Apartments and Airbnb in Portland, Maine

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

Kennebunkport, Maine

Just 40 minutes south of Portland, Kennebunkport is a charming coastal town known for its historic homes and boutique shops. Visitors can explore Dock Square, take scenic boat rides, and enjoy fresh lobster by the harbor. Booking a vacation rental in Kennebunkport provides a peaceful and upscale seaside atmosphere. It’s a perfect spot for travelers looking to blend beach time with elegance.

Freeport, Maine

Located only 25 minutes north, Freeport is a great destination for shopping and outdoor exploration. Home to the famous L.L. Bean flagship store and surrounded by state parks, it offers both retail therapy and nature escapes. Staying in a vacation rental in Freeport puts guests close to the coast while offering a more laid-back, small-town feel. It’s ideal for families and bargain hunters alike.

Brunswick, Maine

About 35 minutes from Portland, Brunswick is a college town full of cultural richness and historic charm. Visitors can tour the Bowdoin College Museum of Art or enjoy a performance at the Maine State Music Theatre. Booking a vacation rental in Brunswick means staying in a walkable town with great food and a welcoming atmosphere. It's a wonderful option for those seeking a relaxed but engaging getaway.

Old Orchard Beach, Maine

Roughly 30 minutes south of Portland, Old Orchard Beach is famous for its lively pier, classic amusement park, and long sandy beach. Vacation rentals in Old Orchard Beach offer easy access to oceanfront fun and nostalgic charm. It’s perfect for families, beach lovers, and anyone looking for a fun summer escape. The town’s festive vibe makes it a favorite for seasonal visitors.

Bath, Maine

Around 45 minutes northeast of Portland, Bath is steeped in maritime history and offers a slower pace of life. The Maine Maritime Museum and the historic shipyards provide a unique backdrop for exploration. Staying in a vacation rental in Bath allows travelers to experience coastal living with a cultural twist. It's a scenic and peaceful alternative just outside the city.