Suffolk Area Rentals
From $600 per night (USD)VRBO
Brand New Build! Greenport Gem w/ Yard & Patio
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful Neighborhood | Centrally Located | Backyard Grill Outside Coastal charm and maritime history await at this wel ...
From $600 per night (USD)VRBO
From $239 per night (USD)Expedia
Modern 2BR Retreat w/ Full Kitchen & Living
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy and spotless 2-bedroom, 1-bath home designed for comfort and relaxation. Enjoy a bright living room, fully equipped ...
From $239 per night (USD)Expedia
From $818 per night (USD)VRBO
Welcome to The Springs House, a beautiful home in a peaceful neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to The Springs House, a beautiful 4-bedroom, 2.5-bath home tucked away on a quiet cul-de-sac in the peaceful Spr ...
From $818 per night (USD)VRBO
From $1673 per night (USD)Expedia
Spacious 8-bedroom estate with AC in superb Ram Island-Shelter Island
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 18
Modern masterpiece, located in Ram Island, off Shelter Island. Spectacular views of Orient Point, Gardeners, and Fishers ...
From $1673 per night (USD)Expedia
From $1442 per night (USD)VRBO
Shinnecock Golf Course Designer Renovated 5-bedroom house in Southampton
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Designer-Renovated Southampton Retreat | Prime Location Near Shinnecock Set on one of Southampton’s most beautiful and ...
From $1442 per night (USD)VRBO
From $2412 per night (USD)Expedia
Iconic Fire Island Pines Oceanfront | Pool, Hot Tub & Sauna
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Set directly on the Atlantic in Fire Island Pines, the Superman House is a five-bedroom oceanfront home where clean mode ...
From $2412 per night (USD)Expedia
From $787 per night (USD)VRBO
Dune Road Oceanfront
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to the Hamptons in this stunning Dune Road oceanfront home, set directly on the sand with 75 feet of private ocea ...
From $787 per night (USD)VRBO
From $512 per night (USD)Expedia
Easy Transit to NYC! Sleek North Shore Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walk to Park, Shops, Restaurants | 2 Mi to Huntington Station | Designated Workspaces Rich local history and coastal sc ...
From $512 per night (USD)Expedia
From $2181 per night (USD)VRBO
Luxury Country Southampton Estate with Heated Pool and Expansive Grounds
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Country Estate Oasis Luxury Country Southampton Estate with Heated Pool and Expansive Grounds 4BR/4.5BA: Heated pool, ...
From $2181 per night (USD)VRBO
From $11434 per night (USD)Expedia
10,000 Sqft Luxury 6 Bed, 7 Bath Glass House in East Hampton NY!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Escape to our stunning Glass House in East Hampton, a light-filled retreat surrounded by nature. Floor-to-ceiling window ...
From $11434 per night (USD)Expedia
From $388 per night (USD)VRBO
Cozy 3BR Apartment in Peaceful Neighborhood With Kitchenette
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Relax and unwind in this comfortable 3-bedroom apartment located in a peaceful, family-friendly neighborhood. The space ...
From $388 per night (USD)VRBO
From $3604 per night (USD)Expedia
US Open Championship Golf 2026 8 Min away.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Southampton Luxury Retreat w/Pool, Spa Near Beach & Village, Sleeps 10-12 Guests Welcome to your private oasis in the ...
From $3604 per night (USD)Expedia
From $834 per night (USD)VRBO
California Modern with a Fire Island Soul
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Fire Island Modern in Bellport. Recently renovated by NYC based Interior Designer on a dead end street overlooking the G ...
From $834 per night (USD)VRBO
From $2722 per night (USD)Expedia
BRAND NEW, Gorgeous 5-bedroom house in Ocean Beach with AC and heated pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Experience Ocean Beach in this awesome 5-bedroom house. With 2 king beds, 2 queen beds, and a loft with a Murphy bed, th ...
From $2722 per night (USD)Expedia
From $3323 per night (USD)VRBO
Water Mill Modern Luxury w/ Pool & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: A luxury modern retreat in Water Mill set on 2.1 private acres beneath mature oak trees. This fully furnished ...
From $3323 per night (USD)VRBO
From $503 per night (USD)Expedia
Serene 1-bedroom apartment with AC in East Hampton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make yourself at home in this 1-bedroom East Hampton apartment retreat. This adorable space offers a cozy bedroom and a ...
From $503 per night (USD)Expedia
From $1072 per night (USD)VRBO
Spacious 4-bedroom house in fabulous Southampton designed by former Vogue editor
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 6
This memorable house is the perfect home base for your trip to Southampton. With four nice bedrooms and eight bathrooms, ...
From $1072 per night (USD)VRBO
From $991 per night (USD)VRBO
Great Oneck Woods Location Salt Water Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Mid Century Modern is located in the Oneck Section of Westhampton a short 15 min. sidewalk stroll to the WHB Main S ...
From $991 per night (USD)VRBO
From $1850 per night (USD)VRBO
Spacious 5-bedroom house in a welcoming neighborhood with AC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
This delightful 5-bedroom house welcomes guests with plenty of space to relax and unwind. Featuring 2 king beds, 1 queen ...
From $1850 per night (USD)VRBO
From $1921 per night (USD)VRBO
Newly renovated luxurious house with pool, tennis court, and sauna
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Your own private Southampton resort. Set on 1.5 secluded acres, this newly remodeled Hamptons retreat has everything yo ...
From $1921 per night (USD)VRBO
From $981 per night (USD)VRBO
Southampton Estate w Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to a private Hamptons sanctuary in North Sea! This stylish 3-bed, 3-bath home on nearly an acre is perf ...
From $981 per night (USD)VRBO
From $1764 per night (USD)Expedia
Peaceful house in Sag Harbor perfect for a relaxing poolside getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this tranquil poolside house in Sag Harbor. Located in the heart of Sag Harbor Village, walk to Main Street i ...
From $1764 per night (USD)Expedia
From $1089 per night (USD)VRBO
Brand New Modern Airey Hamptons Modern 3-Bedroom Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Remsenburg-Speonk house retreat. Guests will find a soothing space featuring one ...
From $1089 per night (USD)VRBO
- From $1170 per night (USD)
VRBO
Westhampton Beach Oceanfront Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy an unforgettable vacation at this charming oceanfront beach house on Dune Road with stunning panoramic views of th ...
From $1170 per night (USD)VRBO
From $2818 per night (USD)VRBO
Fabulous FIP Whole House Bayfront Retreat
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to FABULOUS, 231 Bay Walk, Fire Island Pines! Peacefully ensconced amid mature gardens and facing the Great Sout ...
From $2818 per night (USD)VRBO
From $1286 per night (USD)Expedia
Waterfront 3 Bedroom Marina Retreat • East Hampton • HeatedPool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy spectacular sunsets and marina views over picturesque Three Mile Harbor from this beautifully designed East Hampto ...
From $1286 per night (USD)Expedia
From $1664 per night (USD)VRBO
BEACHFRONT Home Overlooking the Hamptons in the Heart of North Fork Wine Country
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located BEACHFRONT on the Great Peconic Bay in Laurel, this exceptional home with breathtaking water views and a beach, ...
From $1664 per night (USD)VRBO
From $6838 per night (USD)VRBO
US Golf Open - Charming Southampton waterfront minutes from Shinnecock Golf Club
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Charming Southampton waterfront home with sweeping views of Great Peconic Bay and evening sunsets. The property is less ...
From $6838 per night (USD)VRBO
From $434 per night (USD)VRBO
Harborfront Star Walk to Harbor & Village
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Coastal Retreat Perfectly located just steps from the waterfront, placing you within easy walking distance of the marin ...
From $434 per night (USD)VRBO
From $2544 per night (USD)Expedia
Secluded Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: 》Press "❤️" A private Amagansett retreat: float in the huge saltwater pool, then light the fire pit ★ Swim ...
From $2544 per night (USD)Expedia
From $1486 per night (USD)VRBO
Spectacular Bayfront 4BR | Pet-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect Fire Island escape in Seaview on Fire Island, NY — a stunning bayfront retreat designed for rela ...
From $1486 per night (USD)VRBO
From $994 per night (USD)Expedia
Coastal 3-bedroom house with pool, bocce court on Shelter Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your breezy, coastal getaway awaits on Shelter Island at this fabulous house. With 3 bedrooms including 2 queen beds and ...
From $994 per night (USD)Expedia
From $1024 per night (USD)VRBO
Charming 3-bedroom house in peaceful Southampton with AC and amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Consider this house your home away from home while you visit Southampton. This lovely retreat features three bedrooms, i ...
From $1024 per night (USD)VRBO
From $1757 per night (USD)Expedia
Hampton Bays Resort-Style Retreat with Pool, Hot Tub, Basketball & Pickleball!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your Hampton Bays escape—a spacious four-bedroom, three-bath home designed for relaxing, entertaining, and ma ...
From $1757 per night (USD)Expedia
From $12669 per night (USD)VRBO
US Open 2026 Cold Spring Point Southampton Estate
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Cold Spring Point Estate | 360° Water Views | Minutes to Shinnecock & Sebonack Welcome to one of the most unique waterf ...
From $12669 per night (USD)VRBO
From $1210 per night (USD)Expedia
Chic East Hampton Escape Heated Pool + Minutes to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to a chic East Hampton farmhouse designed for effortless Hamptons living. Set on a private, beautifully landscape ...
From $1210 per night (USD)Expedia
From $2279 per night (USD)VRBO
The Hamptons, Sag Harbor, Waterfront Escape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated waterfront home on a private cul-de-sac in Sag Harbor. Surrounded by water with panoramic estuary and co ...
From $2279 per night (USD)VRBO
From $1456 per night (USD)VRBO
Lovely & Spacious Sag Harbor escape with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
This is a comfortable, spacious and clean five bedroom, two full bath home on a quiet street in Sag Harbor. There is a ...
From $1456 per night (USD)VRBO
From $1916 per night (USD)VRBO
The Floating House Water Mill Hamptons, A Cantilevered Architectural Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Floating House Water Mill, Hamptons A cantilevered residence that appears to leap from the hillside, hovering among ...
From $1916 per night (USD)VRBO
From $1296 per night (USD)Expedia
A modern masterpiece, The Glass House Water Mill, private & surrounded by nature
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Glass House Water Mill, Hamptons A modernist glass pavilion set on its own private three-acre parcel, nestled among ...
From $1296 per night (USD)Expedia
From $841 per night (USD)VRBO
Rove Travel | Saltmeadow | Home with Pool & BBQ
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Saltmeadow, a Rove Travel Home! Rove offers beautifully designed residences with the quality and ...
From $841 per night (USD)VRBO
From $1122 per night (USD)Expedia
Spacious 4-bedroom house in tranquil Hampton Bays with pool.Close to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stay comfortably in Hampton Bays at this gorgeous 4-bedroom house. The space features one king bed and three queen beds, ...
From $1122 per night (USD)Expedia
From $10209 per night (USD)VRBO
The Osprey - Luxury Waterfront Estate
- Bedrooms:
- 14
- Bathrooms:
- 11
- Sleeps:
- 32
A rare private waterfront estate set on over 8 acres with sweeping water views, direct beach access, an infinity pool, i ...
From $10209 per night (USD)VRBO
From $882 per night (USD)VRBO
Rove Travel | Highview Villa | Pool & Ocean Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Highview Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $882 per night (USD)VRBO
From $1522 per night (USD)VRBO
Private Cottage with Heated Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Tucked away in a peaceful, green setting, this newly renovated cottage is the perfect escape for families or a ...
From $1522 per night (USD)VRBO
From $31885 per night (USD)VRBO
An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two...
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
Please note that a reservation for this property needs to be approved before it is confirmed. Oceanfront Marvel An awe ...
From $31885 per night (USD)VRBO
From $429 per night (USD)VRBO
Charming Mattituck Retreat Near the Bay with Modern Updates
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Mattituck Harbor Cottage Charming Mattituck Retreat Near the Bay with Modern Updates 3BR/1BA: Fully updated, smart tv, ...
From $429 per night (USD)VRBO
From $1150 per night (USD)Expedia
The Salted Bungalow: A boutique Fire Island beach retreat.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Find your Fire Island paradise at the Salted Bungalow, our newly-refreshed 5 bedroom, 2.5 bath designer vacation rental. ...
From $1150 per night (USD)Expedia
From $652 per night (USD)VRBO
3 BR apartment with central AC in the village. Steps to Main St.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful apartment in Westhampton Beach. With three queen bedrooms and two bathrooms featuring refreshi ...
From $652 per night (USD)VRBO
From $744 per night (USD)Expedia
Completely Renovated Sag Harbor Cottage with Lush Gardens, Pergola, and...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Chestnut Cottage Completely Renovated Sag Harbor Cottage with Lush Gardens, Pergola, and Minutes to the Village, perfec ...
From $744 per night (USD)Expedia
From $1744 per night (USD)VRBO
Beautiful Home Near Beaches, Restaurants & Local Attractions
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Located in beautiful Hampton Bays, this spacious 5-bedroom, 3-bath home is perfect for families and friends. Enjoy two c ...
From $1744 per night (USD)VRBO
From $1476 per night (USD)VRBO
Modern Waterfront Southold Escape, Private Heated Saltwater Pool, Great for...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. The Waterside Hideaway M ...
From $1476 per night (USD)VRBO
From $1981 per night (USD)VRBO
\"Light & Airy Beach House\" Across the street from the houses on the ocean.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind in Amagansett, Napeague Area, at our light and airy Beachhouse 200 steps to the ocean, With three bedrooms featur ...
From $1981 per night (USD)VRBO
From $2691 per night (USD)VRBO
LUXURY 8 BDRM OCEANFRONT HOUSE W/POOL, JACUZZI & HOT TUB FACING THE OCEAN!
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
This luxurious oceanfront home has amazing special features and amenities: 8 bedrooms with balconies, 6.5 marble bathroo ...
From $2691 per night (USD)VRBO
From $1627 per night (USD)VRBO
Expansive Private 4BR East Hampton Retreat with a Pool & Large Deck,...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
East Hampton Poolside Escape Expansive Private 4BR East Hampton Retreat with a Pool & Large Deck, Perfect for Families ...
From $1627 per night (USD)VRBO
From $442 per night (USD)VRBO
Southold Waterfront Home on Goose Creek | Dock, Kayaks, Creek Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Waterfront home on Goose Creek with a private dock and kayaks for direct water access. Three bedrooms and thre ...
From $442 per night (USD)VRBO
From $1370 per night (USD)VRBO
Timeless Southampton retreat with heated pool, and effortless...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Shinnecock Shores Timele ...
From $1370 per night (USD)VRBO
From $1198 per night (USD)Expedia
Elegant Shinnecock Hills Retreat with Private Pool and Community Amenities...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
Shinnecock Elegance Elegant Shinnecock Hills Retreat with Private Pool and Community Amenities great for groups 5BR/6. ...
From $1198 per night (USD)Expedia
From $959 per night (USD)VRBO
Shelter Island Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Shelter Island is nestled between the North and South Forks of eastern Long Island. This newly constructed 3-bedroom far ...
From $959 per night (USD)VRBO
From $1946 per night (USD)VRBO
Southampton Cove - July 2026 Rental
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Available for July or weekly/bi-weekly in July. Welcome to this beautifully updated home in the quiet, coveted Southampt ...
From $1946 per night (USD)VRBO
From $1723 per night (USD)VRBO
Newly Built Hamptons House, Pool, Beach Access + Easy Access off Montauk Highway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
*Newly installed pavers off the deck to expand pool deck/lounge area + additional outdoor couches/loungers + new large ...
From $1723 per night (USD)VRBO
From $260 per night (USD)Expedia
Spacious One Bedroom Suite in Huntington Station.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our spacious, renovated 1-bedroom apartment in Huntington Station. Make yourself at home in this fully furnis ...
From $260 per night (USD)Expedia
From $1080 per night (USD)VRBO
Ocean Front, Cherry Grove Fire Island, Upper Level
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2nd Floor Beach Retreat – Private Balcony & Ocean Breezes Escape to the 2nd floor in Cherry Grove, Fire Island, where e ...
From $1080 per night (USD)VRBO
From $637 per night (USD)VRBO
Historic 2-Story Cottage in Bellport Village - Steps to Beach, Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a private two-story, 1-bedroom cottage in the heart of Bellport. Built in 1876, this thoughtfully converted carria ...
From $637 per night (USD)VRBO
From $1535 per night (USD)VRBO
Rove Travel | Summerlight Estate| Villa w/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Summerlight Estate, a Rove Travel Home! Rove offers beautifully designed residences with the qua ...
From $1535 per night (USD)VRBO
From $1184 per night (USD)VRBO
Rove Travel | Stonecrest Estate | Home with Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to Stonecrest Estate, a Rove Travel Home! Rove offers beautifully designed residences with the qual ...
From $1184 per night (USD)VRBO
From $1169 per night (USD)VRBO
Perfect 4-bedroom house in welcoming Hampton Bays for your getaway
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Lixury Beachy house with water/marina view, 4 master bedrooms, neat spacious rooms to enjoy your stay with family and fr ...
From $1169 per night (USD)VRBO
From $2003 per night (USD)Expedia
Beautiful Hampton Bays home with a private heated pool, minutes to Shinnecock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Creek Side Haven Beautiful Hampton Bays home with a private heated pool, minutes to Shinnecock 3BR/2BA: Heated Pool, H ...
From $2003 per night (USD)Expedia
From $2464 per night (USD)VRBO
Beautiful home located in OBP. Located on a beach block. Great home when visiting the island, all the amenities included.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your new favorite Fire Island retreat - where mornings start with ocean breezes and end with barefoot sunsets ...
From $2464 per night (USD)VRBO
From $1603 per night (USD)Expedia
Live the good life and escape out east to Sag Harbor/Wainscott!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Merchant Estate Live the good life and escape out east to Sag Harbor/Wainscott! 5BR/ 6.5 BA w/ Tennis on 5 + acres wit ...
From $1603 per night (USD)Expedia
From $1039 per night (USD)VRBO
Westhampton Estate minutes from the beach, private pool, tennis, private...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Westhampton Beach Estate ...
From $1039 per night (USD)VRBO
From $536 per night (USD)Expedia
Charming Accommodations in the Hamptons
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay comfortably in Sag Harbor at this new and charming space. The space features a soothing living room with a section ...
From $536 per night (USD)Expedia
From $692 per night (USD)VRBO
Hampton Bays 3BR Cottage | Vaulted Ceilings, Private Yard, Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Hampton Bays cottage with vaulted wood-beam ceilings, a floor-to-ceiling brick fireplace, and a renovated kitc ...
From $692 per night (USD)VRBO
From $1954 per night (USD)VRBO
Brand New Waterfront, Private Beach, Heated Pool & Panoramic Water View
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to a stunning brand-new bayfront retreat overlooking Shinnecock Bay. Completed this year and offered for its fir ...
From $1954 per night (USD)VRBO
From $1217 per night (USD)VRBO
Southampton Luxury Stay by Shinnecock Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to this private Southampton ranch, an elegant Hamptons retreat offering space, serenity, and refined co ...
From $1217 per night (USD)VRBO
From $576 per night (USD)Expedia
Amityville Spacious .....Steps to Town.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Unwind in Amityville at this quaint house. With four comfortable bedrooms, including three queen beds and a twin bed, th ...
From $576 per night (USD)Expedia
From $2848 per night (USD)VRBO
Merchant Manor - Pool, Tennis Court, Game Room
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Escape Out East to Sag Harbor! Live the good life on this remarkable, 5.4 acre gated compound. There's no doubt you'll f ...
From $2848 per night (USD)VRBO
From $1315 per night (USD)VRBO
Private Fire Island Pines Retreat, Pool & Spa, 5 mins from beach and harbor.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A Private Resort Experience in Fire Island Pines Tucked behind mature landscaping and surrounded by complete privacy, t ...
From $1315 per night (USD)VRBO
From $849 per night (USD)VRBO
Azur East, southampton
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Serenity kicks in; you will feel away from the hustle and bustle. Our hidden gem allows you to choose to ...
From $849 per night (USD)VRBO
From $174 per night (USD)Expedia
Private basement walkout in welcoming Huntington Station perfect for your stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Huntington Station, this peaceful space offers a wonderful retreat for guests seeking a quiet getaway. With o ...
From $174 per night (USD)Expedia
From $1654 per night (USD)VRBO
Modern East Hampton Retreat, Exquisitely Appointed with a Private Pool,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Hands Creek Hideaway Mod ...
From $1654 per night (USD)VRBO
From $1026 per night (USD)VRBO
Charming Hampton Bays Escape, Private Heated Pool, Perfect for Friends and...
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Oceanwood Retreat Charmi ...
From $1026 per night (USD)VRBO
From $1240 per night (USD)VRBO
Spacious four bedroom house in peaceful Jamesport;
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Jamesport is waiting for you at this spacious four bedroom house. Inside, guests find a serene space featuring one queen ...
From $1240 per night (USD)VRBO
From $620 per night (USD)Expedia
Charming 3-bedroom house in lovely Jamesport- near water, Riverhead, Shinnecock.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this marvelous house in picturesque Jamesport. With three cozy bedrooms featuring a queen bed, a full bed, and ...
From $620 per night (USD)Expedia
From $2004 per night (USD)VRBO
Breathtaking Retreat with Infinity Pool Moments from Montauk Town
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Ideally located just moments from Montauk town, this newly completed single-story, steel-framed smart home offers a refi ...
From $2004 per night (USD)VRBO
From $1240 per night (USD)Expedia
Production Studio - 4 Sets / 2 Offices / Light Bank / Hex Lighting - 4k SF
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
45 minutes East of NYC West Babylon. Guests find 4k feet of creative space. Featuring 4 sets, 2 offices, Light Bank Syst ...
From $1240 per night (USD)Expedia
From $1316 per night (USD)VRBO
Westhampton Beach Waterfront Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in Westhampton Beach, this tremendous house offers plenty of open space for guests to unwind. Third story loft p ...
From $1316 per night (USD)VRBO
From $652 per night (USD)VRBO
Lily Pond View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Disfruta de una estancia tranquila a solo 7 minutos de Sag Harbor. Rodeada de naturaleza, con acceso a senderos y parque ...
From $652 per night (USD)VRBO
From $538 per night (USD)VRBO
Peaceful 3BR Garden Cottage Long Island Escape
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this peaceful 3-bedroom retreat in Coram, Long Island, perfect for families, business travelers, healthcare pr ...
From $538 per night (USD)VRBO
From $2589 per night (USD)Expedia
Peaceful 4-bedroom house with AC in charming Bridgehampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape the ordinary this summer in a truly spectacular Bridgehampton home. Built in 1896, the Nellie Hedges House is a r ...
From $2589 per night (USD)Expedia
From $963 per night (USD)VRBO
Rove Travel | Tanners Villa | Pool & Sauna Escape
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Tanners Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $963 per night (USD)VRBO
From $4017 per night (USD)VRBO
Harbour House - Sag Harbor Estate
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 10
Designed by Harrison and Nicholas Condos of Harbour, this Sag Harbor estate blends Hamptons elegance with relaxed, resor ...
From $4017 per night (USD)VRBO
From $1055 per night (USD)VRBO
Wainscott Gem Large, Modern Home great for families - 1 mile to ocean/easy bike
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
House is available May 1 - June 26th, July 19-30th, and September 1 - 30th. Can rent for 2 week periods in May and June ...
From $1055 per night (USD)VRBO
From $7181 per night (USD)VRBO
Brand New Luxury Home US Open/Summer in Southampton, NY
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 8
Magnificent Designer Luxurious new 7 bedroom home down the street from the famed Shinnecock Golf Course. South of the h ...
From $7181 per night (USD)VRBO
From $905 per night (USD)VRBO
Nautical Peconic Bayfront Home - Walk to Town
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Gorgeous, renovated 4 bedroom waterfront home in prime Southold. Enjoy an outdoor fire next to the bay, or cozy up next ...
From $905 per night (USD)VRBO
From $2314 per night (USD)Expedia
Game Room, Hot Tub! Family Getaway in Bayshore
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 28
Groups/Reunions Welcome | Kid-Friendly Perks | 3 Gas Fireplaces | Formal Dining Room | 2 Mi to LIRR Station w/ NYC Servi ...
From $2314 per night (USD)Expedia
From $1273 per night (USD)VRBO
Brand New 6 Bedroom Montauk Beach House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
**REQUIRED THAT GUESTS MESSAGE BEFORE SUBMITTING A BOOKING REQUEST**. Consider this house your home away from hom ...
From $1273 per night (USD)VRBO
From $3788 per night (USD)VRBO
Spacious 5-bedroom house in delightful Sag Harbor with AC and gym
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy a peaceful stay at this 5-bedroom house in Sag Harbor. Each bedroom features a comfortable queen bed, perfect for ...
From $3788 per night (USD)VRBO
From $2807 per night (USD)VRBO
Expansive Sag Harbor Estate, Private Grounds with Stunning Pool & Hot Tub,...
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Sag Harbor Grand Expansive Sag Harbor Estate, Private Grounds with Stunning Pool & Hot Tub, Perfect for Group Gathering ...
From $2807 per night (USD)VRBO
From $280 per night (USD)VRBO
Pool Oasis Big Yard 1 Bedroom + 1 Living room with SofaBed nearby Train to NYC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Farmingville from this adorable 1-bedroom farmhouse located on the second floor of a 2-family hom ...
From $280 per night (USD)VRBO