35 Best Montauk House rentals on Holiday Lettings - Vacation rentals

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36 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

(6) Excellent 

24

Vacation home rental

Hamptons / Montauk

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
East Hampton Rental Registry #16185 *** Please see Summer 2017 (May - October) availability, minimum stay requirements and pricing information at the end of this listing before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has …see more

from $575 / night

$3500 - $9000 / week

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from $575 / 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 $507 / night

$3364 - $12023 / week

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from $507 / night

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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Responds fast!
avg. 3 hours 37 minutes

from $650 / night

11

Vacation hotel apartment in Montauk

Hamptons / Montauk

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
Situated on Montauk's most pristine stretch of oceanfront real estate, Gurney's Montauk Resort & Seawater Spa is a Hampton's icon and the only four-season resort in Montauk. With five unique dining and cocktail venues, guests can enjoy a wide range of dining options, fr …see more

from $715 / night

$4999 / week

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from $715 / night

13

Montauk Vacation home rental

Hamptons / Montauk

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 $286 / night

$2000 - $5500 / week

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from $286 / 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 and a prime location just a short walk from the beach, this home has everything you need! This phenomenal ab …see more

from $1200 / night

$8400 - $18900 / week

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from $1200 / 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

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 - $7000 / week

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from $750 / 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

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

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

$14000 - $20000 / week

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Responds fast!
avg. 16 minutes

from $2000 / 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

$3000 - $5200 / week

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from $600 / 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

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

(2) Excellent 

112

Montauk Vacation home rental

Hamptons / Montauk

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary
Welcome to our house. We’re thrilled to be in an ideal setting; the hippest area of Montauk (Ditch Plains) 5 minutes walk from Ditch Plains Beach-Known for its raw, untouched coastline and as the ultimate summer surf and family destination. We lovingly restored and u …see more

from $750 / night

$7000 - $7500 / week

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from $750 / night

13

Montauk Vacation home rental

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This contemporary home features an amazing 4 bedrooms, 2 baths, spacious eat-in kitchen and an open living area with double height ceilings. Wrap around deck on second floor is perfect for entertaining. Only 2 blocks from ocean. This is the perfect Montauk getaway. You …see more

from $652 / night

$4564 - $5477 / week

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from $652 / 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

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 36 minutes

from $1000 / 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

18

Vacation home rental

Hamptons / Montauk

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
Shingled home on magnificent bayfront property. 5 bed 4.5 bath home with double height living space - great kitchen, dining room, basement has ping pong/ pool and media room. Stunning outside space, huge deck, infinity pool and sunsets that you won't forget. You will be …see more

from $2348 / night

$16436 - $19723 / week

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from $2348 / 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

10

Vacation home in Montauk

Hamptons / Montauk

3 6 14 nights min

  • 3 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
This perfect 2 story home features very comfortable 3 bedrooms, 3.5 baths and it is just minutes away from the village of Montauk. Beautiful backyard with pool and mature landscaping are perfect to give you relaxing summer activities. No one can ever resist a home for t …see more

from $1109 / night

$7763 - $9316 / week

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from $1109 / 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

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

$6500 / week

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from $929 / night

23

Vacation home in Montauk

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This beautiful traditional 3,000 sq. ft. 4 bedroom, 3.5 bath home is situated on Lake Montauk. It features a double sided fireplace that opens to living room and media room. Lake views from the open gourmet kitchen and living areas. Floor to ceiling sliders open out to …see more

from $2086 / night

$14602 - $17522 / week

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from $2086 / night

23

Montauk Vacation home rental

Hamptons / Montauk

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This beautiful traditional 3,000 sq. ft. 4 bedroom, 3.5 bath home is situated on Lake Montauk. It features a double sided fireplace that opens to living room and media room. Lake views from the open gourmet kitchen and living areas. Floor to ceiling sliders open out to …see more

from $2413 / night

$16891 - $20269 / week

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from $2413 / 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

11

Vacation home in Montauk

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Recently renovated and beautifully furnished, this home with private beach rights located in Hither Hills area of Montauk. There are three first floor bedrooms and a second floor Master bedroom. Second floor living space has an open concept living/dining area with cathe …see more

from $652 / night

$4564 / week

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from $652 / night

14

Vacation home rental

Hamptons / Montauk

4 2 14 nights min

  • 4 bedrooms
  • Sleeps 2
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Plus Utilities, Oceanview, 4 Bedrooms, 3 Baths, Full Bsmt, Description: This 2200 sq ft home features 4 bedrooms, 3 baths, and spacious living areas great for entertaining. With a beautiful ocean view this home is your perfect Hamptons escape. Located in the heart of M …see more

from $783 / night

$5481 / week

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from $783 / night

25

Vacation home rental

Hamptons / Montauk

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
10,000 sq ft traditional home located on the Old Montauk Highway close to celebrities & designers. 5 bedroom, 7 bath, 4 fireplaces, movie theater (seats 10), library, gunite pool with spa that seats 10, separate pool house, outdoor shower, full wet bar (seats 8), The 1. …see more

from $6457 / night

$45199 - $54239 / week

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from $6457 / night

12

Home rental in Montauk

Hamptons / Montauk

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Perched up high this spacious Montauk home has it all! Views, Pool, Pathway to ocean beach. Chefs Kitchen, open living with fireplace, five bedrooms and four baths. Spectacular views of the Atlantic from entire home. With an additional guest cottage, swimming pool. Priv …see more

from $3978 / night

$27846 - $33415 / week

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from $3978 / night

18

Vacation home in Montauk

Hamptons / Montauk

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Traditional with stunning ocean views and private beach rights. Every possible amenity, including 3 fireplaces, ping pong table, hot tub and heated pool. There are 2 luxurious master suites, one with an adjoining office, 3 additional bedrooms, a gourmet kitchen and fo …see more

from $3587 / night

$25109 - $30131 / week

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from $3587 / night

11

Vacation home rental

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This 4 bedroom and 2.5 bath home is complete with gorgeous ocean views. The gorgeous large deck is great for entertaining or having a summer barbecue., This 4 bedroom and 2.5 bath home is complete with gorgeous ocean views. The gorgeous large deck is great for …see more

from $783 / night

$5481 - $6578 / week

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from $783 / night

8

Vacation home in Montauk

Hamptons / Montauk

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly

from $3261 / night

$22827 - $27392 / week

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from $3261 / night

18

Vacation home in Montauk

Hamptons / Montauk

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
In Montauk, the 1.5 acre lakefront property features 5 bedrooms, 3.5 baths, laundry room,gourmet kitchen, large living room and incredible views.Th …see more

from $2400 / night

$16800 - $20160 / week

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from $2400 / night

1