South Portland Vacation Rentals

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Our top choices for South Portland vacation rentals

9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
$195 nightly
The price is $213
Mar 3 - Mar 4
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking

Apartment in Knightville

Sunny Spot with Private Parking.
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
$183 nightly
The price is $199
Mar 1 - Mar 2
Total with taxes and fees
Sunny Spot with Private Parking.

Vacation Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
$473 nightly
The price is $505
Feb 27 - Feb 28
Total with taxes and fees
Modern Getaway by the Sea
10.0 out of 10, Exceptional, (1 review)
"Incredibly welcoming house! Very nicely furnished and prepared for guests. Couldn’t be more grateful for the thoughtfulness and accessibility to the property. We kept saying how impressed we were with how many towels were available! A lot of small details were paid attention to by the host! Thank you so much!"
United States
Patrick S.
$579 nightly
The price is $631
Mar 2 - Mar 3
Total with taxes and fees
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
9.6 out of 10, Exceptional, (5 reviews)
"Enjoyed our stay, perfect for 2 kids and parents. Outdoor shower was a great addition for our beach days!"
United States
Greg R.
$542 nightly
The price is $591
Mar 1 - Mar 2
Total with taxes and fees
Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.
10.0 out of 10, Exceptional, (13 reviews)
"The apartment was very clean and well appointed with everything you might need. The host was very friendly and attentive and check in and check out were very simple. Any questions I had were answered promptly. I would definitely stay here again!"
United States
Diana T.
$559 nightly
The price is $609
Mar 1 - Mar 2
Total with taxes and fees
Step right out to the beach! Amazing location 7 min to Portland.
10.0 out of 10, Exceptional, (9 reviews)
"Very private property, was a great little retreat. Such a thoughtfully designed space, and loved being surrounded by nature, including breakfast with deer!"
United States
Dan M.
$465 nightly
The price is $507
Mar 15 - Mar 16
Total with taxes and fees
Cozy Rock Cabin #thewaylifeshouldbe
10.0 out of 10, Exceptional, (51 reviews)
"Host was very welcoming and the place exceeded expectations! Made our stay better than we could have imagined!"
United States
Robert D.
$246 nightly
The price is $268
Mar 2 - Mar 3
Total with taxes and fees
Historic Home in the West End. Private Parking.
10.0 out of 10, Exceptional, (2 reviews)
"Very nice apartment. Had everything we needed. "
United States
Bob S.
$220 nightly
The price is $240
Mar 8 - Mar 9
Total with taxes and fees
Port City Nest: Beautiful 2bd w/ Balcony & Parking
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
$195 nightly
The price is $212
Feb 27 - Feb 28
Total with taxes and fees
Charming Studio apartment with WiFi, AC in welcoming Portland
8.4 out of 10, Very Good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
$201 nightly
The price is $203
Feb 28 - Mar 1
Total with taxes and fees
Studio Apartment near downtown Walkable!
9.4 out of 10, Exceptional, (26 reviews)
"Nice easy process, clean place, cute decor, easy to walk and uber to hot spots we wanted to see"
United States
Faith E.
$287 nightly
The price is $313
Mar 2 - Mar 3
Total with taxes and fees
Skyline 138: Charming West End Mansard Penthouse
8.4 out of 10, Very Good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
$179 nightly
The price is $196
Feb 27 - Feb 28
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower

Aparthotel in Scarborough

HomeAwhile
4.0 star property
$107 nightly
The price is $117
Mar 22 - Mar 23
Total with taxes and fees
HomeAwhile
8.8 out of 10, Excellent, (9 reviews)
"We had a wonderful time, loved the home, relaxed and enjoyed the sights of Portland! "
United States
Nancy H.
$268 nightly
The price is $292
Mar 3 - Mar 4
Total with taxes and fees
State of Charm | Historic West End Haven
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
$205 nightly
The price is $223
Feb 27 - Feb 28
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.

Vacation Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
$371 nightly
The price is $404
Mar 1 - Mar 2
Total with taxes and fees
Full sized home

Apartment in Deering Center

Private Entrance Residential Portland
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
$123 nightly
The price is $124
Mar 2 - Mar 3
Total with taxes and fees
Private Entrance Residential Portland
9.6 out of 10, Exceptional, (22 reviews)
"A great location for exploring the city. The apartment was clean and comfortable. The coffee shop across the street was an added perk! "
United States
abbey b.
$357 nightly
The price is $389
Mar 3 - Mar 4
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
9.8 out of 10, Exceptional, (125 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
$235 nightly
The price is $256
Mar 1 - Mar 2
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
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.

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Top South Portland Hotel Reviews

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 $117 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?

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough: You might want to consider this South Portland vacation home rental for your stay. It is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in South Portland?

With 27 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.