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Houses in Sag Harbor and Cottages - Holiday Lettings - Holiday Rentals Sag Harbor

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162 Holiday homes

Cottage rental in Sag Harbor

Sag Harbor cottage

3 bedrooms • 4 bathrooms • sleeps 8

from £748 / night

£4,986 / week

1 / 17

Holiday cottage in Sag Harbor

Sag Harbor cottage

2 bedrooms • 1 bathroom • sleeps 4

from £499 / night

£3,139 / week

1 / 15

Sag Harbor holiday home rental

Sag Harbor house

5 bedrooms • 7 bathrooms • sleeps 12

from £2,383 / night

£16,677 / week

1 / 28

Sag Harbor holiday home rental

Sag Harbor house

6 bedrooms • 7 bathrooms • sleeps 12

from £2,498 / night

£15,819 / week

1 / 26

Holiday home with swimming pool in Sag Harbor

Sag Harbor house

4 bedrooms • 4 bathrooms • sleeps 8

from £904 / night

£6,327 / week

1 / 31

Holiday home in Sag Harbor

Sag Harbor house

3 bedrooms • 2 bathrooms • sleeps 6

from £724 / night

£5,063 / week

1 / 15

Home rental in Sag Harbor

Sag Harbor house

6 bedrooms • 4 bathrooms • sleeps 12

from £831 / night

£5,817 / week

1 / 7

Sag Harbor holiday home rental

Sag Harbor house

4 bedrooms • 4 bathrooms • sleeps 8

from £1,661 / night

£9,134 / week

1 / 19

Sag Harbor holiday home rental

Sag Harbor house

4 bedrooms • 4 bathrooms • sleeps 8

from £939 / night

£6,569 / week

1 / 7

Sag Harbor holiday guest house rental

Sag Harbor guest house

1 bedroom • 1 bathroom • sleeps 2

from £208 / night

£1,453 / week

1 / 13

Sag Harbor holiday home rental

Sag Harbor house

4 bedrooms • 3 bathrooms • sleeps 10

from £708 / night

£4,954 / week

1 / 39

Holiday home in Sag Harbor

Sag Harbor house

4 bedrooms • 3 bathrooms • sleeps 8

from £828 / night

£5,797 / week

1 / 11

Holiday guest house in Sag Harbor

Sag Harbor guest house

1 bedroom • 1 bathroom • sleeps 2

from £313 / night

£2,186 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in East Marion

East Marion house

4 bedrooms • 3 bathrooms • sleeps 8

from £249 / night

£1,829 - £2,410 / week

1 / 14

Holiday home in Southampton

Southampton house

4 bedrooms • 3 bathrooms • sleeps 8

from £1,247 / night

£6,648 - £8,393 / week

1 / 26

Holiday home in Bridgehampton

Bridgehampton house

4 bedrooms • 2 bathrooms • sleeps 8

from £914 / night

£6,399 / week

1 / 13

Holiday home in Hampton Bays

Hampton Bays house

4 bedrooms • 3 bathrooms • sleeps 8

from £333 / night

£2,493 / week

1 / 26

Holiday home in Water Mill

Water Mill house

3 bedrooms • 3 bathrooms • sleeps 6

from £565 / night

£4,155 / week

1 / 10

Holiday home in East Hampton

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 6

from £624 / night

£3,158 / week

1 / 10

Holiday home in Montauk

Montauk house

4 bedrooms • 4 bathrooms • sleeps 8

from £831 / night

£5,817 / week

1 / 12

Holiday home in Amagansett

Amagansett house

3 bedrooms • 3 bathrooms • sleeps 6

from £748 / night

£5,235 / week

1 / 23

Holiday villa with tennis court in Water Mill

Water Mill villa

7 bedrooms • 7 bathrooms • sleeps 10

from £4,986 / night

£34,901 - £52,351 / week

1 / 20

Holiday villa in Amagansett

Amagansett villa

5 bedrooms • 5 bathrooms • sleeps 10

from £998 / night

£6,980 / week

1 / 38

Holiday townhouse in Southampton

Southampton townhouse

4 bedrooms • 10 bathrooms • sleeps 8

from £107 / night

£747 / week

1 / 24

Holiday home in Southampton

Southampton house

4 bedrooms • 11 bathrooms • sleeps 8

from £1,484 / night

£10,387 / week

1 / 18

Holiday manor house in Amagansett

Amagansett manor house

4 bedrooms • 4 bathrooms • sleeps 8

from £873 / night

£6,108 / week

1 / 24

Holiday cottage rental

Southampton cottage

4 bedrooms • 10 bathrooms • sleeps 10

from £2,375 / night

£16,620 / week

1 / 15

Holiday cottage in Montauk

Montauk cottage

2 bedrooms • 3 bathrooms • sleeps 6

from £831 / night

£5,811 / week

1 / 15

Amagansett holiday home rental

Amagansett house

4 bedrooms • 4 bathrooms • sleeps 8

from £950 / night

£6,648 / week

1 / 11

Holiday home in East Hampton

East Hampton house

3 bedrooms • 3 bathrooms • sleeps 6

from £416 / night

£2,493 / week

1 / 7

East Hampton holiday home rental

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 6

from £499 / night

£3,490 / week

1 / 31

East Hampton holiday home rental

East Hampton house

2 bedrooms • 2 bathrooms • sleeps 4

from £594 / night

£4,155 - £5,817 / week

1 / 13

Holiday home in East Hampton

East Hampton house

7 bedrooms • 9 bathrooms • sleeps 12

from £2,968 / night

£20,774 / week

1 / 38

Montauk holiday manor house rental

Montauk manor house

5 bedrooms • 8 bathrooms • sleeps 10

from £8,310 / night

£58,168 / week

1 / 30

Home accommodation in Orient

Orient house

5 bedrooms • 4 bathrooms • sleeps 8

from £790 / night

£5,526 / week

1 / 43

Holiday farmhouse in East Hampton

East Hampton farmhouse

3 bedrooms • 2 bathrooms • sleeps 8

from £791 / night

£5,537 / week

1 / 24

Holiday cottage in Mattituck

Mattituck cottage

4 bedrooms • 2 bathrooms • sleeps 9

from £226 / night

£1,582 / week

1 / 26

Holiday home in Greenport

Greenport house

2 bedrooms • 1 bathroom • sleeps 4

from £278 / night

£1,943 / week

1 / 16

Holiday villa in Southampton

Southampton villa

3 bedrooms • 2 bathrooms • sleeps 6

from £744 / night

£5,204 / week

1 / 22

Holiday home in Southampton

Southampton house

4 bedrooms • 2 bathrooms • sleeps 8

from £833 / night

£3,331 / week

1 / 5

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Sag Harbor holidays

Sag Harbor is historic hamlet with a real maritime vibe. If you're hoping to experience a unique culture, a world away from normal life, this quirky little resort is certainly an option for you. Holiday Lettings has a great selection of homes to choose from. Book today to secure your Sag Harbor stay.

About Sag Harbor

Sag Harbor is a small village located in Suffolk County, New York and has an extremely rich history which tourists are still eager to discover to this day. The first settlers arrived in the 1600s, and by the 1800s became one of the busiest ports in the world, still famed for its marine heritage.

Thanks to years of preservation and care, the majority of the architecture from the 18th and 19th centuries still remains, which include the likes of Greek Revival Houses and Victorian homes for the rich.

The area within and around Sag Harbor has a great deal of nature, as well as many endangered species such as the eastern tiger salamander. Nature preserves in Sag Harbor include Barcelona Neck Preserve, Sag Harbor Woods Preserve and Cilli Farm. Here, you may be able to spot mammals such as the white-tailed deer, red fox, eastern coyote, mink and a variety of bat species.

What to do

If you're interested in seeking out the cultural sights of the region, why not visit the Sag Harbor Fire Department Museum? Built in 1833, this building was created due to four severe blazes which broke out in the 1800s. Now, it serves as a museum and displays a wide range of fire equipment and other interesting pieces to view.

There's also the Sag Harbor Whaling and Historical Museum, located in an 1845 building. Here, you can explore displays of marine heritage with boat displays, models and furnishings as well as special exhibits.

If you're looking to see more of the area, you may decide on taking a trip to the local rocky beach known as Foster Memorial Beach. Or, if you're looking for a taste of adventure, the most popular activities here are kayaking and boating out to Long Island. You will enrol in a two-day course which is ideal for beginners.

Top Sea Harbor travel tips

If you're looking to find a cheaper alternative than travelling to Suffolk County by plane, there is a bus which departs from Manhattan and will drop you off at Sag Harbor. The round-trip fare is just $53 per person.

It would be advised to have a car to get around Sag Harbor, due to the remoteness of the town. This would also be advised if you plan on exploring the other local areas or are hoping to venture out further.

The peak season to travel to this particular region is between May-September, so always book far in advance.

Sag Harbor is the idealised quiet town you may have always wished to escape to; especially if you live in a busy city. Here, you can explore history culture and even try your hand at water-sports if you dare... Book your Sag Harbor holiday rental with Holiday Lettings to start your next trip.

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