Discover a selection of 47 holiday rentals in Portland, ME, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 112 per night, and houses and cottages are popular options for a stay in Portland. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Portland
Destination guide

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.

Things to do

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:

  • Casco Bay Lines Ferry Terminal (0.4 mi / 0.6 km)
  • 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)
  • Sable Oaks Golf Course (4.6 mi / 7.4 km)
Natural features

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)
  • Sand Beach (2.2 mi / 3.5 km)
  • Crescent Beach State Park (6.8 mi / 10.9 km)
  • Higgins Beach (7 mi / 11.2 km)
How to get there

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.

What are the top holiday rentals in or near Portland?

Whether you're in search of an intimate escape for you and your honey or a sprawling house to fit the family, you'll find some top holiday rentals in and around Portland. Here are a couple to get you started:

  • Take advantage of conveniences like a fridge and a dishwasher at "Henry” Penthouse Suite: Amazing Views". Situated around 1 mile from Portland, this quality property has 2 bedrooms and is a hit with guests.
  • Another appealing choice is "Chic One Bedroom Apartment In Portland's Arts District", which is around 1 mile from Portland. Offering 1 bedroom, a nearby bay and WiFi, it has everything you need to keep you happy and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Portland holiday rental for you.

What are the best tiny house holiday rentals in or near Portland?

You need only step foot inside one of Vrbo's tiny house holiday rentals in Portland to discover that great things really do come in little packages. Smartly designed to maximize every spare inch of space, these mini digs deliver a big holiday experience:

  • Take a couple of days off to recharge your batteries at "Charming Pine Point Oob Beach Cottage Tiny House". Located in Scarborough, beach sun loungers and a garden are just two of the amenities you can expect here.
  • Alternatively, book a weekend away at "4 Day Wkend Crooked Cottage Maine Tiny Home Waterfront Holiday Cottage On Fb". Located in Casco, this tiny gem comes with a nearby waterfront and a garden.

Can I find log cabins to rent in or near Portland?

Choose a gorgeous log cabin from the many in or around Portland and you'll soon be inside your timber-clad hideaway, coffee in hand, lounging next to a crackling fire. But adventure will be right there on your doorstep too. These cabins promise the perfect blend of fun and comfort:

  • "Cosy Log Cabin - Walking Distance To Morse Mountain And 3 Miles From Popham Beach": Enjoy a week resting and relaxing at this fabulous holiday home in nature. Once you've reenergized, enjoy tennis or surfing and boogie boarding, which are some of the fun activities in this region.
  • "Year Round Log Cabin Built In 1989 On Long Lake - 2": Stay in and enjoy the relaxed vibe or experience some of the thrilling activities nearby, including fishing and water skiing. The choice is all yours around here.

What are the top-rated holiday rentals for weekend getaways in or near Portland?

If you've been busier than a bee in a garden lately, you deserve to escape for a few days. Clock off early on Friday and head to one of these weekend getaways in or near Portland:

  • "Maine Oceanfront Home" is around 16 miles northeast of Portland and an ideal place to recharge your batteries. You'll enjoy the useful amenities here, including nearby museums and a washing machine.
  • Or, fling a few clothes in an overnight bag and set out for "Percival” Penthouse Suite: Breathtaking Views". This sought-after getaway is around 1 mile east of Portland and features a nearby beach and an elevator.

Can I find studio apartments for rent in and around Portland?

Studio apartments are a simple yet stylish choice, perfectly suited for couples or solo adventurers. Spend your days familiarizing yourself with your new surroundings and your nights resting up in your comfy hideaway. These holiday properties in or near Portland are guaranteed to please:

  • After a big day of urban exploration, enjoy peace, quiet and privacy at "Chic One Bedroom Apartment In Portland's Arts District". A TV and towels are just two of the amenities on offer here.
  • Another great rental is "Historic Condo With Casco Bay Views". Don't let its modest size fool you — this cosy apartment is packed with useful amenities like a washing machine, a nearby laundromat and more.

Can I find short term rentals in or near Portland?

Whether you're seeking a cosy apartment for two or a townhouse with space for the whole family, short-term rentals are easy to find in and around Portland. These properties make the perfect base for a quick trip:

  • For a memorable few nights away, it's tough to beat "Percival” Penthouse Suite: Breathtaking Views". It's close to the centre of Portland, along with plenty of things to see and do.
  • Alternatively, spend a couple of nights at "Margaret” Penthouse Suite: Amazing Views Of Casco Bay". This conveniently located property makes exploring the sights easy.

What are the best romantic weekend getaways in or near Portland?

Nothing says "I love you" quite like a romantic weekend together. If you're eager to spend a couple of evenings away with your other half, we've got some romantic getaways in and around Portland that will set your hearts aflutter:

  • Located around 1 mile from Portland, "Henry” Penthouse Suite: Amazing Views" is the perfect place for starry-eyed couples. Winery tours and a nearby bay are just some of the amenities you'll find here.
  • Otherwise, spend a few blissful days enjoying each other's company at "Chic One Bedroom Apartment In Portland's Arts District", around 1 mile from Portland. Winery tours and a nearby bay will help set the mood for romance.

What's the best place to stay if you're looking to rent a house for a weekend in or near Portland?

We've got some terrific houses you can rent for a weekend in Munjoy Hill. If you're searching for somewhere with lots of character where you can spend a few fun-filled days with friends and family, this inner city neighbourhood is an excellent option. You'll find it around 1 mile from central Portland. The residential neighbourhood of East End, around 1 mile from Portland, is another popular place to go for a weekend.

What are the best large group holiday rentals in or near Portland?

Big groups mean enormous fun. They also mean finding someplace that'll comfortably fit your crew. Check out our large group holiday rentals in or around Portland and spend time with your favourite people under the one roof:

  • There's plenty of space to move around at "New Well Built Elegant Home On The Water 2 Miles To Freeport". Around 14 miles northeast of Portland, this impressive property has 6 bedrooms accommodating up to 12 guests. Top amenities include a garden and a kitchen.
  • Nothing's more important than hanging out with the people you love, and "Stunning 2nd And 3rd Floor Apts - Usm Area" is the ideal place to do that. Located around 1 mile to the northwest of Portland, as many as 18 guests can stay in this holiday rental which has 8 bedrooms. A kitchen and a barbecue grill are among the numerous amenities at hand here.

What are the best houses for rent with a pool in or near Portland?

A pool is often an all-important amenity when choosing where to stay on holiday, especially if you're getting away with the kids. Check out these houses with a pool in or near Portland and fill your days with frolicking good fun:

  • Pack your swimming gear and take your gang to "The Globe House On Munjoy Hill". There are also lots of other great amenities here, including childcare services and a barbecue grill.
  • Spend lazy holiday days swimming or finding some peaceful moments beside the water at "Maine Getaway: Bright Beautiful Back Cove House Near Woodfords Corner And Old Port". This holiday home is another guest favourite and comes with a microwave oven, a barbecue grill and more.

Not sure how to pack your bags for your Portland getaway? This leading destination has a humid continental climate. During the summer months, you can expect average temperatures of between 60null and 75null. Look up our selection of Portland holiday rentals by using the search bar at the top of the page. Simply adjust the filters to get more great ideas about where to stay.