Cottages in Bailey Island and Houses – Holiday Lettings - Holiday Rentals Bailey Island

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174 Holiday homes

26

Holiday home in Bailey Island

Maine / Bailey Island

7 14 7 nights min

  • 7 bedrooms
  • sleeps 14
  • 7 nights min
  • Child friendly

from £388 / night

£2,717 / week

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from £388 / night

28

Bailey Island holiday home rental

Maine / Bailey Island

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Private garden

from £413 / night

£2,887 / week

Book View

from £413 / night

13

Cottage rental in Bailey Island

Maine / Bailey Island

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children

from £99 / night

£609 - £825 / week

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from £99 / night

20

Bailey Island holiday cottage rental

Maine / Bailey Island

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £87 / night

£570 - £668 / week

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from £87 / night

30

Bailey Island holiday cottage rental

Maine / Bailey Island

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Ask owner if suitable for children

from £202 / night

£1,414 / week

Book View

from £202 / night

21

Apartment rental in Bailey Island

Maine / Bailey Island

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children

from £202 / night

£1,414 - £1,807 / week

Book View

from £202 / night

18

Holiday cottage in Bailey Island

Maine / Bailey Island

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £106 / night

£707 - £1,100 / week

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from £106 / night

30

Holiday home rental

Maine / Bailey Island

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Ask owner if suitable for children

from £354 / night

£1,964 - £2,750 / week

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from £354 / night

15

Holiday cottage rental

Maine / Bailey Island

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Ask owner if suitable for children

from £87 / night

£511 - £590 / week

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from £87 / night

20

Bailey Island holiday home rental

Maine / Bailey Island

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children

from £158 / night

£1,100 - £1,336 / week

Book View

from £158 / night

18

Holiday home in Bailey Island

Maine / Bailey Island

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £118 / night

£629 - £1,493 / week

Book View

from £118 / night

28

Holiday cottage in Bailey Island

Maine / Bailey Island

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £158 / night

£1,022 - £1,375 / week

Book View

from £158 / night

21

Holiday cottage in Bailey Island

Maine / Bailey Island

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask owner if suitable for children

from £118 / night

£660 - £748 / week

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from £118 / night

10

Holiday cottage letting

Maine / Bailey Island

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £99 / night

£550 - £688 / week

Book View

from £99 / night

6

Cottage rental in Bailey Island

Maine / Bailey Island

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children

from £224 / night

£1,179 - £1,886 / week

Book View

from £224 / night

19

Bailey Island holiday cottage rental

Maine / Bailey Island

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask owner if suitable for children

from £91 / night

£668 - £943 / week

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from £91 / night

21

Cottage rental in Bailey Island

Maine / Bailey Island

5 6 min stay varies

  • 5 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Pet friendly

from £169 / night

£1,179 / week

Book View

from £169 / night

22

Holiday cottage in Bailey Island

Maine / Bailey Island

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children

from £175 / night

£1,061 - £1,297 / week

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from £175 / night

Great rentals within 20 miles that match your search

Distance approx 14.22 miles from Bailey Island

(6) Very Good 

19

Holiday condo in Portland

Maine / Portland

1 4 1 night min

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

from £77 / night

£432 - £707 / week

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Responds fast!
avg. 3 hours 30 minutes

from £77 / night

Distance approx 8.33 miles from Bailey Island

(1) Excellent 

12

Freeport holiday home rental

Maine / Freeport

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 9 km
  • Child friendly
  • Private garden

from £545 / night

£3,235 / week

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Responds fast!
avg. 2 hours 28 minutes

from £545 / night

Distance approx 11.1 miles from Bailey Island

(2) Average 

23

Holiday home in West Bath

Mid Coast Maine / West Bath

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £112 / night

£784 - £2,039 / week

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Responds fast!
avg. 2 hours 20 minutes

from £112 / night

Distance approx 19 miles from Bailey Island

15

Holiday home in Windham

Maine / Windham

3 8 7 nights min

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

from £214 / night

£1,493 / week

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from £214 / night

Distance approx 12.85 miles from Bailey Island

(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 £232 / night

£1,473 - £4,332 / week

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Responds fast!
avg. 2 hours 36 minutes

from £232 / night

Distance approx 7.76 miles from Bailey Island

(1) Excellent 

23

Freeport holiday home rental

Maine / Freeport

4 8 7 nights min

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

from £331 / night

£2,318 / week

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from £331 / night

Distance approx 10.85 miles from Bailey Island

(1) Average 

13

Holiday cottage in Peaks Island

Maine / Peaks Island

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £150 / night

£1,045 / week

Book View

from £150 / night

Distance approx 18.5 miles from Bailey Island

105

Home rental in Wiscasset

Mid Coast Maine / Wiscasset

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child friendly
  • Private garden

from £782 / night

£3,849 / week

Book View

Responds fast!
avg. 53 minutes

from £782 / night

Distance approx 15.36 miles from Bailey Island

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 £157 / night

£1,100 / week

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from £157 / night

Distance approx 13.26 miles from Bailey Island

15

Cape Elizabeth holiday home rental

Maine / Cape Elizabeth

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly
  • Pet friendly

from £703 / night

£2,730 - £5,872 / week

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Responds fast!
avg. 2 hours 36 minutes

from £703 / night

Distance approx 10.3 miles from Bailey Island

11

Falmouth holiday cottage rental

Maine / Falmouth

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.01 km
  • Child friendly
  • Pet friendly

from £157 / night

£1,414 / week

Book View

from £157 / night

Distance approx 13.01 miles from Bailey Island

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 £314 / night

£2,195 / week

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from £314 / night

Distance approx 6.9 miles from Bailey Island

12

Home rental in Harpswell

Mid Coast Maine / Harpswell

2 6 1 night min

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

from £165 / night

£1,155 / week

Book View

Responds fast!
avg. 8 minutes

from £165 / night

Distance approx 2.36 miles from Bailey Island

8

Wells holiday apartment rental

Maine / Wells

2 5 7 nights min

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

from £135 / night

£943 / week

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Responds fast!
avg. 3 hours 10 minutes

from £135 / night

Distance approx 5.89 miles from Bailey Island

156

Holiday home 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 £365 / night

£2,553 / week

Book View

from £365 / night

Distance approx 6.88 miles from Bailey Island

62

Holiday cottage in Harpswell

Mid Coast Maine / Harpswell

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly

from £101 / night

£702 / week

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from £101 / night

Distance approx 15.22 miles from Bailey Island

30

Cape Elizabeth holiday home rental

Maine / Cape Elizabeth

3 7 7 nights min

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

from £393 / night

£2,337 - £2,887 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £393 / night

Distance approx 13.1 miles from Bailey Island

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 £389 / night

£2,337 - £5,911 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £389 / night

Distance approx 15.83 miles from Bailey Island

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 £225 / night

£1,571 / week

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from £225 / night

Distance approx 18.62 miles from Bailey Island

17

Boothbay Harbor holiday farmhouse rental

Mid Coast Maine / Boothbay Harbor

4 5 7 nights min

  • 4 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £392 / night

£2,744 / week

Book View

from £392 / night

Distance approx 18.9 miles from Bailey Island

23

Holiday cottage rental

Mid Coast Maine / Wiscasset

3 8 7 nights min

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

from £561 / night

£3,922 / week

Book View

Responds fast!
avg. 14 minutes

from £561 / night

Distance approx 14.46 miles from Bailey Island

(1) Excellent 

6

Home letting in Portland

Maine / Portland

1 2 3 nights min

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

from £139 / night

£974 / week

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from £139 / night

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