Southold Rentals

/ Home
/ Vacation Rentals
/ United States
/ New York
/ Long Island
/ North Fork
/ Southold
Book with confidence.

Updating...

age 0-16
32 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

32 Houses

Why am I receiving these results?

Private Waterfront W Beach, New Renovation

Southold house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$831

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

Southold house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Horse riding

All filters match

Price per night from

$915

Great rentals within 20 miles that match your search

Lushly Landscaped Contemporary With Pool East Hampton North

East Hampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$573

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$2,519

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$1,374

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Horse riding

All filters match

Price per night from

$1,718

Weekly Summer Beach Rental

Old Lyme house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Horse riding

All filters match

Price per night from

$328

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Horse riding

All filters match

Price per night from

$3,272

Serene & Private East Hampton Summer Rental w/pool

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Horse riding

All filters match

Price per night from

$982

East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!

Baiting Hollow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$801

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

Match: Horse riding

All filters match

Price per night from

$1,219

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$1,088

ONE-OF-A-KIND VILLA NESTLED ALONG THE SHORE

Southampton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$1,023

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Horse riding

All filters match

Price per night from

$1,374

Very Private and Tranquil House in wooded estate.

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$1,145

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Horse riding

All filters match

Price per night from

$1,145

Brand New Southampton Condo

Southampton condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$492

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: Horse riding

All filters match

Price per night from

$458

Match: Horse riding

All filters match

Price per night from

$779

Cozy North Shore Beach House * Wine Country

Baiting Hollow house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 27 minutes

Match: Horse riding

All filters match

Price per night from

$287

Bishops Pond Southampton NY

Southampton townhouse

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$147

Relaxed Village Farmhouse

Greenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Horse riding

All filters match

Price per night from

$802

Waterfront home: 4 bed, 3 bath, hot tub & more!

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Horse riding

All filters match

Price per night from

$401

Cottage european charm private beach in Southampton, North Sea

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Horse riding

All filters match

Price per night from

$540

Match: Horse riding

All filters match

Price per night from

$573

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Horse riding

All filters match

Price per night from

$5,153

Why Share? Beautiful guest house! Hamptons - Sag Harbor

Sag Harbor guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Horse riding

All filters match

Price per night from

$401

Match: Horse riding

All filters match

Price per night from

$974

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$659

Architecturally Unique Summer Home in Southampton. Mins from the beach!

Southampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$1,374

Match: Horse riding

All filters match

Price per night from

$2,519

HAMPTON'S WATERFRONT HOUSE STEPS TO PRIVATE BEACH

East Quogue house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Horse riding

All filters match

Price per night from

$1,432

×

Also consider