Houses in South Portland and Apartments – Holiday Lettings - Holiday Rentals South Portland

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220 Holiday homes

(3) Very Good 

31

Holiday apartment in South Portland

Maine / South Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £117 / night

£702 - £994 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £117 / night

(1) Excellent 

13

Holiday studio in South Portland

Maine / South Portland

Studio 3 7 nights min

  • Studio
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £164 / night

£1,014 / week

Book View

Responds fast!
avg. 33 minutes

from £164 / night

(3) Excellent 

72

Home letting in South Portland

Maine / South Portland

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £230 / night

£1,462 - £4,299 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £230 / night

9

Holiday apartment in South Portland

Maine / South Portland

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £98 / night

£507 / week

Book View

from £98 / night

22

Holiday home with golf nearby in South Portland

Maine / South Portland

3 4 3 nights min

  • 3 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation

from £312 / night

£2,183 / week

Book View

from £312 / night

63

Holiday home with golf nearby in South Portland

Maine / South Portland

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £464 / night

£2,709 - £5,827 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £464 / night

47

Holiday home in South Portland

Maine / South Portland

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £273 / night

£1,910 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £273 / night

Great rentals within 20 miles that match your search

Distance approx 11.07 miles from South Portland

(1) Excellent 

11

Holiday home rental

Maine / Old Orchard Beach

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly

from £195 / night

£1,361 / week

Book View

from £195 / night

Distance approx 11.45 miles from South Portland

(16) Very Good 

27

Ocean Park holiday home rental

Maine / Ocean Park

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £111 / night

£781 / week

Book View

from £111 / night

Distance approx 13.86 miles from South Portland

23

Holiday home rental

Maine / Biddeford Pool

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Air conditioning

from £273 / night

£1,867 / week

Book View

from £273 / night

Distance approx 15.32 miles from South Portland

30

Holiday home in Freeport

Maine / Freeport

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £117 / night

£819 / week

Book View

Responds fast!
avg. 28 minutes

from £117 / night

Distance approx 9.27 miles from South Portland

(7) Excellent 

10

Holiday condo in Old Orchard Beach

Maine / Old Orchard Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly

from £162 / night

£1,131 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £162 / night

Distance approx 11.03 miles from South Portland

(1) Excellent 

13

Holiday apartment with golf nearby in Old Orchard Beach

Maine / Old Orchard Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £87 / night

£605 - £847 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £87 / night

Distance approx 12.28 miles from South Portland

30

Ski home to rent in Yarmouth

Maine / Yarmouth

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Ski
  • Child friendly

from £199 / night

£1,393 / week

Book View

Responds fast!
avg. 28 minutes

from £199 / night

Distance approx 11.03 miles from South Portland

16

Holiday apartment with golf nearby in Old Orchard Beach

Maine / Old Orchard Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £89 / night

£624 - £885 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £89 / night

Distance approx 6.33 miles from South Portland

(3) Very Good 

12

Holiday apartment in Cape Elizabeth

Maine / Cape Elizabeth

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £149 / night

£1,093 - £2,185 / week

Book View

from £149 / night

Distance approx 12.91 miles from South Portland

15

Holiday home in Windham

Maine / Windham

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £209 / night

£1,464 / week

Book View

from £209 / night

Distance approx 11.64 miles from South Portland

(3) Excellent 

9

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

2 6 6 nights min

  • 2 bedrooms
  • sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £184 / night

£1,092 / week

Book View

Responds fast!
avg. 56 minutes

from £184 / night

Distance approx 13.44 miles from South Portland

24

Ocean Park holiday apartment rental

Maine / Ocean Park

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly

from £110 / night

£765 / week

Book View

Responds fast!
avg. 28 minutes

from £110 / night

Distance approx 15.17 miles from South Portland

(1) Excellent 

21

Freeport holiday home rental

Maine / Freeport

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £351 / night

£2,456 / week

Book View

from £351 / night

Distance approx 11.04 miles from South Portland

11

Holiday apartment in Old Orchard Beach

Maine / Old Orchard Beach

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly

from £211 / night

£1,477 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £211 / night

Distance approx 12.98 miles from South Portland

4

Bungalow rental in Saco

Maine / Saco

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £125 / night

£749 / week

Book View

from £125 / night

Distance approx 11.28 miles from South Portland

24

Holiday condo in Old Orchard Beach

Maine / Old Orchard Beach

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.05 km
  • Swimming pool
  • Child friendly

from £195 / night

£1,361 / week

Book View

from £195 / night

Distance approx 3.13 miles from South Portland Show on Map

24

Holiday apartment in Portland

Maine / Portland

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £156 / night

£1,092 / week

Book View

from £156 / night

Distance approx 10.34 miles from South Portland

(1) Excellent 

24

Old Orchard Beach holiday cottage rental

Maine / Old Orchard Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £137 / night

£1,307 / week

Book View

from £137 / night

Distance approx 7.98 miles from South Portland

28

Prouts Neck holiday cottage let

Maine / Prouts Neck

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly

from £215 / night

£1,501 / week

Book View

Responds fast!
avg. 28 minutes

from £215 / night

Distance approx 9.79 miles from South Portland

12

Old Orchard Beach holiday condo rental

Maine / Old Orchard Beach

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £307 / night

£2,150 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £307 / night

Distance approx 13.06 miles from South Portland

8

Wells holiday apartment rental

Maine / Wells

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly

from £134 / night

£937 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £134 / night

Distance approx 17.87 miles from South Portland

24

Holiday home letting

Maine / Freeport

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £110 / night

£765 / week

Book View

Responds fast!
avg. 28 minutes

from £110 / night

Distance approx 10.04 miles from South Portland

(2) Average 

14

Holiday cottage in Old Orchard Beach

Maine / Old Orchard Beach

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly

from £156 / night

£1,093 / week

Book View

from £156 / night

Distance approx 5.66 miles from South Portland

19

Holiday home in Cape Elizabeth

Maine / Cape Elizabeth

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £313 / night

£2,185 / week

Book View

from £313 / night

Distance approx 6.68 miles from South Portland

24

Westbrook ski apartment to rent.

Maine / Westbrook

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ski
  • Child friendly
  • Air conditioning

from £46 / night

£323 / week

Book View

Responds fast!
avg. 28 minutes

from £46 / night

Distance approx 11.09 miles from South Portland

10

Holiday cottage in Old Orchard Beach

Maine / Old Orchard Beach

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £160 / night

£1,117 / week

Book View

from £160 / night

Distance approx 1.02 miles from South Portland Show on Map

71

Holiday home in Portland

Maine / Portland

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 0 km
  • Child friendly

from £386 / night

£2,319 - £5,866 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £386 / night

Distance approx 10.95 miles from South Portland

(1) Average 

12

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £190 / night

£1,327 / week

Book View

Responds fast!
avg. 56 minutes

from £190 / night

Distance approx 1.21 miles from South Portland Show on Map

(1) Excellent 

6

Home letting in Portland

Maine / Portland

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Air conditioning

from £138 / night

£966 / week

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from £138 / night

Distance approx 14.28 miles from South Portland

4

Holiday home in Harpswell

Mid Coast Maine / Harpswell

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly

from £223 / night

£1,561 / week

Book View

from £223 / night

Distance approx 14.87 miles from South Portland

161

Holiday cottage in Harpswell

Mid Coast Maine / Harpswell

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £279 / night

£1,947 / week

Book View

from £279 / night

Distance approx 13.44 miles from South Portland

39

Home rental in Saco

Maine / Saco

6 17 min stay varies

  • 6 bedrooms
  • sleeps 17
  • min stay varies
  • Child friendly

from £293 / night

£1,852 / week

Book View

from £293 / night

Distance approx 11.28 miles from South Portland

28

Holiday townhouse with shared pool in Old Orchard Beach

Maine / Old Orchard Beach

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £100 / night

£697 - £1,389 / week

Book View

from £100 / night