Portland: Vacation Rental By Owner

Showing 20 Of 101 Vacation Rentals
  • Property-1 Image 1
    House Select Dates for Price
    • 3 Bed
    • 1 Baths
    • (2) Exceptional
    Portland, ME

    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... ...more

  • Property-2 Image 1
    Cottage $488 / Nightly
    • 4 Bed
    • 3 Baths
    • (10) Exceptional
    Portland, ME

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

  • Property-3 Image 1
    House $311 / Nightly
    • 3 Bed
    • 4 Baths
    • (46) Wonderful
    Portland, ME

    Francis Fassett, one of Portland's finest architects, designed this grand Victorian Townhouse in High Gothic style for his own family. 140 years later, you have... ...more

  • Property-4 Image 1
    House Select Dates for Price
    • 5 Bed
    • 6 Baths
    Portland, ME

    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:... ...more

  • Property-5 Image 1
    Apartment $384 / Nightly
    • 2 Bed
    • 1 Baths
    • (44)
    Portland, ME

    This 2 bedroom, 1 bath 3rd floor unit has just been renovated--walls painted, floors refinished. Clean. Sunny and bright. Everything is new. Open living room,... ...more

  • Property-6 Image 1
    House $735 / Nightly
    • 3 Bed
    • 3 Baths
    • (3) Exceptional
    Portland, ME

    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... ...more

  • Property-7 Image 1
    Townhome $409 / Nightly
    • 3 Bed
    • 2 Baths
    • (15) Wonderful
    Portland, ME

    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... ...more

  • Property-8 Image 1
    Apartment Select Dates for Price
    • 2 Bed
    • 1 Baths
    • (1) Exceptional
    Portland, ME

    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... ...more

  • Property-9 Image 1
    Apartment $343 / Nightly
    • 2 Bed
    • 2 Baths
    • (100)
    Portland, ME

    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... ...more

  • Property-10 Image 1
    Apartment $302 / Nightly
    • 2 Bed
    • 1 Baths
    • (17)
    Portland, ME

    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... ...more

  • Property-11 Image 1
    Apartment Select Dates for Price
    • 3 Bed
    • 3 Baths
    • (16) Wonderful
    Portland, ME

    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... ...more

  • Property-12 Image 1
    Condo $459 / Nightly
    • 2 Bed
    • 3 Baths
    • (48) Exceptional
    Portland, ME

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

  • Property-13 Image 1
    Condo $479 / Nightly
    • 2 Bed
    • 3 Baths
    • (60) Exceptional
    Portland, ME

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

  • Property-14 Image 1
    House $362 / Nightly
    • 3 Bed
    • 2 Baths
    • (33) Wonderful
    Portland, ME

    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... ...more

  • Property-15 Image 1
    Apartment $401 / Nightly
    • 3 Bed
    • 1 Baths
    • (6) Excellent
    Portland, ME

    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... ...more

  • Property-16 Image 1
    Cottage $488 / Nightly
    • 6 Bed
    • 3 Baths
    • (15) Exceptional
    Portland, ME

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

  • Property-17 Image 1
    Apartment $258 / Nightly
    • 2 Bed
    • 1 Baths
    • (22) Exceptional
    Portland, ME

    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... ...more

  • Property-18 Image 1
    House $322 / Nightly
    • 3 Bed
    • 1 Baths
    • (16)
    Portland, ME

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

  • Property-19 Image 1
    Apartment $236 / Nightly
    • 2 Bed
    • 1 Baths
    • (1) Exceptional
    Portland, ME

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

  • Property-20 Image 1
    Apartment Select Dates for Price
    • 2 Bed
    • 1 Baths
    • (3)
    Portland, ME

    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... ...more

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Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Portland. Many accommodations in Portland provide "Non Smoking Only", there are 142, or there are 103 of Vacation Rentals in Portland with a "Children Welcome", there are also 98 with "Pets Not Allowed", which is another great reason to visit Portland.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Portland. The most expensive month of the next 12 months is in July, where prices hit an average of $215 a night. In June, prices will hit an average low of $187 per night.