Portland: Vacation Rental By Owner

The Rook Cottage, 4 Cottage Road, Peaks Island, ME 04108 Experience authentic cottage living on Peaks Island at the ‘Rook Cottage’, a turn of the century... Read More

House Island is a private island located in Portland, Maine's Casco Bay and offers privacy, safety and security. Click here to visit our website:... Read More

Experience the good life in this elegant and bold modern home on Portland’s coveted Munjoy Hill. Newly constructed and designed by award winning architects and... Read More

Completely renovated 2 bedroom home with an additional bedroom in the finished basement. Can sleep 6 people comfortably. Double bed in the master bedroom. Twin... Read More

Come enjoy a gem in "The Port City"! This is a spacious two bedroom apartment offering vintage charm with cozy beds and a suite of amenities, close to all that... Read More

2019 City of Portland Registration #2242 Leave your car in the complimentary lot across the street and walk everywhere. Fall in love with Portland in your very... Read More

This is a charming art deco home built in 1915. The property has been recently renovated. There are many quirks of an old New England home as well as modern... Read More

Welcome to the heart of Downtown Old Port! This unit provides all the essentials and more. It has luxurious linens, a full kitchen, Smart TV, WiFi, games, books... Read More

2019 City of Portland Registration #5280 Top-floor penthouse unit in historic 19th century brick building with modern amenities, exposed beams and brick,... Read More

2019 City of Portland Registration #5280 Back-to-front top-floor penthouse suite with modern amenities, exposed beams and brick, whitewashed poplar walls. Rooftop... Read More

Maine is the safest place in the world to travel this summer! Thanks to the precautions we've taken since early spring, the prevalence of coronavirus in Maine is... Read More

Only a short walk to the newest hot spot in Portland, Thompson s Point (boasting world-class craft breweries like Bissell Brothers), or a 5-minute Uber to... Read More

The State of Maine is gradually loosening Covid-19 restrictions. Travelers from New Hampshire, Vermont and Maine may now enjoy short-term rentals without... Read More

Portland's East End has the charm of a small town, amazing views of the ocean, delicious restaurants, and is just a short walk into town. Enjoy it all from this... Read More

NOTE: for July 2020, we are only accepting reservations for MAINE residents, b/c of Coronavirus orders. Adorable almost new Peaks Island cottage. Three... Read More

Bright and airy, spacious apartment just minutes from downtown! Bright colors, perfect for couples, small families, retreats, and Portland getaways! Bright and... Read More

Welcome to The Old Port! Stay like a local and see what Portland has to offer while you stay in this high end and classy unit with windows peering down into the... Read More

Welcome to Old Port! This unit provides all the essentials and more. It has luxurious linens, a full kitchen, TV, Roku, WiFi, games, books and so much more.... Read More

You will not find a more ideal location for your stay In Portland! Beautifully renovated and designed with all of the amenities that you could need. This location... Read More

This property is a newly renovated historic 1891 home close to all Portland has to offer! Amenities include brand new beds with premium linens, 2 car off street... Read More