North Sea Rentals
From $543 per night (USD)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, ...
From $543 per night (USD)VRBO
From $1506 per night (USD)Expedia
Oasis of calm near Sag Harbor
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 6
6 bedroom house with pool on quiet street. House completed and furnished in 2021, all new. 1 bedroom configured currentl ...
From $1506 per night (USD)Expedia
From $1540 per night (USD)VRBO
Stylish & Private 1.4 Acre 3-bedroom + house in beautiful Southampton Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this brilliant 3-bedroom gem in Southampton. This charming house features a separate lower level space with 1 q ...
From $1540 per night (USD)VRBO
From $2103 per night (USD)Expedia
Spacious Home in Southampton with Pool and Neighborhood Tennis, Private...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Southampton Escape Spacious Home in Southampton with Pool and Neighborhood Tennis, Private Street, Perfect for Families ...
From $2103 per night (USD)Expedia
From $8661 per night (USD)VRBO
Remarkable Southampton Estate with Resort Amenities, Perfect for Families...
- Bedrooms:
- 13
- Bathrooms:
- 8
- Sleeps:
- 15
Southampton Extraordinary Remarkable Southampton Estate with Resort Amenities, Perfect for Families or Large Groups, Ce ...
From $8661 per night (USD)VRBO
From $2384 per night (USD)Expedia
Spacious Home in Southampton with Pool and Neighborhood Tennis, Private...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton Escape Spacious Home in Southampton with Pool and Neighborhood Tennis, Private Street, Perfect for Families ...
From $2384 per night (USD)Expedia
From $3762 per night (USD)VRBO
Designer Own Elegant Beachy Sag Harbor Home
- Bedrooms:
- 6
- 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 $3762 per night (USD)VRBO
From $3580 per night (USD)VRBO
New Listing - Eclectic home with private pool, decorated loft, gas...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Please note that a reservation for this property needs to be approved before it is confirmed. Airy Water Mill Ranch Ne ...
From $3580 per night (USD)VRBO
From $1074 per night (USD)VRBO
Modern Southampton home, heated pool, large deck, multiple seating areas,...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1074 per night (USD)VRBO
From $1129 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 $1129 per night (USD)VRBO
From $1561 per night (USD)VRBO
Stately traditional home with open floorplan and private pool in coveted...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 6
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $1561 per night (USD)VRBO
From $6086 per night (USD)VRBO
Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to...
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Elega ...
From $6086 per night (USD)VRBO
From $2609 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 $2609 per night (USD)VRBO
From $1090 per night (USD)Expedia
Recently-Renovated Home in Heart of Southampton, Open Floor Plan with...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning Southampton Village Ranch Recently-Renovated Home in Heart of Southampton, Open Floor Plan with Gourmet Island ...
From $1090 per night (USD)Expedia
From $1262 per night (USD)VRBO
HGTV Designed Sag Harbor Ranch & Bungalow on the bay, private beach...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Sag Harbor Bungalow HGTV ...
From $1262 per night (USD)VRBO
From $4002 per night (USD)VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
- Bedrooms:
- 9
- 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 $4002 per night (USD)VRBO
From $1516 per night (USD)VRBO
Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Noyac Elegance Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and Well-Lit Interior 5BR/4.5BA 1.8 Ac ...
From $1516 per night (USD)VRBO
From $1254 per night (USD)Expedia
Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Charm Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses and Downtown Southampton V ...
From $1254 per night (USD)Expedia
From $1644 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 $1644 per night (USD)VRBO
From $2688 per night (USD)Expedia
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 $2688 per night (USD)Expedia
From $2853 per night (USD)VRBO
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Whites Lane Wonder Stunning, Contemporary Southampton Home Near Town Beaches and Downtown 6BR/4BA Luxurious Home with ...
From $2853 per night (USD)VRBO
From $1102 per night (USD)Expedia
Contemporary Southampton getaway, private heated pool, backed to wood...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Wooded Sensation Contemporary Southampton getaway, private heated pool, backed to wood preserve, expansive ...
From $1102 per night (USD)Expedia
From $1520 per night (USD)VRBO
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Fish Cove Waterfront BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK, CENTRALLY LOCATED 3BR/ ...
From $1520 per night (USD)VRBO
From $1814 per night (USD)VRBO
Discover Modern Luxury: Stunning New Home in Southampton, Perfect for...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Luxe ...
From $1814 per night (USD)VRBO
From $2514 per night (USD)VRBO
Luxury Southampton Home\/outdoor Sauna\/hottub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 6
Enjoy a peaceful stay at this 6-bedroom house in Southampton. With amenities like WiFi, a fitness room, and a washing ma ...
From $2514 per night (USD)VRBO
From $1245 per night (USD)Expedia
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 $1245 per night (USD)Expedia
From $609 per night (USD)VRBO
Beautiful Home In SH Village!
- Bedrooms:
- 3
- 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 $609 per night (USD)VRBO
From $1385 per night (USD)Expedia
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)Expedia
From $1042 per night (USD)VRBO
Charming 4-bedroom house with brand new gunite pool, gas grille, outdoor dining!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Your cozy getaway in Sag Harbor with heated gunite pool, 4 bedrooms including 2 king beds and 2 queen beds, guests will ...
From $1042 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
From $5613 per night (USD)VRBO
New Construction in Southampton with Poolhouse
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 15
This 5000 sqft 7 bedroom, 6 bath new construction features an incredible open-concept floor plan with a generous gourmet ...
From $5613 per night (USD)VRBO
From $4809 per night (USD)VRBO
Tranquil retreat in the heart of Sag Harbor, 6 bedroom\n11,000 sq ft home
- Bedrooms:
- 11
- 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 $4809 per night (USD)VRBO
From $1051 per night (USD)VRBO
Mary's Gated Oasis Private Estate
- Bedrooms:
- 12
- Bathrooms:
- 6
- Sleeps:
- 12
ARCH&Co® presents: NEW CONSTRUCTION- Gated Oasis on Private Estate 6 bedroom suites, 6 bathrooms- huge gunite pool, the ...
From $1051 per night (USD)VRBO
From $5024 per night (USD)VRBO
Stunning secluded Southampton Village property near restaurants, shops and beach
- Bedrooms:
- 8
- 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 $5024 per night (USD)VRBO
From $511 per night (USD)VRBO
Beautiful Duplex Condo in the heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
It will be your best care free vacation in the beautiful Hamptons. Pool, tennis , golf, bike rides, beautiful beaches , ...
From $511 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 $1106 per night (USD)VRBO
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
- Bedrooms:
- 5
- 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 $1106 per night (USD)VRBO
From $540 per night (USD)VRBO
Spacious 2-bedroom apartment in charming Sag Harbor with AC, WiFi, cable TV.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your home away from home in Sag Harbor with 2 lovely bedrooms featuring queen beds. This delightful apartment also inclu ...
From $540 per night (USD)VRBO
From $987 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 $987 per night (USD)VRBO
From $4170 per night (USD)Expedia
Walk-to-Beach, Newly Built Smart Home with Heated Salt Water Pool, Near...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Sag Harbor Luxe Walk-to-Beach, Newly Built Smart Home with Heated Salt Water Pool, Near Noyac Golf Club 5BR/5BA: Priva ...
From $4170 per night (USD)Expedia
From $1082 per night (USD)VRBO
Beautifully Renovated Southampton Home with Modern Design, Private Pool,...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Southampton Modern Oasis Beautifully Renovated Southampton Home with Modern Design, Private Pool, Perfect for Families ...
From $1082 per night (USD)VRBO
From $1733 per night (USD)Expedia
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 ...
From $1733 per night (USD)Expedia
From $2623 per night (USD)VRBO
Contemporary w Spacious Open Design
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
This Sag Harbor contemporary home has spacious 4 bedrooms, including 1 king bed, 4 twin beds, 2 queen beds, and 1 full b ...
From $2623 per night (USD)VRBO