40 Best Water Mill Apartments on Holiday Lettings - Lofts

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41 Vacation rentals

(1) Very Good 

10

Vacation home in Water Mill

Hamptons / Water Mill

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney …see more

from $680 / night

$5000 / week

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from $680 / night

24

Water Mill Vacation home rental

Hamptons / Water Mill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property th …see more

from $700 / night

$4900 / week

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from $700 / night

24

Vacation home in Water Mill

Hamptons / Water Mill

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy your summer in comfort in this new and pristine 7000 sq foot home on 2 acres, overlooking a 32 acres reserve. Conveniently located in one of the best neighborhoods in Watermill the house is just minutes away from the Villages of Southampton, Bridgehampton and Sagh …see more

from $2609 / night

$18263 - $21916 / week

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from $2609 / night

10

Water Mill Vacation home rental

Hamptons / Water Mill

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
Enjoy Your Summer or Year Round in this Beautiful 7 Bedroom, 5.5 Bath Home Situated on 1.2 Beautifully Manicured Acres with Open Living, Dining Area, and Gunite Pool. Luxury Living at its Best! Just a few minutes away from Southampton Village's shopping and ocean beache …see more

from $1239 / night

$8673 - $10408 / week

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from $1239 / night

9

Vacation home rental

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
  • Air conditioning
Enjoy this 4 Bedroom, 3 Bath Contemporary with Multible Decks, 400 Yards from Mecox Bay with Dock on Calf Creek. This property is located on the south side of 27 on a peaceful lane. This home offers an open floor plan with living room & dining area, sunny kitchen, famil …see more

from $522 / night

$3654 - $4385 / week

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from $522 / night

7

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
The elegant 4 bedroom home includes marble entry foyer, living room with cathedral ceiling and marble fireplace, European custom moldings, formal dining room with French doors; stunning chef's kitchen with professional appliances including a Wolf stove, four bedrooms an …see more

from $978 / night

$6846 - $8215 / week

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from $978 / night

19

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Just two blocks from the ocean this beautifully designed and decorated Traditional home is being offered for the first time this summer. It includes 5 bedrooms, 5 1/2 baths, a beautiful gourmet kitchen with adjacent breakfast room, a pool house with full bath, and a 20 …see more

from $3717 / night

$26019 - $31224 / week

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from $3717 / night

12

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Enjoy this Beautifully Renovated 4 Bedroom, 3 Bath home with Gourmet Chef's Kitchen, Junior and Master Suites, Marble Bathroom, Finished Basement with Gym. Living Room has High Vaulted Ceilings with Plenty of Natural Light. Screened in Porch overlooks private Garden, He …see more

from $913 / night

$6391 - $7669 / week

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from $913 / night

14

Home rental in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This loft-like renovated farmhouse has 4 bedrooms, 3 new marble bathrooms, and a carrera marble kitchen with a professional Wolf stove and designer appliances. The great room is spacious and airy and has a new white marble fireplace. Enjoy central air, and a heated guni …see more

from $913 / night

$6391 - $7669 / week

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from $913 / night

17

Vacation home with swimming pool in Water Mill

Hamptons / Water Mill

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy the ultimate summer experience as tenants of this amazing Water Mill estate. Elegant gates open to a long driveway that swings around to this classic shingle understated but impressive 5,500+ sq ft newly renovated and very stylishly decorated. The large cathedral …see more

from $3262 / night

$22827 - $27392 / week

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from $3262 / night

15

Water Mill Vacation home rental

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
  • Air conditioning
Enjoy this spacious summer rental offering 4 bedrooms, 2 baths. The back porch is the perfect location for …see more

from $424 / night

$1696 - $3562 / week

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from $424 / night

(2) Excellent 

33

Vacation home in Water Mill

Hamptons / Water Mill

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
This beautiful home is in a great location, was just renovated and is luxuriously furnished and thoughtfully appointed (including original art, and luxury linens, kitchenware and dishes new for 2016). Perfect for relaxation and entertaining, highlights include: -Lar …see more

from $1000 / night

$7000 / week

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from $1000 / night

14

Vacation home in Water Mill

Hamptons / Water Mill

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
Through a gated entry this 7 bedroom, 10.5 bath home features 4 fireplaces, 3 car garage, finished basement, gourmet kitchen, formal dining room with wet bar this home is perfect for entertaining. Exterior amenities include 2 acres of professionally landscaped yard, hea …see more

from $9457 / night

$66199 - $79439 / week

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from $9457 / night

14

Home rental in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This water mill contemporary has 4 bedrooms, 2. …see more

from $678 / night

$4746 - $5695 / week

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from $678 / night

6

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This traditional Home has it all. Four bedrooms and Four baths with tons of space, Forever Farm Field views match the fantastic location On Lower Watermill Town Rd. Be in Southampton Bridgehampton and Sag Harbor in Just Minutes. Mecox Beach just a skip away. Perfect pos …see more

from $1043 / night

$7301 - $8761 / week

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from $1043 / night

15

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Enjoy this Beautiful 5 Bedroom, 4.5 Bath Home with Open Floor Plan and Double Height Ceilings, Chefs' Kitchen with Granite Counters, Large Den , Living, Dining, Office and Two Bedrooms on Main Floor, Master Suite and Two Bedrooms on Second Floor. The Yard Boasts Brick P …see more

from $1370 / night

$9590 - $11508 / week

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from $1370 / night

24

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful home located In Water Mill, close to beaches, is this lovely house of 3300 sq.ft. on 1.61 acres, with 5 bedrooms 5 Baths, 2 fireplaces and swimming pool. A delightful summer awaits you here. We do offer bonuses: Discounted Lyft Rides, Zip Car, & More...... …see more

from $2400 / night

$16800 / week

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from $2400 / night

20

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Enjoy your Summer in this Newly Renovated South of the Highway Carriage House. This Home Boasts 4 Bedrooms and 3.5 Baths, Living room with Fireplace, State of the Art Eat-in Kitchen, Formal Dining Room with Fireplace and French Doors to Patio and Lush Gardens. New 20' x …see more

from $2087 / night

$14609 - $17531 / week

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from $2087 / night

11

Water Mill Vacation home rental

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Spend and enjoy your summer in this lovely and beautiful 4 bedroom, 4.5 baths home, modern living room, kitchen, dining and den. Enjoy the lush landscaped grounds on 1.5 acres or make a splash in the heated 40 x 20 magnificent pool. Minutes to Village or Jitney. Very Pr …see more

from $1109 / night

$7763 - $9316 / week

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from $1109 / night

21

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Enjoy the summer in this beautifully decorated 4 bedroom, 4 bath home conveniently located in Water Mil and close to Village in Southampton. Features a spacious living room with vaulted ceiling and wood burning fireplace, formal dining room, gourmet eat-in-kitchen, Newl …see more

from $1666 / night

$11662 - $13994 / week

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from $1666 / night

8

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
The house is situated on a 2.3 acres land in Water Mill. The property offers 2800 square feet of living space. The house has 4 bedrooms, 4.5 bathrooms. The entire house boasts of ts high ceiling, elegant living room and finished basement. Expansive yard features pool, …see more

from $978 / night

$6846 / week

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from $978 / night

17

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
This 5 bedroom, 4.5 bath home will give you a great summer. This home offers you a large gourmet eat-in kitchen, formal dining room, a three season screen/glass room, cathedral ceiling living room and two fireplaces. The yard is private and fenced with wonderful landsca …see more

from $3262 / night

$22827 - $27392 / week

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from $3262 / night

25

Vacation home in Water Mill

Hamptons / Water Mill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Nestled on an incredible tree lined street close to Gin Lane and Wyandanch Beach in Southampton Village. This traditional wood shingled home has 6 bedrooms and 5.5 Baths, including separate maid quarters. Heated pool and less than half a mile from the beautiful award w …see more

from $3717 / night

$26019 - $31224 / week

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from $3717 / night

8

Home rental in Water Mill

Hamptons / Water Mill

6 2 14 nights min

  • 6 bedrooms
  • Sleeps 2
  • 14 nights min
  • Child friendly
Plus Utilities, Heated Pool, Tennis Court, Creek/Inlet View, Garage, 4 Fireplaces, Finished Bsmt, 6 Bedrooms, 8.5 Baths. Description: South of the highway in Water Mill is this beautiful classical Hamptons 13,000 sq.ft. house on 3.5 acres, with everything you want for …see more

from $3913 / night

$27391 / week

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from $3913 / night

8

Home rental in Water Mill

Hamptons / Water Mill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
South of the highway in Water Mill is this beautiful classical Hamptons 13,000 sq.ft. house on 3.5 acres, with everything you want for your Hamptons life. Pool, 2-story pool house w/kitchen, fireplace & bath, tennis, dock to get you into Mecox Bay, elevator, basement wi …see more

from $3913 / night

$27391 - $32869 / week

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from $3913 / night

15

Vacation home in Water Mill

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
Enjoy Your Summer in this 4 Beautiful 4 Bedroom, 4 Bath Beautiful Home Situated on 1.80 Acres with Pool and Har-Tru Tennis Court. Conveniently Located to Beaches and Village. The entire house has an easy flow, open spaces and generous room sizes that is perfect for summ …see more

from $1630 / night

$11410 - $13692 / week

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from $1630 / night

24

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In Water Mill, close to beaches, is this lovely house of 3300 sq.ft. on 1.61 acres, with 5 bedrooms and swimming pool.This lovely house has a heated pool, bay view, 2 fireplaces, and a finished basement. A delightful summer awaits you here. …see more

from $913 / night

$6391 - $7672 / week

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from $913 / night

25

Vacation home in Water Mill

Hamptons / Water Mill

8 16 14 nights min

  • 8 bedrooms
  • Sleeps 16
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautifully appointed elegant home with the latest smart home technology is must see luxurious summer rental. Set on 1.5 manicured acres this 7400 sq ft home has 8 bedrooms 6.5 baths, formal living and dining, pool house pavilion, and state of the art media room. …see more

from $6391 / night

$44737 - $53685 / week

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from $6391 / night

17

Vacation home in Water Mill

Hamptons / Water Mill

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
The perfect rental property in the Estate section of Southampton Village Great getaway 3 blocks from the Famous Little Plains Beach and close to Village. Smartly decorated, clean, bright and spacious.. 6 bdrms, 4 baths, 2 half baths , staff quarters with 2 laundry areas …see more

from $3717 / night

$26019 - $31224 / week

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from $3717 / night

16

Water Mill Vacation home rental

Hamptons / Water Mill

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
It has everything you want, plus proximity to beach and village. 7 bedrooms and 8 baths, 9000 sq.ft. of pure Hamptons luxury, all on 4 acres south of the highway, a short distance to Flying Point Beach and to Southampt …see more

from $3913 / night

$27391 - $32869 / week

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from $3913 / night

20

Vacation villa with tennis court in Water Mill

Hamptons / Water Mill

7 10 14 nights min

  • 7 bedrooms
  • Sleeps 10
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, po …see more

from $2857 / night

$25200 / week

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from $2857 / night

24

Water Mill Vacation home rental

Hamptons / Water Mill

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Child friendly
Spend your summer in this stunning 7 bedroom, 8.5 bath home in a very private setting in the north of Southampton. Featuring 7 tastefully decorated bedrooms, 8.5 baths, a chef's eat-in kitchen and beautiful living and dining areas. Enjoy privacy on almost 10 acres or re …see more

from $4565 / night

$31955 - $38346 / week

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from $4565 / night

14

Vacation home in Water Mill

Hamptons / Water Mill

5 10 14 nights min

  • 5 bedrooms
  • Sleeps 10
  • 14 nights min
  • Child friendly
Terrific South-of-the-highway location with pool, tennis court, 1/2 baskeball court in Watermill, west of Mecox Bay. This light, bright, open, sun-filled & cheerful post modern/contemporary, open-plan home features a huge (double-height), light-filled living room with f …see more

from $1435 / night

$10045 / week

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from $1435 / night

18

Vacation home in Water Mill

Hamptons / Water Mill

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
Immaculate six bedroom, six and one half bath home located close to the villages of Southampton, ocean beaches and shops. A finished basement offers a gym, foosball, ping-pong, pool table and recreation room.On 2 …see more

from $2315 / night

$16205 - $19446 / week

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from $2315 / night

18

Vacation home in Water Mill

Hamptons / Water Mill

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
Rarely does a home of such distinction and grandeur become available for a summer rental. This waterfront, South of the Highway gem overlooking Mecox Bay in Water Mill represents all that is desired in a true Hamptons estate. 8 bedrooms all professionally decorated with …see more

from $5217 / night

$36519 - $43823 / week

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from $5217 / night

9

Vacation home in Water Mill

Hamptons / Water Mill

4 6 14 nights min

  • 4 bedrooms
  • Sleeps 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Spend your summer at this beautiful Water mill Retreat, This amazing Contemporary style home is 2600 SQ FT and is equipped with 4 bedrooms, 2.5 baths, a Full basement, Central Air Conditioning, & a heated pool. Located in the heart of Water Mill close to all entertainm …see more

from $1025 / night

$14350 / week

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from $1025 / night

9

Vacation home in Water Mill

Hamptons / Water Mill

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Child friendly
South of the highway in Water Mill is this beautiful classical Hampton's 13,000 sq.ft. house on 3.5 acres, with everything you want for your Hampton's life. Pool, 2-story pool house w/kitchen, fireplace & bath, tennis, dock to get you into Mecox Bay, elevator, basement …see more

from $3913 / night

$27391 / week

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from $3913 / night

14

Water Mill Vacation home rental

Hamptons / Water Mill

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Child friendly
  • Pet friendly
Comfortable, clean & modern house with 2 bedrooms and 2 bathrooms. Recent renovation includes new central AC system. New deck. Wide-open acre with beautiful gardens. Near horse farms. Fabulous 20 x 50 salt water pool (heated). Gas BBQ. Expansive decks. Convenient locati …see more

from $800 / night

$5600 / week

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from $800 / night

14

Water Mill Vacation home rental

Hamptons / Water Mill

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Child friendly
This beautiful 5 bedroom, 4 bath Water Mill home is perfect for a summer getawa …see more

from $939 / night

$6573 - $7888 / week

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from $939 / night

13

Vacation home in Water Mill

Hamptons / Water Mill

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
Nestled on over 5 private acres in Water Mill, proximate to Bridgehampton Village & Sag Harbor, this traditional, estate-style home comes with every imaginable amenity for a world-class summer. Private driveway leads to 3-story shingled house, with 7 bedrooms, each with …see more

from $3262 / night

$22827 - $27392 / week

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from $3262 / night

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