Apartments in Winter Harbor and Cottages – Holiday Lettings - Holiday Rentals Winter Harbor

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456 Holiday homes

(46) Excellent 

Certificate of Excellence

58

Winter Harbor holiday home rental

DownEast and Acadia Maine / Winter Harbor

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

Certificate of Excellence

from £92 / night

£518 - £913 / week

Book View

Responds fast!
avg. 1 hour 10 minutes

from £92 / night

(2) Excellent 

19

Holiday cottage rental

DownEast and Acadia Maine / Winter Harbor

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 1 km
  • Private garden

from £83 / night

£580 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £83 / night

20

Apartment rental in Winter Harbor with golf nearby

DownEast and Acadia Maine / Winter Harbor

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 1 km

from £62 / night

£432 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £62 / night

10

Holiday cottage in Winter Harbor

DownEast and Acadia Maine / Winter Harbor

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Private garden

from £107 / night

£742 - £818 / week

Book View

from £107 / night

9

Holiday apartment in Winter Harbor

DownEast and Acadia Maine / Winter Harbor

1 2 5 nights min

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

from £111 / night

£609 / week

Book View

from £111 / night

8

Holiday apartment rental

DownEast and Acadia Maine / Winter Harbor

1 2 7 nights min

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

from £111 / night

£772 / week

Book View

from £111 / night

15

Holiday home in Winter Harbor

DownEast and Acadia Maine / Winter Harbor

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child friendly
  • Private garden

from £141 / night

£985 / week

Book View

from £141 / night

22

Holiday apartment rental

DownEast and Acadia Maine / Winter Harbor

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 1 km

from £62 / night

£432 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £62 / night

Great rentals within 20 miles that match your search

Distance approx 16.95 miles from Winter Harbor

(34) Excellent 

Certificate of Excellence

20

Holiday home in Acadia National Park

Mount Desert Island / Acadia National Park

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

Certificate of Excellence

from £129 / night

£902 - £1,251 / week

Book View

from £129 / night

Distance approx 17.64 miles from Winter Harbor

24

Home rental in Franklin

DownEast and Acadia Maine / Franklin

2 10 3 nights min

  • 2 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £190 / night

£1,293 - £1,825 / week

Book View

from £190 / night

Distance approx 10.05 miles from Winter Harbor

17

Holiday home in Seal Harbor

Maine / Seal Harbor

7 12 7 nights min

  • 7 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £866 / night

£6,063 / week

Book View

from £866 / night

Distance approx 14.25 miles from Winter Harbor

18

Holiday home in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 14 min stay varies

  • 3 bedrooms
  • sleeps 14
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £226 / night

£1,665 / week

Book View

Responds fast!
avg. 3 hours 5 minutes

from £226 / night

Distance approx 10.58 miles from Winter Harbor

10

Mount Desert Island holiday home rental

DownEast and Acadia Maine / Mount Desert Island

1 2 min stay varies

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

from £133 / night

£1,179 / week

Book View

from £133 / night

Distance approx 8.18 miles from Winter Harbor

19

Holiday home in Steuben

DownEast and Acadia Maine / Steuben

3 6 7 nights min

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

from £136 / night

£951 - £1,164 / week

Book View

from £136 / night

Distance approx 10.83 miles from Winter Harbor

21

Holiday home in Lamoine

DownEast and Acadia Maine / Lamoine

3 6 7 nights min

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

from £133 / night

£932 / week

Enquire View

from £133 / night

Distance approx 9.42 miles from Winter Harbor

24

Holiday farmhouse in Sullivan

DownEast and Acadia Maine / Sullivan

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Suitable for children age 5+
  • Private garden

from £133 / night

£932 / week

Book View

from £133 / night

Distance approx 17.52 miles from Winter Harbor

51

Seal Cove holiday cottage rental

Maine / Seal Cove

4 6 7 nights min

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

from £270 / night

£1,892 / week

Book View

from £270 / night

Distance approx 8.97 miles from Winter Harbor

(10) Very Good 

15

Cottage rental in Bar Harbor

Mount Desert Island / Bar Harbor

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Child friendly

from £109 / night

£761 - £913 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from £109 / night

Distance approx 14.6 miles from Winter Harbor

(1) Excellent 

7

Holiday apartment in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Air conditioning
  • Private garden

from £114 / night

£666 - £723 / week

Book View

from £114 / night

Distance approx 12.51 miles from Winter Harbor

(1)  

15

Holiday home in Northeast Harbor

Mount Desert / Northeast Harbor

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

from £205 / night

£1,434 / week

Book View

from £205 / night

Distance approx 17.24 miles from Winter Harbor

20

Bernard holiday home rental

Maine / Bernard

7 10 7 nights min

  • 7 bedrooms
  • sleeps 10
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £431 / night

£3,012 - £5,146 / week

Book View

from £431 / night

Distance approx 14.66 miles from Winter Harbor

5

Holiday apartment rental

Mount Desert Island / Southwest Harbor

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £261 / night

£1,822 / week

Book View

from £261 / night

Distance approx 17.46 miles from Winter Harbor

8

Holiday cottage in Southwest Harbor

Mount Desert Island / Southwest Harbor

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £207 / night

£1,445 / week

Book View

from £207 / night

Distance approx 13.46 miles from Winter Harbor

6

Holiday apartment in Lamoine

DownEast and Acadia Maine / Lamoine

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Private garden

from £84 / night

£531 / week

Book View

from £84 / night

Distance approx 14.45 miles from Winter Harbor

51

Holiday private room in Southwest Harbor

Mount Desert Island / Southwest Harbor

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Air conditioning

from £53 / night

£371 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £53 / night

Distance approx 13.9 miles from Winter Harbor

(4) Very Good 

21

Southwest Harbor holiday condo rental

Mount Desert Island / Southwest Harbor

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £137 / night

£908 / week

Book View

from £137 / night

Distance approx 13.56 miles from Winter Harbor

26

Southwest Harbor holiday home rental

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £261 / night

£1,825 - £3,422 / week

Book View

from £261 / night

Distance approx 18.39 miles from Winter Harbor

38

Holiday home rental

DownEast and Acadia Maine / Ellsworth

3 6 7 nights min

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

from £211 / night

£1,478 - £1,876 / week

Enquire View

from £211 / night

Distance approx 17.16 miles from Winter Harbor

(2) Excellent 

9

Holiday cottage in Trenton

DownEast and Acadia Maine / Trenton

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £163 / night

£1,139 / week

Book View

from £163 / night

Distance approx 7.35 miles from Winter Harbor

10

Bar Harbor holiday home rental

Mount Desert Island / Bar Harbor

1 2 min stay varies

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

from £133 / night

£1,175 / week

Book View

from £133 / night

Distance approx 17.6 miles from Winter Harbor

(5) Excellent 

15

Mount Desert holiday cottage rental

Mount Desert Island / Mount Desert

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £98 / night

£685 - £1,597 / week

Book View

Responds fast!
avg. 3 hours 19 minutes

from £98 / night

Distance approx 14.14 miles from Winter Harbor

12

Holiday home in Southwest Harbor

Mount Desert Island / Southwest Harbor

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 8 km
  • Child friendly

from £190 / night

£1,331 / week

Book View

from £190 / night

Distance approx 13.83 miles from Winter Harbor

7

Southwest Harbor holiday home rental

Mount Desert Island / Southwest Harbor

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £271 / night

£1,895 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £271 / night

Distance approx 12.18 miles from Winter Harbor

(1) Excellent 

58

Home rental in Mount Desert

Mount Desert Island / Mount Desert

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Ask owner if suitable for children

from £327 / night

£1,673 - £5,018 / week

Enquire View

from £327 / night

Distance approx 6.08 miles from Winter Harbor

(41) Excellent 

19

Holiday apartment in Bar Harbor

Mount Desert Island / Bar Harbor

2 6 min stay varies

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

from £247 / night

£1,331 - £1,749 / week

Book View

from £247 / night

Distance approx 19.19 miles from Winter Harbor

17

Home rental in Surry

DownEast and Acadia Maine / Surry

3 6 7 nights min

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

from £228 / night

£1,592 - £2,198 / week

Enquire View

from £228 / night

Distance approx 13.53 miles from Winter Harbor

23

Bar Harbor holiday home rental

Mount Desert Island / Bar Harbor

3 6 7 nights min

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

from £607 / night

£4,244 / week

Book View

from £607 / night

Distance approx 6.67 miles from Winter Harbor

19

Holiday home with golf nearby in Bar Harbor

Mount Desert Island / Bar Harbor

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £114 / night

£796 / week

Book View

from £114 / night

Distance approx 13.62 miles from Winter Harbor

29

Home rental in Mount Desert

Mount Desert Island / Mount Desert

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask owner if suitable for children
  • Pet friendly

from £130 / night

£1,065 - £1,445 / week

Enquire View

from £130 / night

Distance approx 16.5 miles from Winter Harbor

23

Bass Harbor holiday home rental

Tremont / Bass Harbor

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 9 km
  • Child friendly
  • Pet friendly

from £171 / night

£1,175 - £1,789 / week

Book View

from £171 / night