Portland, Maine, is a vibrant coastal city known for its picturesque waterfront, thriving food scene, and historic cobblestone streets. Whether you're looking for a stylish apartment in the Old Port, a cozy cottage near the Eastern Promenade, or a spacious vacation rental with ocean views, Portland has accommodations for every traveler. With award-winning restaurants, scenic lighthouses, and plenty of outdoor activities, this New England gem is perfect for a weekend getaway or an extended stay. Book an Airbnb in Portland and explore a city where history and modern charm come together.
Good to know: Visit and neighborhood recommendations in Portland
Portland is a city with a strong maritime heritage, a vibrant arts community, and stunning coastal scenery. Visitors can enjoy walking tours through historic districts, indulge in fresh-caught seafood, or explore nearby islands by ferry. Whether you prefer a lively downtown stay or a peaceful retreat by the water, Portland’s diverse neighborhoods offer plenty of unique options for travelers.
Where to look for an Airbnb in Portland
Old Port
Old Port is Portland’s most iconic neighborhood, known for its charming cobblestone streets, historic brick buildings, and waterfront views. Staying here means you’ll be within walking distance of top restaurants, boutique shops, and lively bars. Many vacation rentals in this area are stylish lofts or restored historic apartments. If you want to experience Portland’s bustling nightlife and dining scene, Old Port is the ideal location.
West End
The West End is a quieter, residential neighborhood known for its beautiful Victorian homes and tree-lined streets. Airbnb options in this area include elegant townhouses, charming bed-and-breakfasts, and spacious apartments. Visitors staying here can explore the historic Western Promenade, visit the Victoria Mansion, or enjoy a relaxing stroll through the neighborhood’s picturesque parks. The West End is perfect for travelers seeking a more relaxed and upscale experience.
East End & Munjoy Hill
The East End and Munjoy Hill neighborhoods offer stunning views of Casco Bay, trendy cafes, and an artistic vibe. Vacation rentals here range from modern condos to cozy seaside cottages. The Eastern Promenade provides access to beautiful walking trails, picnic spots, and sandy beaches. This area is great for outdoor lovers, foodies, and those who enjoy a laid-back yet lively atmosphere.
Peaks Island
For a unique stay, consider booking an Airbnb on Peaks Island, just a short ferry ride from downtown Portland. The island offers a peaceful retreat with oceanfront cottages, charming beach houses, and a slower pace of life. Visitors can explore scenic bike trails, relax on quiet beaches, or visit the island’s small shops and cafés. Peaks Island is perfect for travelers looking for a tranquil coastal getaway with easy access to Portland’s attractions.
Deering Center
Deering Center is a family-friendly neighborhood known for its tree-lined streets, historic homes, and close proximity to outdoor parks. Airbnb options here include classic New England-style homes, suburban retreats, and cozy apartments. The neighborhood provides easy access to the Portland Trails network, making it ideal for hikers and nature lovers. It’s a great spot for those looking for a peaceful stay while still being close to downtown.
What to do if you spend a vacation in Portland
Portland Head Light
One of the most photographed lighthouses in the country, Portland Head Light is a must-visit attraction. Located in Fort Williams Park, this historic lighthouse offers breathtaking coastal views, walking trails, and a museum showcasing maritime history. Visitors can explore the park’s scenic cliffs and enjoy a picnic with stunning ocean views. It’s a perfect spot for history buffs and photography enthusiasts alike.
Old Port District
The Old Port District is the heart of Portland’s dining and shopping scene, offering an array of award-winning restaurants, unique boutiques, and waterfront bars. Visitors can stroll along the cobblestone streets, sample famous Maine lobster rolls, or take a scenic cruise around Casco Bay. The district’s lively atmosphere makes it a favorite destination for both locals and tourists.
Casco Bay Islands
A visit to the Casco Bay Islands provides a perfect escape from the city. Visitors can take a ferry to explore islands like Peaks Island, Great Diamond Island, and Long Island. Each island offers beautiful beaches, hiking trails, and charming seaside cottages. It’s an ideal activity for those looking to experience Maine’s coastal beauty up close.
Portland Museum of Art
Art lovers will appreciate the Portland Museum of Art, which features an impressive collection of American and European masterpieces. The museum showcases works by renowned artists such as Winslow Homer, Edward Hopper, and Claude Monet. In addition to its permanent exhibits, the museum hosts rotating contemporary art displays. It’s a great cultural stop for visitors exploring Portland’s artistic side.
Eastern Promenade
The Eastern Promenade is a scenic waterfront park offering breathtaking views of Casco Bay. Visitors can enjoy a leisurely walk along the trails, rent kayaks for a paddle along the coast, or relax in the picnic areas. The park is also home to East End Beach, one of the city’s best spots for swimming and sunbathing. It’s an excellent place to unwind and take in Portland’s natural beauty.
Where to find a vacation rental near Portland
Cape Elizabeth
Located just minutes from Portland, Cape Elizabeth is home to stunning oceanfront properties, historic lighthouses, and beautiful beaches. Vacation rentals here range from luxurious coastal estates to charming cottages with panoramic ocean views. Visitors staying in a house in Cape Elizabeth can explore Crescent Beach State Park, admire the famous Portland Head Light, or enjoy fresh seafood at local eateries, making it a fantastic choice for those seeking a peaceful and scenic retreat.
South Portland
South Portland offers a mix of coastal charm and urban convenience, with vacation rentals that include waterfront homes and modern condos. Those booking an apartment in South Portland will have easy access to Willard Beach, Bug Light Park, and a variety of great restaurants. With a quick drive across the Casco Bay Bridge, visitors can explore downtown Portland while still enjoying a relaxing stay by the water.
Scarborough
Scarborough is known for its pristine beaches, wildlife preserves, and laid-back coastal vibe. Vacation rentals here include beachfront cottages, family-friendly homes, and secluded retreats near Scarborough Marsh. Travelers staying in a vacation rental in Scarborough can hike scenic coastal trails, go birdwatching, or relax on the sandy shores, making it ideal for a quiet and nature-filled getaway.
Freeport
Just 20 minutes from Portland, Freeport is a charming town famous for its outlet shopping and the flagship L.L. Bean store. Visitors choosing a house in Freeport can enjoy a mix of retail therapy and outdoor adventures, from exploring Wolfe’s Neck Woods State Park to dining at renowned seafood restaurants. This town is a great option for travelers who love shopping and scenic landscapes.
Yarmouth
Yarmouth is a quaint coastal town located just north of Portland, offering a relaxed atmosphere and beautiful waterfront scenery. Staying in a vacation rental in Yarmouth allows visitors to enjoy charming accommodations near the Royal River, explore the town’s marinas, and experience the local charm of its annual Clam Festival. Yarmouth provides a small-town escape with easy access to Portland’s attractions.
Explore vibrant urban experiences and delve into rich cultural heritage across North America
Known for its vibrant arts scene and historic charm, Portland, Maine offers a gateway to thrilling urban adventures. Traverse the lively streets of Bloomington Indiana airbnb where the university town energy breathes life into its cultural landscape. Discover the industrial flair of vacation rentals in Rockford, where the Anderson Japanese Gardens provide a serene escape. In the heart of Appalachia, rentals in Charleston West Virginia allow you to explore the unique Appalachian culture. Finally, venture into the warmth of the South with places to stay in Cookeville, where southern hospitality is as abundant as its mesmerizing Cumberland Caverns.
Dive into the depths of history and culture that echo through North America's diverse regions. Uncover the Bavarian-themed streets with airbnb in Leavenworth and experience its authentic festivals and cuisine. In the deep south, immerse in southern tradition with Albany, GA rental homes. The picturesque Niagara-On-The-Lake vacation accommodations offer a glimpse into the idyllic charm of Ontario's vineyards and heritage sites. Lastly, the innovative spirit of Detroit echoes in rental properties Dearborn, home to the renowned Henry Ford Museum and a tapestry of cultural expressions vibrant enough to captivate any visitor.
