House holiday rentals in South Portland
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Top-rated house rentals in South Portland
Guests agree: these houses 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 house rentals in South Portland
House rentals with a pool
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
14–21 Oct
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
2–9 Oct
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
13–20 Nov
Home in Gorham
4.68 out of 5 average rating, 25 reviewsLarge Private Maine Home with Pool in Gorham
3–10 Sep
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
29 Sep – 6 Oct
Home in Old Orchard Beach
5.0 out of 5 average rating, 56 reviewsOOB Oasis - 5BR private Retreat w/ Pool
16–23 Feb
Home in Wells
4.97 out of 5 average rating, 65 reviewsModern, convenient, marsh side cottage
30 Aug – 6 Sep
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
28 Oct – 4 Nov
Weekly house rentals
Home in Yarmouth
4.92 out of 5 average rating, 486 reviewsBeautiful Coastal Maine Getaway
12–19 Nov
Home in Brunswick
4.93 out of 5 average rating, 212 reviewsA cozy, cute and comfortable house.
14–21 Nov
Home in Arundel
5.0 out of 5 average rating, 117 reviewsNewBuilt/HotTub/Great Location-4 min Kennebunkport
7–14 Apr
Home in Freeport
4.85 out of 5 average rating, 249 reviewsHome On Pond in Woods - Guest Suite
30 Sep – 7 Oct
Home in Scarborough
4.9 out of 5 average rating, 143 reviewsPine Point Beach Getaway - Steps From the Beach!
29 Oct – 5 Nov
Home in Portland
4.89 out of 5 average rating, 281 reviewsHouse Your Group - 5 Minutes to Everything!
29 Oct – 5 Nov
Home in Acton
4.98 out of 5 average rating, 128 reviewsThe ZEN welcomes you, your home away from home.
23–30 Aug
Home in Portland
4.91 out of 5 average rating, 131 reviewsGreat Modern Space and House
25 Oct – 1 Nov
Private house rentals
Home in Portland
4.98 out of 5 average rating, 312 reviews3 bedroom house in the heart of Portland
17–24 Dec
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
5–12 Feb
Home in South Portland
5.0 out of 5 average rating, 46 reviewsThe Knightcap
18–25 Oct
Home in South Portland
5.0 out of 5 average rating, 11 reviewsTownhome in South Portland
12–19 Oct
Home in South Portland
4.95 out of 5 average rating, 55 reviewsWinter/Monthly Rental Cozy Cottage Willard Beach
3–10 Oct
Home in Scarborough
4.82 out of 5 average rating, 50 reviewsWalk to Pine Point Beach from CJs Hideaway!
18–25 Apr
Home in South Portland
4.93 out of 5 average rating, 56 reviewsWillard Square Family Home
9–16 Dec
Home in Windham
4.96 out of 5 average rating, 27 reviewsPrivate 3BR Ranch
15–22 Sep
Quick stats about house rentals in South Portland
Total rentals
130 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
4.8K reviews
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
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- Rentals with breakfast South Portland
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- Tiny house rentals Cumberland County
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