South Portland Vacation Rentals

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Our top choices for South Portland vacation rentals

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.
The price is ¥30,540
¥58,936 total
includes taxes & fees
Feb 23 - Feb 24
Modern Getaway by the Sea

The Coastal Connection

The Coastal Connection
Thorton Heights
The price is ¥14,513
¥46,611 total
includes taxes & fees
Feb 17 - Feb 18
The Coastal Connection

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
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.
The price is ¥12,720
¥29,844 total
includes taxes & fees
Feb 15 - Feb 16
Peaceful & minutes from the Old Port with private parking

Step right out to the beach! Amazing location 7 min to Portland.

Step right out to the beach! Amazing location 7 min to 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.
The price is ¥45,199
¥93,874 total
includes taxes & fees
Feb 24 - Feb 25
Step right out to the beach! Amazing location 7 min to Portland.

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
The price is ¥14,812
¥30,792 total
includes taxes & fees
Feb 24 - Feb 25
Sunny Spot with Private Parking.

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
South Portland
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.
The price is ¥40,466
¥106,690 total
includes taxes & fees
Mar 10 - Mar 11
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is ¥38,956
¥83,174 total
includes taxes & fees
Feb 17 - Feb 18
Willard Square Family Home

Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.

Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.
Willard
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.
The price is ¥41,840
¥89,879 total
includes taxes & fees
Feb 26 - Feb 27
Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.

Cozy Rock Cabin #thewaylifeshouldbe

Cozy Rock Cabin #thewaylifeshouldbe
Freeport
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.
The price is ¥41,993
¥77,729 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Rock Cabin #thewaylifeshouldbe

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.
The price is ¥9,075
¥22,381 total
includes taxes & fees
Feb 15 - Feb 16
Beautiful 1st Floor Apartment & Amazing Shower

Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.4 out of 10, Very Good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
The price is ¥9,070
¥22,370 total
includes taxes & fees
Feb 15 - Feb 16
Bright & Spacious Apartment with Amazing Shower

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, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is ¥21,485
¥46,554 total
includes taxes & fees
Feb 26 - Feb 27
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.4 out of 10, Exceptional, (98 reviews)
"Great location with easy parking"
United States
Lauren J.
The price is ¥15,873
¥39,606 total
includes taxes & fees
Feb 16 - Feb 17
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Bright & Sunny West End Apartment with Private Parking.

Bright & Sunny West End Apartment with Private Parking.
West End
10.0 out of 10, Exceptional, (47 reviews)
"It was a fantastic place and walkable to downtown!"
United States
Gail E.
The price is ¥22,974
¥43,350 total
includes taxes & fees
Feb 15 - Feb 16
Bright & Sunny West End Apartment with Private Parking.

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is ¥27,486
¥52,097 total
includes taxes & fees
Feb 24 - Feb 25
Cozy, Elegant and Bright 2 bed in the East End

Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.2 out of 10, Wonderful, (25 reviews)
"Nice easy process, clean place, cute decor, easy to walk and uber to hot spots we wanted to see"
United States
Faith E.
The price is ¥16,327
¥48,754 total
includes taxes & fees
Feb 23 - Feb 24
Skyline 138: Charming West End Mansard Penthouse

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (92 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ¥24,262
¥26,446 total
includes taxes & fees
Feb 22 - Feb 23
The Weldon Hotel

Prime Location.Private Rooftop Deck.Walk to Old Port,Waterfront, Museum & Music

Prime Location.Private Rooftop Deck.Walk to Old Port,Waterfront, Museum & Music
Portland
9.2 out of 10, Wonderful, (28 reviews)
"Clean and close to downtown. "
United States
Nicole S.
The price is ¥28,402
¥72,569 total
includes taxes & fees
Feb 15 - Feb 16
Prime Location.Private Rooftop Deck.Walk to Old Port,Waterfront, Museum & Music

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.4 out of 10, Exceptional, (3 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is ¥12,094
¥62,283 total
includes taxes & fees
Feb 18 - Feb 19
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (11 reviews)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is ¥10,307
¥22,054 total
includes taxes & fees
Feb 17 - Feb 18
The Outlet Studio, Rustic Comfort w Fireplace
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

Search for holiday rentals in South Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in South Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Portland!

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?

Sensational Beachfront Property Old Orchard Beach, with indoor elevator: You might want to consider this vacation home rental near South Portland, which is located on the beach and has a balcony, an arcade game room, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

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.