Suffolk Area Rentals
- From $624 per night (USD)
VRBO
Boat back cottage in WHB
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect Village Summer Retreat. Finishing touches are being made on this newly renovated modern yet cozy Westhampton Bea ...
From $624 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Have a family gathering in this beautiful property.\n\n\n\n\n\n\n\n\n\n
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
this property offers many amenities for guests to enjoy. Pool is for winter, pool will be open first week of May 2024 H ...
From $647 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Pace's Place Close to North Fork Vineyards
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Pace's Place is a 500 sq. ft. cottage located in Cutchogue, in the middle of wine country on the North Fork of Long Isla ...
From $346 per night (USD)VRBO
- From $1786 per night (USD)
Expedia
5 BR and 3 Full Bath Family Beach Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Quogue Summer Family House ***PLEASE NOTE THAT WE HAVE ONLY 2 WEEKS AVAILABLE IN AUGUST LEFT** Our house was designe ...
From $1786 per night (USD)Expedia
- From $775 per night (USD)
VRBO
Beautiful Southampton Cottage with Saltwater Pool steps from Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect Cottage with Saltwater Pool. 2 Bedroom completely renovated home with air conditioning ,located on 1/4 acre ful ...
From $775 per night (USD)VRBO
- From $1232 per night (USD)
VRBO
Waterfront Serenity with Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to the finest of the Hamptons – Embrace waterfront serenity in prestigious Rampasture with a deep-water dock gran ...
From $1232 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Secluded Hamptons Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...
From $495 per night (USD)VRBO
- Click For Pricing
Expedia
House near everything.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home is in one of the most wanted neighborhoods in the USA. It’s perfect for low traffic since it is in a court. A ...
Click For PricingExpedia
- From $521 per night (USD)
VRBO
Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Georgia Place Georgia Place: Newly Renovated Kitchen, Fire pit, Close to Montauk Downs Golf, Docks, Beaches 4BR/2BA w/ ...
From $521 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Newly renovated Bellport Village getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Fully sanitized, newly renovated house in Bellport. Get away from it all! This home has 4 bedrooms (1 downstairs), 2 bat ...
From $729 per night (USD)Expedia
- From $1212 per night (USD)
VRBO
Secluded Summer Getaway - Heated Pool, Private Driveway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Shingle-style home set on a private flag lot creek view acre. Spacious 3000sq.ft. Four bedroom, four bath home is perfec ...
From $1212 per night (USD)VRBO
- From $1684 per night (USD)
Expedia
August- LD, Pretty cottage, south of the highway, walking distance to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a beautiful cottage, light and airy, with a delightful garden and backyard, and superbly located. It is south o ...
From $1684 per night (USD)Expedia
- From $1651 per night (USD)
VRBO
Bellport Inn, Main House - Historic Village Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
** FEATURED IN HAMPTONS MAGAZINE ** Main House - Sleeps 9 - Can be combined with our other VRBO properties for large gat ...
From $1651 per night (USD)VRBO
- From $917 per night (USD)
VRBO
Home page of Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming home in Southampton Village. Walking distance to Jobs Lane and Main Street Village shops. About a mile to the ...
From $917 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Hampton Bays Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Need to get away? Family friendly 3/4 bedroom house, no pets, no smoking, two full modern bathrooms, front and back dec ...
From $407 per night (USD)VRBO
- From $1218 per night (USD)
VRBO
4 Bed \/ 2.5 Bath Stunning North Fork retreat with Heated Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our home sits on 3+ acres. The Great Room has a stone fireplace and magnificent vaulted ceilings. Sliding doors lead dir ...
From $1218 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Adorable Amagansett Cottage, Walk to Town or Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Charming, bright and airy cottage in beautiful and relaxing Amagansett. Featured in the magazine Cottages & Bungalows, t ...
From $589 per night (USD)VRBO
- Click For Pricing
Expedia
Southampton Village New Rental
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 16
Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...
Click For PricingExpedia
- From $1596 per night (USD)
VRBO
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 24
You’ll feel the rich heritage at the The Watermark Hamptons the moment you arrive. There’s an undeniable coziness in the ...
From $1596 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Private Beach Front Home overlooking Peconic Bay. Sunning Sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This newly renovated Peconic Bay front home sits on a private 1.6 acres of land with private access to Peconic Bay. Top ...
From $558 per night (USD)Expedia
- From $924 per night (USD)
VRBO
Stunning Waterfront Estate House with 270 degree sea views on 7 private acres
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning waterfront Estate House is a quiet paradise nestled in 7 private acres of nature on the pristine Menantic ...
From $924 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Light-filled traditional home with pool, gym, and fairway views in...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Oneck Outstanding Light- ...
From $384 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Newly renovated Waterfront condo with amazing views, private beach, pool & more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just renovated modern corner end unit with one bed/one bath and additional bunkbed alcove on the beach in fantastic priv ...
From $750 per night (USD)VRBO
- Click For Pricing
Expedia
Westhampton beach, beautiful Kid friendly home for rent over the holidays
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 2
Beautiful home in Westhampton Beach available for rent over the holidays. Master bedroom on the main floor. Total of 5 ...
Click For PricingExpedia
- From $1352 per night (USD)
VRBO
Beautiful, spacious, newly renovated house close to Ditch plains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This newly renovated house, close to Ditch plains, has 4 bedrooms, 3 full bathrooms, and an outdoor shower. A spacious l ...
From $1352 per night (USD)VRBO
- From $778 per night (USD)
VRBO
Charming Fire Island Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You will love our cozy, well-appointed home. Whether it's relaxing on the front screened in porch, sunbathing on the ro ...
From $778 per night (USD)VRBO
- From $1846 per night (USD)
VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $1846 per night (USD)VRBO
- Click For Pricing
Expedia
Beach House
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
A Montauk Classic Family Beach House. Comfortable and easy living- Sleeps 10 in 5 bedrooms! Living room, Dining Room and ...
Click For PricingExpedia
- From $1095 per night (USD)
VRBO
Spectacular Views, Sunrise and Sunset Over the Bay!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Elevated on High Road, this property has some of the best bay and ocean views in Southampton. Conveniently located just ...
From $1095 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Beach house Davis Park, Fire Island
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful Bay View, Davis Park rental house, steps to cove like area of Great South Bay and just a short walk to Davis ...
From $638 per night (USD)Expedia
- From $761 per night (USD)
VRBO
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
This Oceanfront, completely updated contemporary property features 4 beds, 4 baths, outdoor shower, fireplace, open livi ...
From $761 per night (USD)VRBO
- From $1284 per night (USD)
VRBO
Stunning Hampton Holiday Family Fantasy for your Team
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning New Build, South of the Highway"Jericho Farm" , sleeps 10 This 5 bedroom, 6.5 Bathroom New Build Modern Farm ...
From $1284 per night (USD)VRBO
- Click For Pricing
VRBO
Shangri-La - Great Big House in Hampton Bays. Right by the water
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Great modern home located in the heart of the Hamptons. Half a block away from the bay beach. Lots of room and parking, ...
Click For PricingVRBO
- From $731 per night (USD)
VRBO
Stunning, Waterfront, newly renovated cottage with deck on water.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated, modern farmhouse sitting on a tranquil garden lawn with a boat dock and deck on the water. Peaceful wat ...
From $731 per night (USD)VRBO
- Click For Pricing
VRBO
Seaside Southold Escape in Private Beach Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
There's nothing like fall on the North Fork! Bonfires on the beach, apple & pumpkin picking, corn mazes, vineyards, and ...
Click For PricingVRBO
- From $379 per night (USD)
VRBO
Charming house in Bellport Village.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy all the charm a Bellport Village vacation has to offer. This is a two bedroom, two bath home in Bellport Village ...
From $379 per night (USD)VRBO
- Click For Pricing
VRBO
Dog-friendly home with private deck, grill, partial AC & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Seacret Escape on Surf View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
Click For PricingVRBO
- From $1172 per night (USD)
Expedia
Bellport Inn, Charming Cottage in the Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
FEATURED IN HAMPTONS MAGAZINE Our Private Cottage - Sleeps 2 to 6 - Can be combined with our other VRBO properties for ...
From $1172 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Cozy Cottage on the North Fork Close to Vineyards & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly renovated cottage has a full kitchen, 1 bedroom with a queen size bed, a bathroom with a walk in shower, a s ...
From $290 per night (USD)VRBO
- From $750 per night (USD)
Expedia
Bridgehampton Private Rd Fireplace Heated Pool Close to Beach & Town Center 3BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bridgehampton, The Hamptons NY Private House ~Minutes from Main Street, , off Lumber Lane and surrounded by multimillion ...
From $750 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Get out of the city, kick back and relax in Southampton!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Oceanview Charm Get out ...
From $615 per night (USD)VRBO
- Click For Pricing
Expedia
Amagansett Charmer Home, walking distance to beaches and village! 4BR 4BA.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Wonderful family or group rental with excellent layout. 4BR 4BA with separate Living Room and Family Room and HUGE eat i ...
Click For PricingExpedia
- From $199 per night (USD)
VRBO
Escape to Paradise: Steps to Beach & Spacious Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Paradise and fall in love with this warm and welcoming home with 3 bedrooms that sleeps 6 people. There is a ...
From $199 per night (USD)VRBO
- From $827 per night (USD)
Expedia
Newly Renovated and Private Hamptons Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is completely remodeled, perfect for a family retreat or a couples vacation located on an acre at the end of a ...
From $827 per night (USD)Expedia
- From $1176 per night (USD)
VRBO
Beach Cottage on Fire Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Steps from the ocean, spacious and recently remodeled home ready for your beach vacation! Casita Del Mar has it all! En ...
From $1176 per night (USD)VRBO
- Click For Pricing
Expedia
Southampton watermill estate $3900.00 per night
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
From the the time you arrive thru the wrought iron gates to this magnificent watermill estate you know you are at a very ...
Click For PricingExpedia
- From $653 per night (USD)
VRBO
Ship Lap Cottage in WHB Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect Village Summer Retreat. Finishing touches are being made on this newly renovated modern yet cozy Westhampton Bea ...
From $653 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Northfork Townhouse- walk to all\/ newly renovated
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitche ...
From $412 per night (USD)Expedia
- From $1071 per night (USD)
VRBO
North Fork Entertainer's Delight!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Luxurious resort-style North Fork home, 4-bedrooms, 2.5 bath, professionally landscaped 1-acre enclosed private property ...
From $1071 per night (USD)VRBO
- Click For Pricing
Expedia
BRAND NEW CONSTRUCTION ON 4+ SECLUDED ACRES
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Nestled on 4+ acres on very private street, this brand new 6,000 sq. ft. house is beautifully built with the finest mate ...
Click For PricingExpedia
- From $801 per night (USD)
VRBO
Fire Island \/ Ocean Bay Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Now accepting 2025 reservations. Original 1960's beach house with updated kitchen and bathrooms. Three bedrooms (king, ...
From $801 per night (USD)VRBO
- From $1061 per night (USD)
VRBO
Ocean Therapy-A few steps from the beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
See and hear the ocean from this great beach house that just a few steps from the beach with lifeguards. Always being u ...
From $1061 per night (USD)VRBO
- Click For Pricing
VRBO
Secluded private Oasis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Completely renovated home, with out door oasis which includes heated pool, proessional grilling area and lighted firepit ...
Click For PricingVRBO
- From $278 per night (USD)
Expedia
One Bedroom Apt. in Ocean Bay Park with deck & gas grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Surfcomber Unit 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $278 per night (USD)Expedia
- From $1257 per night (USD)
VRBO
Charming Beach House! Walk to a quaint farmstand and Wainscott beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming beach house offers a quintessential easy summer vibe as well as an entertaining atmosphere in one of Wains ...
From $1257 per night (USD)VRBO
- From $885 per night (USD)
VRBO
Preview listing: One-of-a-kind historic home in Orient with space to spread out
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Preview listing: Please contact us for availability. Welcome to our family’s historic home in Orient! This property is ...
From $885 per night (USD)VRBO
- From $842 per night (USD)
VRBO
Unique Modern Barn House in Sag Harbor
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Offering thoughtful design and impeccable details throughout, this retreat in Sag Harbor promises to be the sanctuary yo ...
From $842 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Kid-Friendly Home near the Ocean with Private Gas Grill, Fast WiFi, and Cable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Classic Southold Country Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $221 per night (USD)Expedia
- From $610 per night (USD)
VRBO
North Fork Wine Country Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated Custom Country home in the heart of the North Fork Wine Country and minutes from Peconic Bay. The home has a ...
From $610 per night (USD)VRBO
- From $430 per night (USD)
Expedia
1 Bedroom Hamptons Waterfront Cottage Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1 Bedroom 500 sq ft. Cottage is situated on 1.6 Scenic Waterfront Acres on a Compound in Hampton Bays, NY. This cot ...
From $430 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful House and Pool House with Heated Pool and Large Yard
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Four bedrooms in the main house, one bedroom in the pool house. Three full baths combined. Sleeps 10 in the main house a ...
Click For PricingVRBO
- From $609 per night (USD)
Expedia
Amagansett:3 bedroom, 2.5 bathroom, in-ground pool and large fenced yard.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Less than 2 miles to Ocean or Bay and Amagansett Square, LIRR and Jitney stop nearby. Main floor: Kitchen, dining room, ...
From $609 per night (USD)Expedia
- Click For Pricing
VRBO
New Modern 6BR 10,000 sq ft Hamptons Retreat
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
South of the highway in Sagaponack is an extraordinary new modern barn-style home available for rent. Set on 3.4+/- acre ...
Click For PricingVRBO
- From $342 per night (USD)
Expedia
Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hampton Classic Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In Shelves 4BR/2BA, Heated Poo ...
From $342 per night (USD)Expedia
- From $953 per night (USD)
VRBO
Enjoy A Relaxing Hamptons Vacation In Our Comfortable, Light-Filled Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy a stress free Hamptons vacation in our, bright, relaxing home. Located on a quiet, residential street, you can e ...
From $953 per night (USD)VRBO
- Click For Pricing
Expedia
*Available Labor Day week* House in Bellport area on sprawling two acres of land
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful restored and newly renovated farmhouse situated on two acres of land with gunite heated pool walking distance ...
Click For PricingExpedia
- Click For Pricing
VRBO
Gorgeous Vintage Yacht in Wine Country NY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
KINGFISHER is a stunning, 50 foot fully restored vintage motor yacht that offers timeless yachting experiences in Hampto ...
Click For PricingVRBO
- From $518 per night (USD)
Expedia
2 Bedroom Hamptons Waterfront Cottage Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This incredible family friendly 2 Bedroom, 1 Bath 750 sq ft Cottage is steps from an inlet leading out to Peconic Bay. ...
From $518 per night (USD)Expedia
- From $166 per night (USD)
VRBO
The Jahmtons Guest Room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ridge is the quiet location on Long Island that remains a Gem. We are located 20mins from Splish Splash water park and l ...
From $166 per night (USD)VRBO
- Click For Pricing
Expedia
GREAT HOUSE GREAT LOCATION
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Great location. Walk to water; marina and town. House is 3 bedrooms and 3 baths-all upstairs. There is enough beds/ ...
Click For PricingExpedia
- From $569 per night (USD)
VRBO
Quiet street one block to shops, restaurants & waterfront. Barn with TV & WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedrooms, 2 bathrooms completely renovated home. Sleeps 6. One full bath, one half bath. Outdoor shower. Fully ren ...
From $569 per night (USD)VRBO
- Click For Pricing
Expedia
Airy Luxury Hamptons Retreat with Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This light-flooded immaculate contemporary is the perfect combination of location and charm! Located minutes to the Jitn ...
Click For PricingExpedia
- Click For Pricing
VRBO
Cozy Private Montauk House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
Cozy and Private Two bedroom house in the center of Montauk! 1 mile from marinas, town and beaches! Your family will be ...
Click For PricingVRBO
- From $2185 per night (USD)
Expedia
Modern Traditional Waterfront & Waterviews in Southampton
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Ground floor master suite, chef's kitchen, indoor/outdoor fireplace, waterfront, waterviews throughout, sun/party roofde ...
From $2185 per night (USD)Expedia
- From $1187 per night (USD)
VRBO
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Widely regarded as one of the country's most beautiful areas within miles of white sandy beaches, Its east side faces Ge ...
From $1187 per night (USD)VRBO
- From $1061 per night (USD)
Expedia
Unforgettable Home near Beach w\/Ocean View Rooftop Terrace, Gas Grill, & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Vacationer's Dream By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $1061 per night (USD)Expedia
- From $2274 per night (USD)
VRBO
New Designer-Built Home with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 4
Just completed! Spectacular waterfront escape built by designer and developer with extreme attention to detail. Designe ...
From $2274 per night (USD)VRBO
- Click For Pricing
Expedia
Ditch Plains 4BR Getaway -Short walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sunny, laid back beach living just 3 blocks away from the best beach in Montauk- Ditch Plains. Enjoy surfing, swimming, ...
Click For PricingExpedia
- From $348 per night (USD)
VRBO
Montauk Tower Condo - Center of Town 1 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Available by the month only. My condo is walking distance to the ocean, restaurants, nightlife, MTK brewery, Soul Cycle ...
From $348 per night (USD)VRBO
- From $485 per night (USD)
Expedia
North Fork Home Steps to Private Beach & Walk to Marina, Farms, Restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Harbor House was completely renovated in 2020. Our beautiful beach house is in the perfect North Fork location, steps fr ...
From $485 per night (USD)Expedia
- From $2560 per night (USD)
VRBO
Hilltop Villa with Stunning Sunsets
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Rental Registration #: 16-899 This exquisitely unique Tuscan-style villa is certainly one of a kind. Set on four hilltop ...
From $2560 per night (USD)VRBO
- From $538 per night (USD)
Expedia
East Hampton SPECIAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary, recently renovated private home on quiet street- only 5 min. from town, 10 min to Main Beach with HEATED ...
From $538 per night (USD)Expedia
- From $959 per night (USD)
VRBO
BEAUTIFUL SAG HARBOR PRIVATE BEACH ON NOYAC BAY SPECTACULAR VIEWS. BOOK NOW!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO SUN N' FUN ON BEAUTIFUL NOYAC BAY! Look no further. This is where you want to be. Get out of the city and he ...
From $959 per night (USD)VRBO
- From $795 per night (USD)
Expedia
Private access Ocean beach, steps away...Perfect home for family vacations!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in this spectacular Montauk sanctuary by the sea. An elegant but comfortable Beach home in the most so ...
From $795 per night (USD)Expedia
- From $1011 per night (USD)
VRBO
Autumn in the Hamptons! Pumpkin picking, apple picking, wine tasting and more!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Quintessential Hamptons home in a private beach community. Spacious 4 to 5 bedroom home just a short walk to a private b ...
From $1011 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Charming Brand New Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your search is over! Brand New 🔨 Construction. Walk 🏃 to the beach 🏖. WALK TO LOVE LANE & Village shops. Charming, be ...
From $538 per night (USD)Expedia
- From $2196 per night (USD)
VRBO
Relax and Enjoy!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stretch out and relax in this well-designed home high on a hill with truly spectacular water views from every room. Enjo ...
From $2196 per night (USD)VRBO
- From $829 per night (USD)
Expedia
Hampton Home On Creek & Walking Distance To Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 2 story Hamptons beach house is the perfect spot for your next family getaway! This conventional style home off ...
From $829 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Cozy Quiet Cottage by the Sea
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private cottage with own parking space. Quiet neighborhood located on dead end street. Private backyard with gas grill a ...
From $365 per night (USD)VRBO
- From $1305 per night (USD)
Expedia
Charming getaway near the beach w\/ free WiFi, gas grill, and partia A\/C
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Seaside Escape on Huron Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $1305 per night (USD)Expedia
- From $982 per night (USD)
VRBO
Fire Island Beach House - Atlantique
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to The Crazy Coconut! Our fully air conditioned home features bayfront views and is 2nd from the bay and a 3 mi ...
From $982 per night (USD)VRBO
- From $896 per night (USD)
Expedia
East Hampton Classic Shingle Style, South of the Highway with Heated Gunite...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
East Hampton Beach Beauty East Hampton Classic Shingle Style, South of the Highway with Heated Gunite Pool and Close to ...
From $896 per night (USD)Expedia
- From $534 per night (USD)
VRBO
Private Waterfront Home: Dock, Kayaks, Town of Southold, near Greenport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private Waterfront Home is a beautiful home located on the North Fork of Long Island, it has a Master bedroom with a qu ...
From $534 per night (USD)VRBO
- Click For Pricing
Expedia
Mattituck Private Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Privacy on the beach! Located on the best stretch of beach on the North Fork. 300 feet of private beachfront on Peconic ...
Click For PricingExpedia
- From $531 per night (USD)
VRBO
SUMMER RETREAT: Pool + Beach + Dock overlooking the Peconic Bay in Greenport!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Gull Harbor! The house size is deceiving. It is great for multiple families as part of it is a guest en suit ...
From $531 per night (USD)VRBO
- Click For Pricing
Expedia
100 year old farmhouse with four bedrooms in the pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
100 year old farmhouse my 2 acre property, surrounded by 20 acres of farmland and vineyards. Modern kitchen, pool table ...
Click For PricingExpedia
- From $892 per night (USD)
VRBO
Bright Hamptons Getaway ☀️
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in our bright open, architect designed Hamptons Home! *Amazing Winter Rates* ✔Self Check-in ✔Pool ✔Bicycles for use ...
From $892 per night (USD)VRBO
- From $890 per night (USD)
VRBO
4 BR 3 Bath with beautiful bay views and private heated pool seasonal
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Open layout house with beautiful water views and private heated pool. The house offers lots of space with 4 bedroom, 3 ...
From $890 per night (USD)VRBO
- From $248 per night (USD)
VRBO
Beach Apt. Wineries, Shopping, Dining
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this location. Side yard with 2 decks with use of BBQ. Walking distance to beach. Shoppin ...
From $248 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Perfect Water Views from your Oversized Deck!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated 3BR/2BA condo with open kitchen, stainless steel appliances and huge deck for dining and BBQing. A ...
From $432 per night (USD)Expedia