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Places to stay near Casco Bay Lines

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Top-rated holiday rentals near Casco Bay Lines

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Guest favourite
A bedroom features a spacious bed covered with a striped blanket. A small side table and lamp are positioned beside it, and a radiator is visible against the wall. Natural light streams in through a window adorned with blinds, illuminating the soft, neutral tones of the room.
Apartment in Downtown Portland
4.8 out of 5 average rating, 219 reviews

Explore the heart of Portland and park for free!

Our house is a rare relic of old working-class Portland in one of the city's most active neighborhoods - literally a block from Eventide, Duckfat and other great restaurants. Full disclosure: we are within earshot of a the local neighborhood bar, which is often somewhat noisy until they close at 1:00. If you're a night owl this won't be a problem and you can join in the fun. Exterior grittiness aside, the inside is recently renovated, extremely comfortable and stupidly well located. Enjoy!

Guest favourite
A bright living area is illuminated by natural light, featuring large arching windows draped with soft curtains. A comfortable sectional sofa is paired with a modern accent chair, and a round coffee table centers the space, anchored by a textured area rug.
Apartment in Downtown Portland
4.96 out of 5 average rating, 104 reviews

Luxurious Two Bedroom Loft Adorned with Local Art

Immerse yourself in the culture of the Old Port at your luxury loft. A top choice for travelers, The Docent's Collection was most recently awarded Condé Nast Readers' Choice (2025) and Tripadvisor Travelers' Choice (2025). Enjoy this spacious open-concept floor plan featuring a full-sized kitchen and bedrooms with soft luxurious linens and cozy pillows for your comfort. Admire the tapestry of a curated collection of local artists and enjoy five-star service from our local hospitality team.

Top Guest favourite
Cottage in Portland
4.97 out of 5 average rating, 299 reviews

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

Top Guest favourite
The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.
Condo in Downtown Portland
4.88 out of 5 average rating, 534 reviews

Renovated Exchange St. Loft w/Free Parking

This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Top Guest favourite
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 Portland
4.99 out of 5 average rating, 153 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!

Top Guest favourite
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
4.97 out of 5 average rating, 327 reviews

Old Port Penthouse Suite - Amazing Harbor Views

CO2024-01992 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.

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
4.77 out of 5 average rating, 604 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 favourite
A spacious sitting area features a comfortable grey sectional sofa and a glass coffee table. A patterned area rug adds a pop of color beneath the furniture. Light enters through the windows, highlighting decorative wall art. A bookshelf with various items is visible in the background.
Apartment in Downtown Portland
4.81 out of 5 average rating, 338 reviews

Freedom Trail Apartment

Centrally located at the foot of Munjoy Hill and Portland waterfront, this 1 bedroom apartment has a new luxury hotel queen bedding and a sitting room with a queen pullout. The private 1st floor apt is walking distance to all that Portland has to offer! It is located in the original Eastman & Stephenson home was part of the Underground Railroad and is part of the Freedom Trail.

Superhost
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, 673 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.

Top Guest favourite
A cozy living area features a light-colored couch adorned with colorful cushions. A coffee table made of woven material is centered on a vibrant, geometric rug. Natural light filters through several large windows, highlighting a mix of indoor plants and decor items.
Home in Portland
4.97 out of 5 average rating, 252 reviews

Modern & Sunny East End House. Private Parking!

This modern single-family home is just steps away from Portland's Eastern Promenade with its glorious views of Casco Bay and the islands. Many of the city's best restaurants, cafes, breweries & distilleries are all within a few blocks from the house. Park your car and forget about it for a while and enjoy the city!

Guest favourite
An open concept living space is presented, featuring a comfortable seating area with a gray sofa adorned with colorful cushions. A round coffee table is positioned at the center, while a small dining table is set with greenery. Plants are placed decoratively along the walls.
Condo in Downtown Portland
4.9 out of 5 average rating, 177 reviews

Modern Condo Portland's Historic Old Port District

Enjoy a stylish experience at this centrally-located loft. A converted factory building has been transformed into this chic and modern condo. Cobblestone streets, endless incredible dining and nightlife, boutiques, shops and historic architecture. A quintessential New England seacoast town and working waterfront.

Top Guest favourite
An inviting living area features a comfortable sofa facing a large television mounted on the wall. A rustic trunk serves as a coffee table on a patterned area rug. Natural light enters through double doors with sheer curtains, adding warmth to the space.
Home in Portland
4.94 out of 5 average rating, 186 reviews

East End Unit

Our unit is located in the East End on a quiet street just up from the waterfront. Minutes walk to the Eastern Prom, the Old Port, and many excellent restaurants and bars. Private entrance and the entire driveway is reserved for you. Free street parking. The one-time fee for EV charging is $20.

Popular amenities for holiday rentals near Casco Bay Lines