North Sea Rentals
From $2141 per night (USD)VRBO
Luxury - 5 bdrs, 6 baths, Tennis Crt, Heated Pool, Basketball, Hot tub, 2.4 acrs
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Stunning Modern Estate in Sag Harbor – Fully Renovated in 2023-24 Welcome to your private oasis in Sag Harbor. This lux ...
From $2141 per night (USD)VRBO
From $2208 per night (USD)VRBO
Incredible Location, Family and Dog Friendly , minutes to flying point
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $2208 per night (USD)VRBO
From $1024 per night (USD)VRBO
Private Village Home-South Of Hill Street, Walk To Coopers Beach/Village
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 7
Located in the village of Southampton, this renovated historic home puts you at Coopers Beach, village shopping and rest ...
From $1024 per night (USD)VRBO
From $876 per night (USD)VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $876 per night (USD)VRBO
From $2132 per night (USD)VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $2132 per night (USD)VRBO
From $970 per night (USD)VRBO
Sag Harbor Summer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
***Check-in 4pm. ***Check-out 10am. ***If guests are not arriving or departing the same day then early/late check in/o ...
From $970 per night (USD)VRBO
From $751 per night (USD)VRBO
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in this “beachy chic” renovated historic home. White oak flooring and antique wood beams add to the coo ...
From $751 per night (USD)VRBO
From $688 per night (USD)VRBO
Newly Renovated, Professionally Decorated Hamptons Home bordered by a reserve
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated and professionally decorated home provides the perfect summer retreat. Sitting on three peacef ...
From $688 per night (USD)VRBO
From $2122 per night (USD)VRBO
Perfection in the Heart of Southampton Village; Walk to Town, Bike to Beaches
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this stunning 3 bedroom, 4 bathroom village home with gourmet kitchen, den, media room and two-zone central air-co ...
From $2122 per night (USD)VRBO
From $3104 per night (USD)VRBO
Modern Home in Southampton Village w/Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Excellent rental property located in Southampton Village. Well designed and completely rebuilt in 2015, this four bedroo ...
From $3104 per night (USD)VRBO
From $2154 per night (USD)VRBO
Southampton Village Charmer with gunite pool and spacious renovated pool house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully renovated home located on a private and quiet street in Southampton Village. Walking or biking distance to s ...
From $2154 per night (USD)VRBO
From $4113 per night (USD)VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $4113 per night (USD)VRBO
From $985 per night (USD)VRBO
Southampton House South of Highway Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton home perfect for your summer get away with the family and friends. Two story home features 3 bedrooms upstai ...
From $985 per night (USD)VRBO
From $1719 per night (USD)VRBO
Centrally Located Southampton / Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1719 per night (USD)VRBO
From $1159 per night (USD)VRBO
Charming Southampton Village Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This adorable cottage with plenty of charm is perfectly located on one of the quietest streets in Southampton Village. O ...
From $1159 per night (USD)VRBO
From $3342 per night (USD)Expedia
6 Bedroom, 5 Bath Home with Pool, Sag Harbor - Near Bridgehampton
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Large home available with 6 Bedroom and 5 Full Bathrooms. Sleeps large group. House has Pool, lounge chairs, and out-doo ...
From $3342 per night (USD)Expedia
From $3216 per night (USD)VRBO
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Ideal Location!! House is flawless and perfect! This 3 acre property has 4 bedroom and 3 bath full bathrooms. Located in ...
From $3216 per night (USD)VRBO
From $1912 per night (USD)VRBO
Newly renovated Southampton Village mini-complex
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
New to the rental market! Come relax in this newly renovated Southampton Village home located just moments from village ...
From $1912 per night (USD)VRBO
From $1463 per night (USD)VRBO
Idyllic quiet retreat, golf course views, newly renovated in Hamptons style.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Peaceful Quiet retreat in Southampton with golf course views, tastefully renovated, very sunny and spacious. Newly Ren ...
From $1463 per night (USD)VRBO
From $1588 per night (USD)Expedia
Secluded Kid friendly Hampton’s home
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Beautiful kid friendly home with in-laws suite above second family room. Flat fenced in backyard with new pool. wake up ...
From $1588 per night (USD)Expedia
From $604 per night (USD)VRBO
The Perfect Sag Harbor Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you want to have a sense of getting away from it all, and yet be right around the corner from the action, this is the ...
From $604 per night (USD)VRBO
From $1910 per night (USD)Expedia
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The pool is open! Reliable WiFi and cell phone service. Renovated Village classic with a secluded garden, walking distan ...
From $1910 per night (USD)Expedia
From $1656 per night (USD)VRBO
Luxury Southampton Village House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Breathtaking in every way and in the heart of the historic side of Southampton Village. This South of the Highway, one o ...
From $1656 per night (USD)VRBO
From $1475 per night (USD)VRBO
Southampton Village Charmer - South of Highway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
A beautifully renovated designer home in one of Southampton's most desirable locations. The house was recently completel ...
From $1475 per night (USD)VRBO
From $2199 per night (USD)VRBO
Idyllic views in Water Mill with pool and tennis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $2199 per night (USD)VRBO
From $1006 per night (USD)Expedia
Wooded Oasis and Guest House in Hamptons!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
ARCH&Co Presents: In the Heart of Southampton! Min. to beach & village! -5 bedrooms w/ own en-suite bathrooms (6 baths) ...
From $1006 per night (USD)Expedia
From $1200 per night (USD)VRBO
Hampton Beach Barn w/ Infrared Sauna and Heated Pool - Dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $1200 per night (USD)VRBO
From $2331 per night (USD)VRBO
\"THE WAVE\" is a Modern home that is the ideal retreat for Hamptons living.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Located south of the highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey Modern home that is ...
From $2331 per night (USD)VRBO
From $2475 per night (USD)VRBO
Hamptons Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Experience luxury at its finest in this stunning retreat house located in the heart of Southampton/Watermill Horse Count ...
From $2475 per night (USD)VRBO
From $6534 per night (USD)VRBO
GORGEOUS, 10K SF PRIVATE VILLA - Seasonal rental only.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Offered for the very first time this season, we pride ourselves on providing the ultimate hospitality and comfort and th ...
From $6534 per night (USD)VRBO
From $2799 per night (USD)VRBO
Private GATED Southampton Oasis With a Heated Pool View calendar
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This beautiful GATED home sits in a private, parklike setting on a quiet lane in Southampton. The spacious 5,100 sq. fee ...
From $2799 per night (USD)VRBO
From $731 per night (USD)VRBO
Like Tuscany, private Vineyard Home, Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $731 per night (USD)VRBO
From $1147 per night (USD)VRBO
Beautiful Private, Secluded Southampton All Season Retreat, Close To Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful newly furnished and decorated 4 BR colonial with open concept living space and sprawling deck that overlooks a ...
From $1147 per night (USD)VRBO
Click For PricingVRBO
Beautiful home & backyard oasis in Southampton Village-Walk to town/Jitney/beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous, recently renovated and updated 3 bedroom/3 full bathroom house is the perfect setting for your summer par ...
Click For PricingVRBO
From $2011 per night (USD)VRBO
Chic Sag Harbor Home in Pvt Community, Pool, Tennis & Pickle Ball, Pvt Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located in the serene and prestigious private community of Northampton Shores this home has everything you need for the ...
From $2011 per night (USD)VRBO
From $4219 per night (USD)VRBO
Family Friendly, Estate Like Home, Heated Pool Seconds to Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect getaway for a family at this Sag Harbor step back in time farmhouse. 1.5 acres of privacy with a heated pool ...
From $4219 per night (USD)VRBO
From $3441 per night (USD)VRBO
Luxury Private Water Mill Home w/ pool - 14 day rental 8/22-9/5 2022
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
12 min. from beach. Located at the end of a dead end street, down a long private drive overlooking the expansive grounds ...
From $3441 per night (USD)VRBO
From $965 per night (USD)VRBO
Southampton House Perfect for Families and Entertaining
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Come enjoy this south of the highway home in Southampton set on a gorgeous .7 acre lot in an unbeatable location. Situat ...
From $965 per night (USD)VRBO
From $536 per night (USD)VRBO
Peaceful Quiet Updated Modern Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated off of a quiet lane on a half-acre of land, this designer, updated, modern residence offers a peaceful and quie ...
From $536 per night (USD)VRBO
From $714 per night (USD)VRBO
Perfect Southampton Village Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
All utilities included in rental price - we do not accept instant bookings - please send a message first. Situated in ...
From $714 per night (USD)VRBO
From $1078 per night (USD)VRBO
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Tuckahoe Woods Wonder Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf Courses, Town Shopping and ...
From $1078 per night (USD)VRBO
From $1100 per night (USD)VRBO
Charming Waterfront Cottage with Sunset Views!
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 7
This historic home has been enjoyed by six generations of our family, and we're so excited to share it with you. This be ...
From $1100 per night (USD)VRBO
From $7998 per night (USD)VRBO
Six Bedroom Designer Home Southhampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Summary: (Currently by Request Only; contact us for date requests) This custom home sits on 0.60 of an acre and feature ...
From $7998 per night (USD)VRBO
From $1085 per night (USD)Expedia
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Sea Rose - Located in Southampton Village, you'll find this completely renovated fully equipped home featuring a gorgeou ...
From $1085 per night (USD)Expedia
From $727 per night (USD)VRBO
nice condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2.5 bathroons condo. fully remodled. 3 tv with cable and internet. complex has 2 heated pools, jacuzzi, 3 ten ...
From $727 per night (USD)VRBO
From $1258 per night (USD)VRBO
Pool, Privacy & Peace in Stylish & Cozy Cottage in Sag Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Pool is open! At the end of a quiet cul-de-sac, you will arrive at our peaceful escape. This sun drenched home (with A/C ...
From $1258 per night (USD)VRBO
From $1612 per night (USD)VRBO
Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relaxing private getaway nestled deep in the woods. Beautifully updated private home tucked away in Sag Harbor with tenn ...
From $1612 per night (USD)VRBO
From $394 per night (USD)Expedia
Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Halsey House…. A charming, 2 story home in the heart of Southampton Village. Located on a quiet lane within w ...
From $394 per night (USD)Expedia
From $1846 per night (USD)VRBO
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)VRBO
From $4407 per night (USD)Expedia
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 $4407 per night (USD)Expedia
From $557 per night (USD)VRBO
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)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $907 per night (USD)VRBO
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 $907 per night (USD)VRBO
From $3273 per night (USD)Expedia
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 $3273 per night (USD)Expedia
From $2101 per night (USD)VRBO
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 $2101 per night (USD)VRBO
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 $714 per night (USD)VRBO
2-bedroom apartment in beautiful Southampton with a beach permit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Chic Renovated 2BR/2BA Apartment in the Heart of Southampton Village Located on highly sought-after Windmill Lane in th ...
From $714 per night (USD)VRBO
From $6500 per night (USD)Expedia
A Hampton resort lifestyle with private vineyard
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 20
Covered outdoor living space w/full kitchen, full bar, over sized grill, pizza oven, coffee station, blender station, bi ...
From $6500 per night (USD)Expedia
From $2195 per night (USD)VRBO
Spacious 5-bedroom house in gorgeous Water Mill
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 6
Water Mill is waiting for you at this 5-bedroom house. With 3 king beds, 1 full bed, and 1 queen bed, this lovely proper ...
From $2195 per night (USD)VRBO
From $495 per night (USD)VRBO
Southampton Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of Southampton Village, our townhome is exactly that, a home within walking distance to the village ...
From $495 per night (USD)VRBO
From $928 per night (USD)VRBO
Peaceful newly renovated sun filled 5 bedroom home in the heart of Water Mill
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Located at the end of a private driveway is this secluded retreat in the heart of Water Mill. The house sits on just und ...
From $928 per night (USD)VRBO
From $4064 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 $4064 per night (USD)VRBO
From $2245 per night (USD)VRBO
Beautifully Designed and Modern Southampton Home Surrounded by Nature,...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Southampton Modern Zen Beautifully Designed and Modern Southampton Home Surrounded by Nature, Perfect for Families or S ...
From $2245 per night (USD)VRBO
From $1134 per night (USD)VRBO
Serene Southampton Village Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tucked away in the heart of Southampton Village, this elegantly restored 2,000 sq ft cottage is just steps from Main Str ...
From $1134 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 $1947 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 $1947 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 $3541 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 $3541 per night (USD)VRBO
From $2103 per night (USD)VRBO
Southampton Village Luxury Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated Southampton Village home within walking distance to all Southampton Village has to offer. This 3100 squa ...
From $2103 per night (USD)VRBO
From $2437 per night (USD)VRBO
Modern Luxury Southampton Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Modern luxury living, 6,000+ sq ft across two stories + finished basement. Brand new house built in 2020 includes 5 bedr ...
From $2437 per night (USD)VRBO
From $1047 per night (USD)VRBO
Artist's Studio, Private Entertainment Area, Close to Ocean Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Stylish in Southampton Village Artist's Studio, Private Entertainment Area, Close to Ocean Beaches 4BR/2.5BA: Colorful ...
From $1047 per night (USD)VRBO
From $1312 per night (USD)VRBO
Water mill cottage on a 5 acre estate near beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage on a beautiful estate with with fenced in swimming pool and own driveway access. Private cottage and beautiful ...
From $1312 per night (USD)VRBO
From $2911 per night (USD)VRBO
Newly Built 6 Bed/5.5 Bath Modern Farmhouse with Pool and Hot tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Just completed construction Summer 2022! Gorgeous 6 bedrooms, 5.5 baths, designer decorated, perfect for a large or mul ...
From $2911 per night (USD)VRBO
From $956 per night (USD)VRBO
SH Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Southampton Village Cheerful 3 bed cottage with a private heated pool and community tennis walk to town beach and rest ...
From $956 per night (USD)VRBO
From $1044 per night (USD)VRBO
Sag Harbor Waterfront Post and Beam Chalet with Deep Water Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located on a peninsula of a private, tree-lined street this waterfront home will be the quiet retreat you've been lookin ...
From $1044 per night (USD)VRBO
From $2277 per night (USD)Expedia
Designer Southampton House family friendly near Shinnecock Golf Course
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Escape the hustle and bustle of summer traffic with this beautifully situated Southampton summer house, conveniently loc ...
From $2277 per night (USD)Expedia
From $790 per night (USD)VRBO
Southampton Beach & Town Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming family friendly beach cottage with large pool. Walking distance to Village of Southampton’s fine dining and sto ...
From $790 per night (USD)VRBO
From $1401 per night (USD)VRBO
Charming Cozy Southampton Village House 4 minutes from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Cozy, spacious charming Southampton Village house great for families and friend groups. The house is 2 minutes from eit ...
From $1401 per night (USD)VRBO
From $2029 per night (USD)VRBO
Tastefully Furnished with Upgraded Amenities, Lush Landscaping, Minutes...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Dream on Elm Street Tast ...
From $2029 per night (USD)VRBO
From $1029 per night (USD)VRBO
Cottage in Southampton Village; Relax in your own private park!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Perfect Getaway Strolling distance to the village and the Long Island Railroad, come and rest, relax and decompress ...
From $1029 per night (USD)VRBO
From $827 per night (USD)VRBO
Meadowood Manor by RoveTravel | 6BR Outdoor Spaces
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to Meadowood Manor, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $827 per night (USD)VRBO
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Watermill Farm Views Offer Great Spot For Family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Well-appointed 2-story Watermill home with spectacular farm views, breathtaking sunsets, pool, sizeable yard, and CedarW ...
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From $899 per night (USD)VRBO
Private, spacious & lovely Sag Harbor retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This is a lovely, very private and serene home in the woods, perfect for a quiet getaway. The deck is quite large, the f ...
From $899 per night (USD)VRBO
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Southampton Village N.Y. private home, minutes to the beach, shops, restaurants.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Prime location providing access to private beaches, village restaurants, shops. Drive or bike to the beach, walk into t ...
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From $4295 per night (USD)VRBO
NEW 7BR Southampton Estate w/Heated Pool – Minutes to Beach, Hampton Classic
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Just one summer week still available! Book Aug 24th onwards (the week leading up to Labor Day) at our luxury Water Mill ...
From $4295 per night (USD)VRBO
From $6968 per night (USD)VRBO
Very private Chalet-style log cabin with luxury amenities and in-home...
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Sag Harbor Supreme Very private Chalet-style log cabin with luxury amenities and in-home entertainment 9BR/10.5BA- Poo ...
From $6968 per night (USD)VRBO
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Chic Beach House in the Village of Southampton
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
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Sag Harbor Modern Oasis
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury 5 bedroom, 3 1/2 bathroom home is designed around a central courtyard / pool area. Grill and contemporary seating ...
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Southampton condo close to beach and village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly updated and renovated 2 bedroom 2,5 bath condo with patio and fully equipped kitchen, amenities include tennis cou ...
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From $640 per night (USD)Expedia
Village gem walk to Main Street fenced in property
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you ...
From $640 per night (USD)Expedia
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NEW LISTING : SOUTHAMPTON PRIVATE HOME!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful Southampton home with 4 bedrooms and 3 full baths! Private one acre lot backing to a preserve area. Home has ...
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From $1417 per night (USD)VRBO
Serene, Luxurious Southampton Village Escape That's Close to Everything
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Your private Hamptons oasis awaits in this stylish, newly renovated 5 bedroom, 4.5 bath with a home gym Village home tha ...
From $1417 per night (USD)VRBO
From $1932 per night (USD)VRBO
Coastal Cabana minutes to village ocean beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
The most charming street in the village just a short 1 mile walk to the village and only 1.5 to village beaches! Our hom ...
From $1932 per night (USD)VRBO
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5 bedroom all en-suite with Pool. August
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
August monthly rental for a discriminating family. 5 bedroom en-suite house with 6 bathrooms, heated pool, freshly paint ...
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Centrally located Water Mill home near towns and beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom 3.5 bedroom home in Watermill situated among Water Mill farmland. Borders 30 acre reserved property with rear ...
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From $4609 per night (USD)Expedia
Family Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Centrally located Village home. Walking distance to town and close to the beach. Comfortable living space. With 4 Kin ...
From $4609 per night (USD)Expedia
From $2560 per night (USD)VRBO
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Towd Terrific ...
From $2560 per night (USD)VRBO
From $546 per night (USD)Expedia
Charming Village home in the heart of Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your summer in this charming, newly designer decorated home, situated in the heart of Southampton Village. Conveni ...
From $546 per night (USD)Expedia
From $788 per night (USD)VRBO
Luxury 5 star Condo in the heart of Hampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury duplex condo with two exquisite ponds. Features a Master bedroom with Master bath, 3 Guests bedrooms with two gue ...
From $788 per night (USD)VRBO
From $382 per night (USD)VRBO
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Quaint Water Mill Cottage ...
From $382 per night (USD)VRBO