Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

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Guest favourite
A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.
Apartment in Old Orchard Beach
4.89 out of 5 average rating, 116 reviews

Oceanfront Condo with Awesome Views

Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Guest favourite
Apartment in Old Orchard Beach
4.78 out of 5 average rating, 146 reviews

Elegant 1 bedroom cabin just 50ft from the beach#2

This beautiful cabin now features a new Queen size bed, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, fridge, coffee maker, toaster, and dining area. Smart TV, WIFI. AC & Central heating. It also has a private full bath with tub/shower combo at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the courtyard.

Guest favourite
The entrance of the historical building is framed by lush greenery and colorful flowering plants. A brick pathway leads to a set of elegant steps, with decorative railings on either side. The front door, featuring a subtle arch, showcases a welcoming light blue hue.
Apartment in Downtown Portland
4.9 out of 5 average rating, 155 reviews

Luxury Condo in Downtown Portland Old Port

Luxury Condo in the heart of Portland's Old Port. Enjoy your stay on a beautiful historical street tucked away just steps from many restaurants, the art museum, state theater, and many other things downtown Portland has to offer! Well furnished and very clean. Every part of the rental is well utilized. Kitchen table can fold away when not in use, and features built in closets and cabinets. A true gem in the heart of the city, whether you are here to escape, explore, or on business.

Top guest favourite
A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.
Apartment in North Deering
4.96 out of 5 average rating, 300 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

Guest favourite
A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 454 reviews

Luxury Beach Front Condo! Prime Location!

Halloween party downstairs at Brunswick 10/31, single night available! Please no parties ✨ Condo is directly on beach ✨ Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open.✨ ✨To simplify things we typically do not negotiate rates.

Guest favourite
The kitchen features modern stainless steel appliances, including a range and microwave. Granite countertops provide ample workspace, along with white cabinets for storage. A coffee maker and various utensils are neatly arranged, contributing to a functional and well-equipped cooking area.
Apartment in Downtown Portland
4.87 out of 5 average rating, 449 reviews

Renovated Exchange St. Loft w/Free Parking

This renovated loft-style condo is right in the heart of the Old Port. Located on Portland's bustling Exchange Street, the loft is central to everything the Peninsula has to offer. Elevator access will take you from the apartment to the secure lobby. From there, shops, restaurants, night life and the working waterfront are just steps outside the door. Free off street parking is available for one car a few blocks away or a convenient pay-to-park garage is located next to the building.

Top guest favourite
A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.
Apartment in South Portland
4.95 out of 5 average rating, 197 reviews

Rustic Willard Beach condo ten mins from Old Port!

Second-fl unit in historic 150-yr-old building one block from South Portland's premiere beach! Minutes away from historic Portland Head Light and Downtown Portland. Quaint, spacious and tucked away in charming Willard Square. Brand new kitchen and bathroom! Perfect for families, friends, or couples looking for a relaxing coastal retreat. World-famous Scratch Baking across the street, and the Old Port's incomparable restaurants, shopping and historic architecture across the Bay!

Top guest favourite
An inviting outdoor dining area features several tables with umbrellas, perfect for enjoying meals al fresco. The historic red brick building is visible in the background, showcasing a classic architectural style. Nearby vehicles are parked along the street, adding to the urban atmosphere.
Apartment in Downtown Portland
4.99 out of 5 average rating, 153 reviews

Heart of city, water view, off street parking

Live like a local in this second floor haven in the heart of the city. Cozy, light-filled, recently renovated apartment in historic brick building with water views. A short walk to the Old Port, waterfront, Eastern Prom, and Eastern Prom Trail connecting East Beach to the Back Cove loop. Steps from the best restaurants in the city. There is not a better location for summer in Portland, and not a better apartment. 2 bedroom, 1.5 bathroom. ****2nd floor walk up with no elevator

Superhost
A bright and airy living area showcases a comfortable sofa, a stylish rug, and a ladder leading to an upper sleeping area. A kitchenette with modern appliances is visible, alongside a dining table. The bathroom is discreetly located in the background.
Apartment in Scarborough
4.78 out of 5 average rating, 264 reviews

Updated Studio Across From Beach!

Modern, newly renovated (2016) beach cottage with a funky industrial vibe. Located across the street from the beach, just about a 2 minute walk to reach the sand. Quick drive (15 miles) to Portland and walk or bike to Old Orchard Beach. Our unit is located across the street from the beach, making it the ideal location for your next beach vacation! Located 2 doors away from the local market and deli, grab a sandwich and head to the quiet local stretch of Pine Point beach.

Guest favourite
A warm wooden interior features a cozy seating area with a light-colored couch and decorative pillows. Floating shelves display various items, and the kitchen is visible in the background, showcasing essential appliances and a stylish design. Natural light filters through a skylight above.
Apartment in Scarborough
4.96 out of 5 average rating, 390 reviews

Cozy condo by the beach!

Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area is the only sleeping space. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

Guest favourite
A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.
Apartment in Scarborough
4.96 out of 5 average rating, 284 reviews

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

Guest favourite
A decorative fireplace is centered against a light-colored wall, adorned with a framed vintage map above. A small statue and other items rest on the mantel. Natural light streams in from nearby windows, illuminating the wooden floor and a cozy green chair beside the fireplace.
Apartment in Downtown Portland
4.92 out of 5 average rating, 181 reviews

Portland 1 Bedroom Condo in the Arts District.

You’ll love my sunny, clean home because of its central PENINSULA location in the heart of Portland's arts district with floor-to-ceiling windows on the first floor of a charming red brick Victorian. Walk to restaurants, music venues, theaters, museums, and galleries from this abode full of period details like high ceilings, wood floors, built-ins, decorative fireplace, and a full kitchen with all the basics. A truly unique space for a getaway.

Popular amenities for Portland apartment rentals

When is the best time to visit Portland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$227 SGD$227 SGD$221 SGD$241 SGD$288 SGD$422 SGD$435 SGD$442 SGD$396 SGD$339 SGD$246 SGD$224 SGD
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Quick stats about apartment rentals in Portland

  • Total holiday rentals

    Explore 100 holiday rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 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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