Condo holiday rentals in Cumberland County

Cozy York - Spacious 2 Bedroom

This 2 bedroom condo is located on the first floor of our York street building. Just a few steps from Smalls cafe, The Danforth, Ruski's, & Cafe Ohno, this airbnb has all the in town walkability with the quiet neighborhood! Watch the sunrise over the waterfront bridge from the park benches or enjoy the cool evening breeze while listening to the tug boats. The two bedrooms are half-way below ground on the road side of the condo. The Piano does not work and is not in tune; it is decorative only.

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.

Mary J. Eastburn House--Mountain View 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.

Penthouse, Walk To The Old Port & The Beach!

The East End is Portland's favorite neighborhood! Walking distance to both the breweries and the best restaurants. This third (top) floor apartment has a small front deck and a nice shared courtyard tucked away in the middle of the city! Street parking is free in this part of the city. So park and explore the city on foot. From here you're a short walk to the Old Port, the East End beach & walking trails, the Observatory, and so much more! City #000826

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.

Updated Studio Across From Beach!

Modern 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.

Luxury Beach Front Condo! Prime Location!

✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨

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.

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.

Downtown Old Orchard beach 1 bedroom

Enjoy easy access to everything from this perfectly located home base. Walk to beach, pier, restaurants, Palace Playland and more. There’s a trolley steps from the front door. There’s no need to drive. Free WiFi and parking on premises, easy check-in. Perfect location for a quick get away. Please note, there’s a busy rail system in OOB. Potential noise at night.