
Places to stay near Casco Bay Lines
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Casco Bay Lines
Guests agree: these stays are highly rated for location, cleanliness and more.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

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.

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 ameniti

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.

Sunny Arts Dist. Studio- Queen Bed & FREE Parking
A clean bright studio in a historic building in the heart of Portland’s vibrant Arts District where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Walk everywhere on the peninsula from this convenient and central studio with a full kitchen, lots of natural light and an extra sleeping loft. Free parking for one vehicle provided across the street. 2026 City of Portland registration STHR 008545

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.

Bright & Sunny West End Apartment.
This sunny 3rd-floor apartment is in a historic row house that was built in 1835. With the Portland Museum of Art and the State Theater a 5-minute walk away & the Old Port just 15, this home is steps from the best eateries, arts and shopping the city has to offer! When you arrive, park your car in your private spot behind the house and forget about it for a while.

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.
Popular amenities for holiday rentals near Casco Bay Lines
Condo rentals with Wi-Fi

First Floor Portland Condo 3 Bed 2 Bath + Parking

Walk to Top Dining • Boutique Stay • Parking

Charming 2-Bedroom Back Cove Retreat

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

Mary J. Eastburn House - Baxter Suite

Rustic Willard Beach condo ten mins from Old Port!

Cozy York - Spacious 2 Bedroom

Safe, convenient location close to all amenities
Family-friendly house rentals

East End Unit

Easy Old Port Access & Casco Bay View Craftsman

3 bedroom house in the heart of Portland

Amazing Bay View Home with Hot Tub

Fore River Getaway

Year-Round: Peaceful and Quiet Island Getaway

OOB Oasis: 6BR Home w/ Private Pool Near Beach

East End Portland, Water Views
Apartment rentals with air conditioning

Chic Portland Penthouse, 2BR

The Nauti Moose

The Joy of Munjoy

Tip Top of the East End

Bright and cozy Munjoy Hill neighborhood apartment

Explore the heart of Portland and park for free!

Boutique Space * Steps to Eastern Prom * W/Parking

Upscale City Apartment. Central location
Other great holiday rentals near Casco Bay Lines

Oceanfront with amazing views and private entrance

Private Hill Top Apartment/w One Car Driveway

Old Port Loft - 301

"Periwinkle" ~ a Charming Oceanfront Cottage

Old Port Gem- 2 BR Loft/418 Fore St

My Old Port Sanctuary - Lux by the water & dining

PortJoy Living

Stylish Condo in Downtown Portland w/ Private Yard
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
- Gooch's Beach
- East End 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





