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

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165 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 £377 / night

£2,635 / week

Book View

from £377 / 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 £400 / night

£2,794 / week

Book View

from £400 / 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 £84 / night

£552 / week

Book View

from £84 / 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 £95 / night

£533 / week

Book View

from £95 / 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

from £99 / night

£685 / week

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from £99 / night

18

Cottage rental in Bailey Island

Maine / Bailey Island

2 6 min stay varies

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

from £95 / night

£609 - £685 / week

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from £95 / 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 £76 / night

£533 - £639 / week

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from £76 / 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 £88 / night

£590 / week

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from £88 / night

30

Holiday home rental

Maine / Bailey Island

4 7 7 nights min

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

from £272 / night

£1,902 / week

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from £272 / 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 £88 / night

£609 - £647 / week

Book View

from £88 / night

22

Holiday cottage in Bailey Island

Maine / Bailey Island

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask owner if suitable for children

from £147 / night

£1,027 / week

Book View

from £147 / night

21

Cottage rental in Bailey Island

Maine / Bailey Island

5 6 7 nights min

  • 5 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Pet friendly

from £163 / night

£1,141 / week

Book View

from £163 / 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

from £95 / night

£609 - £761 / week

Book View

from £95 / night

21

Apartment rental in Bailey Island

Maine / Bailey Island

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask owner if suitable for children

from £196 / night

£1,370 / week

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from £196 / 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 £153 / night

£1,065 / week

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from £153 / 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 £153 / night

£989 - £1,141 / week

Book View

from £153 / 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 £196 / night

£1,370 / week

Book View

from £196 / 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 £76 / night

£495 / week

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from £76 / night

Great rentals within 20 miles that match your search

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 £527 / night

£3,126 / week

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Responds fast!
avg. 2 hours 25 minutes

from £527 / night

Distance approx 12.83 miles from Bailey Island

(2) Very Good 

17

Brunswick holiday apartment rental

Mid Coast Maine / Brunswick

2 3 4 nights min

  • 2 bedrooms
  • sleeps 3
  • 4 nights min
  • Nearest beach 10 km
  • Air conditioning

from £72 / night

£474 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £72 / night

Distance approx 6.89 miles from Bailey Island

(6) Excellent 

Certificate of Excellence

20

Holiday studio in Harpswell

Mid Coast Maine / Harpswell

Studio 3 2 nights min

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

Certificate of Excellence

from £133 / night

£571 / week

Book View

Responds fast!
avg. 8 minutes

from £133 / 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 £217 / night

£1,514 / week

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from £217 / night

Distance approx 10.48 miles from Bailey Island

6

Holiday home rental

Maine / Yarmouth

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 km
  • Child friendly
  • Air conditioning

from £99 / night

£554 / week

Book View

from £99 / night

Distance approx 7.95 miles from Bailey Island

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 £152 / night

£758 - £1,289 / week

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from £152 / night

Distance approx 18.02 miles from Bailey Island

(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 £144 / night

£1,061 - £2,122 / week

Book View

from £144 / 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 £225 / night

£1,274 - £4,193 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £225 / night

Distance approx 10.46 miles from Bailey Island

42

Falmouth holiday home rental

Maine / Falmouth

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £376 / night

£2,027 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from £376 / night

Distance approx 12.86 miles from Bailey Island

(3) Excellent 

12

Brunswick holiday apartment let

Mid Coast Maine / Brunswick

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 30 km
  • Air conditioning
  • Pet friendly

from £61 / night

£376 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from £61 / night

Distance approx 15.18 miles from Bailey Island

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 £305 / night

£2,129 / week

Book View

from £305 / night

Distance approx 6.81 miles from Bailey Island

(2) Average 

12

Holiday home in Phippsburg

Mid Coast Maine / Phippsburg

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £111 / night

£681 / week

Book View

from £111 / 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 £353 / night

£2,471 / week

Book View

from £353 / night

Distance approx 13.1 miles from Bailey Island

70

Holiday home in Portland

Maine / Portland

4 16 min stay varies

  • 4 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 0 km
  • Child friendly

from £263 / night

£2,262 - £4,178 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £263 / 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 £160 / night

£1,118 / week

Book View

Responds fast!
avg. 8 minutes

from £160 / 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 £321 / night

£2,243 / week

Book View

from £321 / 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 £304 / night

£2,122 / week

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from £304 / 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 £131 / night

£913 / week

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Responds fast!
avg. 3 hours 10 minutes

from £131 / night

Distance approx 15.82 miles from Bailey Island

23

Holiday home in Georgetown

Mid Coast Maine / Georgetown

4 7 7 nights min

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

from £215 / night

£1,502 / week

Book View

from £215 / night

Distance approx 3.21 miles from Bailey Island

9

Cottage rental in Orrs Island

Maine / Orrs Island

3 7 3 nights min

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

from £212 / night

£1,480 / week

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from £212 / night

Distance approx 11.3 miles from Bailey Island

14

Holiday apartment in Freeport

Maine / Freeport

2 5 2 nights min

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

from £95 / night

£759 - £866 / week

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from £95 / night

Distance approx 18.68 miles from Bailey Island

14

Holiday cottage in Trevett

Boothbay / Trevett

3 8 7 nights min

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

from £543 / night

£3,802 / week

Book View

Responds fast!
avg. 14 minutes

from £543 / night