Southold | Luxury Homes for Rent & Real Estate

Bedroom, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Sun Room, Wood Texture Flooring

Interior, Kitchen, Living room, Recessed Lighting

Dining room, Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior

Interior, Recessed Lighting, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Glass Shower, Interior, Recessed Lighting

Fireplace, Interior, Living room, Pendant Lights

starting at

$8,000

/ Nov

110 Sleepy Hollow Ln, Southold, NY

4 br3 ba2,900 sf

douglas elliman exclusive

Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Bedroom, Interior, Wood Texture Flooring

Elevator, Interior, Recessed Lighting, Stainless Steel Appliances

Attached, Backyard, Exterior, Facade, Georgian

$37,000

/ Month

935 Corey Creek Ln, Southold, NY

3 br2 ba, 2 half ba

douglas elliman exclusive

Chandelier, Interior, Kitchen, Pendant Lights, Wood Texture Flooring

Empty room, Fireplace, Interior, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Empty room, Interior, Wood Texture Flooring

$36,000

/ Year

2555 Youngs Ave Apt 2A, Southold, NY

2 br2 ba1,200 sf

douglas elliman exclusive

price reduced

Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Wooden Beams, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Washer, Wood Texture Flooring

Bedroom, Interior, Wooden Ceilings, Wood Texture Flooring

Bathroom, Dual Sink Vanities, Free Standing Baths, Glass Shower, Interior, Marble, Pendant Lights, Recessed Lighting

Bathroom, Glass Shower, Interior, Marble Walls, Recessed Lighting

$25,000

/ Month

910 Glenn Rd, Southold, NY

4 br3 ba, 1 half ba

douglas elliman exclusive

starting at

$7,000

/ Short-term

630 Wild Cherry Way, Southold, NY

4 br3 ba2,378 sf

virtual tour

douglas elliman exclusive

Dining room, Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Wood Texture Flooring

Dining room, Fireplace, Interior, Pendant Lights, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Stainless Steel Appliances, Wood Texture Flooring

Fireplace, Interior, Kitchen, Living room, Pendant Lights, Stainless Steel Appliances, Wood Texture Flooring

Fireplace, Interior, Living room, Water, Wood Texture Flooring

Fireplace, Interior, Living room, Wood Texture Flooring

Dining room, Interior, Recessed Lighting, Water, Wood Texture Flooring

Bedroom, Fireplace, Interior, Wood Texture Flooring, Wooden Walls

Bathroom, Glass Shower, Interior, Recessed Lighting

Bathroom, Dual Sink Vanities, Interior, Recessed Lighting

Fitness Equipment, Interior, Recessed Lighting, Wooden Ceilings, Wood Texture Flooring, Wooden Walls

Bathroom, Interior, Recessed Lighting, Wood Texture Flooring

Backyard, Exterior, Facade, Raised Ranch

$17,500

/ Month

1205 Lake Dr, Southold, NY

4 br4 ba4,000 sf

douglas elliman exclusive

Attached, Backyard, Exterior, Facade, Farmhouse

Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Stone Walls, Wood Texture Flooring

Dining room, Interior, Pendant Lights, Recessed Lighting, Stone Walls, Wood Texture Flooring

Game Room, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Kitchen, Piano, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Dining room, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Stone Walls, Wood Texture Flooring

Interior, Recessed Lighting, Sun Room, Water

$15,000

/ Month

425 Cedar Point Dr E, Southold, NY

5 br3 ba, 1 half ba3,700 sf

douglas elliman exclusive

price reduced

Backyard, Exterior, Facade, Brick Facade, Queen Anne Victorian

Home Office, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Bathroom, Interior, Pendant Lights, Wood Texture Flooring

Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Interior, Living room, Pendant Lights, Recessed Lighting, Stone Walls, Wood Texture Flooring

Interior, Living room, Pendant Lights, Recessed Lighting

Bathroom, Interior, Recessed Lighting, Washer, Wood Texture Flooring

$13,500

/ Month

295 Beckwith Ave, Southold, NY

3 br2 ba, 1 half ba2,000 sf

douglas elliman exclusive

Detached Garage, Exterior, Facade, Brick Traditional

Interior, Living room, Recessed Lighting, Sun Room, Wood Texture Flooring

starting at

$10,000

/ Apr

590 Soundview Avenue Ext, Southold, NY

4 br4 ba, 1 half ba3,100 sf

douglas elliman exclusive

Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Interior, Wood Texture Flooring

Bathroom, Interior, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Pendant Lights, Recessed Lighting

$10,000

/ Month

780 Minnehaha Blvd, Southold, NY

4 br4 ba2,082 sf

douglas elliman exclusive

price reduced

Dining room, Interior, Kitchen, Living room, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Attached, Backyard, Exterior, Facade, Ranch

Fireplace, Interior, Living room, Recessed Lighting, Stone Walls, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, Living room, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Pendant Lights, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Recessed Lighting, Sun Room, Wood Texture Flooring

$9,000

/ Month

1265 Brigantine Dr, Southold, NY

3 br2 ba1,750 sf

douglas elliman exclusive

contract signed | price reduced

Attached, Exterior, Facade, Brick Facade, Raised Ranch

Chandelier, Dining room, Fireplace, Interior, Living room, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Stainless Steel Appliances, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Living room, Recessed Lighting, Wood Texture Flooring

Chandelier, Dining room, Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Chandelier, Interior, Wood Texture Flooring

$8,800

/ Month

440 Pine Neck Rd, Southold, NY

4 br3 ba2,340 sf

douglas elliman exclusive

new

Dining room, Interior, Kitchen, Living room, Pendant Lights, Wood Texture Flooring

Dining room, Interior, Kitchen, Pendant Lights, Stainless Steel Appliances, Wood Texture Flooring

Interior, Kitchen, Pendant Lights, Stainless Steel Appliances

Interior, Kitchen, Stainless Steel Appliances

Dining room, Interior, Living room, Wood Texture Flooring

Interior, Living room, Piano, Wood Texture Flooring

Interior, Living room, Wood Texture Flooring

Fireplace, Interior, Wood Texture Flooring

Dining room, Interior, Recessed Lighting, Wooden Ceilings, Wood Texture Flooring

$7,500

/ Month

6710 Soundview Ave, Southold, NY

4 br2 ba2,000 sf

douglas elliman exclusive

price reduced

$6,250

/ Month

590 Soundview Av Ext, Southold, NY

4 br4 ba, 1 half ba3,100 sf

douglas elliman exclusive

Interior, Kitchen, Recessed Lighting, Wood Texture Flooring

Home Office, Interior, Wood Texture Flooring

$4,800

/ Month

13595 Soundview Ave, Southold, NY

3 br2 ba, 1 half ba

douglas elliman exclusive

price reduced

Bedroom, Interior, Wooden Beams, Wood Texture Flooring

Bathroom, Free Standing Baths, Glass Shower, Interior, Recessed Lighting

Bedroom, Home Office, Interior, Wooden Beams, Wood Texture Flooring

$4,500

/ Month

480 N Bayview Rd, Southold, NY

3 br3 ba

douglas elliman exclusive

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Wood Texture Flooring

starting at

$4,000

/ Short-term

480 North Bayview Rd Ext, Southold, NY

3 br3 ba2,600 sf

douglas elliman exclusive

Dining room, Fireplace, Interior, Living room, Wood Texture Flooring

Dining room, Interior, Wood Texture Flooring

Interior, Kitchen, Wood Texture Flooring

$3,500

/ Month

3825 S Harbor Rd, Southold, NY

2 br1 ba

douglas elliman exclusive

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Luxury listings for rent in Southold

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110 Sleepy Hollow Ln, Southold, NY

935 Corey Creek Ln, Southold, NY

2555 Youngs Ave Apt 2A, Southold, NY

910 Glenn Rd, Southold, NY

630 Wild Cherry Way, Southold, NY

1205 Lake Dr, Southold, NY

425 Cedar Point Dr E, Southold, NY

295 Beckwith Ave, Southold, NY

590 Soundview Avenue Ext, Southold, NY

780 Minnehaha Blvd, Southold, NY

1265 Brigantine Dr, Southold, NY

440 Pine Neck Rd, Southold, NY

6710 Soundview Ave, Southold, NY

590 Soundview Av Ext, Southold, NY

13595 Soundview Ave, Southold, NY

480 N Bayview Rd, Southold, NY

480 North Bayview Rd Ext, Southold, NY

3825 S Harbor Rd, Southold, NY