
Places to stay near Casco Bay Lines
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Top-rated vacation rentals near Casco Bay Lines
Guests agree: these stays are highly rated for location, cleanliness, and more.

An Airy Private Suite steps off Washington Ave
Perfect location to access it all in Portland. Enjoy an airy PRIVATE suite with a unique King size bed, your own bath & private entrance and hallway in this classic New England home located in the desirable East End. This is a family home with two children, a cat and dog. We work to be respectful of noise but sometimes you may hear the kids. However, you have a completely private entrance, bathroom, bedroom and hallway. You enter on the 1st floor but your room and bathroom are on the 2nd floor.

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.

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.

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.

Adorable getaway on the Eastern Promenade
Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

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.

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!

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

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.

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!

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.

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.
Popular amenities for vacation rentals near Casco Bay Lines
Condo rentals with wifi

Luxury Beach Front Condo! Prime Location!

Charming, newly remodeled space atop Munjoy Hill.

⭐️✨⭐️ West End Old Port CLEAN, cozy, convenient

First Floor Portland Condo 3 Bed 2 Bath + Parking

Penthouse, Walk To The Old Port & The Beach!

Top Of The Line Stay!

Mary J. Eastburn House - Baxter Suite

Luxury Condo in Downtown Portland Old Port
Family-friendly house rentals

East End Unit

LUX Designer Private Waterfront Hot Tub - Secluded

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

East End Portland, Water Views

comfy cozy house with yard and central location

3 bedroom house in the heart of Portland

Stunning Ocean Views From This Peaks Island Home

Explore Portland from a 18th-Century Victorian
Apartment rentals with air conditioning

Harborview - Curated East End Escape w/ Parking

RETRO BnB in the Heart of East End Portland

INCREDIBLE! Waterfront views. 94 walk score.

Freedom Trail Apartment

Saint Lawrence Luxury Suite 1br Apartment Get Away

The Joy of Munjoy

Downtown Apartment w/ Parking - Come Work or Play!

Walk-able Portland Studio
Other great vacation rentals near Casco Bay Lines

Old Port Gem- 2 BR Loft/418 Fore St

Crow's Nest

4br2ba House+parking@PeacefulOasis on Munjoy Hill

Renovated 1 BR Downtown Apt w/backyard

Boutique 1BR Suite * East End* Bay View

Amazing Views! Perfect Location. Loft style feel.

Beautiful West End studio, hot tub, free parking

Cozy SoPo Condo
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Willard Beach
- Scarborough Beach
- Short Sands Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Footbridge Beach
- Popham Beach State Park
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- King Pine Ski Area
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Fortunes Rocks Beach
- Funtown Splashtown USA





