30 Best Montauk House rentals on Holiday Lettings - Vacation rentals

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147 Vacation rentals

18

Vacation cottage in Montauk

Hamptons / Montauk

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • 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 $334 / night

$2,334 / week

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from $334 / 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 $2,143 / night

$15,000 / week

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from $2,143 / 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

$4,000 / week

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from $400 / night

(1) Good 

5

Vacation condo in Montauk

Hamptons / Montauk

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Royal Atlantic Beach Front Resort , Montauk 1 Bedroom Suite For Rent Minimum of 2 Night Stay Sleeps 4 126 S Emerson Ave, Montauk, NY 11954 ONE BEDROOM VIP SUITE: Located directly across the street from the beach. It has a private balcony facing the pool courtyard. …see more

from $200 / night

$1,400 / week

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from $200 / 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 $1,572 / night

$11,000 / week

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from $1,572 / 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

$4,000 / week

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from $572 / 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

$6,500 / week

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from $929 / night

18

Home rental in Montauk

Hamptons / Montauk

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 $2,000 / night

$14,000 / week

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Responds fast!
avg. 1 hour 51 minutes

from $2,000 / night

41

Vacation home in Montauk

Hamptons / Montauk

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • 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

$4,200 / week

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from $600 / night

24

Montauk Vacation home rental

Hamptons / Montauk

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $1,000 / night

$7,000 / week

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from $1,000 / 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 $1,300 / night

$9,100 / week

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from $1,300 / 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

$2,100 - $5,250 / week

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from $300 / 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 $1,000 / night

$7,000 / week

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from $1,000 / 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 $1,000 / night

$7,000 / week

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from $1,000 / 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

$2,500 - $7,500 / week

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from $750 / night

14

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

$3,500 / week

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from $550 / night

24

Vacation villa rental

Hamptons / Montauk

2 5 14 nights min

  • 2 bedrooms
  • Sleeps 5
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Find luxurious living in the Northeast when you stay at this 2-bedroom, 2-bath vacation rental villa which sleeps 5 in Montauk. This zen-style home is the perfect respite to return to after a day exploring downtown or walking the beach - just minutes away! From the peac …see more

from $250 / night

$1,750 - $3,920 / week

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Responds fast!
avg. 52 minutes

from $250 / night

24

Vacation home in Montauk

Hamptons / Montauk

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
Pack your bags for an unforgettable seaside retreat at this charming 2-bedroom, 2-bathroom vacation rental home! At this marvelous Montauk escape, you'll find all the comforts of home, including cozy furnishings, a furnished deck, outdoor shower, and sleeping arrangemen …see more

from $550 / night

$3,850 - $7,525 / week

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Responds fast!
avg. 52 minutes

from $550 / 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

$6,500 / week

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from $929 / night

17

Montauk Vacation home rental

Hamptons / Montauk

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Cozy 1950's beach bungalow with fireplace... Newly renovated, sun lit 2 bed 1 bath house. The perfect spot for a Montuak Summer get away. The house has A/C, dishwasher, washer and dryer and all of your beach essentials. The house sits on a fenced in half acre of propert …see more

from $400 / night

$1,500 - $3,250 / week

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from $400 / night

17

Vacation home in Montauk

Hamptons / Montauk

5 8 14 nights min

  • 5 bedrooms
  • Sleeps 8
  • 14 nights min
  • 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 $1,000 / night

$7,000 / week

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Responds fast!
avg. 1 hour 38 minutes

from $1,000 / 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 $1,200 / night

$8,400 - $18,900 / week

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Responds fast!
avg. 52 minutes

from $1,200 / night

10

Vacation home in Montauk

Hamptons / Montauk

3 6 31 nights min

  • 3 bedrooms
  • Sleeps 6
  • 31 nights min
  • Child friendly
Montauk House Rental Photos and Description 3 Bedrooms, 2 Bathrooms, Sleeps 6, Outdoor Shower, No Short-TermRentals, No party group Designer renovated beach house from 1963 masterfully restored keeping the original charm with a clean, modern design. One of a kind des …see more

from $590 / night

$4,130 / week

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from $590 / night

11

Montauk Vacation home rental

Hamptons / Montauk

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Enjoy the summer in this faithful restoration of an original ‘60s’-era Leisurama designed by architects Raymond Loewy and Andrew Geller. This quiet 2+ BR is located across the street from a nature preserve and offers fantastic bird-watching opportunities. There is an ad …see more

from $350 / night

$2,450 / week

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from $350 / night

(1) Excellent 

10

Vacation home rental

Hamptons / Montauk

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Sunsets abound from the deck of this beautiful beach house. Spacious rooms and large deck with 2 tables, umbrellas, chairs and grill will make your vacation one to remember. Steps to private beach will leave a lasting memory for you to want to come back again and again …see more

from $750 / night

$5,400 / week

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from $750 / night

23

Home rental in Montauk

Hamptons / Montauk

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master …see more

from $1,115 / night

$7,800 / week

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from $1,115 / night

8

Vacation home in Montauk

Hamptons / Montauk

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Sunny home with three queen bedrooms, one bath, plus outdoor shower. LR, Kit, Air Conditioning throughout, 288 sq. ft. deck with deck furniture, private yard. Weber gas grill, 55 in. plasma TV with Cable, Blueray, WiFi. Very clean. Small neighborhood, Quiet street, Our …see more

from $429 / night

$3,000 / week

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from $429 / night

23

Vacation home in Montauk

Hamptons / Montauk

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master …see more

from $1,115 / night

$7,800 / week

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from $1,115 / night

23

Vacation home in Montauk

Hamptons / Montauk

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master …see more

from $1,115 / night

$7,800 / week

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from $1,115 / night

23

Vacation home in Montauk

Hamptons / Montauk

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Exceptionally large house for Ditch Plains area, newly renovated, sixteen by twenty patio with teak dining table for eight, gas grill, outdoor shower, ocean-view deck off upstairs master bedroom, master bathroom with jacuzzi, his and her sinks, downstairs junior master …see more

from $1,115 / night

$7,800 / week

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from $1,115 / night