Waterfront holiday rentals in South Portland
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in South Portland
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in South Portland
Waterfront apartment rentals
Flat in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
8–15 Oct
Flat in Downtown Portland
4.94 out of 5 average rating, 226 reviewsAMAZING! Working waterfront views, 94 walk score!
10–15 Nov
Flat in Brunswick
4.98 out of 5 average rating, 142 reviewsGarden view near Bowdoin College
6–13 Dec
Flat in Arundel
4.99 out of 5 average rating, 288 reviewsCape Arundel Cottage 1 mile to downtown KPT
12–19 Jan
Flat in Portland
4.91 out of 5 average rating, 112 reviewsTwo-Story, Direct Ocean Views on Eastern Promenade
31 May – 7 Jun
Flat in Portland
4.82 out of 5 average rating, 141 reviewsCasco Bay Sunrise
2–9 Nov
Flat in Portland
4.9 out of 5 average rating, 120 reviewsDowntown Walker Paradise! Free Parking!
15–22 Nov
Flat in Orr's Island
4.91 out of 5 average rating, 109 reviewsShore House, Posey Unit - Ocean Front Property
30 Nov – 7 Dec
Waterfront house rentals
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
30 Sept – 7 Oct
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
5–12 Feb
Home in Freeport
4.96 out of 5 average rating, 100 reviewsSpacious costal home in Freeport, ME
5–12 Jun
Home in Portland
4.95 out of 5 average rating, 129 reviewsEastern Promenade on Casco Bay, Portland, ME
30 Aug – 6 Sept
Home in Portland
4.96 out of 5 average rating, 186 reviewsPeaceful Oasis with Water Views and Hot Tub!
18–25 Jan
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
11–18 Nov
Home in Falmouth
4.86 out of 5 average rating, 181 reviewsAmazing Bay View Home with Hot Tub
17–24 Feb
Home in Yarmouth
4.89 out of 5 average rating, 100 reviewsEagle's Nest on 8 acres next little john preserve
2–9 Nov
Waterfront apartment rentals
Apartment in Old Orchard Beach
4.9 out of 5 average rating, 354 reviewsLuxury Beach Front Condo! Prime Location!
27 Nov – 4 Dec
Apartment in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
30 Mar – 6 Apr
Apartment in Portland
5.0 out of 5 average rating, 73 reviewsCharming, newly remodeled space atop Munjoy Hill.
12–19 Aug
Apartment in Portland
4.74 out of 5 average rating, 81 reviewsCozy, Modern & Bright 2 bed in the East End
7–14 Jan
Apartment in Old Orchard Beach
4.89 out of 5 average rating, 81 reviewsOceanfront Condo with Awesome Views
19–26 Oct
Apartment in Old Orchard Beach
4.71 out of 5 average rating, 73 reviewsAttractive 1 bedroom cabin only 50 ft from beach#1
16–23 Oct
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 35 reviewsCastle Cove! 1 bedroom just steps to the beach
21–28 Sept
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 44 reviewsRustic Retreat studio, steps to the Beach. Unit #3
21–28 Aug
Quick stats about waterfront rentals in South Portland
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
£72 before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Waterfront rentals United States
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- Waterfront rentals New Hampshire
- Rentals with breakfast South Portland
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- Apartment rentals South Portland
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