
Suffolk Area Rentals

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VRBO
Stunning East Hampton house. Walk to town and bike to beach.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 6
Just steps to East Hampton Village! This impeccable house is a marvelous retreat for guests seeking a relaxing getaway. ...
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- From $863 per night (USD)
Expedia
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Sag Harbor from this lovely 3-bedroom house. With AC, a washing machine, heating, and WiFi, this ...
From $863 per night (USD)Expedia
- From $872 per night (USD)
VRBO
Impeccably Designed East Hampton Home with Complete Privacy and Pool,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Northwest Woods Tranquili ...
From $872 per night (USD)VRBO
- From $2129 per night (USD)
Expedia
Pristine 7BR 4.5BA house w/ heated Pool at Fire Island Pines 500' to ocean
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Located in Fire Island Pines, enjoy what this 7-bedroom house has to offer. With 1 king bed, 2 twinXL beds and 5 queen b ...
From $2129 per night (USD)Expedia
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VRBO
Lovely 2Bedroom Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the perfect Hamptons summer in Sag Harbor with your very own private spa experience. The sunny pool house featur ...
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- From $841 per night (USD)
Expedia
Spacious 5-bedroom house with central air on Fire Island’s wonderful Ocean Beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Family-friendly house with everything you need for a great beach vacation. Enjoy grilling and hanging out on the spacio ...
From $841 per night (USD)Expedia
- From $2399 per night (USD)
VRBO
Oceanfront in Fire Island Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This architect-designed oceanfront was built in 2016 and features 12' ceilings on the main level and 10' ceilings on the ...
From $2399 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Welcome to Our Beachfront Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to the sounds of the ocean before venturing across the street for a day at the beach. If the sea isn't for you, ...
From $373 per night (USD)Expedia
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VRBO
Charming Sunny, Happy 3-bedroom house with WiFi, AC in adorable Sag Harbor
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Sag Harbor, this delightful house is a peaceful retreat for guests seeking an enchanting getaway. With 3 bedr ...
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- From $1205 per night (USD)
Expedia
Relax at a private beach! Three bedrooms await you near Shelter Island beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Tranquil getaway in Shelter Island with private beach access. Modern, bright home newly decorated by top design firm is ...
From $1205 per night (USD)Expedia
- From $1019 per night (USD)
VRBO
Oceanside Writer’s Retreat, Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Sayville at this lovely house. Nestled in a serene neighborhood, this marvelous property offers a charming esc ...
From $1019 per night (USD)VRBO
- From $1067 per night (USD)
VRBO
Expansive East Hampton Home with Amazing Outdoor Amenities, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. The Harbor Club Expansiv ...
From $1067 per night (USD)VRBO
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VRBO
Charming 3-bedroom house with heated pool in Bellport village.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Bellport at this 3-bedroom house. Marvelous and beautiful, this peaceful retreat offers a serene esc ...
Click For PricingVRBO
- From $1354 per night (USD)
VRBO
Pristine Queen Ensuite walk out to deck & pool - shared Kitchen LR DR Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Consider this villa your home away from home while you visit Fire Island Pines . This superb property features 1 bedroom ...
From $1354 per night (USD)VRBO
- From $529 per night (USD)
VRBO
Brand New Cozy 3-bedroom house in quaint Hampton Bays with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Hampton Bays, this delightful house is a beautiful and welcoming retreat for guests. With 3 bedrooms, includi ...
From $529 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Cozy apartment in quaint Ridge with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to this cool basement apartment in picturesque Ridge. This cozy retreat offers a pleasant stay for guests. With i ...
From $200 per night (USD)Expedia
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VRBO
Unfurnished Hamptons home 3 min walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Amagansett like a local in this 4-bedroom house. Nestled in the heart of the city, this adorable property off ...
Click For PricingVRBO
- From $2320 per night (USD)
Expedia
Horace Gifford Design - Modernist Gem on Fire Island - Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
RENTALS ARE WEEKLY THURSDAY TO THURSDAY. Escape to this pleasant house in picturesque Fire Island. This charming vacati ...
From $2320 per night (USD)Expedia
- From $3381 per night (USD)
VRBO
Luxury north fork estate
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Absolutely stunning custom home Italian Tuscan style villa on the outside. Modern Hamptons vibe on the inside . 1 acre + ...
From $3381 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this charming townhome in Southampton. This beautiful property offers a spacious and comfortable end unit wit ...
From $453 per night (USD)Expedia
- From $1201 per night (USD)
VRBO
Stunning Water Front 4 bedroom - 60 Feet of Nano style windows open to NorthFork
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
With his waterfront masterpiece (facing Shinnecock bay / North Fork), your Hamptons adventure begins at this tremendous ...
From $1201 per night (USD)VRBO
- From $793 per night (USD)
Expedia
East Hampton Home with Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This 3-bedroom 2-bathroom home offers an open floor plan and contemporary furnishings. Venture out and explore ...
From $793 per night (USD)Expedia
- From $1449 per night (USD)
VRBO
Newly renovated 4 bed 2 bath close to bay and beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your Saltaire, Fire Island adventure begins at this 4-bedroom house. Marvelous and cool, this property offers a serene e ...
From $1449 per night (USD)VRBO
- From $1701 per night (USD)
VRBO
Newly Renovated 4BDR Retreat with Pool South of Highway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated (June 2024) 4 bedroom/4 bathroom stunning rental in Southampton. This spacious colonial is ideally loca ...
From $1701 per night (USD)VRBO
- From $1099 per night (USD)
VRBO
Hamptons Summer House \nWith salted water Pool\nNear the Beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom East Hampton beautiful Summer house, our property offers an excellent escape fo ...
From $1099 per night (USD)VRBO
- From $2336 per night (USD)
Expedia
Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make yourself at home in this enchanting 4-bedroom Water Mill retreat. Nestled in a serene neighborhood, this soothing h ...
From $2336 per night (USD)Expedia
- From $3750 per night (USD)
VRBO
A true mid-century modern home.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Scandinavian home has been designed with outdoor living in mind. A true mid-century modern oasis within a bike ride ...
From $3750 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Bayfront East Quogue Retreat w/ Private Boat Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hampton Point Association | Walk to Private Community Beach Escape to the Hamptons for coastal relaxation when you book ...
From $244 per night (USD)Expedia
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VRBO
Spacious 4-bedroom house in superb Fire Island with WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Get ready to relax in this 4-bedroom house in Fire Island. This delightful property offers everything you need for a won ...
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- From $330 per night (USD)
Expedia
Modern Hamptons Getaway with Private Yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Forevergreen, your gateway to the Hamptons. Two sisters have transformed an 1800s home into a modern haven of ...
From $330 per night (USD)Expedia
- From $665 per night (USD)
VRBO
Modern Hamptons Getaway: 5 minutes to the Beach and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Newly renovated and professionally decorated Hamptons home. Located in Hampton Bays just a 5 min drive to beaches, cate ...
From $665 per night (USD)VRBO
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Expedia
Hamptons Home w/ Private Pool, 1 Mi to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Embark on a seaside escape at this vacation rental in the quaint Hamptons hamlet of Wainscott, NY! This spacious 4-bedro ...
Click For PricingExpedia
- From $310 per night (USD)
VRBO
Hampton Classic private home & great back yard - 3 NIGHT MINIMUM
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience a quiet, cozy oasis less than three (3) miles away from the best beaches in the world. Your home away from ho ...
From $310 per night (USD)VRBO
- From $1278 per night (USD)
VRBO
Beautiful Quiet Cozy Beach home w/firepit, pool and near beaches and restaurants
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. This gorgeous house is located in a quiet neighborhood perfe ...
From $1278 per night (USD)VRBO
- From $782 per night (USD)
VRBO
Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be the first to step into this charming, newly modernized 3 bedroom, 2 bath Serena and Lilly decorated cottage and make ...
From $782 per night (USD)VRBO
- From $3493 per night (USD)
Expedia
East Hampton Village 6BR with Pool and Poolhouse
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Light-filled and spacious home built by published interior designer, located on a tree-lined street, and walking distanc ...
From $3493 per night (USD)Expedia
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VRBO
Cozy 3BR Near Huntington's Nightlife & Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: 》Save this listing to plan your perfect Huntington getaway! Enjoy a cozy home in a lively location. ✦ Spacious ...
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VRBO
Cozy Hampton Bays Beach Cottage one Block from the Beach, Perfect for Couples
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Please note that a reservation for this property needs to be approved before it is confirmed. Peconic Bay Beach Bungalo ...
Click For PricingVRBO
- From $730 per night (USD)
VRBO
2 bedroom cottage-Cozy winter vibes with wood stove and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this charming cottage in East Hampton. This marvelous property offers a tranquil escape for guests seeking a ...
From $730 per night (USD)VRBO
- From $1117 per night (USD)
Expedia
NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Make yourself at home in this spacious and beautiful North Fork Wine Country home in the heart of Southold! This 4,000 s ...
From $1117 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Dreamstay Guest house in Central Islip private entrance
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your home away from home in Central Islip with 1 bedroom. This terrific apartment is the perfect retreat for guests seek ...
From $206 per night (USD)VRBO
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Expedia
EH Village 2BR Apt Walk to Beach, Shops, & Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally-located place. Hop off the train or Jitney with your carry-on and walk to ...
Click For PricingExpedia
- From $979 per night (USD)
VRBO
Stylish beach getaway: pool in prime location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautifully renovated, designer-decorated home in the heart of Southold, NY! Perfectly located within wal ...
From $979 per night (USD)VRBO
- From $1185 per night (USD)
VRBO
Recently Renovated Sag Harbor Home with Pool, Outdoor Dining, Perfect for...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Haven Recentl ...
From $1185 per night (USD)VRBO
- From $1534 per night (USD)
VRBO
Spacious Family Compound in beautiful Westhampton with private Tennis Court
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Camp Howie is a family-friendly compound nestled in Westhampton. Our home is the epitome of comfort, relaxation and fami ...
From $1534 per night (USD)VRBO
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Expedia
Magical 4-bedroom house Montauk - walk to Sunsets Duryeas, Montauket, Surf Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
..a stone's throw to Fort Pond Bay with a path to the beach. Relax and enjoy the sunsets.Just down the street to the fam ...
Click For PricingExpedia
- From $3031 per night (USD)
VRBO
Idyllic Summer Retreat in East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled on 5.65 acres of lush, private land in the heart of East Hampton, this stunning summer rental offers the perfect ...
From $3031 per night (USD)VRBO
- From $766 per night (USD)
Expedia
Charming Hither House West Cottage! Fully Furnished and Pet Friendly! \n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Montauk HIther House West Cottage boasts 1 inviting bedroom with 1 queen bed and 1 twin bed. The cozy space include ...
From $766 per night (USD)Expedia
- From $1110 per night (USD)
VRBO
Charming 3-bedroom house in Sag Harbor with WiFi and AC Walk to Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This memorable house is the perfect home base for your trip to Sag Harbor. Nestled in a serene setting, this quaint prop ...
From $1110 per night (USD)VRBO
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Expedia
This stunning 5-bedroom house in Southampton is a must see
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in Southampton, this delightful 6,000 sq. ft. house boasts 5 bedrooms - 2 king beds, 2 queen beds, and 1 twin be ...
Click For PricingExpedia
- From $464 per night (USD)
VRBO
Enjoy the Serenity of Wine Country on Long Island's North Fork!!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a Peaceful Stay at this 3 Bedroom Ranch in Mattituck on a Half Acre Featuring a Living Room, Dining Room, Den with ...
From $464 per night (USD)VRBO
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Expedia
Steps from the beach. 5-bedroom house in charming Ocean Beach, Fire Island, NY.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This fantastic house in Ocean Beach offers 5 bedrooms, including 1 full bed and 9 twin beds. With 2 full bathrooms and a ...
Click For PricingExpedia
- From $491 per night (USD)
VRBO
Quaint house with WiFi in charming Sag Harbor close to Long Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Experience Sag Harbor like a local in this fabulous 1-bedroom house. Relax in the cozy living room with an extra queen b ...
From $491 per night (USD)VRBO
- From $2549 per night (USD)
VRBO
Sun-Filled, Custom-Designed 5-bedroom house in Sag Harbor w/ heated pool and spa
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Your cozy getaway awaits in Sag Harbor at this lovingly maintained, custom-designed, & sun-filled 3100-square-foot home. ...
From $2549 per night (USD)VRBO
- From $1219 per night (USD)
VRBO
4-bedroom sanctuary in Sag Harbor
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Discover this serene 4-bedroom sanctuary in Bay Point, Sag Harbor. Thoughtfully designed for comfort and relaxation, the ...
From $1219 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Spacious 5-bedroom house in charming Bay Shore with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Stay comfortably in Bay Shore at this 5-bedroom house. The gorgeous property features 5 bedrooms with 4 king beds and 2 ...
From $660 per night (USD)Expedia
- From $811 per night (USD)
VRBO
Hamptons getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
ENJOY THE HAMPTONS IN A BRIGHT AND AIRY MODERN CONTEMPORARY OFFERING FOUR BEDROOMS, THREE BATHS, DINING AREA, FAMILY ROO ...
From $811 per night (USD)VRBO
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Expedia
Davis Park, pet-friendly 4-bedroom house; AC w/ full views of both Bay and Ocean
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This open floor plan beach house offers breathtaking views of both the Great South Bay and Atlantic Ocean. 4 bedrooms; k ...
Click For PricingExpedia
- From $1726 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi and heated pool in lovely Wainscott
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready to relax in this 3-bedroom house in Wainscott. This gorgeous property features 1 king bed, 1 queen bed, and 1 ...
From $1726 per night (USD)VRBO
- From $1456 per night (USD)
VRBO
Lux A-frame: Secluded pool retreat & walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Just awarded Dwell Magazines Bright Ideas Stand Out Project, this home is stunning spacious and unique. You can experien ...
From $1456 per night (USD)VRBO
- From $702 per night (USD)
VRBO
Safe Family Fun, steps from Veteran's Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Bayfront three bedroom cottage just steps from the water, with panoramic views of the Peconic Bay. The property sleeps s ...
From $702 per night (USD)VRBO
- From $1150 per night (USD)
VRBO
Luxurious Brand New Home Steps from Beach, Pool and Family-Friendly Amenities!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this fabulous house in Orient where your entire stay can be spent lounging by the pool, walking down to the b ...
From $1150 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Bay Access Cottage + Pilates Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Just a short walk to a quiet bay beach with the most unbelievable sunsets! This charming two bedroom house also boasts a ...
From $531 per night (USD)VRBO
- From $1166 per night (USD)
Expedia
Charming Modern home in Westhampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience ultimate coziness in this charming 3-bed, 2-bath retreat in Westhampton. Stylish interiors blend modern comfo ...
From $1166 per night (USD)Expedia
- From $2584 per night (USD)
VRBO
Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Your Southampton adventure begins at this phenomenal 4+1-bedroom estate. With 2 king beds, 3 queen beds, this enchanting ...
From $2584 per night (USD)VRBO
- From $11446 per night (USD)
VRBO
Opulent Watermill Retreat: Exclusive Estate with Gourmet Kitchen & Outdoor Oasis
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Welcome to your opulent Hamptons retreat! Nestled in the serene beauty of Watermill, this exclusive estate offers 8 lux ...
From $11446 per night (USD)VRBO
- From $2261 per night (USD)
VRBO
MCM Beach house in exclusive Amagansett dunes minutes from beach path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perched on a rare hilltop amongst the dunes stands a classic mid century modern beach house that has been elegantly upda ...
From $2261 per night (USD)VRBO
- From $1436 per night (USD)
Expedia
Spacious 5-bedroom East Hampton private retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom with secluded, fully fenced-in backyard with heated pool for a private escape. Just minutes to Harb ...
From $1436 per night (USD)Expedia
- From $803 per night (USD)
VRBO
A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A spectacular spot to Relax with the whole family at this peaceful oasis ! it has everything you want; from a place to r ...
From $803 per night (USD)VRBO
- From $5685 per night (USD)
VRBO
Luxury 8-bedroom house with Pool, Tennis in marvelous East Hampton
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 14
Welcome to this fantastic house in East Hampton. With 8 bedrooms including 3 king beds, 3 queen beds, and 2 twin beds, t ...
From $5685 per night (USD)VRBO
- From $3958 per night (USD)
VRBO
Hamptons Peak Tranquility • Iconic Retreat
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Discover a remarkable retreat in Water Mill, spanning over 9 acres in the Hamptons. Situated uniquely at 300 feet above ...
From $3958 per night (USD)VRBO
- From $913 per night (USD)
Expedia
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Your home away from Riverfront home in Calverton with multiples bedrooms. This brilliant house features 2 queen beds and ...
From $913 per night (USD)Expedia
- From $936 per night (USD)
VRBO
The Sandbox! Completely renovated in-town 3br, 2+ bath with pool & poolhouse.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the beauty of Bridgehampton from this completely renovated 3-bedroom house, walking distance to Jitney/LIRR and ...
From $936 per night (USD)VRBO
- From $1771 per night (USD)
VRBO
5-bedroom home on water with dock, office, bunk room in lovely Shelter Island!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Shelter Island is waiting for you at this 5-bedroom house. The bedrooms offer a nice mix of sleeping arrangements, inclu ...
From $1771 per night (USD)VRBO
- From $2693 per night (USD)
VRBO
Beach Retreat with 4bd/4ba & fitness room on 3 levels in gorgeous East Hampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Pristine home on 3 levels close to a private beach. Stylish, fully fenced, gated, beautifully landscaped, and fully stoc ...
From $2693 per night (USD)VRBO
- From $2358 per night (USD)
Expedia
Views ! Views! Views ! Water Front Property \n4 bedroom house in Southampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your summer vacation in this large waterfront 4 bedroom fully equipped Southampton home. The backyard is where thi ...
From $2358 per night (USD)Expedia
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VRBO
Retro affordable 2-bedroom apartment with WiFi in Montauk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Montauk, this delightful apartment offers 2 cozy bedrooms - one with a full bed and the other with a twin bed ...
Click For PricingVRBO
- From $1619 per night (USD)
Expedia
Spacious 5-bedroom house in beautiful Water Mill NY
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This Water Mill house boasts 5 inviting bedrooms, each with a king bed. home sits on a 1.85 +/- acre flag lot with a buc ...
From $1619 per night (USD)Expedia
- From $1092 per night (USD)
VRBO
Thanksgiving is around the corner , better book now!!!
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Experience the ultimate in resort-style living at this exquisite Hamptons retreat. This 6-bedroom Estate in East Quogu ...
From $1092 per night (USD)VRBO
- From $784 per night (USD)
Expedia
“Paradise Found” - Walk to Private Beach & In-Ground Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Escape to paradise with this stunning north fork home, where relaxation and adventure meet! A quick walk to the beach, t ...
From $784 per night (USD)Expedia
- From $1883 per night (USD)
VRBO
NEW LISTING! The President Mansion Luxurious 7BR Family Retreat by RedAwning
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 22
**Experience Unparalleled Luxury in Bayshore** Discover the epitome of luxury in this breathtaking 7-bedroom mansion, ...
From $1883 per night (USD)VRBO
- From $4275 per night (USD)
Expedia
Humongous Hampton Home - 6BDRM /4 Baths
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to our luxurious and expansive 7-bedroom, 4-bathroom retreat nestled in the heart of picturesque Westhampton. Th ...
From $4275 per night (USD)Expedia
- Click For Pricing
VRBO
Thanksgiving - Group Holidays rental with staff!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury, warm, contemporary art. En suite guest rooms. Walk to Sunset Beach and TOP restaurant: Leon 1909. Cotton lin ...
Click For PricingVRBO
- From $163 per night (USD)
VRBO
Cozy 1-bedroom with WiFi and AC in brilliant Montauk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay comfortably in Montauk at this 1-bedroom corporate apartment. Experience the excellent heating, WiFi, and AC provid ...
From $163 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Family Beach House on the North Fork of Long Island
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to our Family Beach House, nestled on the coast of the Peconic Bay in the charming town of Southold, New York. E ...
From $511 per night (USD)VRBO
- From $908 per night (USD)
VRBO
4-bedroom Sag Harbor oasis with gardens, pool, and fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sublime and serene, this lush and tranquil garden oasis offers a midcentury vibe in a well-laid-out, very private home. ...
From $908 per night (USD)VRBO
- From $870 per night (USD)
VRBO
Discover the Perfect Northfork Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the best of Southold in this sophisticated 4-bedroom, 3.5-bath home, ideally situated close to Town Beach & K ...
From $870 per night (USD)VRBO
- From $2301 per night (USD)
Expedia
3-bedroom house in charming Cutchogue with AC, WiFi. Enjoy your stay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Cutchogue, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 k ...
From $2301 per night (USD)Expedia
- From $629 per night (USD)
VRBO
Charming waterfront, 3-bedroom house on Goose Creek in welcoming Southold
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a peaceful stay at this delightful 3-bedroom house on a park like, waterfront property in Southold. With a hot tub ...
From $629 per night (USD)VRBO
- From $907 per night (USD)
VRBO
The Mattituck Hideaway/Luxurious Wine Country Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the heart of the North Fork Wine Country, Mattituck Hideaway is a luxurious retreat offering an unforgettable ...
From $907 per night (USD)VRBO
- From $823 per night (USD)
VRBO
Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Please note that a reservation for this property needs to be approved before it is confirmed. Hilltop Hideaway Expansi ...
From $823 per night (USD)VRBO
- From $828 per night (USD)
Expedia
Brand New Southampton Home with Modern Design, Private Heated Pool, Open...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Peconic Hills Modern Brand New Southampton Home with Modern Design, Private Heated Pool, Open Floor Plan, Perfect for F ...
From $828 per night (USD)Expedia
- From $559 per night (USD)
VRBO
Recently Renovated Southampton Home, Modern Design, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Ranch Modern ...
From $559 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Central 2BR, Garden Suite, Top Amenities & Care!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Diamond Spaces — where style, comfort, and nature meet for an unforgettable stay. Indulge in thoughtfully cur ...
From $242 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Charming 2-bedroom cottage with WiFi, AC and Parking spot Huntington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect blend of comfort and tranquility in this charming rental cottage. Attached to the main house yet offering co ...
From $419 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Montauk house is located on a quiet, safe street. It boasts 4 inviting bedrooms, including 2 queen beds, 1 full bed ...
From $1000 per night (USD)Expedia
- From $486 per night (USD)
VRBO
3-bedroom house in enchanting Dix Hills with bonus room, WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3-bedroom house is perfect for your escape to Dix Hills. With amenities like WiFi, AC, and a fitness room, guests c ...
From $486 per night (USD)VRBO
- From $1009 per night (USD)
VRBO
Large Property With Spacious Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming two story beach house one half block from town and one and a half blocks from the beach. Ocean Beach is reache ...
From $1009 per night (USD)VRBO
- From $316 per night (USD)
VRBO
West Babylon Bliss
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in this calm, stylish space. Welcome to our newly renovated 3-bedroom, 1-bath retreat in West Babyl ...
From $316 per night (USD)VRBO
- From $896 per night (USD)
Expedia
Spacious 5-bedroom house with WiFi, Close to 5000sqf
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to your dream short-term rental! This stunning 5-bedroom, 3-bathroom mega home offers the perfect combination of ...
From $896 per night (USD)Expedia