Apartment vacation rentals in Old Port, Portland

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Top-rated apartment rentals in Old Port, Portland

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Superhost

A spacious deck features a comfortable green sofa with colorful pillows and a rectangular coffee table. A striped area rug lies underneath, while a potted plant adds greenery. Two blue and white patterned chairs with a small side table are positioned on one side for relaxation.

Apartment in West End

4.86 out of 5 average rating, 174 reviews

The LUXE Urban studio

Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no doubt you will love it! It's beautifully furnished and a close to everything. There is no kitchen but there is a fridge, microwave and coffee maker. You are a short walk to the Old Port, waterfront, nightlife, shopping, tons of restaurants, museums and parks. A great shared deck is available for your quiet enjoyment and this is just a 10 minute distance to beautiful beaches!

Guest favorite

A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.

Apartment in Downtown Portland

4.96 out of 5 average rating, 281 reviews

Old Port Penthouse Suite - Amazing Harbor Views

2023 City of Portland Registration #20182242-ST Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Top guest favorite

The living area features large windows allowing natural light to fill the space. A yellow sectional sofa complements a glass coffee table, along with a patterned area rug. An antique china cabinet and a vintage mirror add character to the room, creating a welcoming atmosphere.

Apartment in East End

4.92 out of 5 average rating, 500 reviews

Historic Munjoy Hill Retreat-Rooftop Water Views.

This stunning one-hundred-year-old home is a spacious retreat on Munjoy Hill, one of Portland's most desirable and walkable neighborhoods. Enjoy the sea breeze off Casco Bay and gorgeous views of the working waterfront from our two rooftop decks. Staying here you are just steps away from all you could want to do or dine on in our little city by the sea. Its luxurious interior and location make it a perfect getaway spot for couples or small groups of friends visiting Portland.

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, 109 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 studio apartment is presented with a queen size bed adorned with a muted blanket. A cozy sitting area includes a light grey sofa, while a small dining table with chairs occupies a portion of the space. A bookshelf is visible, enhancing storage and decor.

Apartment in Downtown Portland

4.89 out of 5 average rating, 426 reviews

Central-Locale Studio in Vibrant Portland Maine!

Spacious and private studio apartment, with sitting area, queen size bed, table and chairs for dinning, kitchen and full bathroom. Newly updated appliances in a well maintained building. Wood floors lend charm, while modern decor makes for a contemporary feel. This comfortable space is perfect to come back to after exploring the surrounding neighborhood. The Studio is steps away from Portland's best restaurants, shops, nightlife and more!

Guest favorite

A comfortable living room features two light-colored sofas adorned with decorative pillows, positioned around a wooden coffee table. A patterned area rug lies underfoot, while a wall art piece is displayed above. Natural light enters through the window draped with sheer curtains.

Apartment in Downtown Portland

4.96 out of 5 average rating, 640 reviews

Walk to everything w/Parking 1848 Ira Brett House

First floor, two-bedroom apartment. Walk to all Portland has to offer; restaurants, breweries, galleries, shops. Located in a vibrant, transitional neighborhood, home to many fine restaurants, galleries and breweries- as well as a homeless outreach center. Park your car and leave it for the duration of your stay. 5 mins to Congress Street/ Arts District. 10 mins to top of Old Port area. 15 mins to waterfront. STHR-001035-2019

Guest favorite

The living area features a neutral color palette with a light gray sofa and two armchairs, one in a darker tone. A round coffee table sits at the center, adorned with a small plant. A flat-screen TV is mounted on the wall, and a painting complements the space.

Apartment in West End

4.97 out of 5 average rating, 433 reviews

Large Sunny Apartment Near Downtown/Arts District

Quiet neighborhood, quick walk to downtown Portland. Short drive to beautiful sandy beaches. Newly furnished *3RD FLOOR* apartment. Spacious rooms with mansard roof ceilings. Washer and dryer. Off street parking for one car. Clean and well maintained. We happily welcome guests, but if you or someone in your group has difficulty with stairs this *3rd floor* apartment may not be the best fit for you or your group.

Superhost

The exterior of a three-story building is shown, featuring light green siding and multiple windows with shutters. Two trees are located in front, providing shade. The area is lined with a sidewalk and parked cars, contributing to the accessible downtown environment.

Apartment in Downtown Portland

4.78 out of 5 average rating, 541 reviews

Downtown Apartment w/ Parking - Come Work or Play!

Whether traveling for work or pleasure, our apartment is the perfect spot to call home in the heart of downtown Portland. It's steps from the Merrill Auditorium and 6 or less minute walk to the Old Port, One Monument Square, restaurants and shopping on Exchange Street, and the Courthouse. Features of the 1st-floor apartment include off-street parking, work space, cozy living room with TV, and coffee bar.

Guest favorite

A spacious living area features large windows that provide cityscape views. Two leather sofas and a glass coffee table are arranged around warm hardwood flooring, while a lamp adds soft lighting. Natural light illuminates the room, creating a bright and airy ambiance.

Apartment in Downtown Portland

4.79 out of 5 average rating, 602 reviews

Cityscape Loft. Central Location

Beautiful, spacious, 1 bedroom heart of the city urban apartment featuring 12 foot ceilings, high end kitchen and bath, refinished hardwood floors in a location that is absolutely terrific. Amazing City Scape Views! This is a second floor apartment. Expect stairs. Sleeps 3 : 1 Bedroom with queen bed and there is a Futon in small auxiliary room.

Guest favorite

A studio loft features exposed brick walls and wooden beams overhead. A spacious bed is positioned beside large windows with blackout shades. A cozy seating area contains a light-colored sofa and a round table. Green plants add a touch of nature to the inviting space.

Apartment in Downtown Portland

4.95 out of 5 average rating, 688 reviews

Modern Studio Loft w/ Parking in Perfect Location

This spacious and comfortable studio loft is in the heart of Portland's Arts District. Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Complementary parking for one car is provided in a nearby lot. 2025 City of Portland registration STHR 000854

Top guest favorite

A spacious living area displays a deep L-shaped sofa adorned with cozy throw blankets. A textured area rug anchors the seating area, while natural light pours in through the skylights. A small plant and accent tables complement the modern decor.

Apartment in Downtown Portland

4.98 out of 5 average rating, 113 reviews

Chic Portland Penthouse, 2BR

Enjoy a stylish experience at this centrally-located place. We are in the middle of all the excitement in the Old Port. Ride down the elevator and just out our front door you are steps to all the best that Portland has to offer. Shops, dining and night life all conveniently at your door step.

Top guest favorite

A light-filled living area features two sofas, one covered in white fabric and adorned with decorative pillows. A wooden coffee table sits at the center, complemented by a vase of flowers. Natural light enters through three large windows, enhancing the warmth of the pumpkin pine flooring.

Apartment in West End

4.95 out of 5 average rating, 342 reviews

AMAZING! Working waterfront views, 94 walk score!

Wow! Incredible 3 bedroom, 2 bath apartment with working waterfront views. Spacious apartment nestled in Downtown, between the Old Port, Arts District and West End, just steps away from all the highlights of the peninsula. You are truly in the heart of the City. STHR-000508-2018