South Portland Vacation Rentals

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Browse Select South Portland Vacation Homes

"Excellent in every way."

CA $351 total

includes taxes & fees

Sep 8 - Sep 9

CA $965 total

includes taxes & fees

Aug 25 - Aug 26

CA $804 total

includes taxes & fees

Aug 25 - Aug 26

"Lovely and quiet. Just what I had hoped for. "

"Check in was simple. Quaint place. "

CA $246 total

includes taxes & fees

Aug 25 - Aug 26

"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "

CA $618 total

includes taxes & fees

Aug 26 - Aug 27

"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "

CA $316 total

includes taxes & fees

Aug 26 - Aug 27

"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"

CA $246 total

includes taxes & fees

Sep 1 - Sep 2

"Great place for us to use as a base as we made our way through Maine!"

CA $236 total

includes taxes & fees

Aug 25 - Aug 26

"Good location near lots of hiking and not far from Portland "

CA $481 total

includes taxes & fees

Sep 1 - Sep 2

"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."

CA $501 total

includes taxes & fees

Aug 25 - Aug 26

"A clean, beautiful home. It had lots of amenities and space. We had every thing we needed. It felt like home. We will definitely stay there again. "

"Charming cabin. Well maintained. Loved my stay! Highly recommend."

CA $260 total

includes taxes & fees

Sep 9 - Sep 10

"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "

CA $589 total

includes taxes & fees

Sep 2 - Sep 3

"The place really was amazing and I would certainly stay again. If I could point out just one pc of advice the floors needed mopping very badly. Thank you for sharing your place with us we made some very special and wonderful memories. "

CA $561 total

includes taxes & fees

Sep 2 - Sep 3

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

CA $247 total

includes taxes & fees

Sep 10 - Sep 11

"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."

CA $653 total

includes taxes & fees

Sep 24 - Sep 25