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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Guest favourite
Flat in East End
4.98 out of 5 average rating, 161 reviews

Cozy East End Apartment -Great location near Ocean

Location Location Location plus thoughtful character! 3 blocks from the ocean we are in a very quiet but very central part of Munjoy hill. Just 3 blocks up the street from the eastern promenade park and east end beach and only a block away to restaurants, cafes, and markets. As good as location gets for your stay in Portland! Our apt is quiet and cozy and we hope you enjoy its character. 2 Queen bedrooms on the first floor, full kitchen, dining room, and a full bath. Come enjoy its charm!!!!

Top guest favourite
The living room features a comfortable sectional sofa and two armchairs arranged around a coffee table. A large flat-screen TV is positioned on a rustic entertainment unit. Natural light fills the space through three windows, enhancing the warm, neutral wall tones.
Flat in East End
4.98 out of 5 average rating, 590 reviews

Amazing Views! Perfect Location. Loft style feel.

Oh the VIEW! City views and a beautiful park like old cemetery. Cozy, sunny private apartment in a quiet, Owner Occupied building. Perfect East End location for exploring all of Portland Just 2 blocks from Duckfat, Eventide and many restaurants, breweries and distilleries Comfy living room with a 55" TV and seating to take in the view. Fully equipped eat in kitchen, tile shower and a wonderful King size bed to watch the sun rise Includes Reserved Off street parking. License #STHR-000980

Top guest favourite
A spacious living area features a comfortable sofa, accentuated by a decorative throw pillow. A round coffee table centers the space, while a patterned area rug adds texture. The open kitchen is visible in the background, equipped with modern appliances and ample cabinetry.
Flat in East End
4.98 out of 5 average rating, 624 reviews

Cozy * Awesome Location * With Parking

Well -appointed one bedroom in Portland’s best neighborhood, the East End. A ten-minute walk to the Eastern Prom or the restaurants of the Old Port. This first-floor apartment has a modern vibe with artwork from local artists. I pay attention to details such as cleanliness, local coffee and Brooklinen linens and towels. Bathroom Newly Renovated 2023. TV is Roku Off-street parking included. One bedroom w/a queen and a queen sleeper-sofa. This is a non-smoking and non-vaping space. No pets.

Guest favourite
A cozy living area is displayed, featuring a gray sofa adorned with patterned cushions. A modern floor lamp provides warm lighting. A small side table holds a decorative plant, and a minimalist clock is mounted on the wall. Natural light illuminates the space.
Flat in Deering Center
4.84 out of 5 average rating, 598 reviews

Quiet Neighborhood Apt – Clean, Safe, w/ Parking

Your cute, cozy one bedroom apartment is close to all that Portland has to offer! Your home away from home, you have 1 GBPS Wifi, the fastest Portland offers along with a comfortable desk to work from. Centrally located, the space it is a short drive to all of the great restaurants, bars, shops, parks and more! It is close to the 295-N ramp (Freeport outlet shopping is just a few exits down).Our location blends city living with that “just-off-the-beaten-path” feel that offers pleasant rest.

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, 286 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 favourite
A spacious room is highlighted by large windows allowing natural light to fill the space. A bed with neutral bedding is positioned in the center, accompanied by a cozy armchair. A decorative rug adds warmth, while a small dining table is set beside an additional seating area.
Flat in West End
4.94 out of 5 average rating, 652 reviews

Historic Home in the West End. Private Parking.

With the Portland Museum of Art and the State Theater a 5 minute walk away, the Old Port just 15, this stunning apartment is just steps from the best eateries, arts & shopping the city has to offer. When you arrive, park your car in the private parking space and forget about it for a while! Built in 1835, this sunny and spacious second-floor apartment features 14-foot ceilings and original hardwood floors. A his and her bathroom is linked with a walk-through stone tiled shower.

Top guest favourite
The living area features large windows allowing natural light to fill the space. A yellow sectional sofa complements a glass coffee table, along with a patterned area rug. An antique china cabinet and a vintage mirror add character to the room, creating a welcoming atmosphere.
Flat in East End
4.92 out of 5 average rating, 510 reviews

Historic Munjoy Hill Retreat-Rooftop Water Views.

This stunning one-hundred-year-old home is a spacious retreat on Munjoy Hill, one of Portland's most desirable and walkable neighborhoods. Enjoy the sea breeze off Casco Bay and gorgeous views of the working waterfront from our two rooftop decks. Staying here you are just steps away from all you could want to do or dine on in our little city by the sea. Its luxurious interior and location make it a perfect getaway spot for couples or small groups of friends visiting Portland.

Top guest favourite
A well-lit bedroom features a spacious bed with white linens and decorative pillows. A wooden dresser and side table provide storage and surface space. Natural light filters in through two angled windows above the bed, and a door leads to a small balcony.
Flat in West End
4.99 out of 5 average rating, 637 reviews

*Serene* West End 2BR w/ Balcony: The Mermaid Cove

The Mermaid Cove is a bright and airy two-bedroom apartment located in Portland’s historic West End. This large private apartment is serene, yet only a few minutes walk to the center of downtown and the Old Port. Each of the two separate bedrooms are outfitted with a queen-sized Casper mattress. With a fully stocked kitchen and bathroom, separate office nook, laundry, and off-street parking, The Mermaid Cove is an easy and convenient place to call home for your visit.

Top guest favourite
The airy living area features a neutral-toned sofa, complemented by two stylish chairs and a round glass coffee table. Soft light enters through two windows, and a vibrant abstract painting is displayed on the wall. Decorative lamps add subtle illumination.
Flat in Cape Elizabeth
4.99 out of 5 average rating, 284 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Bright, airy, two-story, 1000 sf apartment, with view of gardens. Off-street parking and private entrance. First floor living area with kitchenette, and sofa-bed, for additional guests. Second floor king bedroom with full bath. Ideally located a short walk to Kettle Cove Beach, and just minutes from Two Lights State Park, Crescent Beach, Higgins Beach and Robinson Woods Trail. Portland - voted the best restaurant city in the US - is a 10 minute drive. STR Permit #210701.

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, 116 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 spacious bedroom features a queen bed with white linens and a soft blue throw. A study desk is positioned near the large windows, allowing natural light to fill the room. A comfortable dish chair and a small plant add a refreshing touch to the space.
Flat in West End
4.79 out of 5 average rating, 625 reviews

Downtown Studio, Parking with EV charger

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 favourite
A welcoming living area features a light gray sectional sofa adorned with various textured pillows. A wooden coffee table sits on a neutral rug, accompanied by a dark, upholstered chair. Natural light filters through the two windows, complementing the space's relaxed ambiance.
Flat in West End
4.97 out of 5 average rating, 195 reviews

Downtown Historical Victorian 2 BR APT

The West End is one of Portland's most historical districts. The house is within walking distance of Long Fellow Square, and the Western Promenade. It is a great home base while exploring. From its rich history rooted in the Victorian era, to its parks and restaurants, Portland's West End is consistently ranked as a favorite local hotspot. New reno located on a popular street in a neighborhood filled with historic homes.

Popular amenities for Portland apartment rentals

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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 £30 per night before taxes and fees

  • Verified guest reviews

    Over 105,480 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

  • 4.9 Average rating

    Portland stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

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

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