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Places to stay near Casco Bay Lines

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Top-rated holiday rentals near Casco Bay Lines

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Hotel room in Portland
4.93 out of 5 average rating, 229 reviews

Luxury One Bedroom Loft in Portland’s Old Port

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
Apartment in Portland
4.88 out of 5 average rating, 504 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
A bright seating area is featured with an orange sofa and a blue chair. Modern cabinetry lines the wall beside a kitchenette. Large windows allow natural light and provide a view of the private outdoor seating area, which includes a small table and chairs.
Flat in Portland
5 out of 5 average rating, 207 reviews

Private Garden Retreat on Munjoy Hill

This well-appointed, new space is located on first floor of a modern, new home on Munjoy Hill - Portland’s most charming neighborhood. This convenient suite has a separate, private entrance with a private outdoor seating area. The location is perfect for walking - just minutes to excellent restaurants, coffee shops, gourmet market, Eastern Promenade, St. Lawrence Arts Center and Washington Avenue. Portland’s Old Port and bustling harbor is just a 10 - 15 minute walk down the Hill.

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.
Flat in Portland
4.96 out of 5 average rating, 310 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.

Top guest favourite
An urban scene in Portland's Arts District features historic brick buildings with large windows. Colorful banners showcasing art design hang from lamp posts, while greenery from nearby trees adds a vibrant touch. The image captures the local atmosphere, highlighting the blend of culture and community.
Loft in Portland
4.94 out of 5 average rating, 740 reviews

Central Arts District Studio with Free Parking

2026 City of Portland registration STHR 000854 Enjoy the quieter end of Oak Street in the heart of Portland's Arts District. Abundant dining, shopping, galleries and museums are steps from this home-away-from-home studio apartment. This is a perfect space for couples, solo adventurers and business travelers. Easily walk to everything the peninsula has to offer from this centrally located studio apartment! Free off-street parking for one car available.

Top guest favourite
Flat in Portland
4.9 out of 5 average rating, 449 reviews

Central-Local 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!

Superhost
A small galley kitchen with gray cabinetry is visible, featuring essential appliances and a countertop workspace. An area for dining is provided with a table and chairs adjacent to a living area furnished with cozy seating. Light-colored walls enhance the spacious feel.
Flat in Portland
4.78 out of 5 average rating, 577 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
Flat in Portland
4.81 out of 5 average rating, 320 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.

Top guest favourite
Apartment in Portland
4.99 out of 5 average rating, 158 reviews

Walk to Top Dining • Boutique Stay • Parking

This beautifully renovated, light-filled apartment offers a rare mix of space, comfort, and walkability. Guests describe it as spotless, spacious, modern, and exactly as advertised—an easy, relaxing stay from booking to check-out. • 150+ five-star reviews • Guests return again and again • Dedicated parking spot • Everything you need for a seamless stay

Guest favourite
Flat in Portland
4.79 out of 5 average rating, 658 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
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport
4.99 out of 5 average rating, 370 reviews

Cozy Rock Cabin #thewaylifeshouldbe

*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!

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.
Apartment in Portland
4.91 out of 5 average rating, 163 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.

Popular amenities for holiday rentals near Casco Bay Lines

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Casco Bay Lines