South Portland Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for South Portland vacation rentals

TV

The Coastal Connection

The Coastal Connection
Thorton Heights
$268 nightly
The price is $292
Apr 13 - Apr 14
Total with taxes and fees
The Coastal Connection
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
$478 nightly
The price is $510
Apr 13 - Apr 14
Total with taxes and fees
Modern Getaway by the Sea
On the beach, sun loungers, beach towels

Willard by the Sea # 4, Elevated Coastal Living + Walkable Charm Near Portland

Willard by the Sea # 4, Elevated Coastal Living + Walkable Charm Near Portland
Willard
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.
$477 nightly
The price is $520
Apr 15 - Apr 16
Total with taxes and fees
Willard by the Sea # 4, Elevated Coastal Living + Walkable Charm Near Portland
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
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
$196 nightly
The price is $214
Apr 13 - Apr 14
Total with taxes and fees
Sunny Spot with Private Parking.
Smart TV

Willard Beach–Private Apt Near Portland & Parks

Willard Beach–Private Apt Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
$282 nightly
The price is $308
May 11 - May 12
Total with taxes and fees
Willard Beach–Private Apt Near Portland & Parks
Microwave, oven, stovetop, dishwasher

Toast to 2026! Free Champagne for all Jan / Feb Bookings

Toast to 2026! Free Champagne for all Jan / Feb Bookings
South Portland
10.0 out of 10, Exceptional, (5 reviews)
"The house was very nice and had great accommodations for our group. The kitchen and living room was very accommodating for meals and hangouts and we were close to all of the activities we were looking to do"
United States
Justin R.
Toast to 2026! Free Champagne for all Jan / Feb Bookings
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (8 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.
$230 nightly
The price is $251
Apr 15 - Apr 16
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
On the beach, sun loungers, beach towels

Willard by the Sea #2 , Beachfront Living, Walkable Charm + Minutes to Portland

Willard by the Sea #2 , Beachfront Living, Walkable Charm + Minutes to Portland
Willard
9.6 out of 10, Exceptional, (5 reviews)
"Our host was available and helpful, everything clean and great location"
United States
Janet H.
$477 nightly
The price is $520
Apr 15 - Apr 16
Total with taxes and fees
Willard by the Sea #2 , Beachfront Living, Walkable Charm + Minutes to Portland
Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.4 out of 10, Exceptional, (21 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
$104 nightly
The price is $113
Apr 30 - May 1
Total with taxes and fees
HomeAwhile
Living area

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
$408 nightly
The price is $445
May 3 - May 4
Total with taxes and fees
Evalina Hotel
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
$153 nightly
The price is $167
Apr 13 - Apr 14
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
Exterior detail

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (99 reviews)
"Great location with easy parking"
United States
Lauren J.
$236 nightly
The price is $257
Apr 22 - Apr 23
Total with taxes and fees
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
$335 nightly
The price is $365
Apr 22 - Apr 23
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Exterior detail

Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
$293 nightly
The price is $319
Apr 16 - Apr 17
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
Fridge, microwave, oven, stovetop

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (19 reviews)
"Wonderful stay! Place was amazing and host is very responsive. Thank you so much "
United States
Logan R.
$153 nightly
The price is $167
Apr 13 - Apr 14
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower
Interior

Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (54 reviews)
"Host was very welcoming and the place exceeded expectations! Made our stay better than we could have imagined!"
United States
Robert D.
$262 nightly
The price is $286
Apr 28 - Apr 29
Total with taxes and fees
Historic Home in the West End. Private Parking.
Interior

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.4 out of 10, Exceptional, (26 reviews)
"Great place. Had everything we needed and close to everything."
United States
Bill P.
$316 nightly
The price is $345
Apr 13 - Apr 14
Total with taxes and fees
Skyline 138: Charming West End Mansard Penthouse
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (28 reviews)
"The place was extremely clean."
United States
Matthew D.
$225 nightly
The price is $245
Apr 13 - Apr 14
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (39 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
$316 nightly
The price is $345
Apr 13 - Apr 14
Total with taxes and fees
Modern & Sunny House Steps from the Promenade. Private Parking!
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very Good, (7 reviews)
"Maine Oyster Company was a highlight of the trip! "
United Kingdom
Tyler P.
$149 nightly
The price is $151
Apr 15 - Apr 16
Total with taxes and fees
Studio Apartment near downtown Walkable!
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

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent
"Staff was friendly!!"
Kayla 2-night trip
Posted 13 hours ago
Cambria Hotel Portland Downtown-Old Port

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 $113 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?

Beach House ∆ Prime Location ∆ Steps to the Ocean: Visitors like this South Portland vacation home rental. It is located on the waterfront and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 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 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.