Discover your favorite property type

House in fall colors

44 Houses

Apartment living room

55 Apartments

A cabin on a snowly lake

3 Cabins

Breakfast on a balcony

1 B&B

South Portland Vacation Rentals

Choose from over 113 amazing properties in South Portland that can fit your every need. BookandStay analyzes every property to ensure it meets our high standards, saving you from spending time and money on low quality South Portland listings. Of the 113 premium properties in South Portland, 49% are Apartments. In case you're looking for something different there are many other types of rentals available, such as Houses and Cabins, the next most popular properties in South Portland. BookandStay sources our properties from top rated rental websites like HomeAway,, Vrbo (Vacation Rentals By Owner), and more.

Popular South Portland Amenities
  • 0 rental with a Pool
  • 100 rentals with Internet
  • 90 rentals with TV
  • 18 rentals with a Fireplace
  • 67 rentals with Air Conditioning
  • 1 rental with a Hot Tub
  • 79 rentals with Parking
  • 83 rentals with Laundry
  • 80 rentals with a Kitchen

Top Rated Properties

Main Living Area - Welcome to Willard Beach! Your rental is professionally managed by TurnKey Vacation Rentals.
Apartment - Sleeps 4
93 reviews
House - Sleeps 8
61 reviews
Welcome to our Chic One Bedroom at Portland on Avon!
Apartment - Sleeps 4
92 reviews
Dining Area - Welcome to South Portland! Enter your rental with ease courtesy of TurnKey's digital keyless lock system. A custom code can be shared with everyone in your party.
Apartment - Sleeps 4
74 reviews

Top Properties With Pools or Hot Tubs

Apartment - Sleeps 4
117 reviews
Living room area
Apartment - Sleeps 4
49 reviews
Sunny living room features sofa, loveseat and matching chair and ocean views.
Apartment - Sleeps 4
44 reviews
The Birdhouse at Willard Beach ~ An old fashioned seaside cottage.
Apartment - Sleeps 4
118 reviews

Top Pet Friendly Properties

Beach through backyard
Apartment - Sleeps 4
0 reviews