Title: Town of Southampton Vacation Home Rentals from CA $1,518: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Great spot for a beach walk. ](https://images.trvl-media.com/place/6782/b6e614b2-14f5-47d9-aa08-1caf5422dfaa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Jason Karas

# Town of Southampton Vacation Rentals

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## Check prices for these dates

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976437144&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Town of Southampton

![](https://mediaim.expedia.com/destination/1/b36422dc0aa4ed723a732b05906384be.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Riverhead

[](https://expedia.ca/Riverhead-Private-Vacation-Homes.d5993-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Southampton](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252515-Long-Island.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Southampton

[](https://expedia.ca/Southampton-Private-Vacation-Homes.d6782-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Sag Harbor](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252775-Sag-Harbor.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Sag Harbor

[](https://expedia.ca/Sag-Harbor-Private-Vacation-Homes.d154327-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Ponquogue Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252796-Hampton-Bays.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Hampton Bays

[](https://expedia.ca/Hampton-Bays-Private-Vacation-Homes.d183681-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Channing Daughters Winery](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252829-Bridgehampton.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Bridgehampton

[](https://expedia.ca/Bridgehampton-Private-Vacation-Homes.d6130684-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Long Island](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92798-Duck-Walk-Vineyard.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Water Mill

[](https://expedia.ca/Water-Mill-Private-Vacation-Homes.d3000351347-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Our top choices for Town of Southampton vacation homes

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/e4971697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/450c8832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/0d122984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/99c9ff0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sag Harbor

[](https://www.expedia.ca/Sagaponack-Hotels-Summer-2025-Now-Available-Wolffer-Vineyard-Close.h28067732.Hotel-Information)

10/10

Exceptional

(89)

"House that has everything you need for a wonderful getaway! Excellent communication with the property owner. Thank you Jay for everything and your hospitality! "

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

Maria R.

[](https://www.expedia.ca/Sagaponack-Hotels-Summer-2025-Now-Available-Wolffer-Vineyard-Close.h28067732.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)

![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)

![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.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)

### Vacation Home in Hampton Bays

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

9.6/10

Exceptional

(14)

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

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

Will K.

CA $205

CA $1,742 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/4583b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/850fe737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/34384d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/3cc5a091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information)

9.6/10

Exceptional

(144)

"Overall great experience. Really great for a trip with my buddies!"

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

Jared R.

[](https://www.expedia.ca/Hampton-Bays-Hotels-Beautiful-Waterfront.h33561503.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/548c2804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/b7955c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/3d701fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![7 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/50000000/49170000/49166300/49166266/7d546d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

[](https://www.expedia.ca/Southampton-Hotels-Mansion-Near-The-Bay-7-Bedrooms-Chefs-Kitchen.h49166266.Hotel-Information)

9.8/10

Exceptional

(56)

"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."

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

Mary B.

[](https://www.expedia.ca/Southampton-Hotels-Mansion-Near-The-Bay-7-Bedrooms-Chefs-Kitchen.h49166266.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/36000000/35260000/35257000/35256905/2f782612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/36000000/35260000/35257000/35256905/bf42eb8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/36000000/35260000/35257000/35256905/de3e1741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/36000000/35260000/35257000/35256905/90be5813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westhampton Beach

[](https://www.expedia.ca/Westhampton-Beach-Hotels-DUNE-ROAD-STEPS-TO-THE-OCEAN-4-BEDROOM-HOME.h35256905.Hotel-Information)

9.4/10

Exceptional

(55)

"Great house, great location, excellent host"

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

Daniel E.

[](https://www.expedia.ca/Westhampton-Beach-Hotels-DUNE-ROAD-STEPS-TO-THE-OCEAN-4-BEDROOM-HOME.h35256905.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/80abe6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/d597523d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/1d88365d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/35000000/34991100/34991072/db440c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Sag Harbor

[](https://www.expedia.ca/Bridgehampton-Hotels-Private-Bridgehampton-Home-With-Pool.h34991072.Hotel-Information)

10/10

Exceptional

(4)

"The house and property were so nice. We have a 10 and 11 year old. They played outside or were swimming in the pool the entire time. It's close to great shopping and beaches. It was a very relaxing and enjoyable long weekend. Everything was perfect!"

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

Heather M.

[](https://www.expedia.ca/Bridgehampton-Hotels-Private-Bridgehampton-Home-With-Pool.h34991072.Hotel-Information)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/4c804ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/05048f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/1999c84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/67d18d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

[](https://www.expedia.ca/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information)

9.8/10

Exceptional

(32)

"This place was so nice and so close to so many fun places! "

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

Daniella L.

[](https://www.expedia.ca/Southampton-Hotels-Delightful-Southampton-Retreat-With-Heated-Pool-Jacuzzi.h101877657.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/be426408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/2a21783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/9484c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/cc06310d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westhampton Beach

[](https://www.expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information)

10/10

Exceptional

(196)

"Great house for a family gathering in a great location "

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

Jasna B.

[](https://www.expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117740000/117735900/117735866/2dcbbaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117740000/117735900/117735866/dbd7dfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117740000/117735900/117735866/c2bb35ca_edited_d411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735900/117735866/d9b02ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.ca/Hampton-Bays-Hotels-Charming-4-Bedroom-House-With-Salt-Water-Pool.h117735866.Hotel-Information)

10/10

Exceptional

(1)

"Awesome house, very convenient to the beach and town. Beautiful yard and pool for grilling and hanging. Would love to come back again!"

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

Brendan O.

[](https://www.expedia.ca/Hampton-Bays-Hotels-Charming-4-Bedroom-House-With-Salt-Water-Pool.h117735866.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/dc7a1516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/ffb3f4d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/063d15bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73760000/73756800/73756793/2ec74f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southampton

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

9.8/10

Exceptional

(19)

"If youre looking for a prolific Old World Hamptons experience, youve found it. Expansive village estate in immaculate condition. Bravo and see you again soon"

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

Nick H.

[](https://www.expedia.ca/Southampton-Hotels-Quintessential-Hamptons-Home-With-6-Bedrooms.h73756793.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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/42ec910a.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)

### Vacation Home in Southampton

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

10/10

Exceptional

(3)

"perfect for families"

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

Okito H.

CA $616

CA $1,518 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/119000000/118780000/118778700/118778693/7d8fd9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/119000000/118780000/118778700/118778693/3c4b231c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/119000000/118780000/118778700/118778693/286f30d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/119000000/118780000/118778700/118778693/25436455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Water Mill

[](https://www.expedia.ca/Water-Mill-Hotels-Elegant-Coastal-Escape-With-Expansive-Yard.h118778693.Hotel-Information)

10/10

Exceptional

(5)

"This property is pristine inside and out with fabulous mid-century photography/artwork throughout the house and has everything needed for a very comfortable stay. The location could not be better. It’s an easy drive into downtown Southampton but the secluded pool area makes it feel like you’re on your own private island. My husband needed to join us from the city and both the train and Jitney stops are less than 5 minutes away. We would love to stay here again. "

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

Rebecca P.

[](https://www.expedia.ca/Water-Mill-Hotels-Elegant-Coastal-Escape-With-Expansive-Yard.h118778693.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/e3a8b517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/278f1bfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/dbd06b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27420000/27411200/27411101/b227caa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westhampton Beach

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Hamptons-Haven-Family-FunHeated-Pool.h27411101.Hotel-Information)

10/10

Exceptional

(101)

"Very responsive host (Esther was amazing!) and the whole family really enjoyed the property - inside and out!"

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

Christine H.

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Hamptons-Haven-Family-FunHeated-Pool.h27411101.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/33000000/32080000/32075800/32075784/w1535h864x1y1-1c740017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32080000/32075800/32075784/60865928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32080000/32075800/32075784/f8bad5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32080000/32075800/32075784/8dc0dd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in west hampton beach

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Oceanfront-Home.h32075784.Hotel-Information)

10/10

Exceptional

(83)

"Perfect location and pristine beach access. The best end of summer vacation for our family of 4\. "

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

Adrianna R.

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Oceanfront-Home.h32075784.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/fb550939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/76889826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/ad6fb7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71190000/71184700/71184656/eb0bd645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Quogue

[](https://www.expedia.ca/East-Quogue-Hotels-Summer-Getaway.h71184656.Hotel-Information)

9.0/10

Wonderful

(14)

"Perfect location for a family holiday "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Olaf U.

[](https://www.expedia.ca/East-Quogue-Hotels-Summer-Getaway.h71184656.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33507800/33507770/w3068h2154x39y41-fabbe74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33510000/33507800/33507770/9463ee04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33507800/33507770/w3693h2646x132y131-1cc480fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33507800/33507770/w4026h3016x143y145-46b9f7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westhampton Beach

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Westhampton-Beach-Cedar-Shingle-With-Heated-Pool-Gym-On-A-Private-Road.h33507770.Hotel-Information)

10/10

Exceptional

(91)

"Very good location and owners were very responsive with questions and accommodations! "

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

kyung b.

[](https://www.expedia.ca/Westhampton-Beach-Hotels-Westhampton-Beach-Cedar-Shingle-With-Heated-Pool-Gym-On-A-Private-Road.h33507770.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114409100/114409009/bb889535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114410000/114409100/114409009/38dd0f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114409100/114409009/1f414872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114409100/114409009/4bf43a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Quogue

[](https://www.expedia.ca/East-Quogue-Hotels-Exclusive-Bayfront-Oasis-Awaits-You-In-East-Quogue.h114409009.Hotel-Information)

10/10

Exceptional

(9)

"Very good view. Right on the water. Close to town, restaurants, and plenty to do. Absolute gem in a tucked away area. Would recommend to anyone. "

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

philip A.

[](https://www.expedia.ca/East-Quogue-Hotels-Exclusive-Bayfront-Oasis-Awaits-You-In-East-Quogue.h114409009.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59780000/59770300/59770240/d59865a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59780000/59770300/59770240/5b71b1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59780000/59770300/59770240/ec794359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/60000000/59780000/59770300/59770240/4d260966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Flanders

[](https://www.expedia.ca/Riverhead-Hotels-Amazing-Waterfront-Bungalow-In-The-Hamptons-With-Private-Entrance.h59770240.Hotel-Information)

10/10

Exceptional

(20)

"The property was beautiful, clean and so peaceful Cant wait to go back "

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

michelle

[](https://www.expedia.ca/Riverhead-Hotels-Amazing-Waterfront-Bungalow-In-The-Hamptons-With-Private-Entrance.h59770240.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33580000/33571300/33571231/6174d5cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/34000000/33580000/33571300/33571231/w1179h1125x0y9-452bf44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33571300/33571231/6efdd186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33580000/33571300/33571231/0d16d400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hampton Bays

[](https://www.expedia.ca/Hampton-Bays-Hotels-5-Bedroom-Hampton-House-With-Pool.h33571231.Hotel-Information)

9.4/10

Exceptional

(34)

"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"

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

Sarah A.

[](https://www.expedia.ca/Hampton-Bays-Hotels-5-Bedroom-Hampton-House-With-Pool.h33571231.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/22000000/21730000/21724800/21724787/dfd7fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21730000/21724800/21724787/ae77f2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21730000/21724800/21724787/53727576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/22000000/21730000/21724800/21724787/09e5d13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Bridgehampton

[](https://www.expedia.ca/Bridgehampton-Hotels-Beautifully-Restored-Barn.h21724787.Hotel-Information)

10/10

Exceptional

(24)

"Loved it all "

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

Dooley T.

[](https://www.expedia.ca/Bridgehampton-Hotels-Beautifully-Restored-Barn.h21724787.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.ca/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&regionId=553248635976437144&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America&regionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VACATION_HOME)

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Aparthotels

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Apartments

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Condos

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America&regionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America&regionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CABIN)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Town+of+Southampton%2C+New+York%2C+United+States+of+America&regionId=553248635976437144&latLong=40.873154%2C-72.491895&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=HOUSE_BOAT)

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## Top Town of Southampton Hotel Reviews

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"love this Inn, it is very welcoming, a bit old school, which we love! Room is large , parking free and easy, and we love the breakfast room and all day coffee."

[](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

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

### The Bentley Hotel Southampton

10/10 Excellent

"crystal clean, great location and PRICE! large rooms. plenty of space. absolutely amazing "

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

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

### Hamlet Inn

10/10 Excellent

"Lovely experience! Just wish we could have been able to stay longer. Clean room, kind, helpful staff. We're coming back!"

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

![WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/dd2c9d1c_y.jpg)

### WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10/10 Excellent

"Great host, everything that we needed for our trip was available, ample room for the 9 of us."

[](https://expedia.ca/Westhampton-Beach-Hotels-NEW-House.h30358753.Hotel-Information)

![Budget Host East End Hotel in Riverhead](https://images.trvl-media.com/lodging/2000000/1140000/1130500/1130479/ad0c5cd3_y.jpg)

### Budget Host East End Hotel in Riverhead

10/10 Excellent

"Everything was good "

[](https://expedia.ca/Riverhead-Hotels-Budget-Host-East-End-Hotel-In-Riverhead.h1130479.Hotel-Information)

![The Hampton Maid](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996_y.jpg)

### The Hampton Maid

10/10 Excellent

"Reception was welcoming and accommodating. The suite was clean, spacious and inviting. I truly enjoyed my time and the property. I would definitely return. "

[](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

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

### Southampton Inn

10/10 Excellent

"Very clean and nice room"

[](https://expedia.ca/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

"Great hotel for a quick stay - very friendly staff"

[](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.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

"The people in the office welcomed us kindly. The first impression for us when we entered the room was that the room was clean and neat, and nicely warmed up. We were glad we stayed there during our trip. The price was very good compared to other places."

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

## Find out more about Town of Southampton

## Town of Southampton Vacation Homes information

| Number of reviews | 846                |
| ----------------- | ------------------ |
| Accommodation     | 821 Vacation Homes |
| Lowest Price      | CA $1,518          |
| Highest Price     | CA $1,742          |

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- [Apartments in Southampton ](https://www.expedia.ca/Southampton-Apartments.d6782-aaApartments.Travel-Guide-Accommodation)
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- [Beach Hotel Hotels in Southampton ](https://www.expedia.ca/Southampton-Hotels-Beach-Hotel.0-0-d6782-tBeachHotel.Travel-Guide-Filter-Hotels)
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- [Hotels near The Hamptons Beaches ](https://www.expedia.ca/The-Hamptons-Beaches-Hotels.0-l553248635976496850-0.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Tuckahoe ](https://www.expedia.ca/Tuckahoe-Hotels-Luxury-Hotel.0-0-d553248634999048827-tLuxuryHotel.Travel-Guide-Filter-Hotels)
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- [Flights from Southampton ](https://www.expedia.ca/lp/flights/6782/flights-from-southampton)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Cooper's Beach ](https://www.expedia.ca/Coopers-Beach-Southampton.d6326842.Vacation-Attraction)
- [Visit East Quogue ](https://www.expedia.ca/East-Quogue.dx6125932)
- [Hampton Bays Vacations ](https://www.expedia.ca/Hampton-Bays.d183681.Destination-Travel-Guides)
- [Visit Hampton Bays ](https://www.expedia.ca/Hampton-Bays.dx183681)
- [Ponquogue Beach ](https://www.expedia.ca/Ponquogue-Beach-Hampton-Bays.d6327142.Vacation-Attraction)
- [Visit Shinnecock Hills ](https://www.expedia.ca/Shinnecock-Hills.dx553248634998586593)
- [Shinnecock Nation Cultural Center and Museum ](https://www.expedia.ca/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [Visit Shinnecock Reservation ](https://www.expedia.ca/Shinnecock-Reservation.dx553248634998728494)
- [Southampton Arts Center ](https://www.expedia.ca/Southampton-Arts-Center-Southampton.d553248629501562732.Vacation-Attraction)
- [Southampton Vacations ](https://www.expedia.ca/Southampton.d6782.Destination-Travel-Guides)
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- [Car rental Hampton Bays ](https://www.expedia.ca/Car-Rentals-In-Hampton-Bays.d183681.Car-Rental-Guide)
- [Dollar Rent A Car Rental Cars in South Fork ](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-South-Fork.d553248635976197738-c43.Car-Rental-Guide-Suppliers)
- [Standard Car Rentals in South Fork ](https://www.expedia.ca/Standard-Car-Rentals-In-South-Fork.d553248635976197738-tStandard.Car-Rental-Guide-Class)

- [East Quogue Vacation Rentals ](https://www.expedia.ca/East-Quogue-Vacation-Rentals.d6125932.Travel-Guide-VacationRentals)
- [Hampton Bays Vacation Rentals ](https://www.expedia.ca/Hampton-Bays-Vacation-Rentals.d183681.Travel-Guide-VacationRentals)

- [Things to do in East Quogue ](https://www.expedia.ca/Things-To-Do-In-East-Quogue.d6125932.Travel-Guide-Activities)
- [Things to do in South Fork ](https://www.expedia.ca/Things-To-Do-In-South-Fork.d553248635976197738.Travel-Guide-Activities)
- [Things to do in Southampton ](https://www.expedia.ca/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities)

- [Book Vacation Homes in Town of Southampton on Expedia.com ](https://www.expedia.com/Town-Of-Southampton-Private-Vacation-Homes.d553248635976437144-aaPrivateVacationHomes.Travel-Guide-Accommodation)