
Places to stay near Casco Bay Lines
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Top-rated holiday rentals near Casco Bay Lines
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Old Port Artist Loft • Free Parking • Spacious 3BR
Upscale 3-bedroom apartment in Portland’s Old Port, offering style, space, and comfort just steps from the city’s top restaurants, shops, breweries, and the waterfront. Designed with bold art and modern furnishings, this home includes a fully equipped kitchen, high-speed Wi-Fi, and rare free on-site parking. Perfect for families, friends, or couples seeking a luxury stay in the heart of Portland’s vibrant food, culture, and coastal charm. Seasonal rates reflect premium location and amenities.

Explore the heart of Portland and park for free!
Our house is a rare relic of old working-class Portland in one of the city's most active neighborhoods - literally a block from Eventide, Duckfat and other great restaurants. Full disclosure: we are within earshot of a the local neighborhood bar, which is often somewhat noisy until they close at 1:00. If you're a night owl this won't be a problem and you can join in the fun. Exterior grittiness aside, the inside is recently renovated, extremely comfortable and stupidly well located. Enjoy!

Luxurious Two Bedroom Loft Adorned with Local Art
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.

4br2ba House+parking@PeacefulOasis on Munjoy Hill
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

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.

Boutique BnB in The Heart of East End Portland!
Boutique BnB in The Heart of Portland's East End offers a combination of rustic farmhouse charm with a vibrant contemporary, comfortable style. Sunny, first floor apartment in an beautiful turn of the century Victorian building with private entrance, 2 plush queen beds, Art Deco bathroom with central kitchenette/dining room. This space is perfect for 2 couples or a small family. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Harborview - Curated East End Escape w/ Parking
Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

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.

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.

Sunset Suite 42
Breathtaking views, privacy, and convenient location make Sunset Suite a great place to be while visiting ME! The great room with a cathedral ceiling and skylights offers the best of natural light... day and night! The Portland skyline is all yours from your private and expansive deck as you put your feet up and reminisce about your day and plan for the next.

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 & Sunny East End House. Private Parking!
This modern single-family home is just steps away from Portland's Eastern Promenade with its glorious views of Casco Bay and the islands. Many of the city's best restaurants, cafes, breweries & distilleries are all within a few blocks from the house. Park your car and forget about it for a while and enjoy the city!
Popular amenities for holiday rentals near Casco Bay Lines
Condo rentals with Wi-Fi

Walk to Top Dining • Boutique Stay • Parking

First Floor Portland Condo 3 Bed 2 Bath + Parking

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

Mary J. Eastburn House - Baxter Suite

Rustic Willard Beach condo ten mins from Old Port!

Historic West End Condo 10 Minute Walk to Old Port

Fresh & Modern Family Friendly Central 2 bed

Luxury Beach Front Condo! Prime Location!
Family-friendly house rentals

Large Historic 7 Bedroom home with Pool & Hot Tub

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

East End Unit

Top Deck - Portland Property with Views!

Easy Old Port Access & Casco Bay View Craftsman

3 bedroom house in the heart of Portland

Fore River Getaway

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Apartment rentals with air conditioning

Downtown Apartment w/ Parking - Come Work or Play!

Bright and cozy Munjoy Hill neighborhood apartment

Spacious 1-Bedroom Apartment near Downtown

Light-Filled Getaway with Private Porch

The Howard on Munjoy Hill

Munjoy Hill | Sunny, Stylish + Walkable

Boutique Space * Steps to Eastern Prom * W/Parking

Tip Top of the East End
Other great holiday rentals near Casco Bay Lines

Oceanfront with amazing views and private entrance

The Maine Frame | Modern A-Frame Cabin in Freeport

The Copper Fox Treehouse

Gorgeous Studio 2 Blocks from Eastern Prom!

Old Port Loft - 301

Coastal Penthouse - Center of Downtown Portland!

"Periwinkle" ~ a Charming Oceanfront Cottage

Old Port Gem- 2 BR Loft/418 Fore St
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
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA





