Apartment holiday rentals in Portland

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Top-rated apartment rentals in Portland

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Guest favourite

Apartment in Portland

4.93 out of 5 average rating, 106 reviews

Small, sunny and simple near MMC and West Prom

This sunny, simple 1 bedroom apartment is in the heart of Portland's West End. It's less than a block from Maine Medical Center and the Western Promenade. It's just a short walk to some amazing restaurants and cafes including: Tandem Bakery, Salvage BBQ, Bramhall, Bolster, Snow & Co, Chaval, Hot Suppa, Bonobo pizza, Miyake, Bao Bao Dumpling House, Aurora Provisions, and Local 188. It's about a 15 minute walk to the Old Port where you will find endless restaurants, art galleries, and boutiques.

$199 SGD per night

Guest favourite

Apartment in Portland

4.98 out of 5 average rating, 114 reviews

Sparkling Clean, Old Port 2 bed, water view

Perfect 5 Star rating for cleanliness, and described as 'sparklingly' clean by nearly all guests (even before COVID-19). 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.

14–21 Jun

$666 SGD per night

Guest favourite

Apartment in Portland

4.96 out of 5 average rating, 152 reviews

Peaceful Portland Condo! 3 Bedroom + Free Parking.

A peaceful 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

27 Mar – 3 Apr

$607 SGD per night

Guest favourite

Apartment in Intervale

4.88 out of 5 average rating, 123 reviews

Top Floor! Incredible views/ close to town/hiking

Newly renovated cozy 1 king bedroom /1 bath condo less than 2 miles from the center of North Conway! 10 minute drive to Attitash and Cranmore ski resorts. Enjoy stunning views of Mount Washington Valley from your private deck. Relax by the cozy fireplace as you watch the sun set over the mountains. Head into town to enjoy local restaurants, shops, and breweries. Hiking trails/ cross country ski trails and downhill skiing just a short distance away. Living room has a queen sleeper sofa

12–19 Nov

$186 SGD per night

Guest favourite

Apartment in Scarborough

4.96 out of 5 average rating, 279 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, full size sleeper sofa on ground level. 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.

6–13 Mar

$252 SGD per night

Guest favourite

Apartment in Portland

4.85 out of 5 average rating, 281 reviews

Newly Renovated 10 Exchange Street Loft

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.

14–21 Aug

$637 SGD per night

Superhost

Apartment in Conway

4.8 out of 5 average rating, 131 reviews

Cozy condo with North Conway at your finger tips!

One bedroom condo close to all the North Conway area has to offer. In a large, old 19th century building that was once part of a local resort in its day, this is a 500 square foot one bedroom condo with a full kitchen, bathroom, living room and private front porch. Whether it's skiing, biking, hiking, shopping or dining you are after, this is the center of it all. 1mi to Cranmore 1.4mi to downtown North Conway Walking distance to Whittaker Woods and short drive to many more trails

12–19 Sep

$139 SGD per night

Guest favourite

Apartment in Portland

4.96 out of 5 average rating, 164 reviews

"Cornelia" Penthouse Waterfront Suite

2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and heated bathroom floors; one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

7–14 Jan

$584 SGD per night

Superhost

Apartment in Portland

4.89 out of 5 average rating, 128 reviews

Pet-friendly brewery lovers dream w/fenced yard

Nestled in the historic East End, this remodeled condo is a stones throw away from Oxbow and minutes from Rising Tide and Austin Street Brewing. You’re just a 10min walk to the water and minutes from some of the best dining Portland has to offer! We welcome all furry friends and have free driveway parking on site with fenced in backyard and patio. PLEASE NOTE! The backyard is no longer grass and has been replaced with crushed stone. Short Term Rental License: STHR-003855-2021

26 Dec – 2 Jan

$575 SGD per night

Guest favourite

Apartment in Portland

5.0 out of 5 average rating, 106 reviews

Mary J. Eastburn House--Baxter Suite

Perched on a quiet street corner on Portland's historic Western Promenade, the Mary J. Eastburn House this season offers three private guest suites, two with kitchenette and living room, all with luxury bathroom and on-site parking. For those who enjoy the grandeur of the past, updated with the luxuries and technology of the present, and ready access to the splendors of the Maine coast, Longfellow's "little town by the sea" could be just the escape you're looking for.

10–17 Jun

$395 SGD per night

Guest favourite

Apartment in Portland

4.86 out of 5 average rating, 330 reviews

Back Cove - Sunny 2nd Floor Condo

Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. A very clean but older building. Great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.

11–16 May

$211 SGD per night

Guest favourite

Apartment in Scarborough

4.98 out of 5 average rating, 164 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.

4–11 Apr

$280 SGD per night