South Portland Holiday Rentals from €146: Search Short-Term Rentals

Q: What are some of the best holiday rentals that South Portland has to offer?

Charming 110-year former Inn 10' from the Ocean! : This highly rated holiday home rental in South Portland is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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Our top choices for South Portland holiday rentals

A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

1. Sunny Spot with Private Parking.

Knightville

Giana

includes taxes & fees

1 Sept - 2 Sept

A hallway leading to a living room with a sofa, a lamp, and a window.

2. The Coastal Connection

Thorton Heights

Sheryl S.

includes taxes & fees

1 Sept - 2 Sept

A dining table with chairs, a potted plant, and decorative items.

3. Willard Beach–Apartment Near Portland & Parks

Willard Beach

Robert B.

4. Peaceful & minutes from the Old Port with private parking

Knightville

Kelly S.

includes taxes & fees

1 Sept - 2 Sept

A beach with a wooden chair and a small building in the background.

5. Arlie`s Digs! - One Block To Willard Beach!

Willard Beach

Melissa M.

A building named Willard Square with a storefront and a red vehicle parked outside.

6. Willard Square Family Home

Willard Beach

Steve S.

includes taxes & fees

30 Aug - 31 Aug

A modern living room with a grey sofa, a small glass table, and a woven rug. There is a kitchen area with a white countertop and hanging lights.

7. Willard Beach: Cozy Apartment with a King Size Bed

Willard Beach

Heather R.

includes taxes & fees

14 Sept - 15 Sept

An outdoor dining area with a white tablecloth-covered table, surrounded by wooden chairs.

8. Forest City Oasis and Spa

Pleasantdale

Kathryn S.

includes taxes & fees

30 Aug - 31 Aug

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Top South Portland Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent

"It was a very pleasant stay even though we stayed for only one night the beds were amazing the only issue was with the pillows wished they were better but I guess the bed was so comfortable it kind made up for it. Everything is very clean and breakfast was good as well"

Find out more about South Portland

Everything you need to know about South Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Portland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Portland holiday rentals we have selected for you start as low as €146 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Portland rentals

At Expedia, we put the best South Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in South Portland?

Yes, there are holiday rentals close to the most popular sights in South Portland, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in South Portland. Allow some time to check out the waterfront during your trip.

What are some of the best holiday rentals that South Portland has to offer?

Charming 110-year former Inn 10' from the Ocean!: This highly rated holiday home rental in South Portland is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in South Portland?

With 27 Expedia holiday rentals, you're guaranteed to find just the right place for your South Portland stay.

What can I see and do in South Portland?

Cultural attractions include Lyric Music Theater and South Portland Historical Society Museum, whereas Willard Beach and Casco Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Maine Mall and Fort Preble.

What are holiday rentals like in South Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.

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