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

This climate histogram shows you the weather patterns in South Portland. The hottest month in South Portland is June, when temperatures peak at 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

  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — 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

Vacation Rentals in South Portland

Browse places to stay from all your favorite providers including Airbnb, Priceline, RedAwning and others at AllTheRooms.com. South Portland has 272 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those traveling on a budget, the most economical place to stay in South Portland is available at $20 per night. In general, an accommodation in South Portland will cost you $209 per night.

If you need to stay connected during your trip, then you can choose from over 164 accommodations in South Portland that have WiFi. 31 places to stay include a morning meal. Fitness fanatics can get a workout in during their stay by choosing from 11 accommodations that have gym facilities. If you are driving to South Portland, you'll want to pick from 163 places to stay that provide parking. 5 accommodations come with a pool or jacuzzi

AllTheRooms has 51 pet-friendly places to stay in South Portland, so if you're traveling with your cat or dog you won't have any trouble.

202 accommodations in South Portland have been reviewed; 80% are rated highly. 84 places to stay in are instantly bookable.

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