal home base for exploring Portland. Perfect for a couple, but can accommodate up to 4 with a sofa bed. Located in a historic building built in 1890 in the center of downtown Portland, you'll enjoy a prime walkable location with plenty of space. You will see all around you the preservation of historic charm, while enjoying all the modern amenities in this beautifully preserved and tastefully remodeled apartment.

Top guest favorite
An open-concept studio space features sloped ceilings and warm hardwood floors. A dining area includes a wooden table and chairs. A colorful floral armchair is positioned beside a television, which faces a spacious sleeping alcove with a queen bed covered in light bedding.
Apartment in South Portland
4.91 out of 5 average rating, 239 reviews

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 .

Top guest favorite
A modern kitchen is highlighted by sleek cabinetry and a dark countertop. A black refrigerator, microwave, and stove are visible. Natural light enters through two windows, illuminating a vase of sunflowers beside a small potted plant. A textured area rug adds warmth to the space.
Apartment in Ferry Village
4.95 out of 5 average rating, 284 reviews

Lux Apt, 7 min to Old Port, W/D, Parking

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

Guest favorite
A bright living area features a yellow loveseat, a gray circular chair, and a glass coffee table on a woven rug. A vibrant accent wall with colorful patterns adds a lively touch. A potted plant and a lamp complete the cozy ambiance.
Apartment in Knightville
4.94 out of 5 average rating, 143 reviews

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.

Top guest favorite
The airy living area features a neutral-toned sofa, complemented by two stylish chairs and a round glass coffee table. Soft light enters through two windows, and a vibrant abstract painting is displayed on the wall. Decorative lamps add subtle illumination.
Apartment in Cape Elizabeth
4.99 out of 5 average rating, 290 reviews

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.

Top guest favorite
An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.
Apartment in East End
4.98 out of 5 average rating, 124 reviews

Harborview - Curated East End Escape w/ Parking

Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

Guest favorite
A cozy seating area features two blue armchairs positioned beside a small round table. A pink throw drapes over one chair, while a leafy plant adds a touch of greenery. A warm light fixture illuminates the space, complemented by framed wall art.
Apartment in Pine Point
4.81 out of 5 average rating, 508 reviews

Quaint, clean, convenient - peaceful in Pine Point

Welcome to your own private beach nest! A cozy, clean, beach retreat with a cottage feel! You have all of the essentials to eat, sleep, beach and explore the great coast of Maine. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place! Bird watch in the marsh sanctuary, enjoy lobsters on the dock or soak up the sun on beautiful Pine Point beach!y

Top guest favorite
A welcoming living area features a light gray sectional sofa adorned with various textured pillows. A wooden coffee table sits on a neutral rug, accompanied by a dark, upholstered chair. Natural light filters through the two windows, complementing the space's relaxed ambiance.
Apartment in West End
4.98 out of 5 average rating, 201 reviews

Downtown Historical Victorian 2 BR APT

The West End is one of Portland's most historical districts. The house is within walking distance of Long Fellow Square, and the Western Promenade. It is a great home base while exploring. From its rich history rooted in the Victorian era, to its parks and restaurants, Portland's West End is consistently ranked as a favorite local hotspot. New reno located on a popular street in a neighborhood filled with historic homes.

Guest favorite
A bright living room features neutral-colored walls and hardwood flooring. Comfortable seating options include a dark gray couch and armchair, complemented by a patterned area rug. A flat-screen TV is mounted on the wall, and large windows allow natural light to fill the space.
Apartment in East End
4.86 out of 5 average rating, 231 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

Classic New England style home, recently renovated and updated with modern amenities. A stone's throw from Portland's best public park, The Eastern Promenade. The Promenade boasts beautiful ocean views, a public beach, basketball & tennis courts & large playground. The neighborhood offers great restaurants and coffee shops. The Old Port and the rest of Downtown Portland is a 10 minute walk or 4 minute Uber ride away.

Popular amenities for South Portland apartment rentals

When is the best time to visit South Portland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,826 GYDG$28,663 GYDG$26,361 GYDG$32,219 GYDG$37,240 GYDG$43,935 GYDG$48,747 GYDG$51,049 GYDG$44,145 GYDG$42,680 GYDG$31,382 GYDG$29,290 GYD
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Quick stats about apartment rentals in South Portland

  • Total vacation rentals

    Explore 260 vacation rentals in South Portland

  • Nightly prices starting at

    South Portland vacation rentals start at G$10,461 GYD per night before taxes and fees

  • Verified guest reviews

    Over 41,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    260 of South Portland vacation rentals include wi-fi 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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