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Holiday rentals in Montauk and Houses - Holiday Lettings - Holiday Rentals Montauk

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76 Holiday homes

Holiday home in Montauk

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from £625 / night

£4,371 / week

1 / 41

Montauk holiday home let

Montauk house

4 bedrooms • 3 bathrooms • sleeps 10

from £833 / night

£5,828 / week

1 / 24

Montauk holiday home rental

Montauk house

4 bedrooms • 3 bathrooms • sleeps 8

from £1,309 / night

£9,158 / week

1 / 8

Holiday home in Montauk

Montauk house

4 bedrooms • 4 bathrooms • sleeps 8

from £831 / night

£5,817 / week

1 / 12

Montauk holiday home rental

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from £1,249 / night

£3,997 / week

1 / 21

Montauk holiday home rental

Montauk house

3 bedrooms • 2 bathrooms • sleeps 8

from £310 / night

£2,165 / week

1 / 17

Holiday home in Montauk

Montauk house

3 bedrooms • 2 bathrooms • sleeps 8

from £1,083 / night

£7,576 / week

1 / 16

Holiday home rental

Montauk house

5 bedrooms • 3 bathrooms • sleeps 9

from £625 / night

£4,496 / week

1 / 10

Holiday home in Montauk

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from £958 / night

£6,702 / week

1 / 10

Holiday condo in Montauk

Montauk condo

2 bedrooms • 1 bathroom • sleeps 5

from £375 / night

£2,956 / week

1 / 30

Montauk holiday cottage rental

Montauk cottage

1 bedroom • 1 bathroom • sleeps 4

from £375 / night

£2,623 / week

1 / 12

Holiday home in Montauk

Montauk house

3 bedrooms • 2 bathrooms • sleeps 6

from £892 / night

£6,244 / week

1 / 67

Holiday home in Montauk

Montauk house

1 bedroom • 2 bathrooms • sleeps 2

from £928 / night

£6,494 / week

1 / 23

Home rental in Montauk

Montauk house

4 bedrooms • 5 bathrooms • sleeps 8

from £928 / night

£6,494 / week

1 / 23

Holiday home in Montauk

Montauk house

1 bedroom • 2 bathrooms • sleeps 2

from £928 / night

£6,494 / week

1 / 23

Holiday home in Montauk

Montauk house

1 bedroom • 2 bathrooms • sleeps 2

from £928 / night

£6,494 / week

1 / 23

Holiday cottage in Montauk

Montauk cottage

2 bedrooms • 3 bathrooms • sleeps 6

from £831 / night

£5,811 / week

1 / 15

Holiday condo in Montauk

Montauk condo

1 bedroom • 1 bathroom • sleeps 4

from £417 / night

£2,914 / week

1 / 8

Holiday home in Montauk

Montauk house

3 bedrooms • 1 bathroom • sleeps 5

from £625 / night

£4,371 / week

1 / 15

Cottage rental in Montauk with shared pool

Montauk cottage

2 bedrooms • 2 bathrooms • sleeps 6

from £832 / night

£5,822 / week

1 / 17

Montauk holiday manor house rental

Montauk manor house

5 bedrooms • 8 bathrooms • sleeps 10

from £8,310 / night

£58,168 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Bridgehampton

Bridgehampton house

4 bedrooms • 2 bathrooms • sleeps 8

from £914 / night

£6,399 / week

1 / 13

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 Amagansett

Amagansett house

3 bedrooms • 3 bathrooms • sleeps 6

from £748 / night

£5,235 / week

1 / 23

Holiday manor house in Amagansett

Amagansett manor house

4 bedrooms • 4 bathrooms • sleeps 8

from £873 / night

£6,108 / week

1 / 24

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

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

Sag Harbor holiday home rental

Sag Harbor house

4 bedrooms • 3 bathrooms • sleeps 10

from £708 / night

£4,954 / week

1 / 39

Holiday home with golf nearby in East Hampton

East Hampton house

6 bedrooms • 7 bathrooms • sleeps 12

from £2,706 / night

£18,941 / week

1 / 24

Bridgehampton holiday home rental

Bridgehampton house

2 bedrooms • 1 bathroom • sleeps 4

from £357 / night

£2,498 / week

1 / 4

Holiday home with golf nearby in East Hampton

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 6

from £1,832 / night

£10,407 / week

1 / 26

Holiday home in East Hampton

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 5

from £271 / night

£1,665 / week

1 / 10

Holiday home in East Hampton

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 7

from £773 / night

£5,412 / week

1 / 20

Home rental in Southampton

Southampton house

3 bedrooms • 2 bathrooms • sleeps 6

from £477 / night

£3,331 / week

1 / 14

Holiday home with swimming pool in East Hampton

East Hampton house

3 bedrooms • 2 bathrooms • sleeps 8

from £833 / night

£4,579 / week

1 / 10

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Montauk holidays

Get away from the bustling crowds of New York City and head over to the relaxing town of Montauk. Why not start your search for the perfect property to stay in with Holiday Lettings? From luxury mansions to beachfront cabins, you can choose from a huge range of holiday rentals. The perfect weekend getaway, this beautiful town has everything you need!

About Montauk, New York

Montauk has a history dating back thousands of years starting with the Native Americans. Montauk's name derives from the Montaukett tribe.

Found at the tip of Long Island, Montauk was once used as a base for the Army, Navy, Air Force and the Coast Guard. You'll be able to spot the first ever lighthouse in New York State here!

The Montauk we know today owes everything to Carl Graham Fisher who bought the land in 1926. With 10,000 acres, he started paving new roads and houses. This made way for a new Montauk that was no longer a small fishing village. Montauk is now the perfect spot for a relaxing respite from the busy city lights!

With lots to do, eat and see, Montauk is the beach town you never knew you were looking for!

What to do in Montauk

Why not start your day by climbing 137 steps to the top of Montauk Point Lighthouse? You'll be able to enjoy spectacular views of the Atlantic Ocean. It is the perfect spot for budding photographers or just to take some holiday snaps for the album.

For more breathtaking views of the Atlantic Ocean, visit Montauk Point State Park. You'll even be able to spot seals lazing around!

Not up for hiking first thing in the morning? Then be sure to take a leisurely stroll around Hither Hills State Park. There's plenty to do here including fishing, hunting, biking and even bird watching.

If you're looking to soak up some history, Shadmoor State Park is home to two WWII artillery bunkers and offers insight into the local area’s heritage.

Once you've worked up an appetite exploring, treat yourself at one of Montauk's many restaurants. You'll be able to eat fresh, local seafood all year round, as well as local produce and fruits.

Top travel tips for Montauk

Your best bet is to visit Montauk during the fall. Crowds will have thinned by this time but the weather is still beautiful!

Only 120 miles from New York City, it will only take you 3 hours to get to Montauk. If you’re not driving, opt for the Hampton Jitney bus or Long Island Rail Road.

Be aware that during the winter months, many restaurants and bars close or have limited hours.

Montauk is a charming town with glorious views and coastal location. It is perfect for families, solo travellers or groups of friends. Why not enjoy everything Montauk has to offer in your Holiday Lettings property? From spacious mansions for group holidays to romantic beach retreats for two, you’re sure to find the perfect place for your needs.

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