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VRBO
ARCHITECT’S LIGHT-FILLED ECO-FRIENDLY MODERN HOME
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Am I outside or inside? Huge windows draw the outside in and frame the outside wooded views. Perfect for a summer in ...
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VRBO
From $3501 per night (USD)
VRBO
Hamptons Style. Close to village restaurants, shops and ocean beach!
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
7 Bedroom, 6.5 Bath, Gourmet Kitchen, Heated Pool/Jacuzzi, Outdoor Fireplace & Grill, Fast Wifi, SONOS + MORE The Willo ...
From $3501 per night (USD)
VRBO
From $774 per night (USD)
VRBO
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Whisper in the Woods! Enjoy this large cottage tucked away in the Tuckahoe woods. With 5 bedrooms and 3 bat ...
From $774 per night (USD)
VRBO
From $973 per night (USD)
VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Sag Harbor Oasis!! Beautiful 5 bedroom, 3.5BR home on private wooded lot with heated pool The home provides for ample ...
From $973 per night (USD)
VRBO
From $6017 per night (USD)
VRBO
Spacious Southampton Village Home Walking Distance to Town, Private Pool,...
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Southampton Village Luxury Spacious Southampton Village Home Walking Distance to Town, Private Pool, Perfect for Famili ...
From $6017 per night (USD)
VRBO
From $1619 per night (USD)
VRBO
SUNNY CONTEMPORARY W POOL AND SPACE FOR ALL
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
OLDER CONTEMPORARY HOME WITH LARGE OPEN SPACES. This house is good for an easy living Hamptons experience. Comfy not f ...
From $1619 per night (USD)
VRBO
From $2105 per night (USD)
VRBO
Modernist treehouse nestled in nature w/ access to pvt tennis minutes to ocean.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this modernist, private home nestled in nature . Minutes to all towns of Bridgehampton and Sag Harbor and gorg ...
From $2105 per night (USD)
VRBO
From $1846 per night (USD)
Expedia
Modernist Glass House nestled in tall pines and nature offering total privacy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Imagine enjoying your day and evenings surrounded by complete privacy and nature. Walls of glass open up to the natural ...
From $1846 per night (USD)
Expedia
From $5883 per night (USD)
VRBO
New Hamptons House in Sag harbor + Pool + 8 bedroom
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
New house in Sag Harbor with pool. Everything is brand new. 8 bedrooms and 6.5 bathrooms. 6,000sf, 20x40 pool, very priv ...
From $5883 per night (USD)
VRBO
From $879 per night (USD)
Expedia
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Southampton Serenity Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa 6BR/4BA w/ Vaulted ...
From $879 per night (USD)
Expedia
$Southampton Star Host, 2wk min. Msg 4 dtls\nFall, Wntr, US Open, and Summer 2026$
From $982 per night (USD)
VRBO
Southampton Star Host, 2wk min. Msg 4 dtls\nFall, Wntr, US Open, and Summer 2026
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Amazing Pool House new for 2025/2026! EV's welcome with Level 2 charger available. Relaxation starts right here in this ...
From $982 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the charm of a newly revitalized two-story apartment nestled in the vibrant heart of Southampton Village. The ...
From $596 per night (USD)
Expedia
From $2362 per night (USD)
VRBO
Southampton Village FALL FESTIVITIES! POOL, TENNIS&PICKLEBALL + 5 BEACH BIKES!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Come for the Fall Festivities ! Hank’s Pumpkin- town, corn mazes and apple picking. The best of everything the Hamptons ...
From $2362 per night (USD)
VRBO
From $1412 per night (USD)
Expedia
Secluded Southampton Home That Has It All
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Secluded, warm, beautiful, and amenity-filled property features an expansive 5,000+/- s/f of immaculate interior living ...
From $1412 per night (USD)
Expedia
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VRBO
Waterfront Luxury with Pickleball and Dock, Separate Barn and More!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. ...
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VRBO
From $1012 per night (USD)
Expedia
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)
Expedia
From $2878 per night (USD)
VRBO
Ideal for family: pool, park, tennis, mins from Southampton Village/Beaches
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Set on a corner lot across from open park area in Southampton Meadows, you will enjoy the most beautiful sunsets, playgr ...
From $2878 per night (USD)
VRBO
From $3509 per night (USD)
Expedia
Newly Renovated Sag Harbor Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Situated on over 2 private gated acres with close proximity to Sag Harbor, Bridgehampton, and Southampton village’s fame ...
From $3509 per night (USD)
Expedia
From $1071 per night (USD)
VRBO
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)
VRBO
From $1587 per night (USD)
Expedia
Welcome to a Beautiful 4 bd 4.5 bth located in a secluded area of Southampton.
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
A 3500 + Sq Ft family oriented Home located in a secluded area of Southampton. It boast a beautiful pool, Hot Tub, Bocce ...
From $1587 per night (USD)
Expedia
From $3426 per night (USD)
VRBO
Southampton Village, Complete Privacy, Gunite Pool & and 3 minute walk to town!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover the epitome of sophisticated living in Southampton with this extraordinary house for rent. Set amidst a picture ...
From $3426 per night (USD)
VRBO
From $1151 per night (USD)
VRBO
10 minutes to Coopers beach. Stylish Southampton Retreat on 1.6 acres with deck.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious property offers 4 bedrooms, including a convenient first-floor bedroom, and 3 bathrooms on a sprawling 1.6 ...
From $1151 per night (USD)
VRBO
From $1045 per night (USD)
VRBO
Comfortable, peaceful, beautiful and a short drive to beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This house in Southampton is a place of simple beauty, great comfort, peace on a quiet block away from traffic and noise ...
From $1045 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Cozy 3 Bedroom Southampton Village Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to your beach chic haven in Southampton Village, where contemporary luxury meets timeless elegance. Unwind in the ...
From $574 per night (USD)
VRBO
From $1001 per night (USD)
VRBO
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)
VRBO
From $3468 per night (USD)
VRBO
Large, secluded Watermill/Southampton estate with pool
Bedrooms:
8
Bathrooms:
5
Sleeps:
10
Down a long driveway, this wonderfully-appointed compound situated on 2.5+/- acres offers exceptional privacy and seclus ...
From $3468 per night (USD)
VRBO
From $2309 per night (USD)
VRBO
Newly Renovated & Private in Southampton Village
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Bedrooms & 3 full baths. House is newly renovated! Located 0.5 mile to the village of Southampton and 1.5 miles to Ha ...
From $2309 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a Large two-bedroom two-bath house that is one mile to Southampton village. Private space with fenced yard and ...
From $557 per night (USD)
Expedia
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VRBO
Southampton Village near Main Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
SOUTHAMPTON VILLAGE. — Pristine newly renovated 2-bedroom 1-bath UPSTAIRS UNIT with private entrance and lovely outdoor ...
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VRBO
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Expedia
Charming 3-bedroom house in chic Southampton with AC ten minutes from Sag Harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Southampton, this delightful house is the perfect retreat for guests seeking a beautiful and relaxing getaway ...
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Expedia
$Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.$
From $621 per night (USD)
VRBO
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 $621 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor...
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Huckleberry Hideaway Expansive Sag Harbor Estate with Pool, Tennis, Hot Tub, Close to Sag Harbor and Bridgehampton 6BR ...
From $597 per night (USD)
Expedia
From $2336 per night (USD)
VRBO
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)
VRBO
From $813 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
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VRBO
From $2301 per night (USD)
VRBO
Spectacular Mediterranean-style Hamptons oasis minutes from towns and beaches.
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
New to Market--Southampton six bedroom resort-like oasis near everything the Hamptons has to offer. Large open kitchen, ...
From $2301 per night (USD)
VRBO
From $2619 per night (USD)
VRBO
Spacious 4-bedroom house with WiFi, AC and pool in peaceful Southampton.
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Bring the whole family or your friends to this peaceful Hampton's home. The home offers 4 bedrooms and 5 bathrooms, a fu ...
From $2619 per night (USD)
VRBO
From $4325 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 $4325 per night (USD)
VRBO
From $843 per night (USD)
VRBO
Think Big Blue Skies, 4 Bedroom, 4 Bath Water Mill
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This rental doesn't come on the market very often, as usually leases turn into long term leases. Next availability star ...
From $843 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
From $554 per night (USD)
Expedia
Charming 3-bedroom gem in Southampton village
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Escape to this stylish 3-bedroom gem in Southampton Village, where modern comfort meets classic charm. This inviting ret ...
From $554 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Beautifully Designed and Modern Southampton Home Surrounded by Nature,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Modern Zen B ...
From $843 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
North Sea Gem Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families 3BR/2BA: private heated po ...
From $366 per night (USD)
Expedia
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VRBO
Waterfront Playground Directly on the Peconic Bay
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Every room has a water view! Step off the back deck right onto one of the most beautiful Peconic bay private beaches, ...
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VRBO
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 $975 per night (USD)
VRBO
Designer Own Elegant Beachy Sag Harbor Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Consider this house your home away from home while you visit Sag Harbor. With 5 bedrooms including 3 king beds, 1 queen ...
From $975 per night (USD)
VRBO
From $1657 per night (USD)
VRBO
New Listing - Eclectic home with private pool, decorated loft, gas...
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Please note that a reservation for this property needs to be approved before it is confirmed. Airy Water Mill Ranch Ne ...
From $1657 per night (USD)
VRBO
From $1393 per night (USD)
VRBO
Modern Southampton home, heated pool, large deck, multiple seating areas,...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1393 per night (USD)
VRBO
From $1661 per night (USD)
VRBO
Perfect location in the town of Southampton! Minutes away from town and...
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Cooper's Beach Classic P ...
From $1661 per night (USD)
VRBO
From $629 per night (USD)
VRBO
Stately traditional home with open floorplan and private pool in coveted...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $629 per night (USD)
VRBO
From $5679 per night (USD)
Expedia
Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to...
Bedrooms:
7
Bathrooms:
7
Sleeps:
10
Southampton Village Elegance Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to Southampton Shopping ...
From $5679 per night (USD)
Expedia
From $1187 per night (USD)
VRBO
Stylish and recently renovated home with pool, sunlit open floor plan,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Chic Southampton Retreat ...
From $1187 per night (USD)
VRBO
From $5126 per night (USD)
VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Harbor View Modern Expan ...
From $5126 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Charm Surrou ...
From $537 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton w/ Tennis & P ...
From $514 per night (USD)
VRBO
From $2094 per night (USD)
VRBO
Cozy Home In Southampton With Expansive Yard And Private Pool, Close to...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Southampton Beach Villa Cozy Home In Southampton With Expansive Yard And Private Pool, Close to Fowlers Beach, Perfect ...
From $2094 per night (USD)
VRBO
From $1570 per night (USD)
VRBO
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Wonder Stunn ...
From $1570 per night (USD)
VRBO
From $623 per night (USD)
VRBO
Contemporary Southampton getaway, private heated pool, backed to wood...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Wooded Sensat ...
From $623 per night (USD)
VRBO
From $566 per night (USD)
Expedia
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $566 per night (USD)
Expedia
From $3853 per night (USD)
VRBO
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Village Classic Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families 4BR/3BA: pri ...
From $3853 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Beautiful Home In SH Village!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy this charming home perfectly located within a 3 minute drive or 10 minute walk to Main Street Southampton, grocery ...
From $551 per night (USD)
VRBO
From $1385 per night (USD)
VRBO
Bay Access & Hidden Beach >>> Charming 3-bedroom house in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Southampton. This superb property boasts 3 bedrooms, includ ...
From $1385 per night (USD)
VRBO
From $1154 per night (USD)
Expedia
Peaceful 6 BR/4BA Southampton Getaway with hot tub and pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Southampton is waiting for you at this 6-bedroom house. With 1 king bed, 2 twin beds, 1 full bed, and 2 queen beds, this ...
From $1154 per night (USD)
Expedia
$Tranquil retreat in the heart of Sag Harbor, 6 bedroom\n11,000 sq ft home$
From $4046 per night (USD)
VRBO
Tranquil retreat in the heart of Sag Harbor, 6 bedroom\n11,000 sq ft home
Bedrooms:
9
Bathrooms:
6
Sleeps:
18
Discover the beauty of Sag Harbor from this phenomenal 6-bedroom estate. With 5 king beds and 1 queen bed, this property ...
From $4046 per night (USD)
VRBO
From $927 per night (USD)
Expedia
Mary's Gated Oasis Private Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
ARCH&Co® presents: The Hamptons Gated Oasis on Private Estate 6 bedroom suites, 6 bathrooms- huge gunite pool, theater, ...
From $927 per night (USD)
Expedia
From $4022 per night (USD)
VRBO
Stunning secluded Southampton Village property near restaurants, shops and beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This spectacular classic Hamptons home built in 2017 with a significant renovation in 2024. Furnished by a high-end int ...
From $4022 per night (USD)
VRBO
From $1433 per night (USD)
VRBO
Hydrangea House Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Discover the beauty of Southampton from this delightful fully renovated home. With 2 king beds 3 twin beds, and two quee ...
From $1433 per night (USD)
VRBO
From $747 per night (USD)
VRBO
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
Bedrooms:
4
Bathrooms:
1
Sleeps:
8
Gorgeous 4 bedroom, 4.5 bathroom house in prime location. Heated Pool, pool house, sunny, fully fenced in property a mus ...
From $747 per night (USD)
VRBO
From $924 per night (USD)
VRBO
Charming 2-bedroom house with WiFi and AC in wonderful Southampton
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay comfortably in Southampton at this 2-bedroom house. The property boasts 2 full beds, 2 bathrooms, and an additional ...
From $924 per night (USD)
VRBO
From $3218 per night (USD)
VRBO
Walk-to-Beach, Newly Built Smart Home with Heated Salt Water Pool, Near...
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Sag Harbor Luxe Walk-to-Beach, Newly Built Smart Home with Heated Salt Water Pool, Near Noyac Golf Club 5BR/5BA: Priva ...
From $3218 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Beautifully Renovated Southampton Home with Modern Design, Private Pool,...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Southampton Modern Oasis Beautifully Renovated Southampton Home with Modern Design, Private Pool, Perfect for Families ...
From $414 per night (USD)
Expedia
Click For Pricing
VRBO
SOUTHAMPTON LUXURY 4 BED HOME WITH HEATED POOL AND CAC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, immaculately maintained. Minutes t ...
Click For Pricing
VRBO
From $2060 per night (USD)
Expedia
Spacious Open Design for dates in August/LDW
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This Sag Harbor contemporary home has 4 spacious bedrooms, including 2 king beds, 4 twin beds, a queen bed, and 2 full b ...
From $2060 per night (USD)
Expedia
From $4887 per night (USD)
VRBO
Spacious Sag Harbor Vacation Home with Amazing Outdoor Space, Perfect for...
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
Please note that a reservation for this property needs to be approved before it is confirmed. Noyac Hills Haven Spacio ...
From $4887 per night (USD)
VRBO
From $1575 per night (USD)
VRBO
Great location for US Open golf. Luxurious 4-bedroom house in lovely Sag Harbor.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in Sag Harbor, enjoy what this 4-bedroom house has to offer. This amazing property features 1 king bed, 2 queen ...
From $1575 per night (USD)
VRBO
From $4654 per night (USD)
VRBO
Pristine 6-bedroom waterfront property with a private dock in Southampton
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Situated on 2.1 acres of pristine waterfront property sits this modern home. Meticulously renovated from top to bottom i ...
From $4654 per night (USD)
VRBO
Click For Pricing
VRBO
Luxurious Southampton Retreat with Private Pool and Pool House, Great for...
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. The Southampton Grand Lu ...
Click For Pricing
VRBO
From $530 per night (USD)
VRBO
Contemporary Southampton Home, Private Pool, Outdoor Dining, Game Room,...
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Southampton Hideaway Contemporary Southampton Home, Private Pool, Outdoor Dining, Game Room, Perfect for Families 4BR/ ...
From $530 per night (USD)
VRBO
From $994 per night (USD)
VRBO
4-bedroom house in Southampton w/Private lake property
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in Southampton, enjoy what this 4-bedroom house has to offer. With 1 king bed and 3 queen beds, guests can relax ...
From $994 per night (USD)
VRBO
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VRBO
Southampton 5-bdrm 5-bth Luxury House with Pool Sleeps 18 Comfortably Near Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to 6 Cove Neck Lane, Southampton, NY-a beautifully updated Traditional home ready for you to enjoy this summer. ...
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VRBO
From $888 per night (USD)
VRBO
Summer in the Hamptons
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Delightful and rare 4bedroom home in Southampton Commons available for Summer rental. The Space: The largest o ...
From $888 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Charming 3-bedroom house in enchanting Southampton Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind in Southampton at this adorable house. With 3 cozy bedrooms including a king, queen, and twin bed, guests can rel ...
From $608 per night (USD)
VRBO
From $1711 per night (USD)
Expedia
Luxury Waterfront Estate with Sunset Views, Dock, Kayaks & Paddle Board
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Experience the Hamptons at its finest in this waterfront estate located in Southampton. Enjoy the privacy, beautifully l ...
From $1711 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Private Bayfront Living, Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Shore Road Serenity Priv ...
From $447 per night (USD)
VRBO
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Expedia
Modern Luxury • Private Escape
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Escape to this luxurious, design-forward Southampton retreat! Featuring 4 spacious bedrooms + 2 bonus rooms, sleek inter ...
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Expedia
From $828 per night (USD)
VRBO
Cozy, Quiet, Sunny Southampton Dream. Five minute walk to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax at this peaceful, sun-filled home just steps away from the water in a quiet bay beach community. New to VRBO, we h ...
From $828 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Charming 1-bedroom cottage in the heart of Southampton Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in ...
From $235 per night (USD)
VRBO
From $9208 per night (USD)
VRBO
Seven Ponds Villa by Rove - 7BR Family Home with Heated Pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Summary: Welcome to Seven Ponds Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $9208 per night (USD)
VRBO
From $1608 per night (USD)
VRBO
Hamptons Water Living: Private Dock, Waterfront
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Welcome to your perfect waterfront getaway in Southampton! Just a mile from the beach, this family-friendly hom ...
From $1608 per night (USD)
VRBO
From $2088 per night (USD)
VRBO
Dumar Villa by Rove - 6BR Family Home with Pool & Outdoor Spaces
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Welcome to Dumar Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality and c ...
From $2088 per night (USD)
VRBO
From $912 per night (USD)
VRBO
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space Immaculate, charming ranch home surroun ...
From $912 per night (USD)
VRBO
From $3803 per night (USD)
VRBO
Classic Southampton Escape with Private Pool, Lush Yard & Ideal Village Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Please note that a reservation for this property needs to be approved before it is confirmed. Charming Southampton Esca ...
From $3803 per night (USD)
VRBO
From $849 per night (USD)
VRBO
Walking Distance to Shopping and Eating: House with Pool in Southampton Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy all that the Hamptons has to offer: shopping; dining; beaches; lounging by your private, heated pool; grilling and ...
From $849 per night (USD)
VRBO
From $609 per night (USD)
VRBO
Charming 3-bedroom cottage in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the coveted North Sea hamlet, the house is a beautifully maintained cedar shake cottage surrounded by lush, m ...
From $609 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Charming 4-bedroom house water front on a beautifull pond in Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Discover the beauty of Southampton from this 4-bedroom house. Nestled in a serene neighborhood, this superb property off ...
From $564 per night (USD)
VRBO
From $2404 per night (USD)
VRBO
Southampton estate with 5 bedrooms, pool, gym and community tennis
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Southampton village estate, close to amenities and beach. Community tennis. Game room, gym, family friendly, 20x40 heate ...
From $2404 per night (USD)
VRBO
From $3856 per night (USD)
Expedia
Chic Hamptons Retreat in Watermill with Tennis, Pool, Spa, Steam Room, and Gym
Bedrooms:
9
Bathrooms:
7
Sleeps:
20
This wonderful fully loaded estate is available starting mid-September, 2025. Located in Water Mill, the home is nestled ...
From $3856 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Peaceful Southampton Studio Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This bright and comfortable studio apartment offers a private and peaceful space, tucked above a detached garag ...
From $276 per night (USD)
VRBO
From $742 per night (USD)
Expedia
Charming Hamptons Retreat - Private Lake access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience the Best of Southampton Living – Elegant 4BR Home with Big Fresh Pond Access. Immerse yourself in classic Ham ...
From $742 per night (USD)
Expedia

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