Title: Southampton Vacation Rentals from $1,109: Search Short-Term Rentals | Expedia.com

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![Southampton](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6782/a7d505fb-a998-4014-b234-d6dcbfce3eca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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Upfront pricing  
We are not like the others - we include taxes and fees

## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6782&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southampton vacation rentals

![Interior](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/44648b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/7ee4af6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/b305c77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/33000000/32210000/32202800/32202785/ebb70869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

Southampton

9.0/10

Wonderful

(10 reviews)

"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harry V.

$629 nightly

$718 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Entire-House-In-Southampton-Village.h32202785.Hotel-Information)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/03f472a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/42ec910a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/c3191410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/9db42ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Minutes from the beach, brand new 4 bedroom

[](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information)

Southampton

10/10

Exceptional

(3 reviews)

"perfect for families"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Okito H.

$971 nightly

$1,109 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.Hotel-Information)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/3dd02542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront 2BD Queen and 2 Twins | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/2b9ce1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/213ea8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/9b931aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

Napeague

8.8/10

Excellent

(305 reviews)

"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jerry

$156 nightly

$178 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Amagansett-Hotels-Windward-Shores-Ocean-Resort.h4207136.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/64330992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c8026d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/b0e8e3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/018367bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor 

[](https://www.expedia.com/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information)

Bridgehampton

9.6/10

Exceptional

(16 reviews)

"Wonderful & perfect for my pup and I. I’d go back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott C.

$400 nightly

$456 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Bridgehampton-Hotels-Cozy-Bungalow-Available-Nearby-Bridgehampton-And-Sag-Harbor.h105953994.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

Greenport

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Parent From The Heart, Inc. E.

$176 nightly

$201 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/3a21009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/5e492d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/df2ccd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/503155ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze #4: Charming Cottage Footsteps to the Beach

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information)

Hampton Bays

8.8/10

Excellent

(3 reviews)

"Great stay. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Weston B.

$416 nightly

$475 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Cozy-Beach-Cottage-Steps-To-Meschutt-Beach.h114532580.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/aed266db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/146ca0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackberry: Private home with jacuzzi year-round

[](https://www.expedia.com/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

East Hampton

9.0/10

Wonderful

(4 reviews)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne R.

$844 nightly

$964 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/f7c4e75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/7d654429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/w4243h2825x0y0-3e3183ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/ceb7120d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

[](https://www.expedia.com/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

Hampon Bays

9.6/10

Exceptional

(23 reviews)

"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annie B.

$1,170 nightly

$1,337 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/84a27bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4422918e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/997596e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Swan: Beachfront Home w/ Year-Round Jacuzzi

[](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information)

Hampton Bays

9.6/10

Exceptional

(15 reviews)

"Nice house. Photos and descriptions represent it very accurately. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Will K.

$1,085 nightly

$1,240 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/0757fd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/22c7cce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1131h754x6y7-9ef245fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

[](https://www.expedia.com/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

Calverton

8.6/10

Excellent

(8 reviews)

"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole A.

$554 nightly

$632 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/d5a5efe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/392f646b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/w1024h1363x0y0-e9aa18dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/126000000/125660000/125653100/125653099/753b3cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

[](https://www.expedia.com/Southold-Hotels-CozyChic-Beach-Cottage-Wineries.h125653099.Hotel-Information)

Southold

$391 nightly

$447 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Southold-Hotels-CozyChic-Beach-Cottage-Wineries.h125653099.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/9304004e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/6f587bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/4ee29ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/305503f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Immaculate Waterfront 2 bedroom! 

[](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

Hampton Bays

10/10

Exceptional

(5 reviews)

"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael L.

$562 nightly

$642 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Immaculate-Waterfront-2-Bedroom.h85373907.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/56d08917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/1f68f090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/a03a52f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34381100/34381035/edabfa8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage on Beach front Estate with Dockage .Walk to Village

[](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

Pipes Cove

10/10

Exceptional

(75 reviews)

"Wonderful stay at such a special spot. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meg B.

$309 nightly

$353 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Cottage-On-Beach-Front-Estate-With-Dockage-Walk-To-Village.h34381035.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/165550bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/ee30d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/bb644073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74200000/74196800/74196767/6a96971c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Townhouse walk to all

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information)

Greenport

9.6/10

Exceptional

(10 reviews)

"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura B.

$514 nightly

$587 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse.h74196767.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/fdd8564b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/65a3c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Northfork Townhouse walk to all

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

Greenport

10/10

Exceptional

(5 reviews)

"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth R.

$509 nightly

$582 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/853d523d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/b1b56070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/e842f2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/87b5d5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom beach house minutes from Hamptons

[](https://www.expedia.com/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.Hotel-Information)

Calverton

10/10

Exceptional

(1 review)

"Beautiful home and location. Owner was very helpful. Would love to rent again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evelyn D.

$609 nightly

$696 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/777d29d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/9e4cf8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c4ddd562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/5a3a43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

Greenport

10/10

Exceptional

(1 review)

"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeannette M.

$499 nightly

$570 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Greenport-Hotels-The-Greenport-Beach-Cottage-3-Min-Walk-To-Beach.h112577488.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/c1360527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/5b429221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/b56aaa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/f42f3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach cottage, private road, private beach, private mooring, private parking. 

[](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

Laurel

10/10

Exceptional

(1 review)

[](https://www.expedia.com/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/ba457ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/96f2554e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Hamptons Escape 3BR Minutes From Beach!

[](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

Hampton Bays

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor H.

$1,366 nightly

$1,561 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&regionId=6782&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Southampton%2C+New+York%2C+United+States+of+America&regionId=6782&latLong=40.884266%2C-72.389526&adults=2&startDate=2026-05-17&d1=2026-05-17&endDate=2026-05-20&d2=2026-05-20&lodging=HOUSE_BOAT)

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## Top Southampton Hotel Reviews

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Great place to stay"

[](https://expedia.com/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information)

![Southampton Long Island Hotel](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4848cd3d_y.jpg)

### Southampton Long Island Hotel

10/10 Excellent

"I had to stay one night only, for a short business trip and I am glad i found this place. I was not expecting the most luxury nor up to date hotel after reading some reviews but as long as it was clean i was satisfied. Well, i booked the small room and i was very pleased, it was immaculately clean, the sheets were super soft, and all pressed. This will be my regular place every time I need to travel to this area. I am.glad I found it and i didn't break the bank to stay in The Hamptons. "

[](https://expedia.com/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information)

![Southampton Inn](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7_y.jpg)

### Southampton Inn

10/10 Excellent

"just a nice comfy feeling "

[](https://expedia.com/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg)

### The Atlantic Hotel

10/10 Excellent

"Clean hotel and conveniently located! "

[](https://expedia.com/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information)

![Hamptons Modern Retreat NEW CONS](https://images.trvl-media.com/lodging/90000000/89370000/89365700/89365612/0fd04051_y.jpg)

### Hamptons Modern Retreat NEW CONS

10/10 Excellent

"Josh was an incredible host. The property is very beautiful and extremely clean. Close to the beach and all the restaurants. We will definitely be coming back. I’ve shared the house with all of my closest friends and family so they can book it when they come up. Thank you , Josh! "

[](https://expedia.com/Southampton-Hotels-Hamptons-Modern-Retreat-NEW-CONS.h89365612.Hotel-Information)

![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg)

### Hamlet Inn

10/10 Excellent

"Nice getaway spot in Southampton. Friendly staff. Well situated to may local points of interest. "

[](https://expedia.com/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/3f96c073_y.jpg)

### Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

10/10 Excellent

"Beautiful home and grounds, perfect for our extended family gathering over Thanksgiving! "

[](https://expedia.com/Southampton-Hotels-Quintessential-Hamptons-Home-With-6-Bedrooms.h73756793.Hotel-Information)

![Harpoon House](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0_y.jpg)

### Harpoon House

10/10 Excellent

"We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended. "

[](https://expedia.com/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information)

![COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...](https://images.trvl-media.com/lodging/43000000/42260000/42251100/42251052/9f37eb71_y.jpg)

### COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

10/10 Excellent

"Weather didnt cooperate but we brought along games & crafts to keep all busy."

[](https://expedia.com/Southampton-Hotels-COLONIAL-COMPOUND-WITH-OVERSIZED-LIVING-ROOMS.h42251052.Hotel-Information)

## Find out more about Southampton

**Everything you need to know about Southampton vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southampton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southampton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Southampton vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Southampton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southampton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $1,109 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Southampton rentals**

At Expedia, we put the best Southampton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southampton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Southampton

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- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Southampton ](https://expedia.com/Southampton-Private-Vacation-Homes.d6782-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Southampton ](https://expedia.com/Southampton-Cottages.d6782-aaCottages.Travel-Guide-Accommodation)
- [Villas in Southampton ](https://expedia.com/Southampton-Villas.d6782-aaVillas.Travel-Guide-Accommodation)
- [Apartments in Southampton ](https://expedia.com/Southampton-Apartments.d6782-aaApartments.Travel-Guide-Accommodation)
- [B&B in Southampton ](https://expedia.com/Southampton-Bed-And-Breakfast.d6782-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Southampton ](https://expedia.com/Southampton-Condos.d6782-aaCondos.Travel-Guide-Accommodation)
- [Motels in Southampton ](https://expedia.com/Southampton-Motels.d6782-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Southampton ](https://expedia.com/Southampton-Cabins.d6782-aaCabins.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Southampton?

### What are some of the best vacation rentals in Southampton?

### How many vacation rentals are there in Southampton?

### What can I see and do in Southampton?

### What are vacation rentals like in Southampton?

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- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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