Search for vacation rentals in Southampton.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Southampton area to find the perfect spot for your vacay.

86 W Prospect St
	86 W Prospect St Southampton, NY $45 Vacation Rentals, Unknown  NEW! Newly-renovated, timeless classic. 3 bedrooms, 2.5 baths, large eat-in-kitchen, windowed pantry and laundry room, as well as a recently-completed office on the lower level. Brand new heated salt......

Broadway
	Broadway Southampton, NY $275 Vacation Rentals, Unknown  NEW! Available the first two weeks of July. Enjoy this pristine approx 6200 square feet, 6 bedroom, 5.5 bath home designed by the renowned Farrell Building Company. Set on a private cul-de-sac with a......

127 Pulaski St
	127 Pulaski St Southampton, NY $183 Vacation Rentals, Unknown  NEW! Southampton Village Two Bedroom Gem with PoolDive into the heart of elegance with this chic two-bedroom, two-bath Southampton gem, nestled in on serene 0.41-acre plot. With the added luxury of a......

Platt Ter
	Platt Ter Southampton, NY $50 Vacation Rentals, Unknown  NEW! This charming cottage nestled in Southampton's estate section serves as the perfect summer retreat. Newly renovated with 4 bedrooms, 3.5 baths, a spacious living room, eat-in kitchen, and an......

655 Seven Ponds Towd Rd
	655 Seven Ponds Towd Rd Southampton, NY $50 Vacation Rentals, Unknown  NEW! Situated on a private 2 acres, this 6,000 sq. ft. home has every amenity for those looking for that special summer retreat. Furnished in an English Country style with many antiques, the main living......

565 Montauk Hwy
	565 Montauk Hwy Southampton, NY $65 Vacation Rentals, Unknown  NEW! Enjoy summer in Southampton at this incredibly unique property and home built and designed by a world renowned artist and designer. You know you've arrived someplace special upon walking through......

Gegan Dr
	Gegan Dr Southampton, NY $20 Vacation Rentals, Unknown  NEW! Rental Registration #: RP230171 This beautiful raftered home is the classic Hamptons vacation for anyone looking for a little getaway. When you walk through the doors of this Southampton home, you......

113 Sebonac Rd
	113 Sebonac Rd Southampton, NY $583 Vacation Rentals, Unknown  NEW! Discover this exquisite Traditional Shingle-style residence, nestled on a gorgeous .74-acre lot in an unbeatable location. Situated in the heart of golf country with 4 incredible golf courses......

40 Herrick Rd
	40 Herrick Rd Southampton, NY $150 Vacation Rentals, Unknown  NEW! Perfectly situated between village amenities and ocean beaches, this classic residence offers the perfect location for a memorable summer. With a rare combination of timeless elegance and modern......

Mountain Laurel Ln
	Mountain Laurel Ln Southampton, NY $40 Vacation Rentals, Unknown The five-bedroom house enjoys a prime location on a very quiet and private residential cul de sac, whileconveniently close to ocean beaches and Southampton Village. The beautifully home sits atop 2......

65 Prospect St
	65 Prospect St Southampton, NY $100 Vacation Rentals, Unknown This estate features the most exquisite blend of old world charm and new. Originally dating back to the year 1882, this fabulous farmhouse underwent a meticulous renovation and expansion. The end......

10 Dovas Path
	10 Dovas Path Southampton, NY $125 Vacation Rentals, Unknown Rental Registration #: RP201441 Beautiful new construction just outside Southampton Village. Spend time this summer in this custom-built, spacious seven-bedroom/seven bath home with heated, Gunite......

18 S Rosko Dr
	18 S Rosko Dr Southampton, NY $65 Vacation Rentals, Unknown Also available: July 1 to August 14 for $90K.Be the first to rent this charming and newly renovated Southampton Village 4 bedroom home--in Southampton Village --south of Hill Street. Located in the......

83 Porter Rd
	83 Porter Rd Southampton, NY $233 Vacation Rentals, Unknown Rental Registration #: RP201788 Nestled on more than two acres of lushly landscaped grounds, and just minutes to Southampton Village and ocean beaches, this stylish Contemporary speaks to those who......

Cheviot Rd
	Cheviot Rd Southampton, NY $663 Vacation Rentals, Unknown This newly constructed, sun-flooded seven bedrooms home offers sprawling open living areas, six full bathrooms and two-half bathrooms, an enormous master suite, formal dining room, recreational and......

4 Flying Point Rd
	4 Flying Point Rd Southampton, NY $12 Vacation Rentals, Unknown Rental Registration #: RP240337 Welcome home to this fabulous 3bed/3bath new-to-market Summer rental in Southampton. Fabulous layout and large property for a young family seeking a perfect Summer......

28 Cobblefield Ln
	28 Cobblefield Ln Southampton, NY (Contact seller for price) Vacation Rentals, Unknown Rental Registration #: N/A Elegant five-bedroom, five and one half-bath Traditional home. Beautiful reception foyer and artwork gallery that leads to the living room with fireplace and sliders to......

34 Culver St
	34 Culver St Southampton, NY $115 Vacation Rentals, Unknown Looking for a great find? This one is in the heart of Southampton Village just a short walk to Jobs Lane and Agawam Park. The home features 4 bedrooms, 1.5 baths plus an outdoor shower, living......

1710 Meadow Ln
	1710 Meadow Ln Southampton, NY $425 Vacation Rentals, Unknown Meadow Lane in Southampton Village is sometimes referred to as "Billionaire's Lane". Sagaponack, Water Mill, and Bridgehampton were cited by Business Week magazine as being the first, sixth, and......

348 Millstone Brook Rd
	348 Millstone Brook Rd Southampton, NY $108 Vacation Rentals, Unknown Enjoy your Hamptons summer in this light filled newly renovated architectural retreat, available for rent for the very first time. The home is nestled in the heart of Southampton, NY and is just a......

Flying Point Rd
	Flying Point Rd Southampton, NY $48 Vacation Rentals, Unknown Located south of the highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey Modern home that is the ideal retreat for year-round Hamptons living. With a southern exposure......

29 Harris Ln
	29 Harris Ln Southampton, NY $425 Vacation Rentals, Unknown This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor master suite opens onto the pool terrace. There is also a den on the main floor with......

218 Ocean View Pkwy
	218 Ocean View Pkwy Southampton, NY $50 Vacation Rentals, Unknown Experience the luxury of a summer rental in Southampton. This gambrel-style home features 6 beds and is outfitted with every comfort. You and your guests will enjoy open concept living in this......

2 Meadowgrass Ln
	2 Meadowgrass Ln Southampton, NY $45 Vacation Rentals, Unknown Charming Newly Renovated 3 bedrooms, 3 baths located in the heart of the Southampton Village. This lovely property offers inground pool, outdoor dinning/gathering area and community tennis......

14 3rd Rd
	14 3rd Rd Southampton, NY $30 Vacation Rentals, Unknown Once you step inside this Modern home you are greeted by stunning artwork and a sense of calm. A gourmet kitchen leads you to a dining room with patio access with an outside sitting area for you to......

14 Bridies Path
	14 Bridies Path Southampton, NY $75 Vacation Rentals, Unknown Rental Registration #: 240325 Brand new home! Never before occupied! You can be the first to enjoy this newly constructed home for the Summer of 2024. Fall in love with the Hamptons and escape to......

127 Wickapogue Rd
	127 Wickapogue Rd Southampton, NY $150 Vacation Rentals, Unknown This exquisitely designed 8,500+ sq.ft farmhouse, strategically located between the village and ocean beaches, boasts 5 en-suite bedrooms and 5.5 baths, all adorned with top tier designer......

White St
	White St Southampton, NY $125 Vacation Rentals, Unknown Stylish and spacious 6-bedroom, 6-bath village home is set on nearly a full acre of park-like grounds and is ideally located close to shops, restaurants and ocean beaches. The freshly redecorated......

111 Pheasant Ln
	111 Pheasant Ln Southampton, NY $333 Vacation Rentals, Unknown Stunning Southampton Village property located in the prestigious Murray Compound. On 1.9 gated acres, this newly renovated and exquisitely appointed home represents the epitome of luxurious beach......

Scotch Mist Ln
	Scotch Mist Ln Southampton, NY $45 Vacation Rentals, Unknown SLEEK SOUTHAMPTON WITH POOL AND GREAT OUTDOOR LIVING SPACESThis modern, sleek Southampton home is situated on very private 1.02 acre, and is very convenient to all. Meticulously kept house features......

264 S Main St
	264 S Main St Southampton, NY $175 Vacation Rentals, Unknown Amazing location near the sandy beaches of the Atlantic Ocean and close proximity to Main Street of Southampton Village. Spacious 8000 square feet on 4 levels provides 8 bedrooms, 8.5 baths and a......

20 Millfarm Ln
	20 Millfarm Ln Southampton, NY $25 Vacation Rentals, Unknown Rental Registration #: RP230225 In a desirable area just moments to Southampton Village and a few minutes to ocean beaches, this sophisticated five bedroom, five and a half bath home provides all......

18 Spring Ln
	18 Spring Ln Southampton, NY $65 Vacation Rentals, Unknown An open floor plan offers 2 living areas (one with wet bar), breakfast nook, eat-in kitchen with stainless appliances, dining area, finished bonus room, 4 bedrooms (including a spacious master......

80 Knoll Rd
	80 Knoll Rd Southampton, NY $50 Vacation Rentals, Unknown Located in one of Southamptons sought after waterfront communities, Southampton Cove, is this newly renovated and fully outfitted 5 bedroom, 4 bath summer house. Easily accessible from New York......

38 Longview Rd
	38 Longview Rd Southampton, NY $105 Vacation Rentals, Unknown Rental Listing: Charming Colonial House in Southampton, NYWelcome to your dream colonial home nestled in the heart of Southampton, NY. This picturesque abode boasts classic cedar shingle siding,......

124 Big Fresh Pond Rd
	124 Big Fresh Pond Rd Southampton, NY $55 Vacation Rentals, Unknown The Lake House is a brand new construction for 2024, embodying the latest in modern design and amenities. Enter the open first floor plan with kitchen, dining room, living room sitting area with......

180 Potato Field Ln
	180 Potato Field Ln Southampton, NY $45 Vacation Rentals, Unknown Southampton Village with hot tub on Cul De Sacin Southampton Village and moments to all is this crisp clean and open one-level living post-modern home with three bedrooms and two baths and set on......

262 Millstone Brook Rd
	262 Millstone Brook Rd Southampton, NY $225 Vacation Rentals, Unknown Rental Registration #: rp240123 Southampton comfortable 3 bedroom, 2 bath home featuring living room with fireplace, dining room, well appointed kitchen and outdoor cooking space. Newly finished......

11 Upland Dr
	11 Upland Dr Southampton, NY $325 Vacation Rentals, Unknown Five Bedroom, four and one half bath, spacious home. Decorated for style and comfort. Bright and airy interior. Pool, privacy. A lovely retreat for July - LD....

2 Hannas Ct
	2 Hannas Ct Southampton, NY $125 Vacation Rentals, Unknown This 6000 s/f above ground beautiful 2018 construction is located on one landscaped acre on a quiet cul-de-sac and conveniently located minutes from Southampton Village, Beaches, Southampton......