5 Bedroom Houses for Rent in Southampton, NY

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14 Atterbury Rd, Southampton, NY, 11968
14 Atterbury Rd, Southampton, NY, 11968
14 Atterbury Rd, Southampton, NY, 11968
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
This summer, enjoy a beautiful new construction home in a well known neighborhood in the Hamptons. This brand new house is south of the highway and was constructed by a well known builder. It offers a

$70,000/mo

5 beds4.5 baths— sq ft

14 Atterbury Rd, Southampton, NY 11968

Parking • A/C • Dishwasher

2 Little Neck Rd, Southampton, NY, 11968
2 Little Neck Rd, Southampton, NY, 11968
2 Little Neck Rd, Southampton, NY, 11968
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Nestled in the heart of Southampton, this exquisite residence epitomizes coastal elegance and luxurious living. Boasting 5 spacious bedrooms and 5 beautifully appointed baths, every inch of this home

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5 beds5 baths4,026 sq ft

2 Little Neck Rd, Southampton, NY 11968

Parking • A/C • Dishwasher

49 Arbutus Rd, Southampton, NY, 11968
49 Arbutus Rd, Southampton, NY, 11968
49 Arbutus Rd, Southampton, NY, 11968
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Rental Reg. # RP201765: Designer modern home set on a private acre in Southampton. This architectural gem features three floors of living space, each floor with additional outdoor terrace/deck areas a

$47,000/mo

5 beds4 baths3,093 sq ft

49 Arbutus Rd, Southampton, NY 11968

Parking • Car-dependent • Swimming Pool

40 Breese Ln, Southampton, NY, 11968
40 Breese Ln, Southampton, NY, 11968
40 Breese Ln, Southampton, NY, 11968

$40,000/mo

5 beds4 baths1,452 sq ft

40 Breese Ln, Southampton, NY 11968

Car-dependent • Swimming Pool

51 Cheviot Rd, Southampton, NY, 11968
51 Cheviot Rd, Southampton, NY, 11968
51 Cheviot Rd, Southampton, NY, 11968
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
"OH HONEY,STOP THE CAR!" Feast Your Eyes,luxurious retreat 5 Bdrm ,5 Bath 4,416 sq ft.Remodeled Newly furnished 2yr ago,Oak floors, family rm, 2 sets French doors & wrap around deck, backyard,Gunite

$12,000/mo

5 beds5 baths4,416 sq ft

51 Cheviot Rd, Southampton, NY 11968

Parking • A/C • Car-dependent

325 Tuckahoe Rd, Southampton, NY, 11968
325 Tuckahoe Rd, Southampton, NY, 11968
325 Tuckahoe Rd, Southampton, NY, 11968
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
This sprawling 5 bedroom, 5.5 bath home on a shy acre has all the bells and whistles one could ask for in a residence for year-round living. Inside, the eat-in cook's kitchen is a main gathering space

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5 beds5.5 baths3,784 sq ft

325 Tuckahoe Rd, Southampton, NY 11968

Parking • A/C • Car-dependent

Property at 20 Millfarm Ln, Southampton, NY, 11968, 5 beds, 5.5 baths, [object Object]

$50,000/mo

5 beds5.5 baths4,500 sq ft

20 Millfarm Ln, Southampton, NY 11968

Property at 334 Noyack Rd, Southampton, NY, 11968, 5 beds, 4.5 baths, [object Object]

$25,000/mo

5 beds4.5 baths3,700 sq ft

334 Noyack Rd, Southampton, NY 11968

Contact for Price

5 beds6 baths3,400 sq ft

162 Whites Ln, Southampton, NY 11968

Property at 51 White Oak Ln, Southampton, NY, 11968, 5 beds, 3.5 baths, [object Object]

$85,000/mo

5 beds3.5 baths3,800 sq ft

51 White Oak Ln, Southampton, NY 11968

Contact for Price

5 beds4 baths2,230 sq ft

57 Big Fresh Pond Rd, Southampton, NY 11968

Property at 231 Flying Point Rd, Southampton, NY, 11968, 5 beds, 8 baths, [object Object]

$50,000/mo

5 beds8 baths6,400 sq ft

231 Flying Point Rd, Southampton, NY 11968

Property at 582 Water Mill Towd Rd, Southampton, NY, 11968, 5 beds, 5.5 baths, [object Object]

$55,000/mo

5 beds5.5 baths4,000 sq ft

582 Water Mill Towd Rd, Southampton, NY 11968

Contact for Price

5 beds5.5 baths4,650 sq ft

115 Toylsome Ln, Southampton, NY 11968

Property at 10 Atterbury Rd, Southampton, NY, 11968, 5 beds, 4 baths, [object Object]

$69,500/mo

5 beds4 baths4,742 sq ft

10 Atterbury Rd, Southampton, NY 11968

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90 Lopers Path, Water Mill, NY, 11976
90 Lopers Path, Water Mill, NY, 11976
90 Lopers Path, Water Mill, NY, 11976
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Perched up high on 7.6 acres of rolling hills through a private gated entrance is this special property. The tri-level main house has three bedrooms plus a bonus room with balcony and trundle bed. The

Contact for Price

5 beds3.5 baths4,200 sq ft

90 Lopers Path, Water Mill, NY 11976

Parking • A/C • Car-dependent

15 Carter Rd, Hampton Bays, NY, 11946
15 Carter Rd, Hampton Bays, NY, 11946
15 Carter Rd, Hampton Bays, NY, 11946
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Welcome to this stunning estate, where timeless charm meets modern luxury. Upon entering the main entrance, you're greeted by a grand staircase that sets the tone for the home's elegant flow. The firs

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5 beds7.5 baths5,400 sq ft

15 Carter Rd, Hampton Bays, NY 11946

Parking • A/C • Dishwasher

138 Malloy Dr, East Quogue, NY, 11942
138 Malloy Dr, East Quogue, NY, 11942
138 Malloy Dr, East Quogue, NY, 11942
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
RR#: RP220216 Your quintessential Hamptons summer home awaits! The interior of the home is warm, spacious, and comfortable with nice central A/C to keep you cool on a summer's day. There is a fully fi

$40,000/mo

5 beds4 baths3,700 sq ft

138 Malloy Dr, East Quogue, NY 11942

Pets welcome • A/C • Car-dependent

31 Island View Dr E, Sag Harbor, NY, 11963
31 Island View Dr E, Sag Harbor, NY, 11963
31 Island View Dr E, Sag Harbor, NY, 11963
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Sag Harbor 5Br/5Bth 4Ensuite Baths + Salt H20 Pool 5 min to Sag Harbor or Bridgehampton. 12 min to Easthampton or Southampton 5 Min to the Bay. A little over a mile to Sag Village, or Long Beach. The

$10,416/mo

5 beds5 baths3,400 sq ft

31 Island View Dr E, Sag Harbor, NY 11963

Dogs welcome • Laundry in unit • A/C

190 Jackson Lndg, Mattituck, NY, 11952
190 Jackson Lndg, Mattituck, NY, 11952
190 Jackson Lndg, Mattituck, NY, 11952
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Escape to waterfront luxury this summer in this stunning 5-bedroom estate on the Mattituck Inlet. Imagine waking up to breathtaking views every morning! This 1.1-acre property offers the perfect sett

$25,000/mo

5 beds5.5 baths6,200 sq ft

190 Jackson Lndg, Mattituck, NY 11952

Parking • A/C • Car-dependent

3 Kellis Way, Bridgehampton, NY, 11932
3 Kellis Way, Bridgehampton, NY, 11932
3 Kellis Way, Bridgehampton, NY, 11932
ABOUT THIS HOME
5 Bedroom House for Rent in Southampton:
Major renovations just completed - include three new marble bathrooms, refinished oak floors in white, new & expanded IPE decks, and dramatic 20W x 16H foot windows facing the Pond. That coupled with

Contact for Price

5 beds5.5 baths5,100 sq ft

3 Kellis Way, Bridgehampton, NY 11932

Parking • A/C • Dishwasher

Contact for Price

5 beds4.5 baths4,000 sq ft

3 Cherry Blossom Ln, East Quogue, NY 11942

Contact for Price

5 beds6 baths4,000 sq ft

2765 Deerfield Rd, Sag Harbor, NY 11963

Property at 215 Kouros Rd, New Suffolk, NY, 11956, 5 beds, 3 baths, [object Object]

$16,000/mo

5 beds3 baths2,500 sq ft

215 Kouros Rd, New Suffolk, NY 11956

Property at 425 Cedar Point Dr E, Southold, NY, 11971, 5 beds, 3.5 baths, [object Object]

$15,000/mo

5 beds3.5 baths3,700 sq ft

425 Cedar Point Dr E, Southold, NY 11971

Property at 1800 Westphalia Rd, Mattituck, NY, 11952, 5 beds, 3.5 baths, [object Object]

$15,000/mo

5 beds3.5 baths— sq ft

1800 Westphalia Rd, Mattituck, NY 11952

Property at 10 Post Ln, Quogue, NY, 11959, 5 beds, 3.5 baths, [object Object]

$20,000/mo

5 beds3.5 baths4,921 sq ft

10 Post Ln, Quogue, NY 11959

Property at 370 Fishermans Beach Rd, Cutchogue, NY, 11935, 5 beds, 3 baths, [object Object]

$35,000/mo

5 beds3 baths3,000 sq ft

370 Fishermans Beach Rd, Cutchogue, NY 11935

Property at 5270 Nassau Point Rd, Cutchogue, NY, 11935, 5 beds, 3.5 baths, [object Object]

$30,000/mo

5 beds3.5 baths3,500 sq ft

5270 Nassau Point Rd, Cutchogue, NY 11935

Property at 5650 N Bayview Rd, Southold, NY, 11971, 5 beds, 2 baths, [object Object]

$3,900/mo

5 beds2 baths2,000 sq ft

5650 N Bayview Rd, Southold, NY 11971

Property at 253 Northside Dr, Sag Harbor, NY, 11963, 5 beds, 4 baths, [object Object]

$70,000/mo

5 beds4 baths4,000 sq ft

253 Northside Dr, Sag Harbor, NY 11963

Property at 930 W Cove Rd, Cutchogue, NY, 11935, 5 beds, 3 baths, [object Object]

$15,000/mo

5 beds3 baths— sq ft

930 W Cove Rd, Cutchogue, NY 11935

Property at 495 N Parish Dr, Southold, NY, 11971, 5 beds, 5.5 baths, [object Object]

$25,000/mo

5 beds5.5 baths3,500 sq ft

495 N Parish Dr, Southold, NY 11971

Property at 45 Budds Pond Rd, Southold, NY, 11971, 5 beds, 2 baths, [object Object]

$25,500/mo

5 beds2 baths3,000 sq ft

45 Budds Pond Rd, Southold, NY 11971

Contact for Price

5 beds3.5 baths2,818 sq ft

18 Sunset Ave, East Quogue, NY 11942

Based on information submitted to the MLS GRID as of Sun Apr 27 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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