Places to stay in Old Port, Portland

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Top-rated places to stay in Old Port, Portland

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A cobblestone street is framed by historic red brick buildings. Umbrella-covered tables sit outside local shops and cafes. Green and blue storefronts add color, while potted plants enhance the walkways. A friendly atmosphere invites leisurely strolls through the charming neighborhood.

Apartment in East End

4.98 out of 5 average rating, 149 reviews

Modern Luxury with Bay Views * 5 Star Location!

Well-appointed, high-end private apartment with wide plank pine floors sourced from Western Maine, luxury bathroom and bedroom. Shared patio with grill and fire pit. A short walk to the Eastern Prom or restaurants of the Old Port and Washington Street. I pay attention to details such as cleanliness, local coffee, quality linens, furniture and furnishings. Queen bed with a view of the harbor. This is a non-smoking, non-cooking space. Not suitable for infants children. Hi speed internet.

Top guest favorite

Apartment in Downtown Portland

4.98 out of 5 average rating, 313 reviews

Light-Filled Getaway with Private Porch

Spacious (1100 sqft), updated early Victorian (1838) apartment bordering the Arts District in Portland's historic and beautiful downtown West End. The apt. has great natural light, ample workspace, free on-street parking, a private garden entrance, and a sheltered, leafy screened porch. With a Walk Score of "95-A Walkers Paradise", you'll be able to stroll to nearby restaurants, cafes, museums, parks and Old Port. Then, return to a relaxing space that you'll be very happy to call 'home'!

Guest favorite

A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.

Apartment in Downtown Portland

4.97 out of 5 average rating, 270 reviews

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.

Top guest favorite

A well-lit pathway runs alongside a wooden fence, bordered by plantings that enhance the outdoor space. The area is softly illuminated in the evening light, creating a welcoming ambiance for guests.

Apartment in East End

5 out of 5 average rating, 182 reviews

Private Garden Retreat on Munjoy Hill

This well-appointed, new space is located on first floor of a modern, new home on Munjoy Hill - Portland’s most charming neighborhood. This convenient suite has a separate, private entrance with a private outdoor seating area. The location is perfect for walking - just minutes to excellent restaurants, coffee shops, gourmet market, Eastern Promenade, St. Lawrence Arts Center and Washington Avenue. Portland’s Old Port and bustling harbor is just a 10 - 15 minute walk down the Hill.

Guest favorite

A small bathroom features light green walls complemented by natural light from a mirror hanging above a white sink. A white towel hangs on a rack, and a small plant adds a touch of freshness. Adjacent, a white toilet and a cabinet contribute to a clean, minimalist look.

Guest suite in Downtown Portland

4.96 out of 5 average rating, 687 reviews

Studio, Walk to everything, Parking

5 to10 minute walk to all Portland has to offer; restaurants, breweries, galleries, shops, and famers markets. Located in a vibrant, safe, and transitional neighborhood. Steps from Portland's Arts district + Congress Street, (Portland Public Market, Broken Arrow, Regards, Portland School of Art). Home to Batson River Brewing & Distilling, ISA, Wilson BBQ. Short walk to downtown and the Old Port. Park your car and leave it for the duration of your stay. License # 20180110-ST

Guest favorite

A clean and modern bathroom sink area features a white basin set into a speckled countertop. A black faucet and accessories, including a terracotta vase and amber-colored candle, are arranged near a round mirror. A graphic wall art piece complements the decor.

Apartment in Downtown Portland

4.82 out of 5 average rating, 485 reviews

Walk-able Portland Studio

NEWLY RENOVATED! Cozy studio apartment in a historic building, located in Portland's East End Neighborhood. This location can't be beat! The Space features original hardwood floors, and large windows, subway tiled shower and thoughtful decor. Portland Food Co-Op is directly next door, as is the Walgreen's. Walking distance to Eventide, Honey Paw, Duck Fat, Hugos, Little Woodfords, LB Kitchen, Washington Ave Breweries and Distilleries and Old Port shopping district.

Superhost

Apartment in West End

4.78 out of 5 average rating, 574 reviews

Downtown Studio, Walk Everywhere, Parking

The state of Maine requires all reservations must abide by current state travel restrictions. Please review before booking with us. You will love the location - just park at your reserved spot and forget about it! Great restaurants, bars, coffee shops, museums, Old Port, and Art Districts are all within 20 min walk. Fresh linens, towels, shampoo, french press, an insanely comfortable bed, and warm hospitality are provided, only bring your curious self!

Guest favorite

A bathroom doorway opens into a compact space featuring a white toilet and a small sink. Light blue walls create a soothing contrast with the warm wood flooring. A mirror and a few shelves are mounted above the sink, providing functional storage.

Guest suite in East End

4.92 out of 5 average rating, 282 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, queen sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

Top guest favorite

A small dining area is visible with a wooden table and two black chairs positioned near a window. Natural light enters through the window, complemented by light-colored window treatments. Two framed pictures adorn the gray walls, adding a touch of decoration to the space.

Apartment in East End

4.97 out of 5 average rating, 574 reviews

Cozy & Comfortable apartment in a perfect location

Bright sunny 1 bedroom private apartment in a quiet, Owner Occupied building. Perfect location. A short walk to Duckfat, Eventide and the rest of Portland. Top floor with full kitchen, work/desk area, comfortable living room, full bath with tub and shower, bedroom with a comfortable Queen bed. If you're a book lover, you'll enjoy it even more! Includes Reserved off street parking. Portland City License #STHR-000980

Superhost

A welcoming living area is framed by sloped ceilings and large windows, allowing natural light to fill the space. Comfortable sofas are arranged around a coffee table, while decorative plants add a touch of greenery. A mirror reflects the inviting atmosphere.

Condo in Downtown Portland

4.92 out of 5 average rating, 167 reviews

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!

Top guest favorite

A tree-lined street is seen, showcasing brick sidewalks and charming buildings of varied architecture. A black awning over a storefront adds contrast against the clear blue sky, while parked cars and outdoor seating hint at the vibrant atmosphere of the bustling downtown area.

Condo in Downtown Portland

5 out of 5 average rating, 142 reviews

Stylish Downtown Loft – Prime Location | A/C

This stylish 1-bedroom condo is perfectly situated in the heart of Portland's vibrant Old Port, right on iconic Exchange Street. Step outside and explore award-winning restaurants, breweries, gourmet coffee shops, and unique boutiques – everything Portland has to offer is right at your doorstep! License number: STHR-006583-2024 Check-in: 3PM, Check-out: 10AM

Guest favorite

Condo in Downtown Portland

4.94 out of 5 average rating, 126 reviews

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.