
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 Penthouse Suite - Amazing Harbor Views
2023 City of Portland Registration #20182242-ST 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.

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.

Historic Home in the West End. Private Parking.
With the Portland Museum of Art and the State Theater a 5 minute walk away, the Old Port just 15, this stunning apartment is just steps from the best eateries, arts & shopping the city has to offer. When you arrive, park your car in the private parking space and forget about it for a while! Built in 1835, this sunny and spacious second-floor apartment features 14-foot ceilings and original hardwood floors. A his and her bathroom is linked with a walk-through stone tiled shower.

Sophisticated Charm at an unbeatable price!
Apartment is centrally located to all downtown amenities and transportation system. Located in the beautiful West End on a quiet residential street approximately 1 mile from the downtown area. Apartment (3rd floor) gets beautiful sun throughout and has all of the traditional charm and character of the West End homes but updated bathroom and kitchen, both recently remodeled in 2017. Rental includes access to one parking space for a small to mid size vehicle. STHR-001018-2019

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!

Private Hill Top Apartment/w One Car Driveway
Cover photo is a view of Eastern Prom, a 5 minutes walk. Two bdrm apartment. 1 Queen, 1 full. Private entrance,sitting room/kitchenette w/sink, fridge , toaster & microwave. Bath w/tub&shower, Up to four adults, children and infants welcome. Rate based on two adults. A $30 up charge per night for each additional adult, 4 maximum. Pet(s) not to be left alone in the apartment. $60 charge per pet,per night. Babysitting available by arrangement. Note: No TV.

Old Port on foot
Newly renovated, spacious and modern top-floor condo in a posh historic building in the heart of downtown Portland. Leave your car behind! Walking distance to tons of bars/restaurants, stores, a block from the Portland Harbor/Commercial St and 3 blocks from Merrill Auditorium. Please note there is an additional $50 cleaning charge for stays greater than 7 nights. For stays greater than 14 nights, the cleaning fee is $180.

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!

Comfy apartment with parking
Tastefully decorated, comfortable one-bedroom (QUEEN bed) apartment located in a historic building in the beautiful West End district. Off-street parking for one vehicle is included. You will be able to just park and walk to many great things that Portland has to offer and easily drive to South Portland/Cape Elizabeth. License Number: STHR-004170-2022

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 holiday rentals near Casco Bay Lines
Apartment rentals with wifi

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

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

First Floor Portland Condo 3 Bed 2 Bath + Parking

Heart of city, water view, off street parking

Cozy condo by the beach!

Comfy condo with loft by the beach!

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

Cozy Cottage Retreat near Breweries & Airport

Waterfront Gem walkable to Restaurants!

2 bed house w/king bed, pets & off-street parking!

East End Unit

LUX Designer Private Waterfront Hot Tub - Secluded

3 bedroom house in the heart of Portland

Explore Portland from a 18th-Century Victorian

Higgins Beach *New* Beach Home & Private Offices
Apartment rentals with air conditioning

Downtown Apartment w/ Parking - Come Work or Play!

Walk-able Portland Studio

Renovated 1 BR Downtown Apt w/backyard

Modern Studio Loft w/ Parking in Perfect Location

Boutique Space * Steps to Eastern Prom * W/Parking

Amazing Views! Perfect Location. Loft style feel.

Boutique BnB in The Heart of East End Portland!

Quiet West End Retreat - parking - 100% Non Smoker
Other great holiday rentals near Casco Bay Lines

Quiet Comfy Victorian Escape

INCREDIBLE! Waterfront views. 94 walk score.

Cityscape Loft. Central Location

Private Apartment in Converted Church Residence

Sunset Suite 42

Gorgeous Studio 2 Blocks from Eastern Prom!

Crow's Nest

Deering Oaks Suite - ask about Canadian discount!
Destinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- King Pine Ski Area
- Willard Beach
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- Pemaquid Point Lighthouse
- East End Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Footbridge Beach
- Pleasant Mountain Ski Area
- Palace Playland
- Hills Beach




