Southampton Holiday Rentals, New York: Private House Rentals

A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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Our top choices for Southampton hotels

A banquet hall with round tables set for dining, each with candles, glassware, and floral centerpieces.

A well-maintained garden with a central pathway leading to a house.

1. Southampton Inn

Southampton

Kevin

5.186.400 ₫

6.347.894 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

2. The Bentley Hotel Southampton

Southampton

Doug

3.708.276 ₫

4.236.705 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A staircase with a white railing, a white chandelier, and framed artwork on the walls.

A dining area with tables set for guests, a fireplace, and large colorful paintings on the walls.

A wooden bed with white and red pillows, a blue throw, and a nightstand with drawers.

Two wine bottles with labels on a counter.

3. Harpoon House

Southampton

7.001.640 ₫

7.999.375 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

4. Hamlet Inn

Southampton

Eric

5.165.654 ₫

6.676.971 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

5. The Atlantic Hotel

Southampton

Chris

2.777.317 ₫

3.821.385 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a bed, bedside table, lamp, and a view of the outdoors through a window.

A living room area with a sofa, a dining table, and a separate queen bedroom.

A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.

A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

6. Southampton Long Island Hotel

Southampton

William

4.123.188 ₫

4.917.226 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A building with a wooden exterior and a small porch, surrounded by a well-maintained lawn and a hedge.

An outdoor dining area with a table and chairs under a tent, surrounded by a chain-link fence and a street in the background.

A person standing on a beach, looking at a smartphone.

A bedroom with two beds, each with a checkered bedspread and pillows, a nightstand with a lamp, and a wall-mounted shelf.

7. Sea Haven Resort Motel

Southampton

Urvashi

3.018.459 ₫

3.862.418 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A beach with sand and sparse vegetation.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

A bedroom with a large bed, a chandelier, and multiple windows.

8. The Hampton Maid

Hampton Bays

Joshua

5.484.618 ₫

6.266.175 ₫ total

includes taxes & fees

14 Oct - 15 Oct

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

A house with a dark blue exterior, a white porch railing, and a red door.

9. Ocean View Terrace Inn

Hampton Bays

Mary S.

2.846.296 ₫

4.679.429 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

A bar area with shelves stocked with various bottles and glasses.

A large, white, two-story building with a covered porch and a bicycle parked in front.

A modern hotel room with a bed, bedside table, and a view of the garden.

10. Topping Rose House

Bridgehampton

Adam

16.182.936 ₫

18.579.556 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

11. Canoe Place Inn and Cottages

Hampton Bays

Corrado

12.317.700 ₫

14.917.317 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A dining area with a fireplace, bookshelves, and a view of the bar area.

A room with two armchairs, a small table with a vase of flowers, and a patterned rug.

A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

A two-story building with a brick pathway leading to the entrance.

12. Bridgehampton Inn

Bridgehampton

Leslie

7.735.728 ₫

8.838.134 ₫ total

includes taxes & fees

14 Oct - 15 Oct

An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

A bathtub surrounded by candles and flower petals.

A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

13. A Room At The Beach

Bridgehampton

Samantha

7.660.699 ₫

8.752.239 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A conservatory with a sofa, chairs, a small table, and a view of houses.

A beach with waves crashing onto the shore.

A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.

A residential property with a covered patio, a gravel driveway, and a fenced yard.

14. The Penny Lane

Hampton Bays

John

4.128.374 ₫

4.716.666 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A hotel lobby with a sofa, chairs, tables, and a large window.

15. Sag Harbor Inn

Sag Harbor

Terri

5.679.108 ₫

6.488.381 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A pool area with lounge chairs and umbrellas, surrounded by trees and greenery.

A marina with docked boats, a wooden pier, and a building in the background.

A bedroom with a large bed, a black dresser, a black sofa, a coffee table, a mirror, and a painting on the wall.

A quiet street with a white fence, a bench, and a house on the left.

16. Baywatch Hotel & Marina

Hampton Bays

Brittany

7.735.728 ₫

9.103.322 ₫ total

includes taxes & fees

15 Oct - 16 Oct

Two people standing on a deck with a view of a lake and greenery.

A sign for Bayview Resort with a contact number.

A pool area with lounge chairs and a deck overlooking a lake.

A spacious dining area with large windows offering a view of the outdoors. There are multiple tables and chairs arranged for dining.

17. Bayview Resort

Hampton Bays

Darryl

4.200.984 ₫

4.799.754 ₫ total

includes taxes & fees

14 Oct - 15 Oct

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

A room with a large bay window, a chandelier, and wall sconces.

A beach with pebbles and sand, a sunset, and a calm sea.

A wooden building with a white window and a balcony.

18. The Sagaponack

Wainscott

Jane

5.205.071 ₫

6.983.749 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A garden with a wooden bench, a playground, and a house in the background.

A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.

A swimming pool with a child on a pink and white inflatable float.

19. Hampton's Vacation Inn

Hampton Bays

Christopher

3.841.992 ₫

4.389.702 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A pool area with umbrellas, potted plants, and a pathway leading to a building.

A spacious living room with a fireplace, comfortable seating, and large windows.

A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

20. Faraway Sag Harbor

Sag Harbor

Thomas

9.802.296 ₫

12.319.128 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular Southampton attractions

A beach with sand dunes and a person walking along the shore.

Cooper's Beach

9.2/10 (171 reviews)

Cooper's Beach dazzles with pristine white sands and Atlantic views against a backdrop of Hamptons mansions. Enjoy the gentle surf, rent chairs and umbrellas, or visit the beachside café.

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A red house and a wooden shop with a sign reading "The Carpenter's Shop".

Southampton Historical Museum

8.6/10 (13 reviews)

Step back in time at this historic museum complex featuring the 1843 Rogers Mansion and period-furnished buildings. Explore Southampton's coastal heritage through curated exhibits and stroll the picturesque grounds.

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A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

Southampton Cultural Center

8.2/10 (11 reviews)

This vibrant arts hub offers diverse performances, exhibitions, and cultural programmes in Southampton. Attend theatre productions or explore rotating art galleries showcasing local and regional talent.

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A historical homestead with a wooden exterior, a brick chimney, and a signboard detailing its history.

Halsey House

7.6/10 (7 reviews)

You can spend time studying the exhibits at Halsey House during your travels in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

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Shinnecock Hills Golf Course

8.6/10 (14 reviews)

This historic golf club, established in 1891, has challenged champions through multiple US Opens. Members and their guests savour the rolling fairways and classic clubhouse with panoramic course views.

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Southampton Arts Center

8.8/10 (30 reviews)

This historic 1897 building houses a vibrant cultural hub showcasing local and international artists through diverse exhibitions. Explore the sculpture garden while enjoying free gallery admission year-round.

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North Main Street Historic District

9.4/10 (12 reviews)

Stroll through Southampton's architectural timeline with homes from the 18th and 19th centuries. Admire the Jagger family's Italianate farmsteads and the picturesque historic railway station along tree-lined streets.

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Sebonack Golf Course

This Jack Nicklaus and Tom Doak collaboration offers challenging holes with stunning Peconic Bay views. Members and their guests enjoy exclusive access to this championship course that hosted the 2013 US Women's Open.

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Learn more about Southampton

Pristine beaches stretch for miles along this Hamptons gem where celebrities and locals mingle at waterfront seafood spots. Explore historic mansions and boutique shops in the village, then catch a spectacular sunset from Cooper's Beach with a local lobster roll.

See all hotels in Southampton

A welcome sign for the village of Southampton, established in 1640, with a cyclist on the road.

Top Southampton Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."

Harpoon House

8/10 Good

"Super convenient. Easy check in and comfortable. Love the complimentary coffee and tea. Room is compact - a little tight when trying to plug in electronics but manageable. Needed an extra blanket and staff responded immediately."

Hamlet Inn

10/10 Excellent

"You can't find a nicer owner, or a more laid back conveniently located spot"

Southampton Inn

8/10 Good

"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."

Capri

10/10 Excellent

"Great hotel “Capri” with welcoming and friendly staff. We truly enjoyed our stay and had a wonderful time. Thank you so much for your warm hospitality and excellent service!"

Sea Haven Resort Motel

8/10 Good

"Great people at the hotel office, very pleasant and approachable. Property however needs some TLC but great location."

More cheap stays in Southampton

The Atlantic Hotel

1655 County Road 39 Southampton NY

2.777.317 ₫

3.821.385 ₫ total

28 Oct - 29 Oct

includes taxes & fees

Sea Haven Resort Motel

52 Longview Road Southampton NY

3.018.459 ₫

3.862.418 ₫ total

2 Nov - 3 Nov

includes taxes & fees

7.8/10 Good! (39 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

3.708.276 ₫

4.236.705 ₫ total

28 Oct - 29 Oct

includes taxes & fees

9.6/10 Exceptional! (600 reviews)

Southampton Long Island Hotel

450 County Rd 39 Southampton NY

4.123.188 ₫

4.917.226 ₫ total

18 Oct - 19 Oct

includes taxes & fees

8.6/10 Excellent! (223 reviews)

Hamlet Inn

300 Montauk Highway Southampton NY

5.165.654 ₫

6.676.971 ₫ total

11 Nov - 12 Nov

includes taxes & fees

8.6/10 Excellent! (513 reviews)

Southampton Village Motel

315 HAMPTON ROAD Southampton NY

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Hotels in Southampton with star rating

Frequently asked questions

What's the seasonal weather in Southampton?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Southampton is 1398 mm.

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Car hire near Vietnam Veterans Memorial

Book Hotels in Southampton on Expedia.com

Find hotels in Southampton, NY from 3.039.490 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southampton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southampton hotels

1. Southampton Inn

2. The Bentley Hotel Southampton

3. Harpoon House

4. Hamlet Inn

5. The Atlantic Hotel

6. Southampton Long Island Hotel

7. Sea Haven Resort Motel

8. The Hampton Maid

9. Ocean View Terrace Inn

10. Topping Rose House

11. Canoe Place Inn and Cottages

12. Bridgehampton Inn

13. A Room At The Beach

14. The Penny Lane

15. Sag Harbor Inn

16. Baywatch Hotel & Marina

17. Bayview Resort

18. The Sagaponack

19. Hampton's Vacation Inn

20. Faraway Sag Harbor

Stay near popular Southampton attractions

Cooper's Beach

Southampton Historical Museum

Southampton Cultural Center

Halsey House

Shinnecock Hills Golf Course

Southampton Arts Center

North Main Street Historic District

Sebonack Golf Course

Learn more about Southampton

Top Southampton Hotel Reviews

The Bentley Hotel Southampton

Harpoon House

Hamlet Inn

Southampton Inn

Capri

Sea Haven Resort Motel

More cheap stays in Southampton

The Atlantic Hotel

Sea Haven Resort Motel

The Bentley Hotel Southampton

Southampton Long Island Hotel

Hamlet Inn

Southampton Village Motel

Hotels in Southampton with star rating

Frequently asked questions

Explore a world of travel with Expedia

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