South Portland Vacation Rentals

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Vacation Rentals in South Portland

Charming 110-year former Inn 10' from the Ocean!
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
2 duplex
Comfort Duplex, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, dishwasher
2 duplex
3.0 star property
The price is $750
$918 total
includes taxes & fees
Jul 4 - Jul 5
2 duplex
Gorgeous ocean-front home with stunning beach views
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
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NEW TO THE MARKET - 1 block from the beach!
Beach nearby
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, (6)
"It was great. Good location and very clean!"
The price is $160
$323 total
includes taxes & fees
Jun 4 - Jun 5
NEW TO THE MARKET - 1 block from the beach!
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Beach
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, (25)
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Everybody's favorite Maine beach location
Aerial view
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, (12)
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is $180
$318 total
includes taxes & fees
Jun 4 - Jun 5
Large 2BD cottage 10 min to Pier & Beach Pets ok
Elegant condo - walk to Portland's best restaurants & Old Port
Private kitchen | Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is $202
$474 total
includes taxes & fees
Jun 16 - Jun 17
Elegant condo - walk to Portland's best restaurants & Old Port
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (175)
"Watching and listening to the ocean was all i needed."
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Exterior
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, (12)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Little Miss Cottages
Beach nearby
Little Miss Cottages
2.5 star property
8.2 out of 10, Very Good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
100 feet from the ocean 3 bedroom cottage 420 friendly
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
2 min walk to the beach. Pet friendly condo
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (24)
"Very clean and centrally located!"
The price is $95
$218 total
includes taxes & fees
Jun 4 - Jun 5
2 min walk to the beach. Pet friendly condo
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
Fridge, microwave, oven, stovetop
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is $378
$720 total
includes taxes & fees
Jun 4 - Jun 5
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
4 min walk to the beach. A large 3DB Apt. Pets OK
Fridge, microwave, oven, stovetop
4 min walk to the beach. A large 3DB Apt. Pets OK
8.6 out of 10, Excellent, (7)
"We found this place and booked after seeing it was pet friendly and close to the beach which was a must for our beach loving family and pups. Our stay was lovely- it’s a few blocks to the beach and into the main town area. The place was clean, had a good amount of space, was quiet, and a small deck area to sit outside. Communications with the host were easy and they checked in on us part way through to ensure our stay was going well."
The price is $150
$312 total
includes taxes & fees
Jun 4 - Jun 5
4 min walk to the beach. A large 3DB Apt. Pets OK
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Fridge, stovetop, dishwasher, coffee/tea maker
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (18)
"Everything about our stay was wonderful ~ Host was amazing, condo was so nice & location was perfect."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel crib
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (35)
"The cottage was very nice but the write-up was a little misleading. For example ocean views are very limited—mostly see rooftops, half bath was on ground floor, and stairs to main living area."
The price is $350
$748 total
includes taxes & fees
Jun 6 - Jun 7
Beach House ∆ Prime Location ∆ Steps to the Ocean
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
9.0 out of 10, Wonderful, (48)
"Wonderful location, steps from the beach. And what a beach it is! We were there off season, but it is close to everything you need. Had issue that TV didn't work due to corroded batteries, and wifi didn't work due network being unstable."
The price is $299
$497 total
includes taxes & fees
Jun 4 - Jun 5
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (20)
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is $174
$437 total
includes taxes & fees
Jun 11 - Jun 12
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Property grounds
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very Good, (33)
"I rated this property a 4 and not lower because of its location. It is front-facing to the ocean, and that is always a gem in my book. Sleeping to the sound of the waves is amazing. The property management (Vacasa) was flawless in their communication and the housekeeping staff did a great job cleaning what they were responsible for cleaning. BUT....... this unit is in dire need of some deep cleaning and at a minimum some TLC in painting and in fixing what doesn't work (i.e., windows, toilet...
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Don't see what you're looking for?
See all available properties in South Portland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Portland Vacation Rental Travel Info

Number of vacation rentals
36
Popular accommodation
South Portland private vacation homes
Known landmarks
State Theatre, Higgins Beach and Portland Museum of Art
International airport
Portland, ME (PWM-Portland Intl. Jetport)

Other types of properties in South Portland you may be interested in

Casco Bay Hotel, Ascend Hotel Collection
Lobby
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, (1540)
"The room was gigantic and nice. The lobby was very pretty. My only complaint is the outside is not very inviting but not much can be done about that. The room was really great and had pick up/ drop off to airport"
The price is $89
$97 total
includes taxes & fees
Jun 9 - Jun 10
Casco Bay Hotel, Ascend Hotel Collection
Comfort Inn Airport
Lobby
Comfort Inn Airport
2.5 star property
8.2 out of 10, Very Good, (1012)
"Stay was good and all went well . I did forget my phone charger cord and plug in in my room . I would pick it up Tuesday late in the day if they have it ? "
The price is $85
$93 total
includes taxes & fees
Jun 9 - Jun 10
Comfort Inn Airport
Days Inn by Wyndham Airport/Maine Mall
Standard Room, 1 King Bed, Accessible | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Airport/Maine Mall
2.0 star property
7.8 out of 10, Good, (1016)
"Great room for a reasonable price "
The price is $80
$87 total
includes taxes & fees
Jun 4 - Jun 5
Days Inn by Wyndham Airport/Maine Mall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 $95 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.

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 33 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 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 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.

Recent reviews of South Portland properties
Expedia verified reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

5/5 Excellent
"Great stay! The only thing I recommend is rooms with joining doors to other rooms should have another lock on them so we know for sure that the door is locked. "
A verified traveler stayed at DoubleTree by Hilton Hotel Portland
Posted 5 hours ago
DoubleTree by Hilton Hotel Portland