4 Bedroom 2 Bath Houses for Rent in Southold, NY

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Fairfield Pines East - 1355 Roanoke Ave, Riverhead, NY, 11901
Fairfield Pines East - 1355 Roanoke Ave, Riverhead, NY, 11901
Fairfield Pines East - 1355 Roanoke Ave, Riverhead, NY, 11901
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
The stunning Fairfield Pines East is located just off Route 58, near Peconic Bay Medical Center and moments from Tanger Outlets, close to many East End attractions: the Atlantis Aquarium, Farms, Winer

$2,055+/mo

0-2 beds1-2 bath589-973 sq ft

Fairfield Pines East

| 1355 Roanoke Ave, Riverhead, NY 11901

10 units available • Pets welcome • Laundry facility

2055 Anchor Ln, Southold, NY, 11971
2055 Anchor Ln, Southold, NY, 11971
2055 Anchor Ln, Southold, NY, 11971
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Comfortable Summer retreat in Harbor Lights Community. Enjoy this four bedroom home with saltwater pool, deck with fireplace overlooking the private yard, all within steps of the deeded bay beach and

$24,000/mo

4 beds2.5 baths2,200 sq ft

2055 Anchor Ln, Southold, NY 11971

Parking • A/C • Car-dependent

1275 The Esplanade, Southold, NY, 11971
1275 The Esplanade, Southold, NY, 11971
1275 The Esplanade, Southold, NY, 11971
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Welcome to this fabulous vacation home located at 1275 The Esplanade, in Southold's coveted "Angel Shores" private bay beach community. The private bay beach is so close you can hear the waves and fee

$10,000/mo

4 beds2.5 baths— sq ft

1275 The Esplanade, Southold, NY 11971

Parking • A/C • Dishwasher

215 Northfield Ln, Southold, NY, 11971
215 Northfield Ln, Southold, NY, 11971
215 Northfield Ln, Southold, NY, 11971
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Permit 681- Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plent

$13,000/mo

4 beds3 baths2,300 sq ft

215 Northfield Ln, Southold, NY 11971

Parking • A/C • Dishwasher

54505 County Road 48, Southold, NY, 11971
54505 County Road 48, Southold, NY, 11971
54505 County Road 48, Southold, NY, 11971
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
**Southold, North Fork:** Picture yourself enjoying the most enchanting summer in this exquisite beach house situated on the sparkling Long Island Sound. With 100 feet of private waterfront beach and

$15,000/mo

4 beds2 baths1,800 sq ft

54505 County Road 48, Southold, NY 11971

Dogs welcome • Parking • A/C

455 W Shore Dr, Southold, NY, 11971
455 W Shore Dr, Southold, NY, 11971
455 W Shore Dr, Southold, NY, 11971
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Welcome to 455 West Shore Road, Southold, NY. This charming 4-bedroom, 2. 5-bathroom rental property offers 1, 600 square feet of comfortable living space. Nestled in a serene location, the home provi

$5,000/mo

4 beds2.5 baths1,625 sq ft

455 W Shore Dr, Southold, NY 11971

Parking • A/C • Car-dependent

Property at 440 Pine Neck Rd, Southold, NY, 11971, 4 beds, 3 baths, [object Object]

$8,800/mo

4 beds3 baths2,340 sq ft

440 Pine Neck Rd, Southold, NY 11971

Property at 950 Blue Marlin Dr, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$20,000/mo

4 beds4 baths3,200 sq ft

950 Blue Marlin Dr, Southold, NY 11971

Property at 630 Wild Cherry Way, Southold, NY, 11971, 4 beds, 3 baths, [object Object]

$32,000/mo

4 beds3 baths2,378 sq ft

630 Wild Cherry Way, Southold, NY 11971

Property at 3400 Youngs Ave, Southold, NY, 11971, 4 beds, 2 baths, [object Object]

$3,500/mo

4 beds2 baths— sq ft

3400 Youngs Ave, Southold, NY 11971

Property at 170 Laurel Ave, Southold, NY, 11971, 4 beds, 2 baths, [object Object]

$12,000/mo

4 beds2 baths— sq ft

170 Laurel Ave, Southold, NY 11971

Property at 16125 Soundview Ave, Southold, NY, 11971, 4 beds, 3.5 baths, [object Object]

$40,000/mo

4 beds3.5 baths— sq ft

16125 Soundview Ave, Southold, NY 11971

Property at 485 Hickory Ave, Southold, NY, 11971, 4 beds, 3 baths, [object Object]

$35,000/mo

4 beds3 baths2,350 sq ft

485 Hickory Ave, Southold, NY 11971

Property at 1205 Lake Dr, Southold, NY, 11971, 4 beds, 4 baths, [object Object]

$17,500/mo

4 beds4 baths4,000 sq ft

1205 Lake Dr, Southold, NY 11971

Property at 3675 Wells Ave, Southold, NY, 11971, 4 beds, 2 baths, [object Object]

$20,500/mo

4 beds2 baths— sq ft

3675 Wells Ave, Southold, NY 11971

Property at 590 Soundview Avenue Ext, Southold, NY, 11971, 4 beds, 4.5 baths, [object Object]

$6,250/mo

4 beds4.5 baths3,100 sq ft

590 Soundview Avenue Ext, Southold, NY 11971

Property at 6430 Hortons Ln, Southold, NY, 11971, 4 beds, 3.5 baths, [object Object]

$24,000/mo

4 beds3.5 baths— sq ft

6430 Hortons Ln, Southold, NY 11971

Property at 910 Glenn Rd, Southold, NY, 11971, 4 beds, 3.5 baths, [object Object]

$30,000/mo

4 beds3.5 baths— sq ft

910 Glenn Rd, Southold, NY 11971

Property at 75 Clearview Ave, Southold, NY, 11971, 4 beds, 3.5 baths, [object Object]

$32,500/mo

4 beds3.5 baths— sq ft

75 Clearview Ave, Southold, NY 11971

End of results (Download All)

Here are some rentals close to your search

1250 Sound Dr, Greenport, NY, 11944
1250 Sound Dr, Greenport, NY, 11944
1250 Sound Dr, Greenport, NY, 11944
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus ro

$45,000/mo

4 beds4.5 baths5,000 sq ft

1250 Sound Dr, Greenport, NY 11944

Parking • A/C • Car-dependent

65 Rockcove Ct, Greenport, NY, 11944
65 Rockcove Ct, Greenport, NY, 11944
65 Rockcove Ct, Greenport, NY, 11944
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport's private Rock Cove Estates. A stone's thi away to the deed private beach on the Long Island Sound. Highly desi

$35,000/mo

4 beds3.5 baths3,100 sq ft

65 Rockcove Ct, Greenport, NY 11944

Dogs welcome • Parking • A/C

3 Lakeview Dr, Shelter Island, NY, 11964
3 Lakeview Dr, Shelter Island, NY, 11964
3 Lakeview Dr, Shelter Island, NY, 11964
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Wake up each morning to the sweet sounds of birdsong in this charming 4-bedroom, 2-bath, nestled amongst rolling hills. Located .6 miles from coveted Wades Beach and Mashomack Preserve. This secluded

$14,000/mo

4 beds2 baths1,720 sq ft

3 Lakeview Dr, Shelter Island, NY 11964

Dogs welcome • Car-dependent • Swimming Pool

1710 Gull Pond Ln, Greenport, NY, 11944
1710 Gull Pond Ln, Greenport, NY, 11944
1710 Gull Pond Ln, Greenport, NY, 11944
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
PLEASE READ FULL DESCRIPTION! Rental registry # 0952 Private modern 4 bedroom/2 bath cabin near the bay situated on 3.8 acres on culdesac. The cabin is set 200 ft off a quiet culdesac that lies across

$10,000/mo

4 beds2 baths2,500 sq ft

1710 Gull Pond Ln, Greenport, NY 11944

Dogs welcome • Laundry in unit • A/C

3655 Pequash Ave, Cutchogue, NY, 11935
3655 Pequash Ave, Cutchogue, NY, 11935
3655 Pequash Ave, Cutchogue, NY, 11935
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
New to Market FLEET's NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers S

$30,000/mo

4 beds2 baths2,400 sq ft

3655 Pequash Ave, Cutchogue, NY 11935

Parking • A/C • Dishwasher

1155 Old Harbor Rd, New Suffolk, NY, 11956
1155 Old Harbor Rd, New Suffolk, NY, 11956
1155 Old Harbor Rd, New Suffolk, NY, 11956
ABOUT THIS HOME
4 Bedroom 2 Bath Houses for Rent in Southold, NY
Quintessential North Fork sandy bay beachfront rental. Stunning views across Cutchogue Harbor and Peconic Bay will be yours at this spacious waterfront home, whether from the airy great room, the bri

$6,000/mo

4 beds3 baths— sq ft

1155 Old Harbor Rd, New Suffolk, NY 11956

Parking • A/C • Car-dependent

Property at 199 Old Harbor Rd, New Suffolk, NY, 11956, 4 beds, 3 baths, [object Object]

$65,000/mo

4 beds3 baths2,200 sq ft

199 Old Harbor Rd, New Suffolk, NY 11956

Property at 5220 Stillwater Ave, Cutchogue, NY, 11935, 4 beds, 2.5 baths, [object Object]

$20,000/mo

4 beds2.5 baths2,500 sq ft

5220 Stillwater Ave, Cutchogue, NY 11935

Property at 105 Ole Jule Ln, Mattituck, NY, 11952, 4 beds, 3 baths, [object Object]

$17,500/mo

4 beds3 baths2,500 sq ft

105 Ole Jule Ln, Mattituck, NY 11952

Property at 189 Old Harbor Rd, New Suffolk, NY, 11956, 4 beds, 2.5 baths, [object Object]

$65,000/mo

4 beds2.5 baths2,500 sq ft

189 Old Harbor Rd, New Suffolk, NY 11956

Property at 675 Halls Creek Dr, Mattituck, NY, 11952, 4 beds, 3 baths, [object Object]

$16,500/mo

4 beds3 baths3,050 sq ft

675 Halls Creek Dr, Mattituck, NY 11952

Contact for Price

4 beds4.5 baths2,000 sq ft

4705 Nassau Point Rd, Cutchogue, NY 11935

Property at 3475 Wunneweta Rd, Cutchogue, NY, 11935, 4 beds, 3 baths, [object Object]

$9,500/mo

4 beds3 baths3,000 sq ft

3475 Wunneweta Rd, Cutchogue, NY 11935

Property at 250 Pine Tree Ct, Cutchogue, NY, 11935, 4 beds, 3.5 baths, [object Object]

$30,000/mo

4 beds3.5 baths2,800 sq ft

250 Pine Tree Ct, Cutchogue, NY 11935

Property at 25 Moose Trl, Cutchogue, NY, 11935, 4 beds, 2 baths, [object Object]

$22,000/mo

4 beds2 baths2,600 sq ft

25 Moose Trl, Cutchogue, NY 11935

Property at 1330 Saltaire Way, Mattituck, NY, 11952, 4 beds, 2 baths, [object Object]

$4,500/mo

4 beds2 baths1,800 sq ft

1330 Saltaire Way, Mattituck, NY 11952

Property at 2430 Dignans Rd, Cutchogue, NY, 11935, 4 beds, 3.5 baths, [object Object]

$40,000/mo

4 beds3.5 baths2,250 sq ft

2430 Dignans Rd, Cutchogue, NY 11935

Property at 2905 W Creek Ave, Cutchogue, NY, 11935, 4 beds, 2 baths, [object Object]

$14,000/mo

4 beds2 baths1,900 sq ft

2905 W Creek Ave, Cutchogue, NY 11935

Contact for Price

4 beds2.5 baths2,900 sq ft

1260 Jackson St, Mattituck, NY 11952

Property at 935 Southern Cross Rd, Cutchogue, NY, 11935, 4 beds, 4 baths, [object Object]

$22,500/mo

4 beds4 baths— sq ft

935 Southern Cross Rd, Cutchogue, NY 11935

Based on information submitted to the MLS GRID as of Mon Mar 03 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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