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.
The price is CA $133
CA $293 total
includes taxes & fees
Mar 12 - Mar 13
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
The price is CA $132
CA $274 total
includes taxes & fees
Mar 12 - Mar 13
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.
The price is CA $407
CA $692 total
includes taxes & fees
Mar 8 - Mar 9
Modern Getaway by the Sea

Apartment in Thorton Heights

The Coastal Connection
The price is CA $199
CA $499 total
includes taxes & fees
Apr 1 - Apr 2
The Coastal Connection
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 CA $256
CA $655 total
includes taxes & fees
Mar 8 - Mar 9
Ocean views 30 Steps to Beach! Amazing,walkable location 7 min to Portland.

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.
The price is CA $332
CA $724 total
includes taxes & fees
Mar 8 - Mar 9
Willard Square Family Home
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 CA $407
CA $1,006 total
includes taxes & fees
Apr 6 - Apr 7
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
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 CA $402
CA $834 total
includes taxes & fees
Mar 8 - Mar 9
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.
The price is CA $376
CA $721 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Rock Cabin #thewaylifeshouldbe

Aparthotel in Scarborough

HomeAwhile
4.0 star property
The price is CA $116
CA $126 total
includes taxes & fees
Mar 12 - Mar 13
HomeAwhile
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 CA $100
CA $220 total
includes taxes & fees
Mar 9 - Mar 10
Beautiful 1st Floor Apartment & Amazing Shower
8.4 out of 10, Very good, (18 reviews)
"Super cute. Enjoyed our stay"
United States
Amber T.
The price is CA $100
CA $220 total
includes taxes & fees
Mar 8 - Mar 9
Bright & Spacious Apartment with Amazing Shower

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.
The price is CA $85
CA $183 total
includes taxes & fees
Mar 8 - Mar 9
Private Entrance Residential Portland
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.
The price is CA $194
CA $368 total
includes taxes & fees
Mar 9 - Mar 10
Historic Home in the West End. Private Parking.
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is CA $144
CA $432 total
includes taxes & fees
Mar 9 - Mar 10
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is CA $211
CA $386 total
includes taxes & fees
Mar 8 - Mar 9
Modern, Luxurious, Cabin in the Woods - 17
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is CA $191
CA $414 total
includes taxes & fees
Mar 8 - Mar 9
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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.
The price is CA $153
CA $323 total
includes taxes & fees
Mar 8 - Mar 9
Pine Point Beach private, quaint, charming studio.
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.
The price is CA $184
CA $517 total
includes taxes & fees
Mar 9 - Mar 10
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
9.4 out of 10, Exceptional, (26 reviews)
"Great place. Had everything we needed and close to everything."
United States
Bill P.
The price is CA $144
CA $433 total
includes taxes & fees
Mar 9 - Mar 10
Skyline 138: Charming West End Mansard Penthouse
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

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?

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!: Visitors like this South Portland vacation home rental. It 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 4 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 selection of games.

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.