
Condo holiday rentals in Portland
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Top-rated condo rentals in Portland
Guests agree: These condos 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

Safe, convenient location close to all amenities
I love my Portland, Maine condo! It is comfy and relaxing on the inside .... fun and exciting on the outside. My home offers a unique blend of comfort and convenience. I enjoy having guests come and experience the unique city that I live in... you'll surely return. Well equipped full size kitchen / coffee bar A Portland Paradise, free driveway parking for two cars. A five minute ride into the exciting Old Port District or walk to neighborhood coffee shops, unique restaurants and local pubs.

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!

Attractive 1 bedroom cabin only 50 ft from beach#1
nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

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.

Mary J. Eastburn House - Baxter Suite
City of Portland Reg. No. : STHR-002888-2021 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.

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.

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.

Waterfront Two Master Suite Penthouse with Rooftop
CO2024-01785 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.

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 condo rentals
Weekly condo rentals

Endless Direct Beachfront Views! 2 Oversized Decks

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

Oceanfront condo with Breathtaking view remodeled

Waterfront|Sunsets|Boothbay Harbor

Ocean View! - Luxury Condo with Beach Access

2025 Remodel, 5 Bedroom, 3.5 Bath, Parking, Deck!

Cozy York - Spacious 2 Bedroom
Pet-friendly condo rentals

My Old Port Sanctuary - Lux by the water & dining

Back Cove 2nd Floor 4 Bedroom, 2 Bath

Charming 2-Bedroom Back Cove Retreat

Condo in Old Orchard Beach

Old port 2br perfect for you

Over 1000 Five Star Reviews! Walk to Dock Square !

Walk Everywhere | Free Parking | DogsOK | King Bed

New 2BR 2King beds Private Apt Downtown Brunswick
Condo rentals with a pool

30 second walk to Beach- Pool-Outdoor Shower

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Pretty Boutique Studio, Pools, Walk to Everything!

Centrally located Ocean Towers condo in Ogunquit

Our Happy Place!

The Ocean's Belle

Starfish Condo Wells Beach

Awesome get away spot in Wells!
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 AUD | $256 AUD | $248 AUD | $272 AUD | $324 AUD | $475 AUD | $525 AUD | $555 AUD | $430 AUD | $415 AUD | $292 AUD | $275 AUD |
| 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 condo rentals in Portland

Total holiday rentals
Explore 100 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $102 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Portland holiday rentals include Wi-Fi 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
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- Willard Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
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