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Holiday rentals in Portland, Maine

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Travel insights for holiday rentals in Portland

Use these up-to-date, data-driven insights about booking a holiday rental in Portland including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Portland?

The cheapest month to book a vacation rental in Portland is November ($387). Conversely, the most expensive month to stay in Portland is October ($1,876).

What is the cheapest day to stay in a vacation rental in Portland?

The cheapest day to stay in Portland is Wednesday ($478). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $1,144.

How far ahead should you book a vacation rental in Portland?

Save money by booking a vacation rental at least 65 days before your trip to Portland. The lowest price found when booking 65 days ahead was $250 per night.

Cheapest holiday rentals in Portland, ME

Discover affordable stays in Portland, ME that provide a quality experience without breaking the bank. Hotels in Portland, ME can be found for as low as $112 per night. There is currently one property in Portland, ME that can be booked for this price. Econo Lodge Freeport - Brunswick Area is one of the hotels that can be booked for the lowest price in Portland, ME. Price data was last updated on 6 June 2025
Currently, these are the lowest-priced holiday rentals in Portland we've come across for the dates selected. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Show all 329 holiday rentals
Freeport, ME, United States
2.3 km from city centre
Air conditioning
$112
Avg. per night
Wells, ME, United States
4.8 km from city centre
Free Wi-Fi
$278
Avg. per night

Other accommodations in Portland, ME

Find the perfect holiday rental for your stay in Portland, ME. There are 329 hotels in Portland, ME and price data was last updated on 6 June 2025. The average price for a hotel in Portland, ME is $497/night.
Show all 329 stays
33 Hampshire Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
$168
Avg. per night
3004 Town Line Road, Carrabassett Valley, ME, United States
3.5 km from city centre
Free Wi-Fi
$267
Avg. per night
119 Exchange Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
$414
Avg. per night
1150 Brighton Avenue, Portland, ME, United States
6.0 km from city centre
Free Wi-Fi
Parking
$169
Avg. per night
155 Riverside Street, Portland, ME, United States
6.3 km from city centre
Pool
Free Wi-Fi
Parking
$151
Avg. per night
939 Congress Street, Portland, ME, United States
2.1 km from city centre
Free Wi-Fi
Air conditioning
$143
Avg. per night

Where to stay in Portland, ME

Explore different neighbourhoods and areas within Portland to find the perfect location for your stay. Map data was last updated on 6 June 2025.
Utilise the map to find properties close to the Portland area(s) or attractions you plan on visiting. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Portland, ME

Find useful tips and insights about staying in Portland to help you make the most of your experience. FAQs were last updated on 6 June 2025.
  • How much does a holiday rental in Portland cost?

    $498 per night is how much a holiday rental in Portland costs, on average. $71 per night was the cheapest price recently found by our users, though anything for $445 per night or less is a good deal. Keep in mind that Portland holiday rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is April.

  • Are there any Inn holiday rentals in Portland?

    If you’re looking to book a Inn holiday rental in Portland, then you have 1 to choose from. We recommend looking at Inn at St John as it’s currently the most popular Inn rental among our users.

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