Apartment vacation rentals in South Portland

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Top-rated apartment rentals in South Portland

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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, 300 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.

Top guest favorite

The living area features a mix of seating options, including a red chair and a gray couch. A coffee table is centered on a light-colored area rug. Natural light fills the space through multiple windows, while plants add a touch of greenery to the warm wood flooring.

Apartment in Downtown Portland

4.98 out of 5 average rating, 313 reviews

Light-Filled Getaway with Private Porch

Spacious (1100 sqft), updated early Victorian (1838) apartment bordering the Arts District in Portland's historic and beautiful downtown West End. The apt. has great natural light, ample workspace, free on-street parking, a private garden entrance, and a sheltered, leafy screened porch. With a Walk Score of "95-A Walkers Paradise", you'll be able to stroll to nearby restaurants, cafes, museums, parks and Old Port. Then, return to a relaxing space that you'll be very happy to call 'home'!

Superhost

A cozy living area features a light-colored sectional sofa paired with patterned throw pillows. Natural light streams in through a sloped ceiling, highlighting a round mirror on the wall. A wooden coffee table and a plant add warmth to the tranquil space.

Apartment in Portland

4.9 out of 5 average rating, 229 reviews

Bright & Sunny Apartment with Patio

Centrally located in Portland, just steps away from USM/Maine Law, Back Bay, Bird & Co., Rose Foods, and other Oakdale gems. This apartment features personal touches and is stylishly furnished with attention to detail. Located on a quiet street in the Oakdale neighborhood, it is one of the best locations - as you can walk everywhere. It is a short Lyft or Uber to the famous Old Port. Feel the charm of a quiet neighborhood while also being close to city center. License #: STHR-004014-2022

Guest favorite

A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.

Apartment in South Portland

4.94 out of 5 average rating, 142 reviews

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.

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

4.9 out of 5 average rating, 225 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 .

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 South Portland

4.96 out of 5 average rating, 232 reviews

Luxury Apt, 7 min to Old Port, W/D, Street 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

Top guest favorite

A cozy sleeping area features a spacious bed dressed in a navy quilt, complemented by decorative pillows. The green walls are accented by a wooden wall art piece and hanging light fixtures. Nightstands with potted plants add a touch of greenery to the scene.

Apartment in South Portland

4.98 out of 5 average rating, 123 reviews

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.

Superhost

A sandy beach extends into the calm, blue waters, with a cargo ship visible on the horizon. Two individuals can be seen walking along the shoreline, taking in the serene coastal view under a clear sky.

Apartment in South Portland

4.75 out of 5 average rating, 183 reviews

Sun Splashed- 2 BR, 1 Block from Willard Beach

Perfect summer vacation rental just 1 block from Willard Beach and next to Scratch bakery. Beautiful, sunny, 2 BR sleeps 6/ 2 therapedic beds (queen and full), and pull out sofa in LR, ACs, stocked kitchen, 43" 4K flat TV with hulu and Netflix, off-street parking, high speed wifi, free laundry, pack and play. Perfect Willard Beach plug and play vacation rental only 10 minute drive to Portland, and 5 to Ft. Williams. Restaurants in walking distance in great neighborhood!

Guest favorite

A cozy gas fireplace is featured in a modern living space, surrounded by warm wood accents. Nearby, a comfortable sofa with decorative cushions offers a relaxing spot. The lower left corner shows a unique hanging chair, nestled in a natural environment, enhancing the tranquility of the area.

Apartment in South Portland

4.96 out of 5 average rating, 221 reviews

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.

Top guest favorite

A compact sleeping area features a queen-sized bed with a decorative white throw. Flanking the bed are two bedside tables, each topped with a lamp. Neutral-colored walls and soft lighting create a calm and inviting ambiance.

Apartment in Windham

4.99 out of 5 average rating, 138 reviews

The Roost - lovely one bedroom efficiency unit

Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Guest favorite

The kitchen and living area feature warm wooden floors and reclaimed beams. A central island offers seating at two bar stools, while a round dining table with four chairs provides additional space. Large windows allow ample sunlight, highlighting the colorful decor and brick wall.

Apartment in South Portland

4.89 out of 5 average rating, 192 reviews

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.

Superhost

A spacious bedroom features a queen bed with white linens and a soft blue throw. A study desk is positioned near the large windows, allowing natural light to fill the room. A comfortable dish chair and a small plant add a refreshing touch to the space.

Apartment in West End

4.78 out of 5 average rating, 577 reviews

Downtown Studio, Walk Everywhere, Parking

The state of Maine requires all reservations must abide by current state travel restrictions. Please review before booking with us. You will love the location - just park at your reserved spot and forget about it! Great restaurants, bars, coffee shops, museums, Old Port, and Art Districts are all within 20 min walk. Fresh linens, towels, shampoo, french press, an insanely comfortable bed, and warm hospitality are provided, only bring your curious self!