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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 December (S$ 265). Conversely, the most expensive month to stay in Portland is October (S$ 982).

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

The cheapest day to stay in Portland is Monday (S$ 365). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is S$ 911.

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 S$ 211 per night.
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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 S$ 144 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 1 August 2025
Out of the vacation rentals in Portland we've come across, these properties are priced the lowest. If you have the flexibility, change the dates selected to compare prices.
Econo Lodge Freeport - Brunswick Area
Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area

Freeport, ME, United States
2.3 km from city centre
Air conditioning
S$ 144
Avg. per night
View Deal
Moody Beach RV Campground
Moody Beach RV Campground

Moody Beach RV Campground

Wells, ME, United States
4.8 km from city centre
Free Wi-Fi
S$ 202
Avg. per night
View Deal

Other accommodations in Portland, ME

Find the perfect holiday rental for your stay in Portland, ME. There are 440 hotels in Portland, ME and price data was last updated on 1 August 2025. The average price for a hotel in Portland, ME is S$ 389/night.
Inn at St John
Inn at St John

Inn at St John

939 Congress Street, Portland, ME, United States
2.1 km from city centre
Free Wi-Fi
Air conditioning
S$ 197
Avg. per night
View Deal
Black Elephant Hostel
Black Elephant Hostel

Black Elephant Hostel

33 Hampshire Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
S$ 123
Avg. per night
View Deal
Hostel Of Maine
Hostel Of Maine

Hostel Of Maine

3004 Town Line Road, Carrabassett Valley, ME, United States
3.5 km from city centre
Free Wi-Fi
S$ 231
Avg. per night
View Deal
The Press Hotel, Autograph Collection
The Press Hotel, Autograph Collection

The Press Hotel, Autograph Collection

119 Exchange Street, Portland, ME, United States
0.3 km from city centre
Free Wi-Fi
S$ 496
Avg. per night
View Deal
Inn at Portland
Inn at Portland

Inn at Portland

1150 Brighton Avenue, Portland, ME, United States
6.0 km from city centre
Free Wi-Fi
Parking
S$ 157
Avg. per night
View Deal

Where to stay in Portland

Explore different neighbourhoods and areas within Portland, ME to find the perfect location for your stay. Map data was last updated on 1 August 2025.
Use the map to find vacation rentals in Portland that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 1 August 2025.

  • How much does a holiday rental in Portland cost?

    On average, it costs S$ 389 per night for a Portland holiday rental, but S$ 308 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Portland was for S$ 60 per night. If you can, try to avoid booking your rental June (as this is the most expensive month). Booking April (the cheapest month) may end up saving you money.

  • Are there any Inn holiday rentals in Portland?

    There is 1 holiday rental in Portland that fall under the Inn category, the most popular is Comfort Inn Airport.

Find better results for your stay in Portland, ME

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