Vacation Rentals in Southampton, NY

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Southampton, NY

Book a vacation rental in Southampton that has the highest visitor rating. Here are 6 of the best vacation rentals in Southampton.
Price drop
Secluded, Private Southampton House with heated Saltwater Pool, fireplace.
10

Excellent

·
Southampton
·
3 br
·
Sleeps 6
·
Outdoor Space · Wifi · Private Pool ·
From
$750/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Wifi
Private Pool
In Unit Laundry
On Site Laundry
Air Conditioning
Dishwasher
Furnished
Pool
Other spaces
Kitchen, Balcony
Price drop
Family Friendly, Large Yard & Heated Pool, Min to Beach , Perfect Get Away
10

Excellent

·
Southampton
·
5 br
·
Sleeps 12
·
Wifi · Outdoor Space · High Ceilings ·
From
$895/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Wifi
High Ceilings
Furnished
Waterfront
Oven
Air Conditioning
Private Pool
Dishwasher
Other spaces
Workspace, Kitchen
Beautiful Hilltop 5 Bedrooms and 3 baths Property on Shinnecock Hills
10

Excellent

·
Southampton
·
5 br
·
Sleeps 8
·
Ocean · Dishwasher · Residents Lounge ·
From
$893/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Ocean
Dishwasher
Residents Lounge
Wifi
Swimming Pool
Hot Tub
Pool
Fitness Center
Other spaces
Workspace, Kitchen
Price drop
Southampton Village 5 Bedroom Estate, Near Ocean Beaches And Village
10

Excellent

·
Southampton
·
5 br
·
Sleeps 11
·
Fireplace · Pool · Kitchen ·
From
$1,600/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Fireplace
Pool
Waterfront
Hot Tub
Hardwood Floor
Dishwasher
Swimming Pool
Private Pool
Other spaces
Kitchen
Price drop
CHARMING SOUTHAMPTON COTTAGE FOR RENT
10

Excellent

·
Southampton
·
2 br
·
Sleeps 4
·
In Unit Laundry · On Site Laundry · Furnished ·
From
$418/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
In Unit Laundry
On Site Laundry
Furnished
Air Conditioning
Wifi
Other spaces
Kitchen
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, spa, walk to water 🏖sleep10
10

Excellent

·
Southampton
·
5 br
·
Sleeps 8
·
Workspace · On Site Laundry · Fireplace ·
From
$1,286/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
On Site Laundry
Fireplace
Furnished
Wifi
Oven
Hardwood Floor
Beach
Air Conditioning
Other spaces
Workspace, Kitchen

Our Recommended Vacation Rentals in Southampton, NY

We analyzed vacation rentals in Southampton from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Southampton to help you find a deal for your next trip.
Price drop
The Bentley Hotel Southampton
9

Excellent

·
Southampton
·
1 br
·
Sleeps 6
·
Outdoor Space · Workspace · Swimming Pool ·
From
$509/night
Check availability
Property
Hotel · 1 Bed
Amenities
Swimming Pool
Wifi
Carpet
Furnished
Air Conditioning
Free Parking
Residents Lounge
On Site Laundry
Other spaces
Workspace, Balcony
Private Beach with a 30ft boat dock and 2 min walk to Peconic Bay beach
8

Very good

·
Southampton
·
4 br
·
Sleeps 9
·
Fireplace · Assigned Parking · Air Conditioning ·
From
$2,050/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Fireplace
Assigned Parking
Air Conditioning
Oven
Beach
Fitness Center
In Unit Laundry
On Site Laundry
Other spaces
Workspace, Kitchen
Price drop
Southampton Retreat close to towns of Southampton, Sag Harbor, amazing...

No rating

·
Southampton
·
5 br
·
Sleeps 11
·
Swimming Pool · Pool · Kitchen ·
From
$415/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Swimming Pool
Pool
Residents Lounge
Wifi
Furnished
Air Conditioning
Onsite Management
In Unit Laundry
Other spaces
Kitchen
Price drop
Serene Southampton Retreat filled with charm and nestled on a half-acre of...

No rating

·
Southampton
·
3 br
·
Sleeps 6
·
Air Conditioning · In Unit Laundry · Outdoor Space ·
From
$359/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Air Conditioning
In Unit Laundry
Residents Lounge
Furnished
Fireplace
Wifi
Onsite Management
Oven
Other spaces
Balcony, Kitchen
Price drop
BRIGHT & BEAUTIFUL Southampton 4 Br near village

No rating

·
Southampton
·
4 br
·
Sleeps 8
·
Oven · Private Pool · Outdoor Space ·
From
$810/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Oven
Private Pool
Fireplace
Swimming Pool
Wifi
Residents Lounge
Dishwasher
Wheelchair Accessible
Other spaces
Kitchen, Balcony

Budget-Friendly Vacation Rentals in Southampton, NY

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Southampton starting at $99. Use the price filter at the top of the page to search for more specific prices.
Southampton Long Island Hotel
8.1

Very good

·
Southampton
·
1 br
·
Sleeps 4
·
Hardwood Floor · Smoking Allowed · Air Conditioning ·
From
$99/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Hardwood Floor
Smoking Allowed
Air Conditioning
Pool
Wifi
Residents Lounge
Furnished
Swimming Pool
Other spaces
Workspace
Hamlet Inn
8

Very good

·
Southampton
·
1 br
·
Sleeps 3
·
Workspace · Furnished · Hardwood Floor ·
From
$99/night
Check availability
Property
Hotel · 1 Bed
Amenities
Furnished
Hardwood Floor
On Site Laundry
Residents Lounge
Beach
Assigned Parking
Smoking Allowed
Air Conditioning
Other spaces
Workspace
Sea Haven Resort Motel
7.3

Very good

·
Southampton
·
1 br
·
Sleeps 4
·
Air Conditioning · On Site Laundry · Assigned Parking ·
From
$103/night
Check availability
Property
Hotel · 1 Bed
Amenities
Air Conditioning
On Site Laundry
Assigned Parking
Free Parking
Storage
Furnished
Wifi
Other spaces
Workspace
Southampton 1 Block From Village, Lovely 4-Bedroom
10

Excellent

·
Southampton
·
4 br
·
Sleeps 5
·
Beach · Workspace · Residents Lounge ·
From
$145/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Beach
Residents Lounge
Hot Tub
Private Pool
Swimming Pool
Oven
Pool
Wifi
Other spaces
Workspace, Kitchen
Southampton Inn
8.4

Very good

·
Southampton
·
1 br
·
Sleeps 4
·
Business Center · Wifi · Storage ·
From
$145/night
Check availability
Property
Hotel · 1 Bed
Amenities
Business Center
Wifi
Storage
On Site Laundry
Furnished
Pool
Swimming Pool
Carpet
Other spaces
Workspace
Price drop
Stylish Respite For Grown Ups, But Kids Will Love It, Too!
10

Excellent

·
Southampton
·
3 br
·
Sleeps 6
·
Air Conditioning · Outdoor Space · Kitchen ·
From
$150/night
Check availability
Property
House · 3 Beds · 5 baths
Amenities
Air Conditioning
Residents Lounge
Fireplace
Furnished
Oven
Wifi
Private Pool
Pool
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Southampton, NY

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
♥HAMPTONS Wooded Oasis with Guesthouse! 5 beds 6 baths 11 min to beach♥
10

Excellent

·
Southampton
·
5 br
·
Sleeps 10
·
Central Heat · Fireplace · Beach ·
From
$521/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Central Heat
Fireplace
Beach
Oven
Hot Tub
Swimming Pool
Dishwasher
Private Pool
Other spaces
Kitchen
Live on the Water: Dock, Beach, Boat, Kayak & Fish
10

Excellent

·
Southampton
·
4 br
·
Sleeps 9
·
Garage Parking · Wifi · Oven ·
From
$752/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Garage Parking
Wifi
Oven
Concierge Service
Fitness Center
Air Conditioning
Dishwasher
Residents Lounge
Other spaces
Balcony, Kitchen
Price drop
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
10

Excellent

·
Southampton
·
3 br
·
Sleeps 6
·
Beach · Swimming Pool · Wifi ·
From
$531/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Swimming Pool
Wifi
Oven
Private Pool
Dishwasher
Central Heat
Furnished
Other spaces
Kitchen, Workspace
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Updated: October 2, 2023