Southold | Luxury Homes for Rent & Real Estate

Interior, Living room, Recessed Lighting, Wood Texture Flooring

Dining room, Interior, Living room, Pendant Lights, Recessed Lighting, 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, 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

Bedroom, 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

$30,000

/ Month

110 Sleepy Hollow Ln, Southold, NY

4 br3 ba2,900 sf

virtual tour

douglas elliman exclusive

starting at

$8,000

/ Nov

110 Sleepy Hollow, Southold, NY

4 br3 ba2,900 sf

virtual tour

douglas elliman exclusive

price reduced

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

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

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

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

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

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

Bedroom, Interior, Pendant Lights, Wood Texture Flooring

Bathroom, Glass Shower, Interior, Recessed Lighting

Bedroom, Interior, Wood Texture Flooring

Interior, Living room, Recessed Lighting

Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances

$28,000

/ Month

630 Wild Cherry Way, Southold, NY

4 br3 ba2,378 sf

virtual tour

douglas elliman exclusive

starting at

$7,000

/ Short-term

630 Wild Cherry, Southold, NY

4 br3 ba2,378 sf

virtual tour

douglas elliman exclusive

price reduced

Fireplace, Interior, Recessed Lighting, Wood Texture Flooring

Dining room, Fireplace, Interior, 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

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

$20,000

/ Month

480 N Bayview Rd, Southold, NY

3 br3 ba

douglas elliman exclusive

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

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

Detached Garage, Exterior, Facade, Brick Traditional

Backyard, Exterior, Facade, Queen Anne Victorian

$20,000

/ Sep

590 Soundview Avenue, Southold, NY

4 br4 ba, 1 half ba3,100 sf

douglas elliman exclusive

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

Dining room, Interior, Kitchen, 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, 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, Recessed Lighting, Stainless Steel Appliances, 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

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

Elevator, Interior, Recessed Lighting, Stainless Steel Appliances

Attached, Backyard, Exterior, Facade, Georgian

$15,000

/ Month

935 Corey Creek Ln, Southold, NY

3 br2 ba, 2 half ba

douglas elliman exclusive

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

$15,000

/ Month

295 Beckwith Ave, Southold, NY

3 br2 ba, 1 half ba2,000 sf

douglas elliman exclusive

new

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

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

$14,000

/ Month

525 South Harbor Rd, Southold, NY

4 br5 ba, 1 half ba102,802 sf

douglas elliman exclusive

Dining room, Interior, Kitchen, Recessed Lighting, Stone Walls, Wooden Beams, Wood Texture Flooring

Dining room, Interior, Kitchen, Recessed Lighting, Stainless Steel Appliances, Stone Walls, Wooden Beams, Wood Texture Flooring

Interior, Kitchen, Recessed Lighting, Utility Closets, Washer, Wood Texture Flooring

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

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

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

starting at

$3,500

/ Nov

1975 Youngs, Southold, NY

3 br2 ba2,600 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

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

Bedroom, Interior, Recessed Lighting, Water, Wood Texture Flooring

starting at

$10,000

/ Jul

780 Minnehaha, Southold, NY

4 br4 ba2,082 sf

douglas elliman exclusive

price reduced

Dining room, Interior, Living room, Pendant Lights

$10,000

/ Month

425 Lake Dr, Southold, NY

3 br1 ba1,200 sf

douglas elliman exclusive

starting at

$10,000

/ Jul

425 Lake, Southold, NY

3 br1 ba1,200 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

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Luxury listings for rent in Southold

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110 Sleepy Hollow Ln, Southold, NY

110 Sleepy Hollow, Southold, NY

630 Wild Cherry Way, Southold, NY

630 Wild Cherry, Southold, NY

910 Glenn Rd, Southold, NY

480 N Bayview Rd, Southold, NY

590 Soundview Avenue, Southold, NY

1205 Lake Dr, Southold, NY

425 Cedar Point Dr E, Southold, NY

935 Corey Creek Ln, Southold, NY

295 Beckwith Ave, Southold, NY

525 South Harbor Rd, Southold, NY

1975 Youngs, Southold, NY

780 Minnehaha Blvd, Southold, NY

780 Minnehaha, Southold, NY

425 Lake Dr, Southold, NY

425 Lake, Southold, NY

1265 Brigantine Dr, Southold, NY