Vacation rentals in South Portland
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Top-rated accommodation in South Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
Cottage in Scarborough
4.85 out of 5 average rating, 279 reviewsCharming beach cottage
Pine Point is a beautiful sleepy village surrounded on three sides by water: peaceful salt marsh, river to the sea, and ocean, with an 8 mile long white sand beach, extensive sand bars at low tide (great for sand dollars!). It is the perfect spot for an unforgettable family vacation. The beach here is considered by many to be the best walking and activity beach in Maine, as well as spectacularly beautiful. Come experience an idyllic week at the beach in Pine Point. This beach is perfect for many reasons: great swimming, windsurfing, beach combing, extensive sandbars, fishing off the jetty. The cottage is located in a quaint and quiet neighborhood, just steps from the path to the beach. Spend your days reading and sunbathing, and fall asleep at night to the sounds of the ocean just outside your window. The house has an open layout downstairs with a light breezy feel, and cozy upstairs sleeping quarters. Beautiful back yard and great deck in the shade, front porch with hammock for afternoon snoozes, and all the amenities of home. 20 minutes from the great little city of Portland for added excitement.
22 – 29 Apr
Apartment in Portland
4.82 out of 5 average rating, 347 reviewsSpacious and Comfortable Private Apartment
Third floor (i.e. a few stairs) spacious apartment with a private entrance. Walking distance to Thompson’s Point, Maine Med and many other trails and attractions. The Old Port is a 5 minute drive (1.5 mi.). There is plenty of free street parking available. Space heaters warm the space in the winter, and a/c is provided in the summer. The house is shared by first floor tenants while our family occupies the second floor. Again, several stairs to navigate, but quite comfortable once you settle in!
9 – 16 Mar
Apartment in South Portland
4.89 out of 5 average rating, 199 reviewsWillard Square - The View
“So much bigger than in the photos.” A charming apartment in the Willard Beach neighborhood of South Portland, Maine. There are bakeries, ice-cream parlor and restaurants within walking distance. Easy access to Portland , Midcoast airport. The area has many local craft breweries and award winning restaurants. This apartment is the perfect spot to stay for your Maine vacation. It is a great walking neighborhood with many attractions nearby, but you might want a car for getting around the area. I
10 – 17 Mar
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Other great accommodation in South Portland
Apartment in Portland
4.97 out of 5 average rating, 475 reviewsAmazing Views! Perfect Location. Loft style feel.
4 – 11 Apr
Apartment in South Portland
4.91 out of 5 average rating, 148 reviewsSunny and beautiful brick house apartment
29 Oct – 5 Nov
Apartment in South Portland
4.95 out of 5 average rating, 167 reviewsComfortable apartment near Willard Beach!
29 June – 6 July
Apartment in Portland
4.81 out of 5 average rating, 936 reviewsParking | Self-check-in | Washer+Dryer | Kitchen 5
12 – 19 Jan
Guest suite in Freeport
4.96 out of 5 average rating, 193 reviewsWeather's Edge, Freeport
30 May – 6 June
Apartment in South Portland
4.96 out of 5 average rating, 163 reviewsBeautifully renovated spacious 2br apt in SoPo💗💗💗💗
25 Aug – 1 Sept
Guest suite in Portland
4.91 out of 5 average rating, 193 reviewsGorgeous Studio 2 Blocks from Eastern Prom!
17 – 24 Feb
Guesthouse in Windham
5.0 out of 5 average rating, 214 reviewsCottage on Black Brook Preserve
30 May – 6 June
Condo in South Portland
4.94 out of 5 average rating, 116 reviewsRustic Willard Beach condo ten mins from Old Port!
15 – 22 Mar
Home in Lisbon
4.94 out of 5 average rating, 328 reviewsUnplug at a Beachy Bolthole with Classic New England Style
20 – 27 Feb
Apartment in South Portland
4.95 out of 5 average rating, 255 reviewsStylish Studio Apt with Parking
26 July – 2 Aug
Home in South Portland
4.9 out of 5 average rating, 102 reviewsCottage style home 2 blocks from the beach!
22 – 29 Nov
Quick stats about holiday rentals in South Portland
Total rentals | 560 properties |
---|---|
Rentals with dedicated workspaces | 290 properties have a dedicated workspace |
Rentals with a pool | 10 properties have a pool |
Pet-friendly rentals | 160 properties allow pets |
Family-friendly rentals | 260 properties are a good fit for families |
Total number of reviews | 56K reviews |
Destinations to explore
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