South Portland Holiday Rentals from AU$164: 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

1. Sunny Spot with Private Parking

Knightville

Greg Z.

includes taxes & fees

16 Nov - 17 Nov

2. Peaceful & minutes from Old Port w/private parking

Knightville

Kelly S.

includes taxes & fees

15 Nov - 16 Nov

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

3. Arlie`s Digs - Willard Beach by Everrow

Willard Beach

Jason M.

includes taxes & fees

30 Nov - 1 Dec

A beach with clear water, people swimming, and houses in the background.

4. Willard By the Sea - 30 ft to the beach- 2nd floor

Willard

"Fantastic beach location and comfortable unit equipped with air conditioning (essential during the heat wave that occurred during our stay). Clean rooms, good size and full kitchen; comfortable furnishings.Only caution is that this is a beach-side location and appears to have a bit of a price premium for that reason. It’s justified but only if you’re planning to make good use of the beach."

Gerald B.

includes taxes & fees

17 Nov - 18 Nov

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

5. The Coastal Connection by Everrow

Thorton Heights

Michelle M.

includes taxes & fees

16 Nov - 17 Nov

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

6. Willard Square Family Home

Willard Beach

David W.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

7. The Weldon Hotel

Downtown Portland

Branden

includes taxes & fees

3 Dec - 4 Dec

A multi-story building with a stone facade, large windows, and a corner entrance.

8. Evalina Hotel

Downtown Portland

Eric

includes taxes & fees

13 Dec - 14 Dec

A backyard with a wooden deck, a small staircase, and a wooden fence.

9. Great suburban location close to town!

Deering Center

Kaley

includes taxes & fees

16 Nov - 17 Nov

A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

10. Bright & Spacious Apartment with Amazing Shower

Parkside

Gintare V.

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

11. Studio Apartment near downtown Walkable!

West Bayside

Rose

includes taxes & fees

19 Nov - 20 Nov

A living room with a sofa, armchairs, a coffee table, and a potted plant.

12. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Chloe C.

includes taxes & fees

18 Nov - 19 Nov

A gym with treadmills, elliptical machines, and exercise balls.

13. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

South Portland

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

14. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

West End

Susan d.

includes taxes & fees

16 Nov - 17 Nov

A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

15. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

includes taxes & fees

16 Nov - 17 Nov

A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

16. Walk to Old Port ♦ West End Condo ♦ Parking

West End

Britney G.

includes taxes & fees

16 Nov - 17 Nov

A door with a screen, a bird statue, and a house number sign.

17. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

West End

Gary

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

18. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Munjoy Hill

Aimee S.

includes taxes & fees

16 Nov - 17 Nov

A spacious restaurant with wooden tables and benches, large windows, and hanging pendant lights.

19. Historic Home in the West End. Private Parking.

West End

Linda

includes taxes & fees

15 Nov - 16 Nov

A bar area with a counter, stools, and a menu board.

20. West End Bright Spot with Parking.

West End

Luke E.

includes taxes & fees

17 Nov - 18 Nov

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Top South Portland Hotel Reviews

The Westin Portland Harborview

10/10 Excellent

"Great place"

Portland Harbor Hotel

10/10 Excellent

"Old hotel recently updated. Great location in Old Port in walking distance of restaurants and shop. Very helpful staff. Easy valet parking. They charge a resort fee but you get it back as credit to use for breakfast or at the bar. Great outdoor patio area with gas fire pit. Great vibe for adult travelers."

Portland Sheraton at Sable Oaks

8/10 Good

"We had a nice, private stay in Maine, close to shopping and restaurants, and the staff were kind. However, housekeeping didn’t make the bed on the first day, and we were surprised by a $15 parking fee per night. Overall, good location and friendly service, but those two things stood out."

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, 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 favourite 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 depend 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 AU$164 per night. Entering your travel dates in the search wizard might find you 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 26 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 South Portland Historical Society Museum and Lyric Music Theater, 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 Bug Light.

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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Check prices for these dates

Our top choices for South Portland holiday rentals

1. Sunny Spot with Private Parking

2. Peaceful & minutes from Old Port w/private parking

3. Arlie`s Digs - Willard Beach by Everrow

4. Willard By the Sea - 30 ft to the beach- 2nd floor

5. The Coastal Connection by Everrow

6. Willard Square Family Home

7. The Weldon Hotel

8. Evalina Hotel

9. Great suburban location close to town!

10. Bright & Spacious Apartment with Amazing Shower

11. Studio Apartment near downtown Walkable!

12. Beautiful 1st Floor Apartment & Amazing Shower

13. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

14. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

15. Portland 1-bedroom with enclosed porch & parking

16. Walk to Old Port ♦ West End Condo ♦ Parking

17. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

18. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

19. Historic Home in the West End. Private Parking.

20. West End Bright Spot with Parking.

Find holiday rentals that suit your style

Top South Portland Hotel Reviews

The Westin Portland Harborview

Portland Harbor Hotel

Portland Sheraton at Sable Oaks

Home2 Suites by Hilton Portland Airport

Courtyard by Marriott Portland Airport

Find out more about South Portland

Frequently asked questions

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