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

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227 Holiday homes

(30) Very Good 

11

Holiday apartment in Portland

Maine / Portland

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 km
  • Ask owner if suitable for children
  • Car not necessary

from £226 / night

£1,204 - £2,082 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £226 / night

43

Holiday apartment with golf nearby in Portland

Maine / Portland

3 6 min stay varies

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

from £130 / night

£908 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £130 / night

(6) Very Good 

19

Holiday condo in Portland

Maine / Portland

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £84 / night

£761 - £1,033 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £84 / night

24

Portland holiday home rental

Maine / Portland

3 6 min stay varies

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

from £69 / night

£484 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £69 / night

16

Apartment letting in Portland

Maine / Portland

1 3 7 nights min

  • 1 bedroom
  • sleeps 3
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Private garden

from £118 / night

£825 / week

Book View

from £118 / night

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 £155 / night

£1,080 / week

Book View

from £155 / night

24

Portland holiday apartment rental

Maine / Portland

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £193 / night

£1,350 / week

Book View

from £193 / night

28

Holiday home in Portland

Maine / Portland

2 4 min stay varies

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

from £50 / night

£348 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £50 / night

24

Home rental in Portland

Maine / Portland

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Air conditioning

from £53 / night

£370 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £53 / night

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 £382 / night

£2,294 - £5,802 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £382 / night

(2) Average 

6

Apartment rental in Portland

Maine / Portland

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £178 / night

£964 - £1,457 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £178 / night

(1) Excellent 

6

Home letting in Portland

Maine / Portland

1 2 3 nights min

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

from £137 / night

£956 / week

Book View

from £137 / night

36

Portland holiday apartment rental

Maine / Portland

3 8 min stay varies

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

from £119 / night

£832 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £119 / night

Great rentals within 20 miles that match your search

Distance approx 9.24 miles from Portland

(8) Excellent 

24

Holiday condo in Scarborough

Maine / Scarborough

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £58 / night

£347 - £579 / week

Book View

from £58 / night

Distance approx 14.29 miles from Portland

30

Holiday home in Freeport

Maine / Freeport

3 8 3 nights min

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

from £116 / night

£810 / week

Book View

Responds fast!
avg. 7 minutes

from £116 / night

Distance approx 11.85 miles from Portland

15

Holiday cottage in Old Orchard Beach

Maine / Old Orchard Beach

2 4 7 nights min

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

from £120 / night

£837 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £120 / night

Distance approx 15.83 miles from Portland

(3) Excellent 

14

Holiday cottage in Biddeford Pool

Maine / Biddeford Pool

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £226 / night

£1,580 / week

Book View

from £226 / night

Distance approx 11.9 miles from Portland

(4) Excellent 

9

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning

from £210 / night

£1,465 / week

Book View

Responds fast!
avg. 56 minutes

from £210 / night

Distance approx 11.41 miles from Portland

12

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

3 6 7 nights min

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

from £199 / night

£1,388 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £199 / night

Distance approx 18.65 miles from Portland

(1) Excellent 

23

Holiday home in Kennebunkport

Kennebunks / Kennebunkport

3 12 2 nights min

  • 3 bedrooms
  • sleeps 12
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £232 / night

£1,619 / week

Book View

from £232 / night

Distance approx 12.82 miles from Portland

(11) Very Good 

12

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

2 6 4 nights min

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

from £116 / night

£771 / week

Book View

from £116 / night

Distance approx 12.03 miles from 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 £88 / night

£617 - £875 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £88 / night

Distance approx 9 miles from 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 £212 / night

£1,484 / week

Book View

Responds fast!
avg. 7 minutes

from £212 / night

Distance approx 11.37 miles from Portland

21

Holiday home accommodation

Mount Desert Island / Mount Desert

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £221 / night

£1,542 / week

Book View

from £221 / night

Distance approx 5.78 miles from Portland Show on Map

20

Holiday home in Long Island

Maine / Long Island

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly

from £232 / night

£1,311 / week

Book View

from £232 / night

Distance approx 11.74 miles from 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

£1,460 / week

Book View

from £209 / night

Distance approx 14.53 miles from Portland

10

Holiday home in Ocean Park

Maine / Ocean Park

3 8 7 nights min

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

from £171 / night

£1,306 / week

Book View

Responds fast!
avg. 1 hour 37 minutes

from £171 / night

Distance approx 11.92 miles from Portland

(2) Very Good 

8

Holiday home in Old Orchard Beach

Maine / Old Orchard Beach

3 8 7 nights min

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

from £155 / night

£1,079 / week

Book View

Responds fast!
avg. 56 minutes

from £155 / night

Distance approx 11.98 miles from Portland

16

Holiday home with golf nearby in Old Orchard Beach

Maine / Old Orchard Beach

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.08 km
  • Child friendly
  • Car not necessary

from £205 / night

£1,430 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £205 / night

Distance approx 1.65 miles from Portland Show on Map

(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 £116 / night

£694 - £983 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £116 / night

Distance approx 12.03 miles from Portland

(6) Very Good 

Certificate of Excellence

22

Holiday apartment in Old Orchard Beach

Maine / Old Orchard Beach

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £99 / night

£694 - £1,033 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £99 / night

Distance approx 5.13 miles from Portland Show on Map

(2) Very Good 

5

Holiday home with golf nearby in Cape Elizabeth

Maine / Cape Elizabeth

3 8 4 nights min

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

from £212 / night

£1,349 / week

Book View

from £212 / night

Distance approx 9.46 miles from Portland

17

West Scarborough holiday home rental

Maine / West Scarborough

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £193 / night

£1,349 / week

Book View

from £193 / night

Distance approx 9.54 miles from Portland

8

Holiday cottage in Scarborough

Maine / Scarborough

2 4 7 nights min

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

from £177 / night

£1,234 / week

Book View

from £177 / night

Distance approx 12.46 miles from Portland

8

Wells holiday apartment rental

Maine / Wells

2 5 7 nights min

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

from £133 / night

£926 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £133 / night

Distance approx 11.01 miles from 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 £153 / night

£1,069 / week

Book View

from £153 / night

Distance approx 12.08 miles from 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

£1,114 / week

Book View

from £160 / night

Distance approx 10.78 miles from 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 £305 / night

£2,131 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £305 / night

Distance approx 11.86 miles from Portland

16

Holiday cottage in Old Orchard Beach

Maine / Old Orchard Beach

2 6 7 nights min

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

from £164 / night

£1,146 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £164 / night

Distance approx 16.12 miles from Portland

9

Cottage rental in Orrs Island

Maine / Orrs Island

3 7 3 nights min

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

from £215 / night

£1,506 / week

Book View

from £215 / night