Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

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Guest favourite
The kitchen features modern appliances including a stainless steel refrigerator and oven, complemented by sleek black granite countertops. Ample cabinet space is available for storage. Bright lighting enhances the spacious layout, which leads to a view of an adjacent room.
Flat in West End
4.84 out of 5 average rating, 464 reviews

Quiet Retreat in the Heart of Portland's West End

Our charming, historic home is perfectly located in Portland's West End, just steps away from Downtown, the Old Port, and all of the city's best restaurants and bars, shops, museums, and activities. The central location of this first floor apartment makes it the perfect home base for your time in Portland. We provide a guest manual in the apartment with all of our favorite places to eat and things to do, so you can get the most out of your time in Portland. ***See below for recent remodel info!

Top guest favourite
A king-sized bed is layered with a green duvet and a decorative orange throw. Nightstands with lamps flank the bed, providing soft illumination. Colorful wall art hangs above the bed, and a patterned rug adds warmth to the room. Window drapes showcase a floral design.
Flat in East End
4.93 out of 5 average rating, 147 reviews

The Joy of Munjoy

Decorated with eclectic pieces of art from around the world and local artist friends, this beautiful suite makes you feel like you've stepped into a very colorful heaven on earth. All the linens are of natural fibers for ultimate comfort. The bed is king size with the most dreamy Temperpedic mattress, and overlooks the city. The bathroom is fully restored to early, mid-century style with, again, city views from the bidet equipped throne. Located on the top (3rd) floor for peace and quiet.

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, 523 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!

Top guest favourite
The living area features a mix of seating options, including a red chair and a gray couch. A coffee table is centered on a light-colored area rug. Natural light fills the space through multiple windows, while plants add a touch of greenery to the warm wood flooring.
Flat in West End
4.98 out of 5 average rating, 328 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 "Village". 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 can 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"!

Top 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, 297 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
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, 290 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
Flat in East End
4.98 out of 5 average rating, 631 reviews

Boutique Space * Steps to Eastern Prom * W/Parking

**Newly updated!*** Beautifully appointed 1BR in Portland's quiet, coveted East End. Just a short walk to the Eastern Prom and Old Port restaurants. This first-floor apartment features a modern vibe, local artwork, Brooklinen linens, luxury towels, hotel-level cleanliness, and local coffee. Quiet owner occupied building with off-street parking, outdoor shared patio, grill and gas firepit. Queen bed + queen sleeper sofa. Non-smoking, no pets.

Guest favourite
A spacious outdoor deck is featured, furnished with a seating area comprising a sectional sofa, coffee table, and dining table. A striped area rug adds warmth to the space. Clear skies and a view of neighboring rooftops create an inviting environment for relaxation.
Flat in East End
4.77 out of 5 average rating, 271 reviews

The Aerie

My place is 1.5 blocks from the Eastern Prom and close to the Old Port, downtown, art and culture, parks, and restaurants and dining. My place is good for couples, solo adventurers, business travelers. Real full bed + ikea sofa can be a single bed as well. Expansive Casco Bay views. The studio apartment is on the third floor of a 3-unit building. Unfortunately at this time I cannot allow dogs.

Top guest favourite
A well-appointed bedroom features a spacious bed adorned with a floral patterned duvet and coordinating throw. A bedside lamp provides soft lighting, while French doors lead to a hallway. Hardwood flooring complements the room's elegant design, offering a fresh and inviting atmosphere.
Flat in West End
4.91 out of 5 average rating, 431 reviews

Renovated 1 BR Downtown Apt w/backyard

Large first floor 1 BD apt with a small backyard/patio in a brick Victorian era home in Portland’s West End. The Old Port is only a 7min walk. The building is by Harbor View Memorial Park and Casco Bay bridge that connects Portland with South Portland, Cape Elizabeth, Scarborough, beaches and parks. Not to forget, Portland was named “City of the Year” in 2018 in Bon Appetit.

Guest favourite
A cozy sleeping area features a spacious bed covered with a dark blanket, complemented by colorful accent pillows. Natural light fills the room through a large window with sheer curtains. Framed artwork adorns the walls, while a small desk adds functionality to the space.
Flat in East End
4.87 out of 5 average rating, 303 reviews

Petit Pad Atop Munjoy Hill+Steps to Eastern Prom!

Our space is small yet cozy. Tiny living at its best. It's bright with many windows lending a glimpse of Casco Bay, and the third floor level welcomes the cool breeze off the water. Well appointed with everything you need to be comfortable and feel at home. A perfect home base while you explore Portlands Munjoy Hill neighborhood and beyond! We know you'll love it!

Top guest favourite
A comfortable living area features a black leather sofa, a glass coffee table, and two chairs positioned around a small dining table. Natural light filters through the windows, illuminating the stylish decor and a decorative fireplace.
Flat in West End
4.97 out of 5 average rating, 236 reviews

Comfy apartment with parking

Tastefully decorated, comfortable one-bedroom (QUEEN bed) apartment located in a historic building in the beautiful West End district. Off-street parking for one vehicle is included. You will be able to just park and walk to many great things that Portland has to offer and easily drive to South Portland/Cape Elizabeth. License Number: STHR-004170-2022

Top guest favourite
A bright living room features a gray sectional sofa and matching ottoman, with two armchairs positioned beside a coffee table. Large windows allow natural light to fill the space, alongside a modern floor lamp and a decorative plant. A white door leads to the entrance.
Flat in East End
4.98 out of 5 average rating, 154 reviews

Lovely, East End, one bedroom apartment.

Located in the heart of Portland's East End this unit has it all. It is within two blocks of the Eastern Promenade and a 15 minute walk to downtown Portland. Private entrance, full kitchen, dining room, and queen sized bed. Enjoy all that Portland has to offer; breweries, restaurants, food trucks, museums and amazing access to Casco Bay.

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 £22 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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