Village of Southampton Holiday Rentals, Southampton: Private House Rentals

A wooden boardwalk leading through tall grass towards a body of water.

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Our top choices for Village of Southampton hotels

A snow-covered pathway leading to a building with a porch.

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

1. Southampton Inn

Southampton

Kevin

฿9,875

฿11,819 total

includes taxes & fees

4 Oct - 5 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.

2. Harpoon House

Southampton

Kim

฿7,900

฿9,026 total

includes taxes & fees

7 Sept - 8 Sept

A covered outdoor seating area with white chairs and blue cushions, potted plants, and a stone floor.

A motel sign with a flag, surrounded by greenery and a building with a white facade.

A bedroom with two beds, a nightstand, a lamp, and a window with blinds.

A row of bicycles with baskets, parked in front of a building.

3. Southampton Village Motel

Southampton

Lucas

฿14,507

฿16,574 total

includes taxes & fees

7 Sept - 8 Sept

A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

A modern living room with a sofa, a dining table with chairs, a TV on a wooden stand, and a large window with a view of trees.

A cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water.

A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.

4. Head of Pond House

Water Mill

Liz

฿42,662

฿48,741 total

includes taxes & fees

10 Sept - 11 Sept

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

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

5. The Bentley Hotel Southampton

Southampton

Frank

฿4,740

฿6,239 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

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

6. Southampton Long Island Hotel

Southampton

William

฿5,234

฿6,242 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

A modern living room with a stone wall, a flat-screen TV mounted above a door, a dark sofa, and a glass coffee table with a vase of flowers.

7. The Hampton Maid

Hampton Bays

SABINA

฿8,592

฿9,816 total

includes taxes & fees

8 Sept - 9 Sept

A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.

A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

8. Hyatt Place Long Island East End

Riverhead

Veronica

฿6,880

฿7,860 total

includes taxes & fees

9 Sept - 10 Sept

An outdoor patio with wicker furniture, a fire pit, string lights, and potted plants.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A modern bar area with a round glass table, leather chairs, and a bar counter with stools.

A kitchen with a tiled backsplash, a stainless steel sink, and modern cabinetry.

9. Residence Inn by Marriott New York Long Island East End

Riverhead

Nataliya

฿6,551

฿7,484 total

includes taxes & fees

7 Oct - 8 Oct

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

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

A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.

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

10. Topping Rose House

Bridgehampton

Adam

฿32,441

฿37,179 total

includes taxes & fees

10 Sept - 11 Sept

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

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.

11. Ocean View Terrace Inn

Hampton Bays

Sally

฿4,514

฿7,093 total

includes taxes & fees

10 Sept - 11 Sept

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

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

12. Hamlet Inn

Southampton

Thomas

฿4,172

฿5,393 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with a seating area, a reception desk, and a view of the street.

A swimming pool with a diving board, surrounded by a fenced patio area with benches and a small building.

A bedroom with a bed, bench, lamp, and artwork on the wall.

A spacious lawn with a dining area and a building with a covered patio.

13. Budget Host East End

Riverhead

Lannie

฿4,115

฿4,701 total

includes taxes & fees

7 Sept - 8 Sept

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 swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

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

14. Sag Harbor Inn

Sag Harbor

Loretta

฿10,665

฿12,185 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A spacious room with wooden flooring, a bar area with stools, and large windows allowing natural light.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

A compact kitchen with white cabinetry, a built-in dishwasher, and a coffee maker on the countertop.

15. Hampton Bays Hotel on Main

Hampton Bays

Deborah

฿3,884

฿4,437 total

includes taxes & fees

7 Sept - 8 Sept

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

A well-maintained lawn in front of a building with a brick facade, multiple windows, and outdoor seating.

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

16. Sea Haven Resort Motel

Southampton

Bonnie

฿5,039

฿6,448 total

includes taxes & fees

5 Oct - 6 Oct

17. Capri

Southampton

Karl

฿11,702

฿14,189 total

includes taxes & fees

7 Sept - 8 Sept

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

A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

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.

18. The Penny Lane

Hampton Bays

John

฿5,413

฿6,184 total

includes taxes & fees

1 Oct - 2 Oct

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A breakfast bar with cereal, coffee, and fresh milk.

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

19. Shorewood Inn

Riverhead

KAREN

฿4,962

฿5,670 total

includes taxes & fees

7 Sept - 8 Sept

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 breakfast buffet with various food items and beverages.

20. Canoe Place Inn and Cottages

Hampton Bays

Carol

฿15,636

฿18,936 total

includes taxes & fees

5 Oct - 6 Oct

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Stay near popular Village of Southampton attractions

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

Cooper's Beach

9.2/10 (171 reviews)

Escape NYC to play in the waves, sunbathe on fine, white sands or stroll past the exclusive mansions that line the dunes of one of the best beaches in the Hamptons.

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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)

Enjoy a stop at Southampton Cultural Center, an entertaining place to visit in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

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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)

Catch a glimpse of Southampton’s pioneering days in the town’s charming collection of artisan workshops and colonial buildings full of English-style furniture.

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A historic stone house with a wooden picket fence, surrounded by lush green trees and a well-maintained lawn.

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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Agawam Park

8.6/10 (10 reviews)

Explore the great outdoors at Agawam Park, a lovely green space in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

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Southampton Arts Center

8.8/10 (30 reviews)

Enjoy a stop at Southampton Arts Center, an entertaining place to visit in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

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Shinnecock East County Park

8.0/10 (4 reviews)

Explore the great outdoors at Shinnecock East County Park, a lovely green space in Village of Southampton. While you're in the area, stroll along the beautiful beaches.

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North Main Street Historic District

9.4/10 (12 reviews)

You can find out about the history of Village of Southampton with a stop at North Main Street Historic District. Make some time to visit the monuments while you're in the area.

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Learn more about Village of Southampton

Elegant estates and pristine beaches await in this historic Hamptons haven where Cooper's Beach offers perfect Atlantic swimming. Dive into local culture at Southampton Historical Museum and Arts Centre, then browse upscale boutiques along Main Street's tree-lined pavements.

See all hotels in Village of Southampton

A sandy beach with wooden barriers and sparse vegetation.

Top Village of Southampton Hotel Reviews

Zey Hotel

10/10 Excellent

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

Budget Host East End

10/10 Excellent

"Clean room, accommodating staff Helpful front desk"

Greenview Inn Riverhead

10/10 Excellent

"The staff was excellent, the room excellent, I’m telling all my family/friends about you guys!"

The Hampton Maid

10/10 Excellent

"Restaurant was exceptional"

Hampton's Vacation Inn

10/10 Excellent

"The property was beautiful. We can’t wait to go back!"

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Hyatt Place Long Island East End

10/10 Excellent

"Everything was great. Breakfast is a highlight"

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

The Shoals Suites and Slips

10/10 Excellent

"Loved everything about our stay!"

More cheap stays in Village of Southampton

Greenview Inn Riverhead

1433 W Main St Riverhead NY

฿2,840

฿3,244 total

7 Sept - 8 Sept

includes taxes & fees

7.4/10 Good! (858 reviews)

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

฿4,074

฿4,654 total

7 Sept - 8 Sept

includes taxes & fees

9/10 Wonderful! (395 reviews)

Budget Host East End

30 Lake Avenue Riverhead NY

฿4,115

฿4,701 total

7 Sept - 8 Sept

includes taxes & fees

6.8/10 (875 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

฿3,925

฿5,308 total

1 Oct - 2 Oct

includes taxes & fees

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY

฿5,925

฿6,770 total

7 Oct - 8 Oct

includes taxes & fees

8.8/10 Excellent! (1,001 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

฿8,592

฿9,816 total

8 Sept - 9 Sept

includes taxes & fees

9.2/10 Wonderful! (774 reviews)

Frequently asked questions

What's the best place for a stay in Village of Southampton?

Southampton Inn is one of the top choices for your stay based on our traveller data. This hotel offers 2 bars and a restaurant. Other good options for your visit include Harpoon House and Southampton Village Motel. See all available top hotels, or vacation rentals in Village of Southampton.

If I need to cancel my hotel reservation in Village of Southampton, will I receive a refund?

Yes, most hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Village of Southampton.

What's the best family accommodation in Village of Southampton?

Southampton Inn is a hotel with a restaurant and an outdoor tennis court, and it's a top choice on Expedia for families. Also, attractions in the area such as Safari Adventure and Splish Splash Water Park are fun for children of all ages. Find more child-friendly accommodations in Village of Southampton.

What's the best dog-friendly accommodation option in Village of Southampton?

Southampton Inn is a top hotel for people travelling with their pets, and offers a restaurant and a seasonal outdoor pool for its human guests. Two other good options for you and your pet include Harpoon House and Maison Vivienne Southampton. See more pet-friendly hotel accommodations in Village of Southampton.

What are some hotels with pools in Village of Southampton?

Southampton Inn: Hotel located near Cooper's Beach. Features 2 bars, a seasonal outdoor pool and a beach shuttle. Sound View Greenport and The Atlantic Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Village of Southampton.

What's staying in Village of Southampton like?

Visitors can enjoy all that Village of Southampton has to offer, including the churches, monuments and theatres. Tourists can also enjoy the city's entertainment choices, beaches and architecture. In Village of Southampton, there are 144 hotels and other accommodation options to choose from. Find out more about Village of Southampton.

What are the top places to visit in Village of Southampton?

Cultural venues include Southampton Historical Museum and Halsey House. Natural beauty is on display at Cooper's Beach, The Hamptons Beaches and Shinnecock East County Park. A couple of additional sights to add to your itinerary are Southampton Arts Center and Southampton Cultural Center. Take a look at what more there is to see and do in Expedia's Village of Southampton guide.

How can I get around Village of Southampton?

If you want to venture outside the area, hop on a train at Southampton Station. If you want to venture out around the area, you may want a rental car in Village of Southampton for your journey.

What's the weather like in Village of 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 Village of Southampton is 1394 mm.

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Book Hotels in Village of Southampton on Expedia.com

Find hotels in Village of Southampton, NY from ฿3,244

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Village of Southampton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Village of Southampton hotels

1. Southampton Inn

2. Harpoon House

3. Southampton Village Motel

4. Head of Pond House

5. The Bentley Hotel Southampton

6. Southampton Long Island Hotel

7. The Hampton Maid

8. Hyatt Place Long Island East End

9. Residence Inn by Marriott New York Long Island East End

10. Topping Rose House

11. Ocean View Terrace Inn

12. Hamlet Inn

13. Budget Host East End

14. Sag Harbor Inn

15. Hampton Bays Hotel on Main

16. Sea Haven Resort Motel

17. Capri

18. The Penny Lane

19. Shorewood Inn

20. Canoe Place Inn and Cottages

Stay near popular Village of Southampton attractions

Cooper's Beach

Southampton Cultural Center

Southampton Historical Museum

Halsey House

Agawam Park

Southampton Arts Center

Shinnecock East County Park

North Main Street Historic District

Learn more about Village of Southampton

Top Village of Southampton Hotel Reviews

Zey Hotel

Budget Host East End

Greenview Inn Riverhead

The Hampton Maid

Hampton's Vacation Inn

North Fork Resort

Hyatt Place Long Island East End

Faraway Sag Harbor

The Shoals Suites and Slips

More cheap stays in Village of Southampton

Greenview Inn Riverhead

Hampton's Vacation Inn

Budget Host East End

The Atlantic Hotel

Holiday Inn Express & Suites Riverhead - Long Island by IHG

The Hampton Maid

Frequently asked questions

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