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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
Condo in Portland
4.88 out of 5 average rating, 503 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.

Guest favourite
A modern living area features an angled ceiling with large skylights that allow ample natural light and views of the water. A white sectional sofa with colorful cushions is positioned around a light wood floor, while a blue media console and a flat-screen TV are nearby.
Apartment in Portland
4.96 out of 5 average rating, 307 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, 737 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.

Guest favourite
Apartment 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.

Superhost
A welcoming living area is framed by sloped ceilings and large windows, allowing natural light to fill the space. Comfortable sofas are arranged around a coffee table, while decorative plants add a touch of greenery. A mirror reflects the inviting atmosphere.
Condo in Portland
4.92 out of 5 average rating, 184 reviews

Coastal Penthouse - Center of Downtown Portland!

Overlooking Portland’s historic downtown rests this coastal penthouse located on the most vibrant street in the city! This one-bedroom apartment is fitted out with all of the amenities needed for a Maine vacation! Enjoy relaxing in luxury while only feet away from Portland’s most popular destinations. This penthouse is perfect for those here for business or a Maine getaway!

Top Guest favourite
Condo in Portland
4.99 out of 5 average rating, 157 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
Apartment in Portland
4.8 out of 5 average rating, 657 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, 369 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.
Condo in Portland
4.91 out of 5 average rating, 161 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
Apartment in Portland
4.98 out of 5 average rating, 136 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.

Guest favourite
A bright hallway features wooden flooring and natural light filtering through large windows. Exposed wooden beams and a brick wall add character. A cozy seating area with red sofas is visible at the end, alongside a modern kitchen space. A bathroom door is located to the left.
Apartment in Portland
4.94 out of 5 average rating, 747 reviews

Extraordinary Architectural Masterpiece Downtown

Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.

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