Downtown Portland holiday lettings

We found 229 holiday rentals — enter your dates for availability

Select from 21 houses, 11 flats and other holiday rentals to find the perfect place for your stay in Downtown Portland. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Downtown Portland

Showing deals for:25 Jul - 1 Aug

Image gallery for Art Filled East End Home a short walk to waterfront, restaurants and shops

Living room
9.8 out of 10 rating
Exceptional
(28 reviews)

Art Filled East End Home a short walk to waterfront, restaurants and shops

Portland, ME

8% off
Price is £11,350
£1,621 per night
includes taxes & fees
Art Filled East End Home a short walk to waterfront, restaurants and shops

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental accommodation in Downtown Portland?
Apartments are the most popular kind of holiday rental in Downtown Portland, according to our data. Even if you’ve got a different idea about what you want, Vrbo has holiday homes in a variety of sizes and shapes. Filter our options to find your perfect pad.
How much does it cost to rent a holiday rental in Downtown Portland?
Length of stay, season and property type are some of the things that can affect the price of a holiday home. Simply add your dates of travel to find your dream escape. From cosy chalets to plush villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Downtown Portland?
Prices for beach houses in Downtown Portland can differ depending on the size and type of the property and time of year you’re travelling. All you need to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use the filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday rentals in Downtown Portland?
With 46 properties that welcome four-legged guests, your furry best friend can also come along on your Downtown Portland break. Use our filter tool to browse our pet-friendly holiday rentals and find the pawfect pad on Vrbo.
What are popular rental amenities in Downtown Portland?
Nearby museums, an electric car charging station and a firepit are the most popular rental amenities in Downtown Portland. Whether you’re planning to travel by yourself, with your better half or as a family, Vrbo can help you find a holiday home that fits your style with all the features you need.
Are there large group holiday rentals in Downtown Portland?
With two properties that can sleep 10 people or more in Downtown Portland, there’s no need to cross anyone off the invite list. From family holidays to special events like Christmas or New Year’s Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals in Downtown Portland that welcome kids?
With 44 family-friendly holiday homes available in Downtown Portland, there’s never been a better time to introduce your little ones to the pleasures of travel. Just click on our “Properties good for families” filter to search for stays loaded with amenities ideal for families on the move, like living rooms, swimming pools, entertainment areas and bunk beds.
What are the top attractions for families in Downtown Portland?
Keeping the kids occupied during your stay in Downtown Portland is a cinch with these exciting family-friendly attractions:

  • East End Beach
  • Sand Beach
  • Portland Observatory

Are there one-bedroom holiday rentals in Downtown Portland?
Take your pick from 23 one-bedroom rentals in Downtown Portland. Whether you want a townhouse or an upmarket condo, Vrbo’s one-bedroom properties are just right if you don’t need a lot of space. One of the perks of having your own digs? You’ll never need to share your getaway with strangers.
Can I find two-bedroom holiday rentals in Downtown Portland?
Pick from 16 two-bedroom rentals in Downtown Portland. Settle the kids into the second room or maybe fill it with a couple of your favourite people. There’s plenty of space for whoever’s fortunate enough to be joining your journey.
Are there holiday rentals with WiFi in Downtown Portland?
Pick from 29 holiday rentals with WiFi in Downtown Portland. If you’d like to disconnect from the world during your break, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Downtown Portland?
Downtown Portland has 43 holiday rentals where you’ll be able to wind down in air-conditioned comfort. To book a stay on Vrbo that offers this amenity, enter your preferred travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a holiday rental in Downtown Portland?
Age restrictions can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in Downtown Portland you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a holiday rental in Downtown Portland for?
The amount of time you can rent a Downtown Portland holiday home for is down to each property. Just tap in your travel dates to view available options offering longer term stays. They come with all you require to make your extended trip more comfortable and convenient, like kitchens and yards. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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