Portland holiday rentals

We found 1,369 holiday rentals — enter your dates for availability

Discover a selection of 116 homes, 163 apartments and other holiday rentals in Portland that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, including parking and a TV. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Portland

Enjoy the area's live music, museums and theatre scene with a rental holiday home in Portland. This cosmopolitan city attracts visitors thanks to its seafood restaurants and shopping. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Portland

Do you want to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Portland a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aquaboggan Water Park (10.8 mi / 17.3 km)
  • Dunegrass Golf Club (11.8 mi / 18.9 km)
  • Pirate's Cove (12 mi / 19.3 km)
  • Funtown Splashtown USA (12.7 mi / 20.5 km)
  • Old Orchard Beach Parasail (15.1 mi / 24.2 km)
  • Happy Wheels Skate Center (4.2 mi / 6.7 km)

Exploring the natural features in Portland

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Portland. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Eastern Promenade (0.8 mi / 1.3 km)
  • East End Beach (0.9 mi / 1.4 km)
  • Willard Beach (1.8 mi / 2.9 km)
  • Thompson's Point (2 mi / 3.2 km)
  • Sand Beach (2.2 mi / 3.5 km)
  • Higgins Beach (7 mi / 11.2 km)

Travelling to and around Portland

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 2.9 mi (4.7 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 26.8 mi (43.2 km) away.

If you prefer train travel, the main station is Portland Transportation Center.

Frequently asked questions

What is the best area to stay in Portland when booking a holiday home?
One of the more popular neighbourhoods to experience a holiday home in Portland is Downtown Portland. Base yourself here and you won’t be too far from leading visitor attractions like Portland Museum of Art and Wadsworth-Longfellow House.
What is the most popular type of holiday home accommodation in Portland?
Apartments are the most popular style of holiday home in Portland, according to our data. Even if you’ve got a different idea about what you’d like, Stayz has holiday homes in a variety of shapes and sizes. Compare our options to find your perfect match.
How much does it cost to rent a holiday home in Portland?
The average price for a holiday home in Portland is based on several factors, including season, property type and length of stay. Whether you prefer a sprawling villa with room to move around or a quaint cabin for just you and the kids, just enter your travel dates to discover some great-value stays.
How much does it cost to rent a beach house in Portland?
The average price for a holiday home by the beach in Portland will depend on when you’re going and the style and size of property you’re looking for. You can easily and quickly find prices on Stayz by entering the dates you’ll be travelling. Then use our filters to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Portland?
Yes, there are. Take your pick of 189 holiday homes that allow pets in Portland on Stayz. Our cuddly best friends need a getaway too, so simply use our search function for pet-friendly holiday homes to find a pad where your pup can get in on the fun.
Can I rent a house with a pool in Portland?
Mark the “pool” box in our handy filter tool and select from 17 houses with private pools in Portland on Stayz. Morning soak, afternoon splash or midnight swim? How you spend your free time is up to you when your holiday home has a swimming pool.
What are popular home amenities in Portland?
When it comes to home amenities that people are searching for in Portland, mountain views, an electric car charging station and a garden rank highest. With Stayz holiday homes, there are choices to match your taste and style, whether you’re travelling with your partner, your family or even pets.
Are there large group holiday homes in Portland?
Portland has 17 holiday properties that can accommodate 10 or more people. These stays come with all the space you need to share good times with your favourite people.
Are there holiday homes in Portland that welcome kids?
Portland has 185 family-friendly holiday homes. And securing a stay that welcomes kiddos is a breeze with Stayz’s “Properties good for families” filter. As well as having the whole place to yourselves, you’ll get access to conveniences and perks like bunk beds, kitchens and private pools.
What are the top attractions for families in Portland?
There are tons of exciting things to see and do with the family in Portland, including:

  • Higgins Beach
  • East End Beach
  • Pine Point Beach

Are there one-bedroom holiday homes in Portland?
You can choose from 65 one-bedroom homes in Portland. Whether you’d prefer a townhouse or a condo, our one-bedroom properties are perfect if you don’t require a lot of space. One of the main perks of having your own digs? You’ll never need to share your getaway with strangers.
Can I find two-bedroom holiday homes in Portland?
Take off with your loved ones and experience complete comfort and privacy in one of the 57 two-bedroom holiday homes Portland has to offer.
Are there holiday homes with WiFi in Portland?
Portland has 95 holiday homes with WiFi, so you can stay connected while you’re on holiday. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Stayz homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Portland?
You can pick from 161 holiday homes with air conditioning in Portland giving you that gentle, cool breeze and extra level of comfort. Simply enter your desired travel dates and then use our handy filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday home in Portland?
It’s a good idea to check with the Portland holiday home you want on Stayz as the age limit varies. However, generally it’s 16, 18 or 21.
How long can I rent a holiday home in Portland for?
The amount of time you can book a Portland holiday home for differs depending on the property. Simply tap in your preferred travel dates to see available options offering longer term stays. They include all you require to make your extended holiday more enjoyable and convenient, like laundries and air conditioning. Some Stayz holiday homes may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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