Vacation Rentals & House Rentals in Southold

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Shared indoor pool
Swing set or jungle gym
Video player
Fridge
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Cycling trips
Beach or lakeside relaxation
Walking trips
Tennis in town

Water sports
Horse riding
Fishing
Golf within 30mins drive
Waterfront

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17 Houses

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Private Waterfront W Beach, New Renovation

Southold house

3 bedrooms
3 bathrooms

sleeps 8

Match: Cycling trips

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Price per night from

$832

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Southold house

4 bedrooms
2 bathrooms

sleeps 10

Match: Cycling trips

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Price per night from

$917

Great rentals within 20 miles that match your search

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

3 bedrooms
2 bathrooms

sleeps 6

“Great time in Hamptons” Jackie and al's place is in a great location. Block away from the canal. Minutes away from the beach. Very Nice house. Looking forward to next summer.

Match: Cycling trips

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Price per night from

$459

Cozy North Shore Beach House * Wine Country

Baiting Hollow house

2 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 3 hours 27 minutes

Match: Cycling trips

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Price per night from

$287

Quaint Seaside Retreat With Full Gym

Hampton Bays house

4 bedrooms
3 bathrooms

sleeps 10

Match: Cycling trips

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Price per night from

$1,378

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms
5 bathrooms

sleeps 12

Match: Cycling trips

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Price per night from

$3,279

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

2 bedrooms
2 bathrooms

sleeps 4

Match: Cycling trips

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Price per night from

$984

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms
2 bathrooms

sleeps 8

Match: Cycling trips

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Price per night from

$1,091

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms
3 bathrooms

sleeps 10

Match: Cycling trips

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Price per night from

$1,378

East Hampton Classic

East Hampton house

4 bedrooms
4 bathrooms

sleeps 9

Match: Cycling trips

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Price per night from

$1,148

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Sag Harbor house

3 bedrooms
2 bathrooms

sleeps 6

Match: Cycling trips

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Price per night from

$987

Serene and peaceful beach getaway!

Hampton Bays house

2 bedrooms
2 bathrooms

sleeps 6

Match: Cycling trips

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Price per night from

$746

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Cycling trips

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Price per night from

$660

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

3 bedrooms
2 bathrooms

sleeps 6

Match: Cycling trips

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Price per night from

$1,435

3 Master Suites, huge lower level, 4 mins drive from beach with private chef

Quogue house

5 bedrooms
4 bathrooms

sleeps 12

Match: Cycling trips

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Price per night from

$976

Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive

East Quogue house

4 bedrooms
4 bathrooms

sleeps 10

Match: Cycling trips

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Price per night from

$574

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

4 bedrooms
2 bathrooms

sleeps 8

Match: Cycling trips

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Price per night from

$573

Also consider

Greenport 7 properties
Mattituck 6 properties
Hamptons 137 properties
North Fork 28 properties
Wading River 20 properties
Fire Island 11 properties
Baiting Hollow 7 properties
Long Island 254 properties
Catskill Region 237 properties
Lake Placid 50 properties
Niagara Falls 40 properties
Chautauqua County 31 properties
Cattaraugus County 27 properties
Lake George 24 properties
Westchester County 17 properties
Wilmington 15 properties
Otsego County 15 properties
St. Lawrence County 12 properties
Hartwick 11 properties
Severance 10 properties
Albany 10 properties
Fort Plain 9 properties
Olcott 9 properties
Erie County 9 properties
Saranac Lake 8 properties
Bolton Landing 8 properties
Alexandria Bay 7 properties
Redwood 7 properties
Old Forge 6 properties
Waterport 6 properties
Hillsdale 5 properties
Wells 5 properties

Southold Rentals

Per night

17 Houses

Private Waterfront W Beach, New Renovation

Shorecrest Beach House, 4 bedroom private beach front, new renovation

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Cozy North Shore Beach House * Wine Country

Quaint Seaside Retreat With Full Gym

SOUTHAMPTON POOL & TENNIS

Serene & Private East Hampton Summer Rental w/pool

Elegance,Privacy, French Farm House

5 bedroom Private Family Get Away

East Hampton Classic

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Serene and peaceful beach getaway!

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

3 Master Suites, huge lower level, 4 mins drive from beach with private chef

Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive

Lushly Landscaped Contemporary With Pool East Hampton North

Viewing 17 of 17
rentals in Southold

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Southold Rentals

Per night

17 Houses

Viewing 17 of 17rentals in Southold

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Viewing 17 of 17
rentals in Southold