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Vacation rentals in Southampton

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Top-rated vacation rentals in Southampton

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Guest favorite
An aerial view of a modern house is shown, surrounded by lush greenery. A private pool is prominently featured in the backyard, accompanied by blue lounge chairs. The spacious lawn leads to a quiet road, offering a serene atmosphere.
Home in The Hamptons
4.82 out of 5 average rating, 17 reviews

Stylish Southampton Getaway

Walkable to Shinnecock Golf Course! Welcome to our stylish summer rental in Southampton, NY! This newly refurbished/furnished house with a modern design and open layout is the perfect place to relax and enjoy the beautiful Hamptons. The house is filled with natural light and located in a quiet neighborhood mins from the beach, shops, and restaurants, only 1.5 hours from NYC. The outdoor area is completely private with pool, hot tub, grill, sound system & dining areas for you to enjoy your stay!

Guest favorite
Home in The Hamptons
4.85 out of 5 average rating, 139 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top guest favorite
A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.
Guesthouse in The Hamptons
4.97 out of 5 average rating, 215 reviews

WELCOME TO THE LOVE SHACK BY THE SEA

Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

Top guest favorite
Apartment in The Hamptons
5 out of 5 average rating, 15 reviews

Southampton Village Near Ocean & Shops - Studio B

Our studio "B" features Location, location, location! You are so close to everything, you can leave your car behind! Just two blocks from historic Main Street. Ocean beach is less than a mile at the end of the road. Brand new lower level studio. Private entrance. Enjoy sipping wine outdoors in a private sitting area. Off street parking for one car available. Level 2 EV charger w/J1772 plug available for overnight charging. On the premises for use is a heated gunite pool & outside shower.

Top guest favorite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Apartment in The Hamptons
4.97 out of 5 average rating, 416 reviews

Private & Cozy Cottage with short walk to beach!

Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.

Top guest favorite
A spacious living area features high ceilings and natural light streaming through large windows. A white sofa is paired with wooden chairs, while a glass coffee table sits on a woven rug. An elegant dining area is visible in the background with a large table.
Cottage in The Hamptons
4.97 out of 5 average rating, 180 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Guest favorite
A modern kitchen space features a granite countertop with high-backed bar stools positioned for dining. Glass-front cabinets display dishware, and a sliding door opens to a sunny outdoor area with a pool and patio seating.
Home in The Hamptons
4.96 out of 5 average rating, 268 reviews

Stunning 3 bed 2 bath home W Pool

Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Top guest favorite
A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.
Guesthouse in The Hamptons
4.96 out of 5 average rating, 459 reviews

Tiny Home in Prime Spot in Southampton Village

Price drop! Located in the heart of Southampton Village, this intimate cottage is the perfect getaway! Nestled in an accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station or to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Top guest favorite
A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.
Home in The Hamptons
4.99 out of 5 average rating, 129 reviews

Charming Retreat Near Ocean Beaches

Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Top guest favorite
A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.
Apartment in The Hamptons
4.98 out of 5 average rating, 130 reviews

Walk to Bay and Ocean-Newly Renovated

Newly renovated! Walking distance to beautiful bays , ocean beaches, restaurants and bars. Perfect Hamptons vacation getaway. Wine Country and Montauk are great day trips from this centrally located spot. Easily access Hampton Bays with public transportation via LIRR or Hampton Jitney, than a 3-5 minute Uber to apartment. Monthly stays will have cleaning service provided every two weeks.

Guest favorite
A wide sandy beach stretches towards the horizon, where soft waves gently lap at the shore. Tall lifeguard stands are positioned along the beach, with a few distant figures walking. The sky features a gradient of muted colors as the sun sets, creating a serene atmosphere.
Apartment in The Hamptons
4.95 out of 5 average rating, 231 reviews

Sunny Southampton Studio

Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

Guest favorite
A living area features a large brown sectional sofa adjacent to a flat-screen TV. Natural light enters through a window covered with light curtains. A round, black-and-white patterned ottoman sits in the center of the room, complemented by an ornamental plant nearby.
Loft in The Hamptons
4.88 out of 5 average rating, 107 reviews

Oasis Hampton getaway

Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .

Popular amenities for Southampton vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Stay near Southampton's top sights

Cooper's Beach, Southampton

226 locals recommend

Parrish Art Museum

321 locals recommend

Duck Walk Vineyard

101 locals recommend

House rentals in Southampton

Top guest favorite
A living room is featured with a stone fireplace as the focal point, surrounded by wooden cabinetry. Large windows invite natural light, and a mix of seating options includes a gray sofa and two blue chairs. A coffee table sits at the center, adorned with a decorative bowl.
Home in The Hamptons
4.98 out of 5 average rating, 219 reviews

Sag Harbor home away from home

Top guest favorite
A charming cottage is set against a clear blue sky, surrounded by vibrant greenery and blooming flowers. A white picket fence frames the front yard, while a path leads to the welcoming entrance, characterized by a turquoise door and cheerful steps.
Home in The Hamptons
4.99 out of 5 average rating, 77 reviews

Southampton Beachy-Zen Cottage- walk to beach!

Guest favorite
A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.
Home in The Hamptons
4.98 out of 5 average rating, 100 reviews

Brand new house with an all year round hot tub.

Top guest favorite
The exterior of a two-story home is visible, featuring large glass windows that promote natural light. A spacious wooden deck hosts a dining area with a white umbrella. Lush green grass and trees surround the area, creating a serene outdoor setting.
Home in The Hamptons
4.92 out of 5 average rating, 122 reviews

Elegant Modern Artist's Residence

Guest favorite
An open-plan living area features a spacious dining table surrounded by black chairs. Natural light floods in through several windows and skylights, illuminating the modern kitchen equipped with sleek cabinets and stainless-steel appliances.
Home in The Hamptons
4.96 out of 5 average rating, 54 reviews

Renovated Southampton Home+Pool

Guest favorite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in The Hamptons
4.95 out of 5 average rating, 101 reviews

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Guest favorite
A two-story beach house features wooden shingle siding and large windows. A sparkling blue pool is positioned in the foreground, surrounded by a wooden deck. Comfortable lounge chairs are placed nearby, offering options for relaxation outdoors.
Home in The Hamptons
4.76 out of 5 average rating, 51 reviews

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool

Guest favorite
A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.
Home in The Hamptons
4.94 out of 5 average rating, 153 reviews

Astounding Watermill 5 Bedroom home with Pool

Other great vacation rentals in Southampton

Superhost
A spacious backyard is featured, with a heated pool surrounded by lounge chairs. A patio set with colorful cushions is arranged around a circular table. An umbrella offers shade, and a wooden deck is visible leading to the house, bordered by greenery.
Home in The Hamptons
4.81 out of 5 average rating, 21 reviews

Southampton Home 5Min From Beach

Guest favorite
A bright living room is featured with a large flat-screen television mounted above a modern fireplace. A bay window offers views of greenery, complemented by a cozy seating area. Elegant decor includes a stylish mirror and a decorative table, enhancing the inviting ambiance.
Cottage in The Hamptons
4.86 out of 5 average rating, 28 reviews

SPA DEPARTURES NEAR THE SEA

Top guest favorite
Home in Southampton
5 out of 5 average rating, 7 reviews

Stunning Southampton Star

Top guest favorite
Apartment in The Hamptons
5 out of 5 average rating, 11 reviews

At Home in the Hamptons

Top guest favorite
Home in The Hamptons
5 out of 5 average rating, 6 reviews

Light-filled Retreat by the Bay

Superhost
A well-equipped kitchen features light wood paneling and open shelves displaying dishware and plants. A stainless-steel oven and microwave are visible, along with a sleek sink and a wooden countertop. Natural light flows in through a nearby window, enhancing the space's functionality.
Cottage in The Hamptons
4.89 out of 5 average rating, 72 reviews

Bay View Cottage - Near US OPEN at Shinnecock

Guest favorite
A charming garage is seen with a vintage vehicle parked inside. The weathered wood exterior complements the surrounding greenery. Bright sunlight filters through, illuminating the space. A colorful flower pot adds a touch of vibrancy to the gravel driveway.
Cottage in The Hamptons
4.92 out of 5 average rating, 13 reviews

Steps to Train, Dining & Beach US Open Golf

Superhost
A garden archway adorned with climbing greenery frames a stone pathway. The path leads through a flower-filled area, featuring a small seating arrangement made of natural stone and flowerpots. Lush foliage surrounds the space, contributing to a serene outdoor atmosphere.
Apartment in The Hamptons
4.81 out of 5 average rating, 27 reviews

Southampton Village Apartment

When is the best time to visit Southampton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$137,879 GYDG$128,478 GYDG$122,629 GYDG$117,615 GYDG$146,235 GYDG$167,126 GYDG$192,404 GYDG$208,699 GYDG$140,177 GYDG$114,899 GYDG$125,136 GYDG$124,927 GYD
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Southampton?

    Vacation rentals near the beach, village area, and residential neighborhoods are frequently suggested. Many homes have easy access to local shops, green spaces, and coastal walks.

  • What are the best things to do in Southampton with kids?

    Kids often enjoy exhibits at the Children’s Museum of the East End, beach outings, and biking village paths. Seasonal events, local playgrounds, and parks add to the family fun.

  • What are some of the best things to do in Southampton?

    Enjoy the sandy stretches at Coopers Beach, browse local art at Southampton Arts Center, and learn history at the Southampton Historical Museum. In summer, farm stands and outdoor markets are frequently suggested stops.

  • How is the weather in Southampton?

    Southampton has chilly winters around 25–44°F (-4–7°C) with frequent rain, and warm summers near 66–83°F (19–28°C) with coastal breezes. Spring and fall have mild temperatures; bring layers for changing conditions.

  • When is the best time to visit Southampton?

    Late spring through early fall is often recommended for warmer beach weather, outdoor events, and lively markets. Off-season months have a quieter atmosphere and mild coastal walks.

  • What are the best places to visit in Southampton?

    Coopers Beach is often recommended for its sandy shoreline, and the Southampton Historical Museum shares local heritage. The Parrish Art Museum draws visitors with regional and contemporary art exhibits.

  • What are some hiking trails in Southampton?

    Explore shaded woodland trails at the Downs, stroll through nature on the Great Peconic Bay trails, or hike coastal paths around Mashashimuet Park. These areas have a mix of forest, beach, and freshwater views.

  • What are some family activities we can do in Southampton?

    Families often explore the Children’s Museum of the East End, play in park areas, and visit local farms for fresh produce and seasonal events. Beach days, mini-golf, and bike rides are frequently recommended.

  • What are some of the best day trip ideas from Southampton?

    Explore vineyard tours around Long Island, stroll antique shops in Sag Harbor, or enjoy nature preserves in nearby towns. Art museums and waterfront villages around the Hamptons region are frequently suggested.

  • Are there any pet friendly accommodations available in Southampton?

    Southampton has many vacation rentals that welcome pets, especially near the beach and in residential neighborhoods. Look for listings with outdoor spaces or walking paths nearby.

  • What are some local tips for visiting Southampton?

    Consider visiting farm stands early for fresh selections, use bikes to explore scenic local neighborhoods, and check village calendars for markets or arts events. Beaches can be busiest in summer, so arrive early for quieter moments.

  • What is Southampton known for?

    Southampton is known for its scenic beaches, vibrant arts scene, and historic districts. Visitors often explore elegant estates, local galleries, and areas shaped by maritime history.

  • What are the best hidden gems to explore in Southampton?

    Discover small art galleries tucked along village streets, quiet nature trails at Mashashimuet Park, and garden walks at the historic Rogers Mansion. Local bookshops and farm stands around Southampton invite relaxed browsing.

  • What are the best foods to try in Southampton?

    Seasonal seafood, farm-fresh produce, and classic local pies are frequently suggested. Many visitors also enjoy lobster rolls, clam chowder, and baked goods from neighborhood bakeries.

  • What should I bring for a trip to Southampton?

    Pack layers for changing coastal weather, comfortable shoes for exploring beaches and villages, and sun protection for outdoor activities. Consider bringing a rain jacket and reusable water bottle.

  • What is the nightlife in Southampton like?

    Southampton has a mix of relaxed lounges, music bars, and restaurants that fill up in summer. Village hotspots host live entertainment, while waterfront spots have outdoor patios and local wines.

  • What are the most popular events or festivals in Southampton?

    Southampton has arts fairs and seasonal film festivals, with farmers markets blooming in late spring and music events often filling summer weekends. Holiday parades and cultural celebrations are highlights around the village.

  • Are there family friendly vacation rentals in Southampton?

    Southampton has many family-friendly vacation rentals, especially around quiet neighborhoods and near beaches. Look for homes with spacious yards, multiple bedrooms, or easy access to parks.

Quick stats about vacation rentals in Southampton

  • Total vacation rentals

    Explore 550 vacation rentals in Southampton

  • Nightly prices starting at

    Southampton vacation rentals start at G$18,802 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    480 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Vacation rentals with a pool

    420 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    540 of Southampton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Southampton rentals

  • 4.9 Average rating

    Southampton stays are highly rated by guests—averaging 4.9 out of 5!

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