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Short Term Rentals in Southold, NY

12 rentals

1d ago

Short Term house for rent in Calverton

Short term | In-unit laundry | Outdoor space

3 beds

2 baths

$55,000

House for rent

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Carpet

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On-Site Laundry

5d+ ago

Short Term house for rent in Cutchogue

2465 Fairway Dr, Cutchogue, NY 11935

Short term | In-unit laundry | Air conditioning

5 beds

3.5 baths

$30,000

House for rent

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Air Conditioning

Dishwasher

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5d+ ago

Short Term house for rent in Shelter Island Heights

5BR, 4BA Waterfront Victorian

4 Summerfield Pl, Shelter Island Heights, NY 11965

Short term | In-unit laundry | Outdoor space

5 beds

4 baths

$9,000

House for rent

Available Jun 1

Top amenities

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In-Unit Laundry

5d+ ago

Short Term house for rent in Shelter Island

Shelter Island-Neat, Clean and close to beaches

24 Worthy Way, Shelter Island, NY 11964

Short term | In-unit laundry | Outdoor space

3 beds

2 baths

$15,000

House for rent

Top amenities

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Fireplace

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5d+ ago

Short Term house for rent in Shelter Island

Shelter Island-Silver Beach Community

6 Crab Creek Rd, Shelter Island, NY 11964

Short term | In-unit laundry | Outdoor space

3 beds

2 baths

$10,000

House for rent

Available Jun 1

Top amenities

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Furnished

In-Unit Laundry

5d+ ago

Short Term house for rent in East Hampton

East Hampton: Village Fringe. Recently Renovated, Fully Equipped Quiet Retreat.

3 Mulford Ave #NA, East Hampton, NY 11937

Short term | In-unit laundry | Outdoor space

4 beds

2.5 baths

$30,000

House for rent

Available May 1

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5d+ ago

Short Term house for rent in Cutchogue

35750 Main Rd, Cutchogue, NY 11935

Short term | Garage parking | Furnished

3 beds

1 bath

$3,300

House for rent

5d+ ago

Short Term house for rent in Hampton Bays

1 Washington Ave, Hampton Bays, NY 11946

Short term | Air conditioning | Microwave

1 bed

1 bath

$10,000

House for rent

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5d+ ago

Short Term house for rent in East Marion

11930 Main Rd, East Marion, NY 11939

Short term | Air conditioning

4 beds

2 baths

$3,500

House for rent

5d+ ago

Short Term house for rent in Calverton

371 S River Rd, Calverton, NY 11933

Short term | Air conditioning

5 beds

2 baths

$4,500

House for rent

5d+ ago

Short Term house for rent in Cutchogue

875 Fleetwood Rd, Cutchogue, NY 11935

Short term | Outdoor space | Oven

1 bed

1 bath

$2,300

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5d+ ago

Short Term house for rent in East Hampton

42 Manor Ln #1, East Hampton, NY 11937

Short term | In-unit laundry | Outdoor space

4 beds

2.5 baths

$25,000

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Garage Parking

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Showing 1 - 12 of 12 results

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Home > House Rentals in Southold > Southold Short term rentals

Updated: May 5, 2026

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1000 Rambler Rd, Southold, NY 11971

1050 Pine Ave, Southold, NY 11971

1160 Goose Creek Lane, Southold, NY 11971

365 Chablis Path, Southold, NY 11971

3825 S Harbor Rd, Southold, NY 11971

450 Sterling Woods Ln, Southold, NY 11971

650 Pine Ave, Southold, NY 11971

695 Rogers Rd, Southold, NY 11971

8415 Soundview Ave, Southold, NY 11971

8515 Soundview Ave, Southold, NY 11971

Southold, NY homes for sale

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🌇Available house rentals	12 houses
💰Best rent deal	875 Fleetwood Rd
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