
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.

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.

INCREDIBLE! Waterfront views. 94 walk score.
Wow! Incredible 3 bedroom, 2 bath apartment with working waterfront views. Spacious apartment nestled in Downtown, between the Old Port, Arts District and West End, just steps away from all the highlights of the peninsula. You are just steps away from everything the City has to offer. STHR-000508-2018

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.

Tip Top of the East End
The Height of Charm awaits you in an entirely outfitted private apartment atop AMAZING Munjoy Hill in Portland Maine. Enjoy a tranquill, panoramic water view from the kitchen, a comfortable new bed, and plenty of space for two in this clean, and cozy and sunny 1 bedroom apartment.
Popular amenities for vacation rentals near Casco Bay Lines
Condo rentals with wifi

Walk to Top Dining • Boutique Stay • Parking

Mary J. Eastburn House--Baxter Suite

First Floor Portland Condo 3 Bed 2 Bath + Parking

Portland 1 Bedroom Condo in the Arts District.

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

Fresh & Modern Family Friendly Central 2 bed

Luxury Condo in Downtown Portland Old Port

Direct Ocean View on the Eastern Promenade
Family-friendly house rentals

Romantic Mirror cabin in the woods

East End Unit

An Airy Private Suite steps off Washington Ave

Fore River Getaway

Modern & Sunny East End House. Private Parking!

LUX Designer Private Waterfront Hot Tub - Secluded

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Secret Carriage House in Perfect Location!
Apartment rentals with air conditioning

Central-Locale Studio in Vibrant Portland Maine!

Old Port / Parking / Patio

Portland Back Cove Hideaway-1 BR- With Patio

Downtown Apartment w/ Parking - Come Work or Play!

Harborview - Curated East End Escape w/ Parking

Boutique 1BR Suite * East End* Bay View

Quiet Comfy Victorian Escape

Studio Apt, 7 mins to Downtown, Parking, Café
Other great vacation rentals near Casco Bay Lines

4br2ba House+parking@PeacefulOasis on Munjoy Hill

PRlVATE SUlTE in the Heart of East End Portland

Apartment Walking Distance to Willard Beach

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Joyful Munjoy Hill Garden Suite

Gorgeous Studio 2 Blocks from Eastern Prom!

Cozy Urban Treehouse on Munjoy Hill

Comfy Munjoy Hill Getaway with Private Entrance
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
- East End Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Popham Beach State Park
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA





