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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Guest favorite

A white lighthouse stands at the edge of a rocky outcrop, surrounded by calm waters. The sky is filled with clouds illuminated by the setting sun, casting a warm glow over the scene. A stone walkway leads to the lighthouse, bordered by a railing.

Loft in Portland

4.96 out of 5 average rating, 142 reviews

Lily's Loft; Charming one bedroom studio

This charming one bedroom loft is in an ideal location on a quiet street in Portland. Built in the 1920’s, this old soul provides simplicity with the intention of comfort. Quiet, cozy and private this 550 sq. ft loft is on the third and top floor, thus the use of a two story staircase must be considered in addition to slanted walls around the perimeter of the space. Perks: Keyless Entry, AC, Strong Wifi, 55 inch TV w/Roku, organic sheets & towels, Kuerig Coffee & organic teas, and free parking.

Guest favorite

Condo in Kennebunk

4.89 out of 5 average rating, 204 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Superhost

A spacious shared deck features comfortable seating along with a coffee table centered on a striped rug. Lush greenery surrounds the area, complemented by a small dining set with two chairs. Bright sunlight filters through the trees, creating a serene outdoor space.

Apartment in Downtown Portland

4.85 out of 5 average rating, 172 reviews

The LUXE Urban studio

Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no doubt you will love it! It's beautifully furnished and a close to everything. There is no kitchen but there is a fridge, microwave and coffee maker. You are a short walk to the Old Port, waterfront, nightlife, shopping, tons of restaurants, museums and parks. A great shared deck is available for your quiet enjoyment and this is just a 10 minute distance to beautiful beaches!

Guest favorite

A serene garden path is lined with slate stepping stones, leading through lush green grass. A wooden bench is positioned among verdant plants, creating a peaceful outdoor space surrounded by greenery and trees.

Guest suite in East End

4.9 out of 5 average rating, 389 reviews

Garden Suite @ A Peaceful Oasis on Munjoy Hill

Spacious garden-level suite in an prime location, perfect for couples or solo travelers. Features tasteful art, contemporary furnishings, a queen bed, kitchenette, seating area, and bathroom with shower. LOCATION! Just a 5-minute walk to the Eastern Promenade with its food trucks, beach and scenic trails. Nearby you'll find bakeries, cafes, world-class restaurants and popular breweries. Just a 15-minute walk to the Old Port. At the end of the day, come back and relax at A Peaceful Oasis.

Guest favorite

A bright living area features a yellow loveseat, a gray circular chair, and a glass coffee table on a woven rug. A vibrant accent wall with colorful patterns adds a lively touch. A potted plant and a lamp complete the cozy ambiance.

Apartment in South Portland

4.94 out of 5 average rating, 79 reviews

Sunny Spot with Private Parking

This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

Top guest favorite

A serene waterfront scene captures a person standing at the edge of a rocky shore, overlooking calm waters. Lush greenery lines the bank, while distant trees create a natural backdrop against a clear blue sky. Gentle waves ripple across the surface.

Apartment in Peaks Island

4.98 out of 5 average rating, 139 reviews

Peaks Island Master Bedroom Suite

Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

Guest favorite

A sandy beach scene is captured, featuring colorful kayaks arranged neatly in the foreground. Sunbathers and beachgoers enjoy the sunny weather, with umbrellas dotting the shoreline. A smooth ocean extends to the horizon, framed by a clear blue sky.

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

Guest favorite

An inviting entryway features a wooden door with a large arched window. A spiral staircase is visible in the background, leading to upper levels. A small light fixture and a welcome mat enhance the warm atmosphere.

Apartment in East End

4.92 out of 5 average rating, 62 reviews

Hilltop Studio Portland Maine

Stylish room with private entry atop Munjoy Hill. Enjoy our most excellent location, set in a historic building. This newly renovated studio offers modern updates in its sleek new bathroom and original charm of a large bay- window. A cozy and minimal space to return to after exploring all the city has to offer. Walkable to their Eastern Prom and its sweeping ocean views, trails and water access. Also an easy jaunt to the best spots to eat, drink and shop.

Guest favorite

A serene bedroom is furnished with a comfortable queen bed dressed in neutral linens and accent pillows. Warm tones are complemented by decorative wall hangings, while a large mirror and plants enhance the light-filled space. A cozy chair and woven basket add to the inviting atmosphere.

Apartment in Portland

4.89 out of 5 average rating, 102 reviews

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Guest favorite

A colorful Welcome to Kennebunkport sign stands prominently at the bridge entrance. Below, a charming red building on stilts is seen, featuring a conical rooftop. Surrounding structures showcase classic New England architecture, enhancing the coastal charm of the area.

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Superhost

A bright dining area features a large glass table surrounded by six black wooden chairs. Natural light filters through three large windows, and a simple floral centerpiece sits at the table's center. A modern chandelier hangs above, complementing the neutral-toned walls.

Apartment in East End

4.83 out of 5 average rating, 139 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

Superhost

The exterior of a three-story townhouse is visible, featuring white siding and a decorative star in red, white, and blue. A wooden deck with a white lattice railing is present at the entrance, complemented by flower pots along the base. Trees in full autumn foliage frame the scene.

Townhouse in Old Orchard Beach

4.82 out of 5 average rating, 34 reviews

Star House has Ocean view from the 3rd level deck.

Star House is a 3 level townhouse close to the beach, family-friendly activities, nightlife, and public transport. You’ll love the Star House because of the kitchen, the ocean views, the location, 3rd level deck and the front deck with gas grill. Our place is good for couples, families (with kids), big groups, and furry friends (pet). There is a 5 night minimum stay for guests.