20 Best Montauk House rentals on Holiday Lettings - Vacation rentals

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24 Vacation rentals

18

Vacation cottage in Montauk

Hamptons / Montauk

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Two bedroom cottage with vaulted ceilings set on a double lot, last house on a dead end quiet road with a pond and a nature preserve across the road. Lots of outdoor living/dining space. Outdoor shower, gas grill, herb/flower gardens, washer/dryer. 5 minute walk to priv …see more

from $300 / night

$2100 / week

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from $300 / night

18

Home rental in Montauk

Hamptons / Montauk

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The professionally styled, newly renovated/furnished upside down house is on a private wooded acre with ocean views from the living areas and is one block to ocean beach and Gurney’s. The open living/dining/kitchen and master bedroom suite are on the top floor. An add …see more

from $2000 / night

$10000 - $18000 / week

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Responds fast!
avg. 1 hour 16 minutes

from $2000 / night

21

Montauk Vacation home rental

Hamptons / Montauk

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
The Montauk Modern Compound is set up like a traditional bed and breakfast. The design elements, local art and the super clean environment is complimented by the native gardens and landscape. A little private oasis. The Montauk Family Compound has 3 different living zo …see more

from $500 / night

$3500 / week

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Responds fast!
avg. 2 hours 7 minutes

from $500 / night

25

Montauk Vacation home rental

Hamptons / Montauk

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spend your New York retreat in style by staying at this exquisite 6-bedroom, 4-bath vacation rental home. With room for 13 guests, outstanding at-home amenities including an outdoor swimming pool, fire, and a prime location just a short walk from the beach, this home ha …see more

from $1200 / night

$8400 - $18900 / week

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Responds fast!
avg. 7 minutes

from $1200 / night

17

Vacation home in Montauk

Hamptons / Montauk

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
This cozy Tudor will make you feel at home as soon as you drive through the hedges, as if entering in to a fairy tale. Just far enough(1 mile) from the hustle as bustle of town but close enough to ride your bike to the beach. It offers 3 large bedrooms(two have queen s …see more

from $1000 / night

$7000 / week

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Responds fast!
avg. 2 hours 40 minutes

from $1000 / night

(1) Excellent 

13

Montauk Vacation home rental

Hamptons / Montauk

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
4BR House Minutes From Ocean & Across From Montauk Downs (golf, Tennis, Pool) This newly listed and furnished 4 bedroom, 2 bathroom beach house in Montauk is ready for August through Labor Day weekend. Also available in September. The property is across from Montauk Do …see more

from $300 / night

$2100 - $5250 / week

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from $300 / night

12

Vacation home in Montauk

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Wonderfully relaxing home with view of the Atlantic Ocean and morning sunrise.Our home is walking distance to town and the beach.Gentle afternoon breezes surround you as you relax with a glass of wine, barbecuing your dinner on the outside deck ,contemplating the day y …see more

from $1000 / night

$7000 / week

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from $1000 / night

19

Vacation home in Montauk

Hamptons / Montauk

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Air conditioning
Sunrise House is an ocean view home with 5 lovely bedrooms, within walking distance to the town of Montauk. We are literally steps from a beautiful beach that is all but secluded. We have three 300 sq. ft. master suites with breathtaking ocean views, fireplaces and all …see more

from $2143 / night

$15000 / week

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from $2143 / night

9

Vacation home in Montauk

Hamptons / Montauk

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Stay in Montauk, but hide from the club scene at our clean and roomy beachhouse Our spacious and modern condo townhouse on the golf course is perfect for one or two families to share. There are two master suites, and a kids room with 5 beds. 2 full bathrooms and one ha …see more

from $495 / night

$3285 - $6922 / week

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from $495 / night

18

Vacation home in Montauk

Hamptons / Montauk

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
This spectacular 4-bedroom 2-bathroom house is just a short walk (2 blocks) from one of the most beautiful ocean beaches in the Hampton’s. The house is modern and spacious with cool ocean breezes and plenty of natural light. The house is set with spacious cathedral cei …see more

from $475 / night

$3150 / week

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from $475 / night

(5) Excellent 

18

Vacation home in Montauk

Hamptons / Montauk

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Our Montauk Home is a 2 bedroom, 2 bathroom beautiful remodeled and refurbished villa. There is a queen size bed and closet in each room, the master bedroom has its on bath-toilet and shower. The living room and dining room is spacious with a fire place. There is an ou …see more

from $650 / night

$4500 - $6000 / week

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from $650 / night

8

Montauk Vacation home rental

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden
PLEASE READ: This house is only available for one 2 week period (14 consecutive days) between Memorial Day and Labor Day of 2016. Unfortunately, the rental cannot be longer than 14 days and cannot be broken up into different time periods. If the listing is active, then …see more

from $1572 / night

$11000 / week

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from $1572 / night

10

Vacation home in Montauk

Hamptons / Montauk

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
Try finding another rental so fully-stocked with all of the comforts you're used to in your own home! This is a beautiful and cozy Montauk beach home, newly-renovated with clean, hardwood floors, spacious living area and kitchen. This house includes an awesome d …see more

from $572 / night

$4000 / week

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from $572 / night

12

Vacation home with golf nearby in Montauk

Hamptons / Montauk

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
This Is a smartly furnished, relaxing house close to everything that beautiful Montauk has to offer. We just purchased the house In April 2015 and did an extensive renovation... new bathrooms, new floors, new A/C, painted, and new appliances. The house Is warm and relax …see more

from $750 / night

$3000 - $5500 / week

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from $750 / night

16

Vacation home in Montauk

Hamptons / Montauk

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
This post and beam house is only a walk away from Montauk’s famous Ditch Plains Beach, home to surf casters, surfers, and sun bathers. With the backyard secluded by thickly forested wetlands, and sound of the surf as background you will find relaxation and activity ble …see more

from $1300 / night

$9100 / week

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from $1300 / night

5

Montauk Vacation home rental

Hamptons / Montauk

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Pet friendly
A beautiful home in Montauk is available for the hottest month of the summer! Enjoy ocean views, private beach access, an outdoor patio with a gas grill, wifi, washer and drier and many more benefits that will make your summer amazing. Montauk is the place to be this su …see more

from $725 / night

$5075 / week

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Responds fast!
avg. 29 minutes

from $725 / night

7

Montauk Vacation home rental

Hamptons / Montauk

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Private garden
DIAMOND BEACH HOUSE ,IS LOCATED IN THE CULLEN SHORES AREA.ONE BLOCK, TO PRIVATE BEACH . HOME HAS TWO DECKS, NEW APPLIANCES ,CEILING FANS THREW OUT. .AND AC IN BACK ROOM SLEEPS 9 .OUTDOOR SHOWER. PRIVATE BACKYARD .THERE IS THE CROWS NEST LOOKOUT, OF THE SOUND .AMAZING SU …see more

from $550 / night

$3500 - $4200 / week

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from $550 / night

41

Vacation home in Montauk

Hamptons / Montauk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
One large fishing cabin from the 20's has been redesigned and renovated with upcycled materials for contemporary loft style living with a Mediterranean touch. 3 bedrooms, 2 bathrooms (claw foot bathtubs), and a loft style common room with cathedral ceiling. Concrete flo …see more

from $600 / night

$5200 / week

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from $600 / night

16

Montauk Vacation home rental

Hamptons / Montauk

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
Our house is a short walk (quarter mile - 2 blocks) to one of the most beautiful private beaches in the Hamptons (access to Hither Hills Private Beach with parking key and permit included). The house is tucked away from the road surrounded by beautiful trees. It's …see more

from $400 / night

$4000 - $4300 / week

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Responds fast!
avg. 1 hour 51 minutes

from $400 / night

16

Chalet rental in Montauk with golf nearby

Hamptons / Montauk

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Contemporary Chalet with pool, beautifully furnished, is now available for Montauk's most beautiful season of all … Indian Summer. Accepting reservations for Sept & Oct. 3 Bedrooms / 2 full baths + Outdoor shower Room. Huge wrap around cedar deck. AC in every room (neve …see more

from $1000 / night

$7000 / week

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from $1000 / night

44

Montauk Vacation villa rental

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy a view of Lake Montauk at our gorgeous Arty Montauk Villa. A wrap-around porch, dormers - without sacrificing any modern amenity - central air, stainless steel appliances, marble counters - that you are accustomed too. Close to the best surf beach, stroll to one o …see more

from $2286 / night

$16002 / week

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from $2286 / night

19

Montauk Vacation home rental

Hamptons / Montauk

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Open floorplan newly renovated close to ocean, bay beaches and montauk downs golf course 1st flr: family TV room 2 bedrooms - 2 sets of bunk beds & queen bed 1 bath w/ soaking tub 2nd flr: Open kitchen/living out to deck, 2 bedrooms - 1 king bed & 1 queen bed 1 bath …see more

from $1000 / night

$7000 / week

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from $1000 / night

11

Home rental in Montauk

Hamptons / Montauk

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
Luxury rental overlooking Lake Montauk. Close to all that Montauk has to offer. Golf ,Beaches, a short walk. New beds, appliances, washer dryer and full kitchen for your cooking pleasure. Full wrap around deck for the sun bathers and a private deck for the Yoga people. …see more

from $929 / night

$6501 / week

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from $929 / night

19

Vacation home in Montauk

Hamptons / Montauk

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Your vacation starts here at this lovely four bedroom home with water views of Long Island sound. A short ride to the beach or relax around the heated pool. Sleeps 8 people comfortably with its 4 bedrooms and 2 bathrooms. Located by Montauk Panoramic, a short bike rid …see more

from $929 / night

$6501 / week

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from $929 / night