South Portland holiday rentals
We found 96 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in South Portland that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include parking and a fireplace. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
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Find the best place to stay - South Portland

Cozy Oasis - 5BD Pet-Friendly Home - Arcade
Sleeps 10 · 5 bedrooms · 2 bathrooms
10 out of 10
exceptional
(7 reviews)
Top rated rentals - South Portland

Lovely plant-filled house above Portland
10 out of 10
exceptional
(159 reviews)
This is a lovely property with friendly and helpful hosts. It is walking distance to downtown if you don't mind the hill and is thoughtfully equipped with practically everything, down to beautiful coffee and tea selection. Our dog-loving daughter enjoyed a visit from the intrepid and equally friendly Nano. Many thanks to Keith and Rocio for a pleasant stay in Portland!
Robyn E.
Stayed Mar 2019
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value