Apartment holiday rentals in Portland

Find and book unique apartments on Airbnb

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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 108,750 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

    340 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

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 bright bedroom features a spacious bed dressed in a floral quilt with decorative pillows. Large windows are adorned with sheer curtains, allowing natural light to fill the room. Two bedside tables with lamps complement the cozy atmosphere.
Flat in Portland
4.97 out of 5 average rating, 204 reviews

Quiet Comfy Victorian Escape

Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Top guest favourite
The living area features a red sofa and a black armchair, arranged around a wooden coffee table. A vibrant area rug adds color to the hardwood floor. Natural light enters through a window with blinds, and artwork is displayed on the walls, contributing to a welcoming atmosphere.
Flat in Portland
4.94 out of 5 average rating, 218 reviews

Garden Apartment Close to Everything

Located in the beautiful Parkside Neighborhood of Portland. This nicely decorated private suite is located in my home where I live full time, with a private entrance and off street parking for one vehicle. Parking is at your own risk. Walking distance to Portland Museum of Art, Downtown Arts District, Old Port (.7 miles), ,Victoria Mansion, State Theater, Cross Insurance Arena and dozens of bars and restaurants. Reservations are limited to two people with no exceptions. License STHR-003027-2021

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"!

Guest favourite
A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.
Flat in South Portland
4.93 out of 5 average rating, 204 reviews

Sopo Abode

Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Top guest favourite
A bright seating area is featured with an orange sofa and a blue chair. Modern cabinetry lines the wall beside a kitchenette. Large windows allow natural light and provide a view of the private outdoor seating area, which includes a small table and chairs.
Flat in Portland
5 out of 5 average rating, 206 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 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 Downtown Portland
4.94 out of 5 average rating, 670 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.

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, 307 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
Exposed brick walls complement the wooden beams of the ceiling in this spacious studio loft. A cozy seating area with a neutral sofa is paired with a round coffee table. A large bed, dressed in soft linens, is positioned alongside a wall-mounted TV and an accent plant.
Flat in Downtown Portland
4.95 out of 5 average rating, 752 reviews

Modern Studio Loft w/ Parking in Perfect Location

This spacious and comfortable studio loft is in a historic building in the heart of Portland's Arts District, where dining, shopping, entertainment, galleries, live music and more is just steps outside your door! Located on the quieter end of Oak Street, the studio is within walking distance of everything Portland's peninsula has to offer. Free parking for one car is provided in a nearby lot. 2026 City of Portland registration STHR 000854

Top guest favourite
A bright living area features large windows that provide ample natural light. Two comfortable chairs with colorful upholstery are arranged beside a small table, while a cozy couch with red accents complements the space. A vibrant piece of artwork adorns the wall, adding a touch of color.
Flat in Downtown Portland
4.98 out of 5 average rating, 380 reviews

Beautiful West End studio, hot tub, free parking

Charming, comfortable, well-appointed studio, in an historic building, just steps away from everything downtown Portland has to offer: restaurants, museums, shopping, galleries, parks, Congress Street, and the Old Port. Close to Maine Medical and Mercy Hospital, the Portland Expo, Sea Dogs stadium, and Deering Oaks Park. The studio rental includes free parking for one car and exclusive use of a hot tub.

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 Portland
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.

Guest favourite
A spacious living area features large windows that provide cityscape views. Two leather sofas and a glass coffee table are arranged around warm hardwood flooring, while a lamp adds soft lighting. Natural light illuminates the room, creating a bright and airy ambiance.
Flat in Downtown Portland
4.8 out of 5 average rating, 656 reviews

Cityscape Loft. Central Location

Beautiful, spacious, 1 bedroom heart of the city urban apartment featuring 12 foot ceilings, high end kitchen and bath, refinished hardwood floors in a location that is absolutely terrific. Amazing City Scape Views! This is a second floor apartment. Expect stairs. Sleeps 3 : 1 Bedroom with queen bed and there is a Futon in small auxiliary room.

Top 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, 136 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?

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Avg. price$179 SGD$179 SGD$179 SGD$202 SGD$239 SGD$285 SGD$324 SGD$332 SGD$290 SGD$273 SGD$204 SGD$192 SGD
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