
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.

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.

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

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.

Modern Studio Loft w/ Parking in Perfect Location
This spacious and comfortable studio loft is in a historic building in the heart of Portland's Arts District, where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Free parking for one car is provided in a nearby lot. 2026 City of Portland registration STHR 000854

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.

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!

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.

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.

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.

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 vacation rentals near Casco Bay Lines
Condo rentals with wifi

Walk to Top Dining • Boutique Stay • Parking

First Floor Portland Condo 3 Bed 2 Bath + Parking

Mary J. Eastburn House--Baxter Suite

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

Direct Ocean View on the Eastern Promenade

Luxury Condo in Downtown Portland Old Port

Portland 1 Bedroom Condo in the Arts District.

Rustic Willard Beach condo ten mins from Old Port!
Family-friendly house rentals

An Airy Private Suite steps off Washington Ave

East End Unit

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

LUX Designer Private Waterfront Hot Tub - Secluded

Fore River Getaway

Amazing Bay View Home with Hot Tub

Oceanfront Escape • Walk to Beach • Sleeps 14

Top Deck - Portland Property with Views!
Apartment rentals with air conditioning

Harborview - Curated East End Escape w/ Parking

Spacious 1-Bedroom Apartment near Downtown

Downtown Apartment w/ Parking - Come Work or Play!

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

Quiet Comfy Victorian Escape

RETRO BnB in the Heart of East End Portland

Sopo Abode

Modern East End studio, perfect Portland home base
Other great vacation rentals near Casco Bay Lines

Gorgeous Studio 2 Blocks from Eastern Prom!

Peaceful Beach Getaway

Old Port Loft - 302

Old Port Gem- 2 BR Loft/418 Fore St

Mermaid's Chair | Private Beach | Hot Tub

Stylish Condo in Downtown Portland w/ Private Yard

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Heart of Portland on India, Midcentury apartment
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- King Pine Ski Area
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park





