Vacation Rentals in Montauk, New York

50 Properties Available

Breathtaking Ocean Front Property Private vacation home
Breathtaking Ocean Front Property
$13586 / night
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Modernist Montauk Home with Heated Pool, Close to Lake Montauk and Ditch... Private vacation home
Modernist Montauk Home with Heated Pool, Close to Lake Montauk and Ditch...
$5054 / night
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Spacious 5-bedroom Waterfront House on Beautiful Montauk Lake - Newly renovated Private vacation home
Spacious 5-bedroom Waterfront House on Beautiful Montauk Lake - Newly renovated
$4964 / night
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5 Bed Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach Private vacation home
5 Bed Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach
$4286 / night
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Ocean views + pool,  on private road with short walk to beach. Private vacation home
Ocean views + pool, on private road with short walk to beach.
$3500 / night
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Montauk Oceanfront Beach House - directly on the beach in Hither Hills Private vacation home
Montauk Oceanfront Beach House - directly on the beach in Hither Hills
$3233 / night
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Brand New Renovated Modern Ditch Plains Oasis- One Block Walk to Beach Private vacation home
Brand New Renovated Modern Ditch Plains Oasis- One Block Walk to Beach
$3000 / night
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High End Hither Hills Beach House 3 mins to sand Private vacation home
High End Hither Hills Beach House 3 mins to sand
$2869 / night
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7 Bedroom Villa Retreat Overlooking Lake Montauk Villa
7 Bedroom Villa Retreat Overlooking Lake Montauk
$2657 / night
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Beautiful 5 BR Montauk House with Private Lake Montauk Beach! Private vacation home
Beautiful 5 BR Montauk House with Private Lake Montauk Beach!
$2547 / night
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What You Have!  Eat, Swim, Scenic Montauk. Hither Hills St. Park to \"The Point\" Private vacation home
What You Have! Eat, Swim, Scenic Montauk. Hither Hills St. Park to \"The Point\"
$2514 / night
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New Home w\/Amazing Sunset Views on East Lake  ~ Every Amenity Private vacation home
New Home w\/Amazing Sunset Views on East Lake ~ Every Amenity
$2314 / night
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Brand New Montauk Beach House Private vacation home
Brand New Montauk Beach House
$2307 / night
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Great central location, new constructionheated gunite saltwaterpool Private vacation home
Great central location, new constructionheated gunite saltwaterpool
$2300 / night
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Modern Montauk Beach House Private vacation home
Modern Montauk Beach House
$2300 / night
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Large Montauk Home With Pool Off East Lake  Sunset View Private vacation home
Large Montauk Home With Pool Off East Lake Sunset View
$2264 / night
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Montauk - Beachfront Private vacation home
Montauk - Beachfront
$2193 / night
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Ideal Montauk retreat with pool and hottub Private vacation home
Ideal Montauk retreat with pool and hottub
$2188 / night
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Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access! Private vacation home
Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!
$1933 / night
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Ocean Views! Stone's Throw to Beach\/Town! Newly Renovated 4 BR! Private vacation home
Ocean Views! Stone's Throw to Beach\/Town! Newly Renovated 4 BR!
$1923 / night
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Ocean Views w\/ NEW Heated Pool, Hot Tub & Walk to Beach, Town Private vacation home
Ocean Views w\/ NEW Heated Pool, Hot Tub & Walk to Beach, Town
$1751 / night
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Hither Hills - Family friendly, Multi-generational Montauk Retreat Private vacation home
Hither Hills - Family friendly, Multi-generational Montauk Retreat
$1636 / night
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Great Location - 3 BR \/ 1 BA, Pond Front - Perfect Getaway House Private vacation home
Great Location - 3 BR \/ 1 BA, Pond Front - Perfect Getaway House
$1625 / night
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Walk to the Ditch Plains Beach from this 6 bedroom Spacious Modern Surf House!! Private vacation home
Walk to the Ditch Plains Beach from this 6 bedroom Spacious Modern Surf House!!
$1590 / night
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Montauk 5 Bedroom Beach House with Pool and Great Ocean Views Private vacation home
Montauk 5 Bedroom Beach House with Pool and Great Ocean Views
$1560 / night
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Spacious Modern Home for up to 2 families, Pool, Hot Tub, 10 min walk to beach Private vacation home
Spacious Modern Home for up to 2 families, Pool, Hot Tub, 10 min walk to beach
$1534 / night
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DITCH PLAINS HEATED POOL, SPECTACULAR OCEAN VIEWS Private vacation home
DITCH PLAINS HEATED POOL, SPECTACULAR OCEAN VIEWS
$1520 / night
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Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!! Private vacation home
Oceanfront Home In Downtown Montauk!!! Private Ocean Beach Path!!
$1517 / night
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Newly built private and spacious Montauk home Private vacation home
Newly built private and spacious Montauk home
$1500 / night
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Steps to Ditch Plains Beach, Newly Renovated with Water Views! Private vacation home
Steps to Ditch Plains Beach, Newly Renovated with Water Views!
$1462 / night
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Montauk Hither Hills Ocean View ,1 block to beach\nrental registry #21-750 Private vacation home
Montauk Hither Hills Ocean View ,1 block to beach\nrental registry #21-750
$1460 / night
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Montauk 4bd/3.5ba Ocean, Private beach, pool and spa! Private vacation home
Montauk 4bd/3.5ba Ocean, Private beach, pool and spa!
$1432 / night
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NEWLY RENOVATED HITHER HILLS HOME W POOL - FAMILIES  ONLY - HH BEACH RIGHTS Private vacation home
NEWLY RENOVATED HITHER HILLS HOME W POOL - FAMILIES ONLY - HH BEACH RIGHTS
$1430 / night
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Walk to beach and town from this sunny family home with large deck. Private vacation home
Walk to beach and town from this sunny family home with large deck.
$1391 / night
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REAL Montauk  w/ pool, hot tub, high design in the heart of Montauk. Pets! View Private vacation home
REAL Montauk w/ pool, hot tub, high design in the heart of Montauk. Pets! View
$1356 / night
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Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point... Private vacation home
Spacious Montauk Home Minutes to Ditch Plains Beach and Montauk Point...
$1328 / night
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Walk to town and beach Private vacation home
Walk to town and beach
$1312 / night
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Fabulous Beach Front Home Private vacation home
Fabulous Beach Front Home
$1297 / night
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Newly Renovated, 4BR home w\/ Private Bay Beach Rights Private vacation home
Newly Renovated, 4BR home w\/ Private Bay Beach Rights
$1293 / night
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Idyllic Serene and Secluded Ocean Retreat in Ideal location! Private vacation home
Idyllic Serene and Secluded Ocean Retreat in Ideal location!
$1288 / night
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Oasis at The End Private vacation home
Oasis at The End
$1283 / night
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Delightful 4-bedroom house with VIEW in Montauk! LOCATION, LOCATION, LOCATION!!! Private vacation home
Delightful 4-bedroom house with VIEW in Montauk! LOCATION, LOCATION, LOCATION!!!
$1258 / night
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Beautiful, spacious, newly renovated house close to Ditch plains Private vacation home
Beautiful, spacious, newly renovated house close to Ditch plains
$1253 / night
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MONTAUK Perfect Family and Friends Getaway Private vacation home
MONTAUK Perfect Family and Friends Getaway
$1250 / night
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Short walk away from Ditch Plains Beach! Spacious cozy Montauk Beach House Private vacation home
Short walk away from Ditch Plains Beach! Spacious cozy Montauk Beach House
$1233 / night
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Huge private house, IG heated pool, fire pit, sleeps 10, 5 bath,Walk to Gurneys! Private vacation home
Huge private house, IG heated pool, fire pit, sleeps 10, 5 bath,Walk to Gurneys!
$1232 / night
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Modern Montauk Marvel Private vacation home
Modern Montauk Marvel
$1218 / night
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Bright 4 BR house 1 mile from beach and 3 mins from town Private vacation home
Bright 4 BR house 1 mile from beach and 3 mins from town
$1194 / night
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Beautiful ditch plains beach house Private vacation home
Beautiful ditch plains beach house
$1100 / night
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Spacious Brand New Home in Lovely Quiet Neighborhood Private vacation home
Spacious Brand New Home in Lovely Quiet Neighborhood
$1092 / night
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