Portland holiday rentals

We found 166 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Portland by choosing from 77 houses, 30 apartments and other holiday rentals. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and cable TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Popular Portland destinations on Stayz

Winnifred Beach featuring general coastal views as well as a small group of people

Port Antonio

Port Antonio

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

Take in the beachside beauty of Portland

The area's live music and culture are just some of the reasons to come on holiday to Portland. Renowned for its beaches, rafting and restaurants, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Portland

Are you hoping to find things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Portland has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hope Zoo (22.3 mi / 35.9 km)
  • Constant Spring Golf Club (24.6 mi / 39.6 km)
  • Hardwar Gap (20.1 mi / 32.3 km)

Exploring the natural features in Portland

Whether you're looking for adventure or just want to spend some time taking in the scenery, Portland is a great place to get out in nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Rio Grande (0.2 mi / 0.4 km)
  • Frenchman's Cove Beach (3 mi / 4.8 km)
  • San San Beach (3.4 mi / 5.4 km)
  • Blue Lagoon (4 mi / 6.4 km)
  • Winnifred Beach (4.7 mi / 7.6 km)
  • Boston Bay Beach (6.1 mi / 9.8 km)

Frequently asked questions

What is the best area to stay in Portland when booking a holiday home?
One of the more popular areas to find a Portland holiday home is Fairy Hill. When you book your stay with Stayz, you will have the whole place to yourself. This means you don’t have to share it with anyone apart from your people.
What is the most popular type of holiday home accommodation in Portland?
The most in-demand types of holiday homes in Portland are villas. Hoping for something different? Stayz has numerous options to match the needs of our guests, so you’ll see holiday properties in loads of sizes and shapes. The ideal fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Portland?
Property type, length of stay and time of year are some of the conditions that can affect the price of a holiday home. Simply add your travel dates to find your perfect fit. From cosy cabins to expansive luxury villas, all Stayz holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Portland?
Prices for beach houses in Portland may differ depending on the size and type of the property and when you’re travelling. Just enter your travel dates into Stayz and the number of guests to view your holiday home options and prices. From there you can use our filters to tailor your search by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday homes in Portland?
With 96 holiday homes that welcome four-legged guests, your furry little friend can join in on your Portland holiday. Use the filter tool to search our pet-friendly holiday homes and find your pawfect pad on Stayz.
Can I rent a house with a pool in Portland?
Tick the “pool” box in our filter tool and you can choose from 22 houses with private pools in Portland on Stayz. Morning swim, sunset soak or midnight dip? Leisure activities are up to you when your Stayz holiday home comes with its own swimming pool.
What are popular home amenities in Portland?
Some of the most popular home amenities people are searching for in Portland include a lake view, ski-in/ski-out facilities and a nearby river. Whether you’re hitting the road with pals, family or even pets, Stayz holiday properties include the best amenities for fun and relaxation with the people closest to you.
Are there large group holiday homes in Portland?
With 18 holiday homes that can sleep 10 or more people in Portland, you won’t have to leave anyone off your guest list. From extended family holidays to special events like anniversary parties and weddings, Stayz can help you find a large group home that fits the occasion.
Are there holiday homes in Portland that welcome kids?
Bring the whole group together for fun-filled adventures in Portland at one of our 86 family-friendly holiday properties. Lots of these stays come with conveniences that are perfect for getaways with children, including laundry facilities, bunk beds and patios. Just check the “Properties good for families” filter box and choose your favourite option.
What are the top attractions for families in Portland?
Keeping the kiddos entertained during your stay in Portland is easy with these top family-friendly attractions:

  • Trident Castle
  • Frenchmans Cove Beach
  • Boston Bay Beach

Are there one-bedroom holiday homes in Portland?
Take your pick from 34 one-bedroom homes in Portland. Whether you’re searching for a cosy cottage or a condo, our one-bedroom homes are just right if you don’t need lots of room. One of the major perks of having your own place? You’ll never need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Portland?
Take your pick of 25 two-bedroom properties in Portland. Put your little ones in the second room or fill it with a couple of your favourite people. There’s enough space for whoever’s lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Portland?
Choose from 31 holiday homes with WiFi in Portland. If you’d like to disconnect from daily life on your trip, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Portland?
Portland has 49 holiday homes where you can chill out in air-conditioned comfort. To book a property on Stayz that comes with this amenity, enter your preferred travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Portland?
The minimum age requirements can differ between properties on Stayz, so check the rules of the holiday home in Portland you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in Portland for?
The length of time you can book a holiday home in Portland is up to the property. Just enter your preferred dates to see a list of options offering extended stays. With a range of features such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you’re sure to discover someplace just right to call your home away from home in Portland.

Explore destinations around Portland

More Holiday Rentals ideas

The Vintage Golf Club Holiday Rentals
Standard Link for The Vintage Golf Club
Daylesford Holiday Rentals
Standard Link for Daylesford
Palm Beach Holiday Rentals
Standard Link for Palm Beach
Bonaire Holiday Rentals
Standard Link for Bonaire
Cairns Holiday Rentals
Standard Link for Cairns
Geelong Holiday Rentals
Standard Link for Geelong
Megeve Holiday Rentals
Standard Link for Megeve
Kalgoorlie Holiday Rentals
Standard Link for Kalgoorlie
Adelaide Holiday Rentals
Standard Link for Adelaide
Exuma Holiday Rentals
Standard Link for Exuma
Gold Coast Holiday Rentals
Standard Link for Gold Coast
Sydney Holiday Rentals
Standard Link for Sydney
Kalbarri Holiday Rentals
Standard Link for Kalbarri
Bali Holiday Rentals
Standard Link for Bali
Cardrona Alpine Resort Holiday Rentals
Standard Link for Cardrona Alpine Resort
Tin Can Bay Holiday Rentals
Standard Link for Tin Can Bay
South Yarra Holiday Rentals
Standard Link for South Yarra
Toowoomba Holiday Rentals
Standard Link for Toowoomba
Warilla Holiday Rentals
Standard Link for Warilla
Gosford Holiday Rentals
Standard Link for Gosford
Oneroa Holiday Rentals
Standard Link for Oneroa
Magnetic Island Holiday Rentals
Standard Link for Magnetic Island
Albany Holiday Rentals
Standard Link for Albany
Las Vegas Holiday Rentals
Standard Link for Las Vegas
Harbor Island Holiday Rentals
Standard Link for Harbor Island
St. George Holiday Rentals
Standard Link for St. George

People also search for

Tortola Villas
Standard Link for Tortola
Pet-friendly holiday rentals near Central Coast
Standard Link for Central Coast
Bali Villas
Standard Link for Bali
Exuma Cottages
Standard Link for Exuma