Title: Hampton Bays Vacation Rentals from CA $418: Short-Term Rentals for 2025 | Expedia.ca

  

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# Hampton Bays Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-10-28&endDate=2025-10-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-10-29&endDate=2025-10-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183681&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Hampton Bays

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ca104a55.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)

![Game room](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/ae5634ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33561600/33561503/b05e12cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays

9.6/10

Exceptional

(141)

"Perfect property to hangout and stay entertained for hours"

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

Ryder I.

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/77505e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/a30f4a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/137634e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29850000/29849500/29849423/b55db8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Hampton Bays

9.4/10

Exceptional

(75)

"As always everything was excellent, This is our third stay at this property and we are booked for 2026"

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

Michael R.

[](https://www.expedia.ca/Hampton-Bays-Hotels-Southampton-Estate.h29849423.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/82652573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/90-08dc2267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/90-fa959dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/37000000/36770000/36769400/36769395/f7ebad34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Waterfront on Peconic Bay in Hampton Bays - Southampton - Fall Special!

Hampton Bays

9.8/10

Exceptional

(19)

"We had a wonderful stay here with our family. Great location, right on the beach, looking forward to returning!"

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

Kyle D.

[](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Waterfront-On-Peconic-Bay-In-Hampton-Bays-Southampton-Fall-Special.h36769395.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838860/f8e3511c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838860/820d2dab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838860/bf9a290a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32840000/32838900/32838860/975a60fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 10 Bedroom Hampton House with a regulation size Pickleball court

Hampton Bays

10/10

Exceptional

(32)

"Wonderful place to stay, close and convenient to restaurants/bars. Very comfortable and cool space with games and eclectic decorations "

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

Chris M.

[](https://www.expedia.ca/Hampton-Bays-Hotels-10-Bedroom-Hampton-House-With-Pool.h32838860.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/118000000/117740000/117735900/117735866/88ce2678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117735900/117735866/9bd02f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays

Hampton Bays

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)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92420000/92416500/92416495/b94a61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92420000/92416500/92416495/w1170h768x0y1-05f0d725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92420000/92416500/92416495/2dfbe8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/93000000/92420000/92416500/92416495/140acc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hamptons Retreat

Hampton Bays

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hamptons-Retreat.h92416495.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/3f78326f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/6ca48340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Year-Round Private Jacuzzi / Peaceful Fenced Yard

Hampon Bays

9.6/10

Exceptional

(22)

"The house was very spacious and beautiful! The pool and patio were the major highlights. Pool was crystal clear and clean. We enjoyed our stay so much and hope to be back. Owner was very responsive with our questions "

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

Jackie S.

CA $138

CA $1,778 total

includes taxes & fees

Nov 2 - Nov 3

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

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117620000/117611100/117611059/w1896h1080x0y0-fd23ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117620000/117611100/117611059/1c7555fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117620000/117611100/117611059/a7f034af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117620000/117611100/117611059/c20803bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Five-Bedroom Oasis w/ Pool, Minutes from Beaches, Wineries & the...

Hampton Bays

10/10

Exceptional

(1)

"the house is huge and well appointed. the outdoor space with the huge handsome awning set the stage. couch outside should be replaced but it's a small complaint in the big scheme of this house. updated bathrooms and bedrooms with four twin beds in total - very flexible living. pool outstanding, very deep and beautiful setting outside. could upgrade patio loungers but again not really detrimental and kind of charming"

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

Manjil C.

[](https://www.expedia.ca/Hampton-Bays-Hotels-Stylish-Five-Bedroom-Oasis-W-Pool.h117611059.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water Edge, First Floor, Corner | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/e745edd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

Greenport

9.0/10

Wonderful

(244)

"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "

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

dean

CA $313

CA $418 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.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)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/9a2f74fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/618fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Bridgehampton

9.6/10

Exceptional

(16)

"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "

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

James S.

CA $220

CA $524 total

includes taxes & fees

Oct 29 - Oct 30

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

![Property grounds](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/ec19dfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/de3f6f4f.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/55000000/54250000/54242900/54242867/03847a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/930e309c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton

10/10

Exceptional

(76)

"It was a beautiful cottage on a gorgeous property with gracious hosts. I recommend it!!!!"

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

Lisa

[](https://www.expedia.ca/Bridgehampton-Hotels-Fairy-Tale-Guest-Cottage-In-Magic-Garden-By-Pool.h54242867.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/dd2c9d1c.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)

![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/5c24c4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30360000/30358800/30358753/87ec4f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Westhampton Beach

10/10

Exceptional

(193)

"House was more then I can imagine , host was great , house literally have anything you forgot at home . "

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

Isiah L.

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

![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/54ca4998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/30cad07e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/852b377d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32624800/32624793/5c79e9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Center Moriches

10/10

Exceptional

(104)

"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "

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

Rachel

CA $315

CA $725 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Center-Moriches-Hotels-East-End-Retreat-Water-Front-Available-For-The-US-Open-Shinnecock-Hills-2026.h32624793.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/24362044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/f2189685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/a1d1bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Work and Play Special! Extended Stay Discount

Shelter Island

10/10

Exceptional

(52)

"Really great property, had a relaxing lovely time!"

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

Nava S.

CA $1,007

CA $1,861 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/29000000/28070000/28067800/28067732/9505cc13.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)

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

### Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor

10/10

Exceptional

(89)

"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"

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

Kilee B.

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

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/w6016h4012x0y0-a337bac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/3adfb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/14b2be2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/a9e385d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton

10/10

Exceptional

(95)

"We loved our stay - it was nice to be a short walk away from the bay and the pool was great. The home was very clean and comfortable."

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

Katie C.

[](https://www.expedia.ca/East-Hampton-Hotels-Mid-Century-Holiday-Retreat-Private-Beach.h34146658.Hotel-Information)

![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)

![Interior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h693x19y0-54cefabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1109h758x16y4-b628a6e9.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/w1134h757x18y5-04d00f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Calverton

8.4/10

Very good

(7)

"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "

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

David D.

CA $698

CA $1,277 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Calverton-Hotels-Spacious-5-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/dc64ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/70e808a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/aa35e14f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/bdf0ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/6a501be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/cebba0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74430000/74426400/74426394/069535cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Vacation home. Close to The Hamptons

Shirley

10/10

Exceptional

(3)

"good time"

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

Roy T.

CA $500

CA $927 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Shirley-Hotels-Modern-Vacation-Home-Close-To-The-Hamptons.h74426394.Hotel-Information)

![TV, fireplace, video library, stereo](https://images.trvl-media.com/lodging/33000000/32070000/32069600/32069598/abf8de95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32070000/32069600/32069598/bcaafdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32070000/32069600/32069598/c336a01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, video library, stereo](https://images.trvl-media.com/lodging/33000000/32070000/32069600/32069598/56c2ac20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Hampton Holiday Family Fantasy for your Team

East Hampton

9.8/10

Exceptional

(74)

"Everything was great!!!"

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

Mauricio E.

[](https://www.expedia.ca/East-Hampton-Hotels-Stunning-Hampton-Holiday-Family-Fantasy-For-Your-Team.h32069598.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=2025-11-11&endDate=2025-11-12&regionId=183681&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Hampton Bays Hotel Reviews

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

### The Bentley Hotel Southampton

10/10 Excellent

"The staff was beyond helpful and nice, the rooms are huge and clean. Would definitely recommend "

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

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

### The Atlantic Hotel

10/10 Excellent

"Perfect "

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

![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"Beautiful Long Island Sound and sunset views."

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Greenview Inn Riverhead](//images.trvl-media.com/lodging/2000000/1380000/1374000/1373980/d1b868c8_y.jpg)

### Greenview Inn Riverhead

10/10 Excellent

"The place is a little bit outdated nature a little bit of uplift but other than that it's still the best deal on Long Island and especially around Riverhead. Well worth the $97 that they are charging, but every other place is $200 and not worth it."

[](https://expedia.ca/Riverhead-Hotels-Greenview-Inn-Riverhead.h1373980.Hotel-Information)

![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"Beautiful view and room. Staff friendly and accommodating. Excellent location. "

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Home2 Suites by Hilton Long Island Brookhaven](//images.trvl-media.com/lodging/37000000/36450000/36448400/36448313/f49ff2dd_y.jpg)

### Home2 Suites by Hilton Long Island Brookhaven

10/10 Excellent

"Nice hotel "

[](https://expedia.ca/Yaphank-Hotels-Home2-Suites-By-Hilton-Long-Island-Brookhaven.h36448313.Hotel-Information)

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

### Sag Harbor Inn

10/10 Excellent

"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "

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

![ Hampton's Vacation Inn](//images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77_y.jpg)

### Hampton's Vacation Inn

10/10 Excellent

" didn't have a kitchen. parking was fine and convenient."

[](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information)

![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg)

### The Sagaponack

10/10 Excellent

"Great place to spend a few days , clean and has everything you need for a comfortable stay ! Located great ! "

[](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

## Find out more about Hampton Bays

**Everything you need to know about** **Hampton Bays** **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 Hampton Bays vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 Hampton Bays vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Hampton Bays vacation rentals: An excellent choice for every season**

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hampton Bays vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hampton Bays vacation rentals we have selected for you start as low as CA $418 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Hampton Bays rentals**

At Expedia, we put the best Hampton Bays 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 Hampton Bays 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 Hampton Bays 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 Hampton Bays. 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

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-   [Vacation Homes in Hampton Bays](https://expedia.ca/Hampton-Bays-Private-Vacation-Homes.d183681-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Hampton Bays](https://expedia.ca/Hampton-Bays-Cottages.d183681-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Hampton Bays](https://expedia.ca/Hampton-Bays-Apartments.d183681-aaApartments.Travel-Guide-Accommodation)
-   [Villas in Hampton Bays](https://expedia.ca/Hampton-Bays-Villas.d183681-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Hampton Bays](https://expedia.ca/Hampton-Bays-Bed-And-Breakfast.d183681-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Condo Rentals in Hampton Bays](https://expedia.ca/Hampton-Bays-Condos.d183681-aaCondos.Travel-Guide-Accommodation)
-   [RV Parks in Hampton Bays](https://expedia.ca/Hampton-Bays-RV-Parks.d183681-aaRVParks.Travel-Guide-Accommodation)
-   [Farmstay in Hampton Bays](https://expedia.ca/Hampton-Bays-Agritourism.d183681-aaAgritourism.Travel-Guide-Accommodation)
-   [Motels in Hampton Bays](https://expedia.ca/Hampton-Bays-Motels.d183681-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Hampton Bays](https://expedia.ca/Hampton-Bays-Apart-Hotels.d183681-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Hampton Bays](https://expedia.ca/Hampton-Bays-Guest-Houses.d183681-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Hampton Bays](https://expedia.ca/Hampton-Bays-Inns.d183681-aaInns.Travel-Guide-Accommodation)
-   [Cabin Rentals in Hampton Bays](https://expedia.ca/Hampton-Bays-Cabins.d183681-aaCabins.Travel-Guide-Accommodation)
-   [Houseboats in Hampton Bays](https://expedia.ca/Hampton-Bays-Houseboats.d183681-aaHouseboats.Travel-Guide-Accommodation)
-   [Chalets in Hampton Bays](https://expedia.ca/Hampton-Bays-Chalets.d183681-aaChalets.Travel-Guide-Accommodation)
-   [Hostels in Hampton Bays](https://expedia.ca/Hampton-Bays-Hostels.d183681-aaHostels.Travel-Guide-Accommodation)
-   [Residences in Hampton Bays](https://expedia.ca/Hampton-Bays-Residences.d183681-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Hampton Bays?

> Yes, we offer vacation rentals close to popular sights in Hampton Bays, or you can choose a secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the beaches in Hampton Bays. Make sure you have time to check out the waterfront and golf courses during your trip.

### What's the top vacation rental that Hampton Bays has to offer?

> [Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14](https://www.expedia.ca/Hampton-Bays-Hotels-Southampton-Estate.h29849423.Hotel-Information) : This highly rated vacation home rental in Hampton Bays is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Hampton Bays is [Private beach on a fenced in property sunset views](https://www.expedia.ca/Hampton-Bays-Hotels-Unique-Location-Fenced-In-Private-Beach.h92502496.Hotel-Information).

### How many vacation rentals are there in Hampton Bays?

> With 289 Expedia vacation rentals, you're sure to find just the right place for your Hampton Bays stay.

### What’s there to see and do in Hampton Bays?

> Meschutt Beach and Tiana Beach are a couple of lovely local spots to get outside and enjoy nature. Ponquogue Beach and The Hamptons Beaches are other places to visit while you're in town.

### What’s a vacation rental in Hampton Bays like?

> Vacation rentals are privately owned properties you can book for several days or longer in Hampton Bays. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family trips.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)