South Portland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for South Portland vacation rentals

Outdoor dining

Apartment in Knightville

Peaceful & minutes from the Old Port with private parking
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
Jan 25 - Jan 26
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
Interior

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
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
Jan 25 - Jan 26
Total with taxes and fees
Sunny Spot with Private Parking.
Interior

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.
$358 nightly
The price is $379
Feb 2 - Feb 3
Total with taxes and fees
Modern Getaway by the Sea
Living area

Vacation Home in South Portland

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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.
$595 nightly
The price is $648
Jan 26 - Jan 27
Total with taxes and fees
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
TV

Apartment in Thorton Heights

The Coastal Connection
2.0 star property
$301 nightly
The price is $328
Jan 23 - Jan 24
Total with taxes and fees
The Coastal Connection
Exterior

Vacation Home in Willard Beach

Willard Square Family Home
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
$513 nightly
The price is $541
Feb 1 - Feb 2
Total with taxes and fees
Willard Square Family Home
On the beach, sun loungers, beach towels

Apartment in Willard

Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.
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.
$524 nightly
The price is $571
Jan 25 - Jan 26
Total with taxes and fees
Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.
On the beach, sun loungers, beach towels

Apartment in Willard

Step right out to the beach! Amazing 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
Jan 25 - Jan 26
Total with taxes and fees
Step right out to the beach! Amazing location 7 min to Portland.
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

Camping in Portland

Fortland Island Campground
1.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
$23,275 nightly
The price is $25,370
Feb 2 - Feb 3
Total with taxes and fees
Fortland Island Campground
Exterior

Mobile Home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe
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.
$647 nightly
The price is $705
Feb 19 - Feb 20
Total with taxes and fees
Cozy Rock Cabin #thewaylifeshouldbe
Interior

Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
$137 nightly
The price is $144
Jan 25 - Jan 26
Total with taxes and fees
Studio Apartment in Freeport
Interior

Cottage in Old Orchard Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
8.0 out of 10, Very Good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
$198 nightly
The price is $216
Jan 26 - Jan 27
Total with taxes and fees
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Smart TV

Apartment in Parkside

Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
$151 nightly
The price is $164
Jan 25 - Jan 26
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
2.0 star property
10.0 out of 10, Exceptional, (26 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
$192 nightly
The price is $209
Jan 23 - Jan 24
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Beach nearby

Cottage in Old Orchard Beach

Adorable 1 bedroom cabin only 50 ft from beach#1
10.0 out of 10, Exceptional, (3 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
$208 nightly
The price is $227
Jan 25 - Jan 26
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
Beach

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34 reviews)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
$170 nightly
The price is $185
Jan 26 - Jan 27
Total with taxes and fees
350 Yards to the beach. Pet friendly!
Exterior detail

Apartment in Munjoy Hill

Adorable Portland getaway on the Eastern Promenade
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
$181 nightly
The price is $197
Jan 23 - Jan 24
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
Deluxe Suite, 1 King Bed | Private kitchen | Full-size fridge, microwave, oven, stovetop

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
$229 nightly
The price is $243
Feb 22 - Feb 23
Total with taxes and fees
The Weldon Hotel
1 bedroom, WiFi, bed sheets

Apartment in West Bayside

Studio Apartment near downtown Walkable!
8.4 out of 10, Very Good, (7 reviews)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
$133 nightly
The price is $135
Jan 27 - Jan 28
Total with taxes and fees
Studio Apartment near downtown Walkable!
1 bedroom, desk, free WiFi, bed sheets

Apartment in Windham

Spacious Studio Near Sebago Lake
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Host was very welcoming and check in was simple "
United States
Michael C.
$118 nightly
The price is $128
Jan 23 - Jan 24
Total with taxes and fees
Spacious Studio Near Sebago Lake
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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"The perfect hotel if you’re looking for a cozy place for a quick stopover. The staff was very friendly and welcoming. "
Nicole 1-night trip
Posted 2 days ago
Tru by Hilton Portland Airport Area

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 $124 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.

Explore a world of travel with Expedia

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?

The Moonglow! A beautiful ocean view house in Biddeford!: You might want to consider this vacation home rental near South Portland, which is located near the beach and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in South Portland?

With 28 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.