A lighthouse, rocky coastline, and a sunset over the ocean.

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for South Portland holiday rentals

Apartment (2 Bedrooms) | Front of property

1. 1/2 Mi to Pier: Wfh-friendly Apt in Maine!

1/2 Mi to Pier: Wfh-friendly Apt in Maine!
3.0 star property
Old Orchard Beach
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
Front of property

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is 14.265.384 ₫
19.473.418 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, oven

3. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (108 reviews)
"Really nice room and location"
United States
Victoria
The price is 8.108.863 ₫
10.800.735 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down duvets, bed sheets

4. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
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
The price is 9.300.471 ₫
10.137.514 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Fortland Island Campground
Apartment (0 Bedroom) | Interior

5. Steps to Sandy Beach! Oceanfront Old Orchard Gem

Steps to Sandy Beach! Oceanfront Old Orchard Gem
3.0 star property
Old Orchard Beach
The price is 5.493.810 ₫
9.651.055 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Steps to Sandy Beach! Oceanfront Old Orchard Gem
Apartment (0 Bedroom) | Front of property

6. 'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is 5.833.903 ₫
9.672.768 ₫ total
includes taxes & fees
23 Aug - 24 Aug
'beachfront 14' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

7. 1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach

1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is 3.767.184 ₫
9.338.692 ₫ total
includes taxes & fees
24 Aug - 25 Aug
1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
Apartment (0 Bedroom) | Front of property

8. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is 5.833.903 ₫
9.672.768 ₫ total
includes taxes & fees
30 Aug - 31 Aug
'beachfront 9' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

9. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is 2.982.354 ₫
8.483.227 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Walk to Pier & Ocean: Apt in Old Orchard Beach!
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

8/10 Good
"We didn’t get our room cleaned the first day and had to ask the front desk to have it cleaned the second day as we needed new towels and were out of toilet paper."
Sarah W 3-night trip
Posted 1 hour ago
Tru by Hilton Portland Airport Area

Frequently asked questions

Can I find holiday rentals in South Portland?

Yes, there are holiday rentals close to the most popular sights in South Portland, or you can select a more secluded option if you're looking for a relaxing 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.

How many holiday rentals are there in South Portland?

With 26 Expedia holiday rentals, you're guaranteed to find just the right place for your South Portland stay.

What can I see and do in South Portland?

Cultural attractions include South Portland Historical Society Museum and Lyric Music Theater, whereas Willard Beach and Casco Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Bug Light and Maine Mall.

What are holiday rentals like in South Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Portland. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.