Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A modern kitchen is featured, showcasing a large marble island with bar seating. White cabinetry is complemented by dark blue lower cabinets. Stainless steel appliances, including a gas stove and a refrigerator, are present. A decorative light fixture adds an elegant touch to the space.
Flat in West End
4.95 out of 5 average rating, 119 reviews

Portland 2 Bed,2 Bath In The Heart of West End…

Modern & bright home in perfect location to explore all of Portland! Luxurious from top to bottom, inside and out. One off-street parking spot is provided. Wi-Fi and a 65” HD tv. No pets. Fully stocked kitchen has a gas stove, DW and water/ ice on fridge. 1 King Bed with new mattress! On-suite bath w/radiant floor heat. 2nd bed has a Queen Bed with new mattress and bedding. Bonus loft space for yoga, reading, Fenced in yard w/ patio furniture and a fire pit! Lic# STHR-004880-2022

Top guest favourite
A bright studio apartment features a spacious bed with neutral bedding, complemented by a plush area rug in a geometric pattern. Large windows offer natural light and a view of the outside. A small dining area with two stools is visible in the background next to the kitchen.
Flat in West End
4.98 out of 5 average rating, 386 reviews

Quiet West End Retreat - parking - 100% Non Smoker

Quiet, 2nd story sunny studio apartment in owner-occupied 4 unit building conveniently located in the historic West End residential neighborhood. It’s a short walk to all that Portland has to offer. Off-street parking for 1 car. Relax on the patio and soak in the summer warmth. Perfect for a single or couple traveling to the area. No complicated checkout procedures! Just leave the key in the lock on your way out and we will take care of the rest. 100% Non- smoking guests only, No Exceptions.

Top guest favourite
The spacious dining area features a black and white checkered floor, complemented by red walls. A rustic wooden table with four black chairs is placed centrally, while a vintage mirror reflects the room. Natural light filters through windows adorned with floral curtains, enhancing the cozy atmosphere.
Flat in East End
4.96 out of 5 average rating, 527 reviews

RETRO BnB in the Heart of East End Portland

Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Guest favourite
A lighthouse stands tall in the distance against a sunset backdrop, with the sun setting on the horizon. The water's surface reflects hues of orange and gold, while soft clouds create a gentle contrast in the sky.
Flat in West End
4.91 out of 5 average rating, 359 reviews

Small cozy downtown loft

Cozy small private loft in a brick Victorian era home in Portland’s West End. The Old Port is only a 7 min walk away. The building is by Harbor View Memorial Park, Casco Bay bridge that connects Portland with South Portland, Cape Elizabeth, Scarborough, beaches and parks. Portland was named “City of the Year” in 2018 in Bon Appetit. Please note that bathroom/ shower are small. The apartment might not be suitable for tall individuals or elderly people due to steep stairs and slanted ceiling.

Top guest favourite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Flat in Peaks Island
4.99 out of 5 average rating, 204 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.

Top guest favourite
A cozy living area features a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, displaying books and a small plant. Natural light fills the space through large windows, with a sliding glass door leading to the adjacent bedroom.
Flat in West End
4.91 out of 5 average rating, 619 reviews

Sophisticated Charm at an unbeatable price!

Apartment is centrally located to all downtown amenities and transportation system. Located in the beautiful West End on a quiet residential street approximately 1 mile from the downtown area. Apartment (3rd floor) gets beautiful sun throughout and has all of the traditional charm and character of the West End homes but updated bathroom and kitchen, both recently remodeled in 2017. Rental includes access to one parking space for a small to mid size vehicle. STHR-001018-2019

Top guest favourite
An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.
Flat in East End
4.98 out of 5 average rating, 129 reviews

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!

Guest favourite
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.
Flat in Downtown Portland
4.96 out of 5 average rating, 300 reviews

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.

Guest favourite
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.
Flat in Back Cove
4.89 out of 5 average rating, 142 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 favourite
A spacious bedroom is highlighted by a large bed adorned with a patterned blue and white quilt featuring fish motifs. A bedside table with modern lamps complements the room, while natural light filters in through partially opened blinds. Light wood flooring enhances the inviting atmosphere.
Flat in West End
4.82 out of 5 average rating, 441 reviews

West End 1 Bedroom Apartment, sunny & bright

If a cozy 700 sq.ft. private apartment, a stones-throw away from the heart of downtown Portland, Maine, surrounded by spectacular West End architecture, & the smell of salty air is what you have wished for, then prepare to be enchanted and delighted. Your flat is a 15 minute walk to the Old Port, close to shops, restaurants, parks and a myriad of Greater Portlands’ attractions. Free wifi. One parking spot. No smoking inside.

Top guest favourite
A panoramic view of lush green land, featuring an array of colorful flowers. The coastline is visible in the distance, with water reflecting the clear blue sky. A shaded area with trees complements the vibrant plants, creating a serene outdoor environment.
Flat in Cape Elizabeth
4.99 out of 5 average rating, 112 reviews

Crescent Beach Gardens

Simply spectacular - panoramic ocean, beach and island views from this spacious second story apartment with shady balcony surrounded by flowers, birds and the sounds of the sea. Fifteen minutes to Portland and every beach and lighthouse in the area. Short walk through the park to the beaches and ledges of three state parks.

Guest favourite
A spacious living area displays a deep L-shaped sofa adorned with cozy throw blankets. A textured area rug anchors the seating area, while natural light pours in through the skylights. A small plant and accent tables complement the modern decor.
Flat in Downtown Portland
4.98 out of 5 average rating, 125 reviews

Chic Portland Penthouse, 2BR

Enjoy a stylish experience at this centrally-located place. We are in the middle of all the excitement in the Old Port. Ride down the elevator and just out our front door you are steps to all the best that Portland has to offer. Shops, dining and night life all conveniently at your door step.

Popular amenities for Portland apartment rentals

When is the best time to visit Portland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$173 SGD$166 SGD$172 SGD$203 SGD$240 SGD$286 SGD$326 SGD$334 SGD$292 SGD$275 SGD$206 SGD$193 SGD
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Quick stats about flat rentals in Portland

  • Total holiday rentals

    Explore 680 holiday rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 108,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wifi availability

    680 of Portland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Portland rentals

  • 4.8 Average rating

    Portland stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Portland’s top spots include Peaks Island, Portland Museum of Art and Crescent Beach State Park

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