Title: Sagaponack Vacation Rentals from CA $250: Short-Term Rentals for 2025 | Expedia.ca

 

[Hotels in Sagaponack](https://expedia.ca/Sagaponack-Hotels.d3000449529.Travel-Guide-Hotels)[Sagaponack Car Rentals](https://expedia.ca/Car-Rentals-In-Sagaponack.d3000449529.Car-Rental-Guide)[Sagaponack Vacation Packages](https://expedia.ca/Sagaponack.d3000449529.Destination-Travel-Guides)

![Wolffer Estates Vineyard](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/252000/252525-Long-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Sagaponack Vacation Rentals

## Check prices for these dates

Tonight

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=3000449529&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=3000449529&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000449529&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000449529&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Sagaponack

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/37cdbc57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

Montauk

9.2/10

Wonderful

(1260)

"Idillic property, very relaxing, with a wonderful view. We stayed only one night so we did not try the restaurant or the pool but we enjoyed the stay. "

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

Lydia

CA $195

CA $250 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/724b2312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/876a0e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/fb570214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 1 Bedroom, Patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214797/e582d722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### North Fork Cottages & RV Resort

Greenport

10/10

Exceptional

(1)

"Great stay! Very clean and new. Comfy beds, great location "

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

Lisa

CA $274

CA $313 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Greenport-Hotels-North-Fork-Cottages-RV-Resort.h121214797.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/10f54062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/f28083b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/40dd49e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114540000/114533200/114533130/b72c2ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hidden gem! Southampton beach cottage

Hampton Bays

10/10

Exceptional

(1)

CA $77

CA $632 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hampton-Bays-Hotels-Water-Views-Cottage-Footsteps-To-Meschutt-Beach.h114533130.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/b3f1fe2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/cee0fa4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/441cf856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/98c458f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Water Mill

10/10

Exceptional

(6)

"Our family / extended family was in town for over a week for the Hampton Classic horse show. We all enjoyed or stay at this wonderful home: beautiful newly renovated open space, outstanding kitchens (indoors and outdoors), numerous areas to have separate down time, excellent in suite bedroom / bathrooms including three bedrooms suites with king beds, fabulous backyard with a private pool, and exceptionally clean with all amenities needed. The owners were also incredible; extremely responsive,...

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

Kristin C.

CA $3,792

CA $7,697 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/f20bc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/00b024ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8ea39820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private beach on a fenced in property sunset views

Hampton Bays

10/10

Exceptional

(12)

"Beautiful sunrise, sunsets and scenery. Beautiful property"

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

Elaine P.

CA $279

CA $1,877 total

includes taxes & fees

Nov 10 - Nov 11

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

"What a great place for a family gathering! The backyard is to die for and the host was very helpful throughout the stay. We’ll be back!!"

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

Lisa w.

CA $139

CA $1,786 total

includes taxes & fees

Nov 16 - Nov 17

[](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/34000000/33910000/33907500/33907423/975c5279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/8d07ccc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/0b5b7028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33907500/33907423/da16f5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orient Village — Historic Bayfront Cottage — 2025 Season

Orient

10/10

Exceptional

(23)

"Step away from your busy schedule, step back in time, and step down to the beach. Bayside Cottage is an idyllic, charming, and rare place -- one increasingly harder to find as grandiose properties populate many parts of the Island. Thankfully the North Fork has retained much of its character since we began visiting some 20 years ago, and Orient is beautifully preserved with a lot of tender loving care, especially towards nature. It was turtle season in June! At Bayside, circa 1887, one doesn't...

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

Jennifer G.

CA $421

CA $979 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Orient-Hotels-Orient-Village-Historic-Bayfront-Cottage-2025-Season.h33907423.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/65eee158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/c937e03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/1eb9ef8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/113000000/112580000/112577500/112577488/51cab21c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Greenport

10/10

Exceptional

(1)

"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.

CA $351

CA $780 total

includes taxes & fees

Nov 12 - Nov 13

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

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/a53b6f84.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)

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

### Cozy quiet gem, private & fenced in backyard

East Hampton

9.4/10

Exceptional

(3)

"Just hubby & I. Great fireplace and deck with very clean bubbly hot tub. Comfy king-sized bed. Kitchen was clean & functional with basics. Backyard appeared larger in pictures. Rental could use extra couch in living room to comfortably fit eight ppl. The living room couch is just for sitting, appears larger in pictures. Couch is"

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

STEPHANIE C.

CA $105

CA $1,237 total

includes taxes & fees

Nov 10 - Nov 11

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

![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/47953b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/2bbd6367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/1817dca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/86f9d817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Touch of Ocean Studio, 1 BTH & Balcony Apt!

Amagansett

10/10

Exceptional

(5)

"Being literally on the beach with resident access to chairs towels umbrellas and snacks is really awesome."

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

Joshua O.

CA $595

CA $1,134 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Amagansett-Hotels-A-Touch-Of-Ocean-Studio.h92882856.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)

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/e69dbcaa.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)

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

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

Greenport

9.0/10

Wonderful

(4)

"We thoroughly enjoyed our stay!"

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

Parent From The Heart, Inc. E.

CA $251

CA $393 total

includes taxes & fees

Nov 10 - Nov 11

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

![Front of property](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/5689ac07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/574b952f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/253d38d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109670000/109662700/109662697/934c8d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canoe Place Waterfront Residences

Hampton Bays

10/10

Exceptional

(1)

CA $2,802

CA $3,393 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Hampton-Bays-Hotels-Canoe-Place-Waterfront-Residences.h109662697.Hotel-Information)

![One Bedroom Condo King with Ocean view | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fd0f941b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Ocean view | Beach/ocean view](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/173765ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/8db6a5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/fa3ad3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Residences

Downtown Montauk

CA $673

CA $929 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/b8434d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/02a1d23b.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85380000/85374000/85373907/e51e1447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Immaculate Waterfront 2 bedroom!

Hampton Bays

10/10

Exceptional

(5)

"Highly recommend. Very close to the beach. Cute updated little home. We loved it!"

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

Gail R.

CA $456

CA $903 total

includes taxes & fees

Nov 10 - Nov 11

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

![Smart TV, table tennis](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/fee54793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/b9562374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/47826523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/9fcdf7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Southampton

9.0/10

Wonderful

(4)

"The location is great, the home is spacious, and the host is very responsive. However, the house itself could really use some sprucing up. I’d recommend replacing all the bed linens and fixing the broken lamps. "

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

Juliana H.

CA $492

CA $820 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Southampton-Hotels-Light.h106239333.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/55e69dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/df4a82cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/bce95391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton

10/10

Exceptional

(15)

"The house was great! Super spacious and clean and looks even better than the pictures. Lots of amenities like a washer and dryer, umbrellas for the pool, dishes and some stocked items in the fridge. I connected with Anne and she was incredible and super flexible, as well as responsive to all of our questions and requests. The area is also super pretty and peaceful."

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

Tina

CA $2,039

CA $2,961 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/w509h683x258y0-4df3a872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/w917h683x48y0-57e46773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/15dd4e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119970000/119966900/119966853/60e9a277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East End Escape

Flanders

CA $591

CA $749 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Riverhead-Hotels-East-End-Escape.h119966853.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/10ef3e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/a12114d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/5f36ce70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, printers](https://images.trvl-media.com/lodging/114000000/113100000/113098300/113098265/30fcbecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully farmhouse

Southold

10/10

Exceptional

(3)

"good experience"

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

Anonymous traveller

CA $843

CA $1,649 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Southold-Hotels-Magic-Place.h113098265.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)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/fbc2cb0d.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)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/827d7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton cozy cottage by the beach

Hampton Bays

8.8/10

Excellent

(3)

"Great stay. Would stay again. "

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

Weston B.

CA $77

CA $632 total

includes taxes & fees

Nov 16 - Nov 17

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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/47cbdcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/105000000/104830000/104820900/104820817/e7a48081.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/105000000/104830000/104820900/104820817/0defc87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Southampton

10/10

Exceptional

(3)

"perfect for families"

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

Okito H.

CA $632

CA $1,558 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Southampton-Hotels-Renovated-Hamptons-4-Bedroom.h104820817.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=2025-11-23&endDate=2025-11-24&regionId=3000449529&adults=2&sort=RECOMMENDED&openPlayBack=true)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSagaponack-Vacation-Rentals.d3000449529.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSagaponack-Vacation-Rentals.d3000449529.Travel-Guide-VacationRentals)

## Top Sagaponack 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

"From the front desk receptionist to checking out, everything was perfect. "

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

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

### Sag Harbor Inn

10/10 Excellent

"Walk into town, right on the water, clean room, watch the sunset and sunrise, beautiful breakfast offerings- what more can you ask for!!"

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

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

### The Sagaponack

10/10 Excellent

"Great place, wonderful attention to details. Friendly and helpful staff. Comfortable bed. Will be back!"

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

![Gurney's Montauk Resort & Seawater Spa](//images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Well worth upgrading room. Amenities were amazing "

[](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

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

### Sound View Greenport

10/10 Excellent

"Staff was amazing , room clean view phenomenal "

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

![Kenny's Tipperary Inn](//images.trvl-media.com/lodging/9000000/8480000/8475000/8474914/4e86636a_y.jpg)

### Kenny's Tipperary Inn

10/10 Excellent

"Room was super clean and cozy with all the amenities I needed for a short stay that me and my family needed. And the location was perfect. "

[](https://expedia.ca/Montauk-Hotels-Kennys-Tipperary-Inn.h8474914.Hotel-Information)

![Sea Crest Resort](//images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg)

### Sea Crest Resort

10/10 Excellent

"Check in was easy and seamless. The property and rooms are really charming, comfortable and the view is gorgeous! I can’t wait to come back here!"

[](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information)

![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg)

### Montauk Blue Hotel

10/10 Excellent

"Staff was nice beautiful news"

[](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information)

![Beachcomber Resort at Montauk](//images.trvl-media.com/lodging/3000000/2220000/2212000/2211971/d4cb08d2_y.jpg)

### Beachcomber Resort at Montauk

10/10 Excellent

"Beautiful views and so close to town. Walk right down the driveway to the ocean! "

[](https://expedia.ca/Montauk-Hotels-Beachcomber-At-Montauk.h2211971.Hotel-Information)

## Find out more about Sagaponack

**Everything you need to know about** **Sagaponack** **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 Sagaponack 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 Sagaponack vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in Sagaponack. 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 Sagaponack 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 Sagaponack vacation rentals we have selected for you start as low as CA $250 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Sagaponack 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 Sagaponack 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 Sagaponack 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 Sagaponack. 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 Sagaponack](https://expedia.ca/Sagaponack-Private-Vacation-Homes.d3000449529-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Sagaponack](https://expedia.ca/Sagaponack-Apartments.d3000449529-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Sagaponack](https://expedia.ca/Sagaponack-Cottages.d3000449529-aaCottages.Travel-Guide-Accommodation)
-   [Condo Rentals in Sagaponack](https://expedia.ca/Sagaponack-Condos.d3000449529-aaCondos.Travel-Guide-Accommodation)
-   [Villas in Sagaponack](https://expedia.ca/Sagaponack-Villas.d3000449529-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Sagaponack](https://expedia.ca/Sagaponack-Bed-And-Breakfast.d3000449529-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Sagaponack](https://expedia.ca/Sagaponack-Motels.d3000449529-aaMotels.Travel-Guide-Accommodation)
-   [RV Parks in Sagaponack](https://expedia.ca/Sagaponack-RV-Parks.d3000449529-aaRVParks.Travel-Guide-Accommodation)
-   [Farmstay in Sagaponack](https://expedia.ca/Sagaponack-Agritourism.d3000449529-aaAgritourism.Travel-Guide-Accommodation)
-   [Aparthotels in Sagaponack](https://expedia.ca/Sagaponack-Apart-Hotels.d3000449529-aaApartHotels.Travel-Guide-Accommodation)
-   [Resorts in Sagaponack](https://expedia.ca/Sagaponack-Resort-Hotels.d3000449529-aaResortHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Sagaponack](https://expedia.ca/Sagaponack-Guest-Houses.d3000449529-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Sagaponack](https://expedia.ca/Sagaponack-Inns.d3000449529-aaInns.Travel-Guide-Accommodation)
-   [Cabin Rentals in Sagaponack](https://expedia.ca/Sagaponack-Cabins.d3000449529-aaCabins.Travel-Guide-Accommodation)
-   [Houseboats in Sagaponack](https://expedia.ca/Sagaponack-Houseboats.d3000449529-aaHouseboats.Travel-Guide-Accommodation)
-   [Chalets in Sagaponack](https://expedia.ca/Sagaponack-Chalets.d3000449529-aaChalets.Travel-Guide-Accommodation)
-   [Condo Resorts in Sagaponack](https://expedia.ca/Sagaponack-Condominium-Resort.d3000449529-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Hostels in Sagaponack](https://expedia.ca/Sagaponack-Hostels.d3000449529-aaHostels.Travel-Guide-Accommodation)
-   [Residences in Sagaponack](https://expedia.ca/Sagaponack-Residences.d3000449529-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Sagaponack?

> Yes, we have vacation rentals in Sagaponack close to Madoo Conservancy, or you can select a secluded option if you're looking for extra privacy while you relax. Sagaponack is known for its wineries and gardens. Make sure you have time to check out the beaches and shopping during your trip.

### What are some of the best vacation home rentals that Sagaponack has to offer?

> [Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available](https://www.expedia.ca/Sagaponack-Hotels-Summer-2025-Now-Available-Wolffer-Vineyard-Close.h28067732.Hotel-Information) : Visitors give good reviews to this Sagaponack vacation home rental, which 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 7 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.

### How many vacation rentals will I find in Sagaponack?

> With 35 Expedia vacation rentals, you're sure to find just the right place for your Sagaponack stay.

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

> The Hamptons Beaches and Ocean Road Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Wolffer Estates Vineyard and Madoo Conservancy are other places worth a visit.

### What are vacation rentals like in Sagaponack?

> Vacation rentals are privately owned properties you can book for a long or short time in Sagaponack. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies 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 an attractive option for small groups.

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