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Houses in Southold and Condos - Holiday Lettings - Holiday Rentals Southold

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299 Holiday homes

Southold holiday cottage rental

Southold cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £283 / night

£1,883 / week

Holiday home in Southold

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

from £437 / night

£3,059 / week

Holiday home with golf nearby in Southold

Southold house

2 bedrooms / 1 bathroom / sleeps 4

from £329 / night

£1,882 / week

Holiday home letting

Southold house

3 bedrooms / 3 bathrooms / sleeps 6

4

from £350 / night

£2,330 / week

Southold holiday home rental

Southold house

4 bedrooms / 3 bathrooms / sleeps 8

from £612 / night

£3,763 - £5,601 / week

Home rental in Southold

Southold house

3 bedrooms / 2 bathrooms / sleeps 6

from £353 / night

£2,471 / week

Great rentals within 20 miles that match your search

Holiday home in East Hampton

East Hampton house

3 bedrooms / 3 bathrooms / sleeps 6

1

from £324 / night

£2,263 / week

Sag Harbor holiday guest house rental

Sag Harbor guest house

1 bedroom / 1 bathroom / sleeps 2

from £234 / night

£1,638 / week

Holiday home in Southampton

Southampton house

3 bedrooms / 1 bathroom / sleeps 6

from £1,636 / night

£4,206 - £7,477 / week

Sag Harbor holiday home rental

Sag Harbor house

6 bedrooms / 4 bathrooms / sleeps 12

from £1,449 / night

£7,290 - £8,879 / week

Noyack holiday b&b rental

Noyack b&b

1 bedroom / 1 bathroom / sleeps 4

from £314 / night

£1,122 - £1,753 / week

Home rental in Sag Harbor

Sag Harbor house

3 bedrooms / 2 bathrooms / sleeps 6

from £701 / night

£4,907 / week

Holiday manor house in Amagansett

Amagansett manor house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 33 minutes

from £984 / night

£6,888 / week

Holiday home in Greenport

Greenport house

2 bedrooms / 1 bathroom / sleeps 4

from £313 / night

£2,187 / week

Holiday home in Amagansett

Amagansett house

1 bedroom / 3 bathrooms / sleeps 4

from £281 / night

£1,967 / week

Home letting in Southampton with shared pool

Southampton house

4 bedrooms / 4 bathrooms / sleeps 10

from £1,879 / night

£4,698 / week

Noyack holiday home rental

Noyack house

5 bedrooms / 8 bathrooms / sleeps 10

from £1,253 / night

£8,769 / week

Southampton holiday hotel apartment rental

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

from £197 / night

£1,375 / week

Holiday home in East Hampton

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 5

2

from £306 / night

£1,879 / week

Holiday apartment in Mattituck

Mattituck apartment

5 bedrooms / 2 bathrooms / sleeps 14

from £841 / night

£3,289 - £8,550 / week

Holiday hotel apartment in Southampton

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £187 / night

£1,309 / week

Home accommodation in East Hampton with indoor pool

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

1

from £376 / night

£2,631 / week

Holiday cottage in New Suffolk

New Suffolk cottage

4 bedrooms / 2 bathrooms / sleeps 8

from £349 / night

£2,443 / week

East Hampton holiday home rental

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

from £846 / night

£5,919 / week

Holiday hotel apartment in Southampton

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

from £216 / night

£1,506 / week

Sag Harbor holiday home rental

Sag Harbor house

4 bedrooms / 4 bathrooms / sleeps 8

from £1,047 / night

£7,329 / week

Home rental in Southampton

Southampton house

3 bedrooms / 2 bathrooms / sleeps 6

from £538 / night

£3,758 / week

Holiday home with swimming pool in Hampton Bays

Hampton Bays house

7 bedrooms / 5 bathrooms / sleeps 18

5

Responds fast! avg. 3 hours 40 minutes

from £698 / night

£4,881 - £7,000 / week

Home rental in East Hampton

East Hampton house

8 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 1 hour 33 minutes

from £7,047 / night

£46,976 / week

Holiday home in Noyack

Noyack house

5 bedrooms / 4 bathrooms / sleeps 16

from £2,349 / night

£6,107 / week

Holiday home letting

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

from £1,410 / night

£10,335 / week

Holiday home in East Hampton

East Hampton house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £470 / night

£2,349 / week

Holiday home in East Hampton

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 10

4

Responds fast! avg. 2 hours 44 minutes

from £940 / night

£7,516 - £9,865 / week

Home rental in East Hampton

East Hampton house

7 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 3 hours 30 minutes

from £2,680 / night

£18,757 / week

Sag Harbor holiday chalet rental

Sag Harbor chalet

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 31 minutes

from £471 / night

£3,295 / week

Holiday home with golf nearby in New Suffolk

New Suffolk house

4 bedrooms / 4 bathrooms / sleeps 8

2

from £909 / night

£6,359 / week

Holiday home with swimming pool in Hampton Bays

Hampton Bays house

7 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 3 hours 40 minutes

from £807 / night

£5,643 / week

Southampton holiday hotel apartment rental

Southampton hotel apartment

1 bedroom / 1 bathroom / sleeps 4

from £197 / night

£1,377 / week

Holiday villa with tennis court in Water Mill

Water Mill villa

7 bedrooms / 7 bathrooms / sleeps 10

Responds fast! avg. 3 hours 38 minutes

from £3,765 / night

£26,355 - £46,121 / week

Home rental in Mattituck

Mattituck house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 22 minutes

from £1,036 / night

£7,248 - £9,130 / week

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rentals in Southold

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