South Portland Vacation Rentals

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Vacation Rentals in South Portland

Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, 99 reviews
"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
3.0 star property
2 duplex
Full sized home
9.6 out of 10, Exceptional, 4 reviews
"Great place to stay. Host was helpful and responsive."
The price is CA $344
CA $468 total
includes taxes & fees
Jun 10 - Jun 11
Full sized home
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NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, 7 reviews
"We absolutely loved staying here. The place was very clean and comfortable. We enjoyed walking around and exploring."
The price is CA $220
CA $444 total
includes taxes & fees
Jun 12 - Jun 13
NEW TO THE MARKET - 1 block from the beach!
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, 75 reviews
"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
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, 25 reviews
"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
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, 24 reviews
"Overall a good stay for the price and convenient to everything. Kinda dated and could use some upgrades. "
The price is CA $131
CA $300 total
includes taxes & fees
Jun 10 - Jun 11
2 min walk to the beach. Pet friendly condo
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, 68 reviews
"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
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, 12 reviews
"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
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, 20 reviews
"This apartment is fantastic! Great location, perfectly appointed, and Dena was awesome with her communications. The roof deck is a great bonus."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
4 min walk to the beach. A large 3DB Apt. Pets OK
8.6 out of 10, Excellent, 7 reviews
"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 CA $206
CA $429 total
includes taxes & fees
Jun 10 - Jun 11
4 min walk to the beach. A large 3DB Apt. Pets OK
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, 45 reviews
"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 CA $273
CA $642 total
includes taxes & fees
Jun 15 - Jun 16
Elegant condo - walk to Portland's best restaurants & Old Port
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very good, 33 reviews
"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
1 Bedroom Downtown Condo, Walk to the Beach & Pier
9.6 out of 10, Exceptional, 14 reviews
"This property didn’t disappoint, it was in a great location only minutes away from the beach and the broad walk. Property was clean and the property managers were easy to get a hold of through my email when I had a question. Would definitely recommend to anyone who needs a place to stay in Old Orchard Beach!"
1 Bedroom Downtown Condo, Walk to the Beach & Pier
Luxurious house with golf course views, firepit, pergola, deck, and central AC
9.0 out of 10, Wonderful, 52 reviews
"It's our second time at this great home, and that's just what is it, a great home. Not at all sterile like so many other offerings. Certainly looking forward to another stay."
Luxurious house with golf course views, firepit, pergola, deck, and central AC
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is CA $520
CA $992 total
includes taxes & fees
Jun 10 - Jun 11
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, 12 reviews
"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
350 Yards to the beach. Pet friendly!
8.4 out of 10, Very good, 24 reviews
"Unit was clean but small enough for privacy"
The price is CA $131
CA $300 total
includes taxes & fees
Jun 11 - Jun 12
350 Yards to the beach. Pet friendly!
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, 114 reviews
"I loved the location!!! Great little place...restaurant downstairs was great."
The price is CA $323
CA $549 total
includes taxes & fees
Jun 10 - Jun 11
Oceanfront Condo! Spectacular Views From Private Large Balcony
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, 17 reviews
"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 CA $248
CA $438 total
includes taxes & fees
Jun 12 - Jun 13
Large 2BD cottage 10 min to Pier & Beach Pets ok
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
3.5 star property
8.6 out of 10, Excellent, 1,570 reviews
"The room (and the whole facility) was super clean, the staff was great when I locked myself out of my room, and the bed was really comfy"
The price is CA $135
CA $147 total
includes taxes & fees
Jun 12 - Jun 13
Casco Bay Hotel, Ascend Hotel Collection
Comfort Inn Airport
2.5 star property
8.2 out of 10, Very good, 1,011 reviews
"Clean!"
The price is CA $129
CA $141 total
includes taxes & fees
Jun 11 - Jun 12
Comfort Inn Airport
Days Inn by Wyndham Airport/Maine Mall
2.0 star property
7.8 out of 10, Good, 1,027 reviews
"The room is so huge and immaculate! I am commending Fernando for being a great staff and providing a great customer service. I would highly recommend this place for anyone who plans to visit the South Portland area in the future."
The price is CA $123
CA $134 total
includes taxes & fees
Jun 10 - Jun 11
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Portland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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