South Portland Vacation Rentals

Check prices for these upcoming dates

South Portland Travel Guide

South Portland is a city in Cumberland County, Maine. The area has a long history as it was one of the first places reached by European and settlers in the 17th century. It's best known for its proximity to sandy beaches, water sports, and history.

Things to Do in South Portland

There are plenty of things to see and do in South Portland. Some of the top activities include exploring some of Maine's many nearby beaches, with the best in the area being the Spring Point Shoreway where you can find nice walking trails and an excellent view of the Casco Bay. Willard Beach is another top spot that's known for its white sand, long shores, and amenities. It's a great place to kick back and unwind with friends or family.

South Portland offers a variety of boat cruises, water sports, and fishing charters. If you always wanted to try paddle boarding or want to go lobster catching, this is the perfect place to do so. There are also boat tours where visitors can learn about the history of Maine and check out the heritage sites from the water.

Meanwhile, if you want to visit one of the most famous points of South Portland, head to the Spring Point Ledge Lighthouse, where you can visit the historic Fort Pebble. Here you can attend heritage and history tours to find out more about the area and the fort's history.

Best Places to Stay in South Portland

The best area to stay in South Portland is in Ferry Village where all the best bars, cafes, restaurants and clubs are located. There are parks and beaches in this area too, so everything will be right on your doorstep. There's a large selection of vacation rentals including cabins, beach cottages, luxury condos or big houses where you can enjoy a great stay with family or friends.

Best Time to Visit South Portland

Since South Portland is a coastal town the temperature is a little cooler than on the mainland where the ocean wind does not affect the weather. The best time to visit is in July when the weather is the warmest, and there is less rain than during the rest of the year.

Price and Availability in South Portland

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in South Portland tends to be Thursday, while the most expensive day tends to be Friday. Vacation homes in South Portland tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in South Portland is in January, while the cheapest month is in April. The most popular time to book a vacation rental in South Portland is in the high season in July. South Portland has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in South Portland

Rainy days
71° 32°
6
63° 13°
3
58°
8
50°
6
62° -2°
4
55°
3
73° 24°
5
84° 37°
4
84° 47°
6
94° 57°
3
85° 47°
4
89° 38°
0
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in South Portland. The warmest months in South Portland are June and April, when temperatures reach 94 ˚F. The coolest month is November, when temperatures drop to -2 ˚F. The wettest month in South Portland is January with 8.27 inches of rain, while the driest month is April with 0.42 inches of rain.

What Expert Travelers Think

  • — Whenever I am making travel plans I always use comparison sites to find the best accommodation for us at the best price. Whether it be for hotel stays or private rentals AllTheRooms makes this so much easier and quicker as it brings all my searches into one place, with a great offering of options

    Sarah Pool
    Sarah PoolTammymum
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston

Vacation Rentals in South Portland

Browse vacation rentals from all your favorite providers including Airbnb, Priceline, RedAwning and more at AllTheRooms.com. South Portland has 272 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. If you are trying to keep costs down, the lowest priced place to stay in South Portland is just $20 a night. An average accommodation in South Portland costs on average $209 per night.

If you have to have an internet connection during your stay in South Portland, then you can choose from over 164 places to stay that provide WiFi internet. 31 of our accommodations include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 11 accommodations that have gym facilities. Driving to South Portland? Then choose one of the 163 places to stay that comes with a parking spot included. We track 5 accommodations that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 51 accommodations that are designated as pet-friendly.

202 of the accommodations in South Portland have been rated by previous guests. They rated 80% as excellent or good. You can instantly book any of 84 places to stay right now.

Destinations near South Portland

  • Old Orchard Beach1,866 Properties
  • Bar Harbor1,146 Properties
  • Ogunquit1,079 Properties
  • Rangeley991 Properties
  • Wells911 Properties
  • Newry906 Properties
  • Boothbay Harbor893 Properties
  • Kennebunkport819 Properties
  • York Beach689 Properties
  • Southwest Harbor544 Properties
  • Camden540 Properties
  • Portland533 Properties
  • Bangor507 Properties
  • Bethel481 Properties
  • Kennebunk461 Properties
  • Scarborough460 Properties
  • Carrabassett Valley456 Properties
  • Ellsworth440 Properties
  • Belfast409 Properties
  • East Boothbay383 Properties
  • York361 Properties
  • Freeport361 Properties
  • Bridgton329 Properties
  • Stonington318 Properties
  • Rockland307 Properties
  • Greenville292 Properties
  • Brunswick242 Properties
  • Deer Isle230 Properties
  • Rockport230 Properties
  • Mount Desert230 Properties
  • Kittery229 Properties
  • Saco228 Properties
  • Cape Elizabeth228 Properties
  • Phippsburg223 Properties
  • Boothbay223 Properties
  • Bath217 Properties
  • Edgecomb216 Properties
  • Tenants Harbor198 Properties
  • Franklin196 Properties
  • New Harbor189 Properties
  • Biddeford182 Properties
  • Georgetown148 Properties
  • Denmark80 Properties