Suffolk Area, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Suffolk Area, New York on RentalSaver.com!

Suffolk Area Rentals

From $922 per night (USD)
VRBO
Beach House Retreat with large private pool/yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hampton Bays Home w/ Pool, Patio and Large Private Backyard Come enjoy the best of the Hamptons at our charming, newly ...
From $922 per night (USD)
VRBO
From $2879 per night (USD)
VRBO
Charming East Hampton Estate Retreat: Spacious Rental Property in Prime Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
This stunning rental property offers an unparalleled experience in one of Long Island's most sought-after locations. Nes ...
From $2879 per night (USD)
VRBO
From $622 per night (USD)
VRBO
Newly renovated and refurnished, secluded East Hampton home with heated...
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
The Majestic Newly renovated and refurnished, secluded East Hampton home with heated pool, walking to town and 2 miles ...
From $622 per night (USD)
VRBO
From $2432 per night (USD)
VRBO
Exceptional Bellport Home<br>
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
The whole group will be comfortable in this spacious and unique space. Golf course view Kitchen Wifi Dedicated workspa ...
From $2432 per night (USD)
VRBO
From $819 per night (USD)
VRBO
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Old Trail Tranquility Be ...
From $819 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Spacious Home Located Close to Stony Brook!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful Large Spacious Home located in Lake Grove NY! 4 Bed / 2 Full Bath Large Driveway, excellent to fit multipl ...
From $499 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Cottage located 5 minutes from Sag Harbor Village.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 Bedroom 1 Full Bath Kitchen, Living Room with Gas Fireplace outside patio are. Very private. 5 minutes from The Vill ...
Click For Pricing
VRBO
From $1531 per night (USD)
Expedia
Only 1/3 of mile to beach and Town. 5 Beds 2 Baths newly renovated
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Our newly renovated home has many amenities to offer, including a night sky perfect for stargazing, a fully furnished po ...
From $1531 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Westhampton Beach 4 bed/4 bath - large garden, heated gunite pool, dock on bay!
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
In the heart of Westhampton Beach, we have a 4 bed/4 bath home (2 king bedrooms with en-suite bathrooms upstairs, a 3rd ...
From $650 per night (USD)
VRBO
$Private-Walk to the Beach-Large Yard-Heated Pool-Game Room-77\ TV-All You Need!$
From $1361 per night (USD)
VRBO
Private-Walk to the Beach-Large Yard-Heated Pool-Game Room-77\" TV-All You Need!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Forget your worries in this spacious 3000 sq ft. home. Privately nestled on an acre flag lot. This 5 bedroom home is inc ...
From $1361 per night (USD)
VRBO
$Seaside Serenity with Huge Backyard & Pool. Dog-Friendly!\n$
From $1344 per night (USD)
VRBO
Seaside Serenity with Huge Backyard & Pool. Dog-Friendly!\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your newly refurbished home in Hampton Bays. This home is a perfect place to relax and enjoy all that the Ham ...
From $1344 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Centrally Located in East Quogue, Perfect for Families, Private Pool, Close...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Oasis in Quogue Centrally Located in East Quogue, Perfect for Families, Private Pool, Close to Town and Beach 4BR/2.5B ...
From $553 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Hampton Bays Classic Victorian 3 BED 2 BATH 7-night min - 645 per night
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
I appreciate your interest in renting our home. I would like you to know our house has a lot of charm. All our previous ...
From $755 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Cozy room🤣
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Private room at sharing house Quite safe place Queen bed Smart tv AC Alexa device Sharing bathroom Sharing living B ...
From $251 per night (USD)
VRBO
$Sag Harbor Village\nPrivate, 2-bedroom 60's ranch, 5 minute walk to Main Street$
From $473 per night (USD)
VRBO
Sag Harbor Village\nPrivate, 2-bedroom 60's ranch, 5 minute walk to Main Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A well-maintained cozy 2-bedroom ranch in the heart of Sag Harbor Village. Easy walk to town and restaurants. Beaches ...
From $473 per night (USD)
VRBO
From $10371 per night (USD)
Expedia
Private Oasis - Glass Villa - East Hampton - Pool
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
Experience unparalleled luxury at the Glass Villa in East Hampton. Enjoy serene beauty with lush foliage, breathtaking v ...
From $10371 per night (USD)
Expedia
From $797 per night (USD)
VRBO
Peace in Paradise! 8 minutes to the Shinnecock Hills Golf Club
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Your family will be close to everything when you stay at this centrally located house. Minutes away from the beaches, ba ...
From $797 per night (USD)
VRBO
From $810 per night (USD)
Expedia
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Enjoy the NOFO life - full of farm to table food, amazing oysters, and beaches! This newly renovated stylish house sle ...
From $810 per night (USD)
Expedia
From $3525 per night (USD)
VRBO
East Hampton Beach Home walk to town and close to beaches
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Step into the world of contemporary elegance with this stunning custom-built designer home in East Hampton. This brand-n ...
From $3525 per night (USD)
VRBO
Click For Pricing
Expedia
Bahia Mar Beach House, North Fork
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Summary: The Bahia Mar sits directly on a private beach overlooking the Peconic Bay and offers an idyllic escape for dis ...
Click For Pricing
Expedia
From $280 per night (USD)
VRBO
Few Steps Away from the Beach! With Outdoor Swimming Pool, Free Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Picture yourself experiencing the ultimate getaway in Montauk, where every moment is filled with comfort, luxury, and re ...
From $280 per night (USD)
VRBO
From $863 per night (USD)
VRBO
Fall Delight of Hamptons Come Enjoy !
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Sprawling Beautiful half acre with sun all day long! Enjoy the beautiful landscape grounds from hydrangeas to colorful ...
From $863 per night (USD)
VRBO
From $543 per night (USD)
VRBO
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun ...
From $543 per night (USD)
VRBO
From $1393 per night (USD)
VRBO
Spacious Amagansett Home Minutes from Napeague Ocean Beach and State Park,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Amagansett Coastal Charm ...
From $1393 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Spacious Private Home Located on Palmer Vineyards in the North Fork,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Palmer Vineyards Farmhouse Spacious Private Home Located on Palmer Vineyards in the North Fork, Beautiful Vineyard View ...
From $421 per night (USD)
VRBO
From $1095 per night (USD)
Expedia
Ocean Beach 4Bed 2.5Baths Luxury Kitchen Spacious Decks Swim Spa Outdoor Shower
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stunning 4 bedroom 2.5 bathroom house. Full Central A/C throughout home. Huge rooms with plenty of room to entertain ...
From $1095 per night (USD)
Expedia
From $1012 per night (USD)
VRBO
Minutes from the beach, brand new 4 bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Miller Manor! - Newly renovated - Family friendly - Fully fenced in yard - Central air - 4 bed, 3 bath retrea ...
From $1012 per night (USD)
VRBO
From $1559 per night (USD)
Expedia
Luxurious Brand-New Home in Sag Harbor Village Waterfront Community
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Welcome to this exquisite 5-bedroom, 6-bathroom home nestled in the sought-after Redwood waterfront neighborhood of Sag ...
From $1559 per night (USD)
Expedia
From $1737 per night (USD)
VRBO
Charming Southampton Village Farmhouse w/ pool & separate Pool-House on1 acre
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Minutes from village beaches, shops and restaurants this renovated (2024) private property has a pool with pool house, w ...
From $1737 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Cozy Hampton Bays getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our Home! This piece of paradise is in the lower level/basement of our beautiful home in the Hamptons on a q ...
From $393 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Charming Cottage in The Heart of the North Fork
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this charming cottage nestled in a serene neighborhood, offering the ideal retreat for a family or in ...
From $488 per night (USD)
VRBO
From $1071 per night (USD)
Expedia
Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm...
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
Please note that a reservation for this property needs to be approved before it is confirmed. Meadow's Edge Fully Reno ...
From $1071 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Newly Renovated, Centrally Located East Hampton Home, Total Privacy,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. East End Sensation Newly ...
From $776 per night (USD)
VRBO
From $2243 per night (USD)
Expedia
Spacious Southampton Home with Pool and Tennis, Close to Southampton...
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Southampton Estate Spacious Southampton Home with Pool and Tennis, Close to Southampton Beaches, Perfect for Families ...
From $2243 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy 2-Bedroom Apartment – Private Entry, Full Kitchen & Bath Welcome to our peaceful and private 2-bedroom apartment l ...
From $281 per night (USD)
VRBO
From $1094 per night (USD)
Expedia
Beautiful Amagansett Home with pool. Walk to the bay beach. Small dogs welcome.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A home away from home in beautiful Barnes Landing. The property is located in a quiet enclave north of the highway, wal ...
From $1094 per night (USD)
Expedia
Click For Pricing
VRBO
Peaceful Island Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Arts and crafts house on one acre. Clean and peaceful. Relaxing backyard. One mile from beaches and shops. "Stylish Vi ...
Click For Pricing
VRBO
From $675 per night (USD)
VRBO
Fair Harbor, Fire Island, NY Magical Place- 700 feet to ocean or bay. Wonderful!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Barrier island beauty- Sunrises, sunsets from ocean to bay. This is a couples or family home. Small pet friendly. (We pr ...
From $675 per night (USD)
VRBO
From $1819 per night (USD)
VRBO
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Family/pet friendly Hamptons Getaway! This is your home, away from home. This private home is conveniently located close ...
From $1819 per night (USD)
VRBO
Click For Pricing
Expedia
Classic Hamptons Home in the Amagansett Lanes - Walk to Beach and Town
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
1915 classic house in the exclusive Lanes section of Amagansett has been updated with modern, comfy furnishings, decorat ...
Click For Pricing
Expedia
$Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries\n\n\n\n$
From $498 per night (USD)
VRBO
Southold retreat-- Indoor/outdoor living near immaculate beaches & wineries\n\n\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect summer getaway located in the desirable Claves Neck neighborhood, minutes from northfork's great ...
From $498 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Prettiest Charmer
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy a longer stay in this beautiful, fully equipped house! Sit by the fireplace in the open-plan living space, with ca ...
From $327 per night (USD)
VRBO
Click For Pricing
VRBO
Sag Harbor Hilltop newly renovated retreat with pool, roof deck and privacy
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Designed with summer fun in mind, 71 IVDW is ready for indoor/outdoor entertaining. This custom renovated home is unique ...
Click For Pricing
VRBO
From $1001 per night (USD)
Expedia
Walk to Beach, Stunning Sunsets
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Just 2 houses from the Beach this Barn Style Home has a tranquil setting with a Beachy Color Palate and Extensive Wrapar ...
From $1001 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Recently Renovated and Modernized Hampton Bays Beach Beach Bungalow Perfect...
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Tiana Bay Beach Bungalow ...
From $565 per night (USD)
VRBO
From $2451 per night (USD)
Expedia
Perfect East Hampton Retreat, 4br/4ba on 3 Levels; Pool, Gym, Workspace
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Modern home in pristine condition with 4 bedrooms and 4 bathrooms. Conveniently located between East Hampton and Sag Har ...
From $2451 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Beach cottage, private road, private beach, private mooring, private parking.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
We’re almost centered on the North Fork (only 15 minutes to Riverhead and 30 minutes to Greenport), surrounded by all of ...
From $556 per night (USD)
VRBO
From $3599 per night (USD)
VRBO
Fire Island Pines Oceanfront
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
An exquisite architect-designed private compound situated behind a large dune on the East End of the Pines, the home ble ...
From $3599 per night (USD)
VRBO
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 $1994 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 $1994 per night (USD)
Expedia
From $640 per night (USD)
VRBO
Hamptons home where you can make memories that will last a lifetime
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
With space for everyone, this home has everything you need to make memories that will last a lifetime. At 29 Quail Run H ...
From $640 per night (USD)
VRBO
From $1412 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 $1412 per night (USD)
Expedia
From $2475 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 $2475 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $1165 per night (USD)
VRBO
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 $1165 per night (USD)
VRBO
From $1028 per night (USD)
VRBO
Steps to the beach. Live your summer dreams. Pet friendly updated beach cottage.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take the ferry to the car free island, Ocean Bay Park and enjoy a family friendly cottage. All of the amenities, newly ...
From $1028 per night (USD)
VRBO
From $1129 per night (USD)
VRBO
Exclusive Hamptons Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This Hamptons summer retreat is down a private dead end street. It has an expansive yard of just under an acre and was c ...
From $1129 per night (USD)
VRBO
From $1862 per night (USD)
Expedia
Expansive East Hampton Home with Amazing Outdoor Amenities, Perfect for Families
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The Harbor Club Expansive East Hampton Home with Amazing Outdoor Amenities, Perfect for Families 5BR/2.5BA: private he ...
From $1862 per night (USD)
Expedia
From $776 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 $776 per night (USD)
VRBO
From $2431 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 $2431 per night (USD)
Expedia
From $1809 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 $1809 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 $332 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 $332 per night (USD)
Expedia
From $560 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 $560 per night (USD)
VRBO
From $606 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 $606 per night (USD)
VRBO
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
Click For Pricing
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 Pricing
Expedia
From $813 per night (USD)
VRBO
Recently Renovated Sag Harbor Home with Pool, Outdoor Dining, Perfect for...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sag Harbor Haven Recently Renovated Sag Harbor Home with Pool, Outdoor Dining, Perfect for Families 4BR/4BA: private h ...
From $813 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
From $1287 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 $1287 per night (USD)
VRBO
From $1352 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 $1352 per night (USD)
VRBO
From $3072 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 $3072 per night (USD)
VRBO
From $2532 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 $2532 per night (USD)
VRBO
From $610 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 $610 per night (USD)
VRBO
From $1726 per night (USD)
Expedia
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)
Expedia
From $1409 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 $1409 per night (USD)
VRBO
From $1736 per night (USD)
Expedia
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 $1736 per night (USD)
Expedia
From $11568 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 $11568 per night (USD)
VRBO
From $709 per night (USD)
Expedia
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 $709 per night (USD)
Expedia
From $5484 per night (USD)
VRBO
Luxury 7- bedroom house with Pool, Tennis in marvelous East Hampton
Bedrooms:
9
Bathrooms:
8
Sleeps:
14
Welcome to this fantastic house in East Hampton. With 7 bedrooms including 3 king beds, 3 queen beds, and 2 twin beds, t ...
From $5484 per night (USD)
VRBO
From $956 per night (USD)
Expedia
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 $956 per night (USD)
Expedia
Click For Pricing
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 Pricing
VRBO
From $1648 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 $1648 per night (USD)
Expedia
From $1985 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 $1985 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
From $570 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 $570 per night (USD)
VRBO
From $1008 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 $1008 per night (USD)
VRBO
From $611 per night (USD)
VRBO
Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Hilltop Hideaway Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families 4BR/4.5BA plus additi ...
From $611 per night (USD)
VRBO
From $720 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 $720 per night (USD)
Expedia
From $423 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 $423 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $464 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 $464 per night (USD)
VRBO
From $267 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 $267 per night (USD)
Expedia
From $423 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 $423 per night (USD)
VRBO
From $1015 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 $1015 per night (USD)
VRBO
From $3009 per night (USD)
VRBO
Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 26, Steps From The Beach
Bedrooms:
5
Bathrooms:
7
Sleeps:
24
One Of The Few Homes That Can Accommodate Your Entire Group of 16 or more! 4 Day Minimum Booking, Reduced Rate For Week ...
From $3009 per night (USD)
VRBO
Click For Pricing
Expedia
Walk to the Ditch Plains Beach from this 5 bedroom Spacious Modern Surf House!!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This Ditch Plains Modern Surf House offers 5 bedrooms, 6.5 bathrooms, Modern elevated Kitchen, which opens to Dining and ...
Click For Pricing
Expedia
From $3577 per night (USD)
VRBO
Remarkable Southampton Estate with Resort Amenities, Perfect for Families...
Bedrooms:
11
Bathrooms:
7
Sleeps:
14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Extraordinary ...
From $3577 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Expansive North Fork Estate on almost 3 Acres, Close to Vineyards and...
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
North Fork Farmhouse Expansive North Fork Estate on almost 3 Acres, Close to Vineyards and Beaches, Perfect for Familie ...
From $399 per night (USD)
Expedia

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