South Portland Vacation Rentals from $147: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in South Portland?

Charming 110-year former Inn 10' from the Ocean! : Visitors give good reviews to this South Portland vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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Our top choices for South Portland vacation rentals

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

1. Willard Beach–Apartment Near Portland & Parks

Willard Beach

Linda

$296 nightly

Oct 27 - Oct 28

Total with taxes and fees

A black console table with a mirror above it, a lamp, and a potted plant beside it.

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

Knightville

Kelly S.

$307 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

3. Sunny Spot with Private Parking.

Knightville

Irish D.

$262 nightly

Oct 8 - Oct 9

Total with taxes and fees

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

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

Willard Beach

Melissa M.

$420 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

5. Willard Square Family Home

Willard Beach

David W.

$571 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

6. The Coastal Connection

Thorton Heights

Sheryl S.

$299 nightly

Nov 3 - Nov 4

Total with taxes and fees

A coastal view with a house, a tree, and a beach.

7. 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.

$598 nightly

Nov 4 - Nov 5

Total with taxes and fees

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.

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

Willard Beach

Heather R.

$286 nightly

Oct 29 - Oct 30

Total with taxes and fees

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

9. Willard By the Sea - 30 ft to the beach

Willard

Janet H.

$565 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

10. The Weldon Hotel

Downtown Portland

Victoria

$302 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

11. Evalina Hotel

Downtown Portland

Rick

$467 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

12. Studio Apartment near downtown Walkable!

West Bayside

Krysta

$149 nightly

Nov 1 - Nov 2

Total with taxes and fees

A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

13. Great suburban location close to town!

Deering Center

Peter H.

$95 nightly

Oct 25 - Oct 26

Total with taxes and fees

A house with a wooden staircase leading to a door marked with the number 50.

14. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

West End

Gary

$247 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

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

Munjoy Hill

Emily N.

$212 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

16. Portland 1-bedroom with enclosed porch & parking

Deering Center

Lance

$109 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

17. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

$353 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

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

West End

Britney G.

$334 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

19. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Jocelyn R.

$161 nightly

Nov 4 - Nov 5

Total with taxes and fees

A theater with a marquee reading "STATE" and a classic architectural design.

20. Luxury Condo Downtown Portland Old Port

Downtown Portland

Doug T.

$333 nightly

Nov 3 - Nov 4

Total with taxes and fees

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Top South Portland Hotel Reviews

Tru by Hilton Portland Airport Area

8/10 Good

"Staff members absolutely amazing even prior to checking in. There was a problem with the system generating keys, The staff made sure we could get in our room and rest. Hats off to the weekend staff!"

Inn at St John Portland In-Town

8/10 Good

"The inn itself was beautifully kept. The water pressure was great. There was plenty of hot water except very early in the morning (before 6am). I didn’t walk in the area but if I had too, I wouldn’t feel comfortable in the evening. There was parking behind the hotel and I was lucky to get a spot both nights that I was there otherwise you would have to park in their other lot somewhere around the corner. They had lemon water, fruit, cookies, tea and coffee out all the time. The included breakfast was just an easy grab a toasted bagel and go. Nothing special but it was a nice offer. The beds were soft, the AC worked well and our room was very large. Our room was on the second floor, no elevator and extremely steep steps, but staff was always available to help with bags or luggage. Overall, a very nice stay and less expensive than closer to town."

Find out more about South Portland

Everything you need to know about South Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Portland vacation 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 low season months. For more hustle and bustle, you may prefer to visit South Portland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Portland rentals

At Expedia, we put the best South Portland vacation 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 vacation.

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.

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Frequently asked questions

Can I find vacation rentals in South Portland?

Yes, you can find vacation rentals close to the most popular sights in South Portland, or you can choose a more secluded option if you'd like a relaxing place to 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 vacation home rentals in South Portland?

Charming 110-year former Inn 10' from the Ocean!: Visitors give good reviews to this South Portland vacation home rental, which is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Portland?

With 26 Expedia vacation rentals, you're sure 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 vacation rentals like in South Portland?

Vacation rentals are private properties you can reserve for several days or longer in South Portland. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

South Portland Vacation Rentals

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Check prices for these dates

Our top choices for South Portland vacation rentals

1. Willard Beach–Apartment Near Portland & Parks

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

3. Sunny Spot with Private Parking.

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

5. Willard Square Family Home

6. The Coastal Connection

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

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

9. Willard By the Sea - 30 ft to the beach

10. The Weldon Hotel

11. Evalina Hotel

12. Studio Apartment near downtown Walkable!

13. Great suburban location close to town!

14. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

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

16. Portland 1-bedroom with enclosed porch & parking

17. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

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

19. Beautiful 1st Floor Apartment & Amazing Shower

20. Luxury Condo Downtown Portland Old Port

Find vacation rentals that suit your style

Top South Portland Hotel Reviews

Tru by Hilton Portland Airport Area

Find out more about South Portland

Explore a world of travel with Expedia

Frequently asked questions

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