Destination: Search
Great Rentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Long Island Vacation Rentals

Long Island Vacation Rental Accommodations - Page 1 of 4

Go to page 1 2 3 4 (1-50 of 191) Next Last
Sort by: Show rentals per page

Southold 90 feet of private waterfront w beach, new renovation, panoramic views

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $599 - $799/nt
    $3,250 - $4,800/wk
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable

Wading River Beach House, on the Beach Private Upscale kayaks Jacuzzi swimming vineyards

  • 2 BR/2 BA House (sleeps 4)
    $225 - $648/nt
    $1,195 - $2,795/wk
    $4,000 - $11,000/month
    per property, pets considered, Hot Tub, wheelchair accessible, Beach, Near The Ocean, Jacuzzi, Sauna, Tennis Court, Lawn / Garden

Massapequa Park NEW listing, HOUSE Beautiful, ART filled home, sleeps 5-6

  • 3 BR/2 BA House (sleeps 5)
    $179 - $299/nt
    $1,200 - $2,000/wk
    $4,000 - $6,900/month
    per property

Wading River New Luxury 5br Beach House Amazing Views Vineyards Bachelorette party hamptons

  • 5 BR/3 BA House (sleeps 12)
    $400 - $1,650/nt
    $2,595 - $5,600/wk
    $5,500 - $22,000/month
    per property, pets considered, wheelchair accessible, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wading River Brand New Beach House All Year, Wine tasting North Fork near Hamptons Sleeps 12

  • 3 BR/2 BA House (sleeps 12)
    $400 - $1,400/nt
    $2,300 - $4,200/wk
    $5,500 - $16,000/month
    per property, pets considered, Beach, Town, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Wading River Waterfront Beach House - Amazing Water Views, Natural & Calm, Wineries & Farms

  • 3 BR/2 BA House (sleeps 10)
    $400 - $550/nt
    $2,700 - $3,500/wk
    $8,000 - $10,500/month
    per property, Beach, Waterfront, Lawn / Garden, Air Conditioning, Internet, Television, DVD Player, Parking, Fireplace

Greenport Peace & Quiet by the Sea

  • 2 BR/1 BA, 1 half bath House (sleeps 6)
    $195 - $443/nt
    $1,375 - $3,100/wk
    $2,900 - $12,000/month
    per property, Beach, Village, Jacuzzi, Lawn / Garden, Balcony, Air Conditioning, Internet, Television, DVD Player

Long Beach Open All Year, Cozy, Quaint Beach House ~ Walk To Beach Fishing Shopping Dining

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $200 - $400/nt
    $1,400 - $2,100/wk
    per property, limited accessibility, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Wading River Beach House on the sand visit wineries kayaks swimming family reunion relax!

  • 5 BR/2 BA House (sleeps 10)
    $400 - $1,248/nt
    $2,200 - $3,600/wk
    $7,000 - $8,000/month
    per property, pets considered, Beach, Village, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Wading River Beach House GREAT VIEWS on the Beach North Fork Vineyards hamptons Bachelorette

  • 2 BR/1 BA House (sleeps 5)
    $175 - $598/nt
    $1,095 - $2,195/wk
    $3,000 - $7,700/month
    per property, accept credit card, pets considered, Beach, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Ocean Bay Park Steps to the Ocean - Three Season Bliss- Sleeps 9.... (off season sleeps 7)

  • 4 BR/1 BA, 1 half bath House (sleeps 9)
    $300 - $650/nt
    $2,250 - $3,900/wk
    per property, Beach, Near The Ocean, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, barbecue, Fireplace

Mastic Beach Architectural Bayview House

  • 3 BR/2 BA House (sleeps 10)
    $100 - $850/nt
    $700 - $1,850/wk
    $2,000 - $3,450/month
    per property, accept credit card, pets considered, Beach, Waterfront, Lawn / Garden, Internet, Satellite / Cable, Television, barbecue

Long Beach Beachside Vacation Getaway!

  • 3 BR/2 BA House (sleeps 6)
    $1,500 - $2,700/wk
    per property, Beach, Near The Ocean, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Greenport Charming And Spacious Five Room Suite..Steps To Bay Beach ,Stroll To Village

  • 2 BR/1 BA Apartment (sleeps 4)
    $175 - $265/nt
    $1,000 - $1,850/wk
    per property, accept credit card, Beach, Village, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Wading River Luxury Beach Front Cottage Wineries Hampton North fork All Year 5 min Wineries Hamptons

  • 1 BR/1 BA Cottage (sleeps 4)
    $150 - $450/nt
    $995 - $2,195/wk
    $3,000 - $8,600/month
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Town, Air Conditioning, Internet, Satellite / Cable, Television

Greenport NEW - 'The Old Schoolhouse' - Charming Restored Farmhouse In Greenport LI

  • 3 BR/1 BA, 1 half bath Farmhouse (sleeps 7)
    $275 - $350/nt
    $2,450/wk
    per property, Village, Lawn / Garden, Internet, Television, DVD Player, Parking

Moriches Bay 2.5 Acre Waterfront Estate with Boat Dock

  • 5 BR/5 BA House (sleeps 10)
    $750 - $1,250/nt
    $2,800 - $5,500/wk
    $8,900 - $20,000/month
    per property, wheelchair accessible, Beach, Waterfront, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Jamesport One House from Sandy beach, Heart of North Fork Wineries

  • 4 BR House (sleeps 8)
    $200 - $427/nt
    $1,390 - $2,990/wk
    per property, pets considered, Beach, Village, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Mastic Beach Waterfront Home With Dock! Great Views! Close To Beaches!

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $200 - $325/nt
    $1,575 - $2,100/wk
    $4,500 - $7,000/month
    per property, Beach, Near The Ocean, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Ocean Beach Classic Family Beach Cottage

  • 3 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $357 - $500/nt
    per property, Beach, Near The Ocean, Village, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, Fireplace

Long Beach LIDO BEACH TROPICAL RESORT HOUSE - 2 MINS FROM LONG BEACH

  • 5 BR/3 BA House (sleeps 12)
    $486 - $700/nt
    $3,400/wk
    $10,000/month
    per property, accept credit card, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable, Television

Southold Beach Front in Southold; newly renovated/baths/kitchen/2nd floor family room!

  • 4 BR/2 BA House (sleeps 10)
    $499 - $799/nt
    $2,800 - $4,800/wk
    per property, pets considered, Beach, Near The Ocean, Rural, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Davis Park cozy beach cottage--central location--great for families--now with Wi-Fi

  • 4 BR/1 BA House (sleeps 8)
    $2,300 - $2,800/wk
    per property, Beach, Near The Ocean, Internet, Television, DVD Player

Greenport The Private Sandy Beach Cottage of Greenport

  • 4 BR/2 BA House (sleeps 8)
    $475 - $500/nt
    $3,150/wk
    $10,920 - $11,200/month
    per property, pets considered, Beach, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Wading River Real True beach House Visit Wineries & Farm swimming kayak Bachelorette Party

  • 4 BR/1 BA House (sleeps 10)
    $400 - $1,148/nt
    $2,195 - $3,295/wk
    $7,000 - $12,000/month
    per property, accept credit card, pets considered, Beach, Village, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Davis Park great location--quiet, private, ocean views--now with Wi-Fi

  • 3 BR/1 BA House (sleeps 6)
    $2,300 - $2,800/wk
    per property, wheelchair accessible, Beach, Near The Ocean, Internet, Television, DVD Player

South Jamesport Picket fence charm in a cottage, sunny, by the sea

  • 2 BR/1 BA Cottage (sleeps 6)
    $250 - $257/nt
    $1,200 - $1,800/wk
    per property, pets considered, Beach, Rural, Lawn / Garden, Air Conditioning, Internet, Television, Parking, barbecue

South Jamesport Charming sunny country cottage - cooled by breezes from the sea

  • 2 BR/1 BA Cottage (sleeps 6)
    $257 - $275/nt
    $1,200 - $1,800/wk
    per property, accept credit card, Beach, Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Cutchogue Spacious Creekview Home: Sea Breezes, Sunny Days And Star-Filled Nights

  • 4 BR/2 BA, 1 half bath House (sleeps 8)
    $400/nt
    $2,500 - $2,800/wk
    $10,600/month
    per property, pets considered, Beach, Rural, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Cutchogue Charming Sunny Country Home - Down The Lane From The Beach

  • 4 BR/2 BA House (sleeps 10)
    $400/nt
    $2,800/wk
    per property, pets considered, Beach, Rural, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Wading River Shore Beach house Kayak Swim Bachelorette Wine tasting farm stands weekend getaw

  • 3 BR/1 BA House (sleeps 8)
    $300 - $1,000/nt
    $1,695 - $3,195/wk
    $4,000 - $11,000/month
    per property, accept credit card, pets considered, wheelchair accessible, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Greenport Water Front Home w/ 142' Deep Water Dock near Beach & Golf across the street!

  • 3 BR/2 BA House (sleeps 6)
    $300 - $550/nt
    $1,850 - $3,490/wk
    $7,260 - $13,800/month
    per property, accept credit card, Beach, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Mattituck Beautiful Home With Water Views And Swimming Pool In The Heart Of Wine Country

  • Studio/2 BA, 1 half bath House (sleeps 10)
    $700 - $800/nt
    $3,800 - $4,000/wk
    $14,000 - $15,000/month
    per property, Private Pool, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking, Fireplace

Wading River Authentic north shore beach cottage, charming, cute & clean,100ft.to beach!

  • 3 BR/1 BA Cottage (sleeps 6)
    $325/nt
    $1,800/wk
    per property, accept credit card, Beach, Town, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking, barbecue

Wading River 5BR WaterFront beach house Wineries Amazing Views 6min to Village

  • 5 BR/3 BA House (sleeps 12)
    $343 - $900/nt
    per property, pets considered, wheelchair accessible, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Baiting Hollow North Fork Beach front bungalow 1/2 mil to vineyards wine tasting available Now

  • 3 BR/1 BA Bungalow (sleeps 8)
    $200 - $1,150/nt
    $4,000 - $11,000/month
    per property, pets considered, Lawn / Garden, Balcony, Internet, Satellite / Cable, Television, DVD Player, Parking

Water Island Magical, remote beach front property with 360-degree views

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $940 - $2,557/nt
    $5,000 - $17,900/wk
    per property, pets considered, Hot Tub, Beach, Waterfront, Lawn / Garden, Balcony, Internet, Satellite / Cable, Television

Mattituck Renovated Farmhouse on a Vineyard in Long Island's Wine Country

  • 3 BR/1 BA, 1 half bath House (sleeps 5)
    $450/nt
    $2,800/wk
    per property, Beach, Downtown, Lake, Village, Lawn / Garden, Internet, Television, DVD Player, Parking, Fireplace

Davis Park Prime Weeks Still Available at this Charming Family Friendly 3BR House;Sleeps 6

  • 3 BR/1 BA House (sleeps 6)
    $2,200 - $2,800/wk
    per property, Beach, Near The Ocean, Town, Satellite / Cable, Television, DVD Player

Southold Secluded Cottage on Lake - Walk to Sound Beach

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 6)
    $250 - $296/nt
    $2,075/wk
    per property, accept credit card, pets considered, Beach, Downtown, Lake, Village, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television

Wading River Beach House amazing views large deck visit wineries farms bachelorette parties

  • 4 BR/2 BA House (sleeps 12)
    $300 - $1,150/nt
    $1,500 - $3,295/wk
    $4,000 - $12,800/month
    per property, pets considered, wheelchair accessible, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Peconic Private & Stylish Waterfront Cottage on Secluded Beach & Dunes

  • 2 BR/1 BA, 1 half bath Cottage (sleeps 5)
    $250 - $536/nt
    $1,500 - $3,750/wk
    $8,500 - $15,000/month
    per property, pets considered, Beach, Waterfront, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Southold Pristine Getaway, Within Short Walk Of Two White, Sandy, Sound Beaches

  • 3 BR/2 BA House (sleeps 6)
    $300 - $350/nt
    $1,500 - $1,800/wk
    $5,500 - $7,000/month
    per property, pets considered, Beach, Downtown, Near The Ocean, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Riverhead Sprawling Luxury Home in wine country with pool and private beach!!

  • 4 BR/3 BA, 1 half bath House (sleeps 12)
    $600/nt
    $4,200/wk
    per property, Hot Tub, Beach, Private Pool, Jacuzzi, Lawn / Garden, terrace, Balcony, Fitness Room / Equipment

Southold Charming Waterfront Home with Private Dock Close to Vineyards & Beaches

  • 3 BR/2 BA House (sleeps 8)
    $171 - $364/nt
    $2,400 - $2,550/wk
    $4,800 - $9,350/month
    per property, accept credit card, pets considered, Beach, Rural, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Wading River Luxurious, Beachfront, Real Beach House All Year 5 min Wineries Hamptons

  • 6 BR/2 BA, 2 half baths House (sleeps 14)
    $600 - $1,999/nt
    $2,995 - $7,995/wk
    $12,500 - $32,000/month
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Town, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Ocean Beach Beautiful newly renovated home, very close to ocean

  • 5 BR/2 BA, 1 half bath House (sleeps 10)
    $917/nt
    $22,400/month
    per property, Beach, Near The Ocean, Air Conditioning, Satellite / Cable, Television, DVD Player, barbecue

Southold Waterfront Home in Pristine Goose Bay Estates

  • 3 BR/2 BA House (sleeps 8)
    $450 - $457/nt
    $2,500 - $3,200/wk
    per property, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Remsenberg Gorgeous Estate In Hamptons, Ny

  • 6 BR/6 BA Estate (sleeps 18)
    $100 - $2,500/nt
    $5,500/wk
    $25,000/month
    per property, pets considered, wheelchair accessible

Ocean Bay Park Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine

  • 3 BR House (sleeps 7)
    $500 - $1,175/nt
    $3,450/wk
    $14,400/month
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Near The Ocean, Communal Pool, Air Conditioning, Satellite / Cable, Television
Go to page 1 2 3 4 (1-50 of 191) Next Last

© 1996-Present HomeAway.com, Inc. All rights reserved.

Use of this Web site constitutes acceptance of the GreatRentals.com Terms and Conditions and Privacy Policy.