
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.

Historic West End Condo 10 Minute Walk to Old Port
Our perfectly located condo in this brick federal building from 1848 is the ideal spot for your stay in Portland. Fully renovated and beyond comfortable. Walk to Old Port, Arts District or any restaurant/brewery you desire. Quite, top floor unit with self entry keypads and security cameras. Furnished and equipped with all the comforts of what you should expect and more. Interior offers lots of light, exposed brick, vaulted ceiling, stainless appliances, washer/dryer. Furniture is dialed in

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.

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

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.

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!

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.

Waterfront Two Master Suite Penthouse with Rooftop
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 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.

Luxury Beach Front Condo! Prime Location!
✨ Single Saturday night available, March 28th ✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨ If you see a 14 day minimum, it’s only to prevent the reservation from leaving a single night open. Just select different start date. ✨ To simplify things we typically do not negotiate rates✨

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.

Mary J. Eastburn House - Baxter Suite
Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

Old Port on foot
Newly renovated, spacious and modern top-floor condo in a posh historic building in the heart of downtown Portland. Leave your car behind! Walking distance to tons of bars/restaurants, stores, a block from the Portland Harbor/Commercial St and 3 blocks from Merrill Auditorium. Please note there is an additional $50 cleaning charge for stays greater than 7 nights. For stays greater than 14 nights, the cleaning fee is $180.

Portland 1 Bedroom Condo in the Arts District.
Enjoy a bright, clean stay in the heart of Portland’s downtown Arts District. This first-floor condominium in a charming brick Victorian features floor-to-ceiling windows, high ceilings, wood floors, built-ins, and a decorative fireplace. Walk to restaurants, music venues, theaters, museums, and galleries, and return to a cozy space with a full kitchen and historic character.
Popular amenities for Portland apartment rentals
Weekly apartment rentals

The Single. In the heart of Kennebunkport

Comfortable and Spacious Condo with home gym
Elegant, Stunning Condo with Sunny Patio

Oceanfront condo with Breathtaking view remodeled

Waterfront|Sunsets|Boothbay Harbor

Walk Everywhere | Free Parking | DogsOK | King Bed

Cozy Contemporary River's Edge Retreat

Central Spacious 4 Bedroom, 5 Bed, 2 free parking
Pet-friendly apartment rentals

My Old Port Sanctuary - Lux by the water & dining

Charming 2-Bedroom Back Cove Retreat

Kings Wharfe Riverside Kennebunkport

Condo in Old Orchard Beach

Attractive 1 bedroom cabin only 50 ft from beach#1

Old port 2br perfect for you

Ocean View! - Luxury Condo with Beach Access

Over 1000 Five Star Reviews! Walk to Dock Square !
Apartment rentals with a pool

30 second walk to Beach- Pool-Outdoor Shower

Cozy Coastal Condo in Wells - Hot Tub & Pool!

Classy Ogunquit Studio! Pools, Kitchen, Walkable!

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Centrally located Ocean Towers condo in Ogunquit

Our Happy Place!

The Ocean's Belle

Starfish Condo Wells Beach
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 SGD | $224 SGD | $218 SGD | $238 SGD | $285 SGD | $417 SGD | $460 SGD | $487 SGD | $377 SGD | $364 SGD | $256 SGD | $241 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 10,790 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
60 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, Portland Museum of Art and Crescent Beach State Park
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Scarborough Beach
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