Updating

Dates
...

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> New York
> Long Island
> North Fork
> Houses and condos in Southold

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

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type

All filters (1)

Filters (2)

Clear filters

0 Holiday homes

Why am I receiving these results?
Applied filters (2)
DVD player
Catered / B&B

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday home letting

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

4 reviews

from £343 / night

£2,286 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Catered / B&B

from £239 / night

£1,457 - £3,215 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £271 / night

£1,651 - £4,308 / week

1 / 46

Great rentals within 20 miles that match your search

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £179 / night

£1,252 - £4,903 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £316 / night

£1,901 - £5,014 / week

1 / 33

Great rentals within 20 miles that match your search

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £306 / night

£2,141 / week

1 / 16

Great rentals within 20 miles that match your search

Ski home to rent in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £719 / night

£5,031 / week

1 / 30

Great rentals within 20 miles that match your search

Southold holiday home rental

Southold house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

from £1,078 / night

£7,546 / week

1 / 30

Great rentals within 20 miles that match your search

Southold ski cottage to rent.

Southold cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £324 / night

£2,264 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £565 / night

£3,952 / week

1 / 20

Great rentals within 20 miles that match your search

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £360 / night

£2,516 / week

1 / 27

Great rentals within 20 miles that match your search

Ski home to rent in Southold

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £742 / night

£5,193 / week

1 / 21

Great rentals within 20 miles that match your search

Southold ski apartment to rent.

Southold apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £335 / night

£2,342 / week

1 / 19

Great rentals within 20 miles that match your search

Ski home to rent in Southold

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £593 / night

£4,148 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £403 / night

£2,817 / week

1 / 30

Great rentals within 20 miles that match your search

Southold holiday home rental

Southold house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £474 / night

£3,315 / week

1 / 30

Great rentals within 20 miles that match your search

Southold holiday home rental

Southold house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £579 / night

£4,053 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £799 / night

£5,590 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £381 / night

£2,667 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £281 / night

£1,968 / week

1 / 29

Great rentals within 20 miles that match your search

Ski home to rent in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £340 / night

£2,376 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home accommodation

Southold house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £218 / night

£1,526 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £166 / night

£1,157 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £679 / night

£4,751 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Southold house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £131 / night

£911 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Southold

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £240 / night

£1,677 / week

1 / 30

Great rentals within 20 miles that match your search

Southold ski home to rent.

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £613 / night

£4,287 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £351 / night

£2,454 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

from £503 / night

£3,522 / week

1 / 30

Great rentals within 20 miles that match your search

Southold ski home to rent.

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £332 / night

£2,320 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home rental

Southold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £356 / night

£2,488 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £799 / night

£5,590 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Southold

Southold house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

from £1,198 / night

£8,384 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday cottage in Southold

Southold cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 filter does not match: Catered / B&B

from £664 / night

£4,645 / week

1 / 18

×

Also consider