Southampton Station holiday rentals
We found 3,681 holiday rentals — enter your dates for availability
Find the perfect holiday home that's near Southampton Station. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a fireplace. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Southampton Station
Showing deals for:3 Oct - 10 Oct
Image gallery for Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Riverhead, NY
8% off
Price is AU$7,913
AU$7,913
AU$1,130 per night
includes taxes & fees
Image gallery for East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
9.89.8 out of 10 rating
Exceptional
(7 reviews)
East Hampton NEW home with Pool: 5 minutes from town and beaches. Kid friendly
East Hampton, NY
8% off
Price is AU$8,961
AU$8,961
AU$1,280 per night
includes taxes & fees
Image gallery for Private Waterfront Home: Dock, Kayaks
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Private Waterfront Home: Dock, Kayaks
Southold, New York
7% off
Price is AU$7,168
AU$7,168
AU$1,024 per night
includes taxes & fees
Image gallery for PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
1010 out of 10 rating
Exceptional
(12 reviews)
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
East Hampton, NY
7% off
Price is AU$13,592
AU$13,592
AU$1,942 per night
includes taxes & fees
Image gallery for Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
9.69.6 out of 10 rating
Exceptional
(20 reviews)
Hamptons Compound w/ Golf, Tennis, Pool, Basketball, Bocce, and much more!
East Hampton, NY
17% off
Price is AU$41,361
AU$41,361
AU$5,909 per night
includes taxes & fees
Image gallery for Book your vacation at our EH retreat on the water!
1010 out of 10 rating
Exceptional
(29 reviews)
Book your vacation at our EH retreat on the water!
East Hampton, NY
8% off
Price is AU$21,201
AU$21,201
AU$3,029 per night
includes taxes & fees
Image gallery for Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Southampton, NY
13% off
Price is AU$23,630
AU$23,630
AU$3,376 per night
includes taxes & fees
Image gallery for Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
1010 out of 10 rating
Exceptional
(9 reviews)
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Southampton, NY
8% off
Price is AU$17,806
AU$17,806
AU$2,544 per night
includes taxes & fees
Image gallery for Relax in Hampton Bays...
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Relax in Hampton Bays...
Hampton Bays, NY
8% off
Price is AU$6,442
AU$6,442
AU$920 per night
includes taxes & fees
Image gallery for Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
1010 out of 10 rating
Exceptional
(25 reviews)
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton, NY
7% off
Price is AU$12,862
AU$12,862
AU$1,837 per night
includes taxes & fees
Image gallery for Hamptons Oasis with Heated Pool
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Hamptons Oasis with Heated Pool
Hampton Bays, NY
8% off
Price is AU$19,372
AU$19,372
AU$2,767 per night
includes taxes & fees
Image gallery for WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
1010 out of 10 rating
Exceptional
(5 reviews)
WALK TO BEACH - HAMPTONS WITHOUT THE HASSLE
Hampton Bays, NY
8% off
Price is AU$8,858
AU$8,858
AU$1,265 per night
includes taxes & fees
Image gallery for NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Gym & Office space
1010 out of 10 rating
Exceptional
(10 reviews)
NEW DECK! Private 1 Acre Family Friendly Home - Heated Pool, Gym & Office space
Westhampton, NY
6% off
Price is AU$9,508
AU$9,508
AU$1,358 per night
includes taxes & fees
Image gallery for Summer in the Hamptons
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Summer in the Hamptons
East Hampton, NY
7% off
Price is AU$8,466
AU$8,466
AU$1,209 per night
includes taxes & fees
Image gallery for Newly Renovated and Private Hamptons Home
1010 out of 10 rating
Exceptional
(26 reviews)
Newly Renovated and Private Hamptons Home
Westhampton Beach, NY
8% off
Price is AU$11,205
AU$11,205
AU$1,601 per night
includes taxes & fees
Image gallery for Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beachfront Heated Pool Hot Tub Orient Village Modern Dream Home
Orient, NY
8% off
Price is AU$23,728
AU$23,728
AU$3,390 per night
includes taxes & fees
Image gallery for Heated Pool + Hot Tub - Luxe 7BR Villa
1010 out of 10 rating
Exceptional
(18 reviews)
Heated Pool + Hot Tub - Luxe 7BR Villa
Hampton Bays, NY
9% off
Price is AU$27,742
AU$27,742
AU$3,963 per night
includes taxes & fees
Image gallery for Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
Southampton, NY
8% off
Price is AU$10,133
AU$10,133
AU$1,448 per night
includes taxes & fees
Image gallery for Southampton Luxury Waterfront Villa Rental
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Southampton Luxury Waterfront Villa Rental
Southampton, NY
33% off
Price is AU$17,368
AU$17,368
AU$2,481 per night
includes taxes & fees
Image gallery for Poppy's Hampton House: Big Yard, Beach, Renovated
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Poppy's Hampton House: Big Yard, Beach, Renovated
Hampton Bays, New York
7% off
Price is AU$7,792
AU$7,792
AU$1,113 per night
includes taxes & fees
Image gallery for Prime East Hampton Village Location. Heated Pool. Walk To All!
1010 out of 10 rating
Exceptional
(16 reviews)
Prime East Hampton Village Location. Heated Pool. Walk To All!
East Hampton, NY
19% off
Price is AU$10,745
AU$10,745
AU$1,535 per night
includes taxes & fees
Image gallery for Chic Modern Private Designer 1.5 Acre Private Oasis
1010 out of 10 rating
Exceptional
(6 reviews)
Chic Modern Private Designer 1.5 Acre Private Oasis
East Hampton, NY
31% off
Price is AU$42,085
AU$42,085
AU$6,012 per night
includes taxes & fees
Image gallery for Westhampton Beach Town and Country
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Westhampton Beach Town and Country
Westhampton Beach, NY
8% off
Price is AU$12,166
AU$12,166
AU$1,738 per night
includes taxes & fees
Image gallery for Incredible Location, Family and Dog Friendly , minutes to flying point
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Incredible Location, Family and Dog Friendly , minutes to flying point
Water Mill, NY
8% off
Price is AU$25,251
AU$25,251
AU$3,607 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Southampton Station
Charming home with fireplace, kayaks, patio, fast WiFi, & washer/dryer-dogs ok
Sleeps 4 · 1 bedroom · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Historic 2-bedroom upstairs apartment close to beaches, town and vineyards.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value