Title: Amagansett Vacation Rentals from CA $229: Short-Term Rentals for 2025 | Expedia.ca

 

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# Amagansett Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=73561&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Amagansett

![Ocean View 2BD Corner King and Queen | Living area](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View 2BD Corner King and Queen | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/5974dc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/27ca1ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windward Shores Ocean Resort

Amagansett

8.8/10

Excellent

(299)

"Loved the balcony view….wrong season for swimming but pool looks inviting"

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

Brenda

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

![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/23d7b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/71564743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/0c05353e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/0ae83eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

Amagansett

10/10

Exceptional

(1)

CA $433

CA $904 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Amagansett-Hotels-Unit-2012-Ocean-Colony-Beach-And-Tennis-Club.h92882923.Hotel-Information)

![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)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.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)

![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

(1256)

"Beautiful grounds, excellent staff"

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

Jess

CA $177

CA $229 total

includes taxes & fees

Nov 3 - Nov 4

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

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4604b12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/de9e44d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/4c252ffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/12000000/11070000/11062900/11062836/026ba813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Oceanside Suites

Downtown Montauk

8.6/10

Excellent

(415)

"We loved it, suite size was great! "

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

Patrick

CA $191

CA $233 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Montauk-Hotels-Born-Free-Suites-By-The-Sea.h11062836.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)

![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/d9295239.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)

### 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 $314

CA $420 total

includes taxes & fees

Nov 2 - Nov 3

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

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/6b2173cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Resort

Montauk

9.0/10

Wonderful

(235)

"Great place to stay for small family "

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

DongHo

CA $185

CA $257 total

includes taxes & fees

Oct 23 - Oct 24

[](https://www.expedia.ca/Montauk-Hotels-Driftwood-Resort.h4207142.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/9eada5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/w906h683x59y0-bf9a7a90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/f66524c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89700000/89698400/89698318/a339ae20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### The SandPiper

Pipes Cove

9.8/10

Exceptional

(27)

"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."

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

steve

[](https://www.expedia.ca/Greenport-Hotels-The-SandPiper.h89698318.Hotel-Information)

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/20bccc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/ca35c4da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/9341740d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26560000/26554100/26554014/2c2582eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Montauk

8.8/10

Excellent

(28)

"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...

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

Allie G.

[](https://www.expedia.ca/Montauk-Hotels-Oceanfront.h26554014.Hotel-Information)

![On the beach, white sand](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1ba7bf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtside Two Bedroom](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/1c56664c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Ocean View](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/f8e91815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207128/5f3d4968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Surf Club

Montauk

8.6/10

Excellent

(280)

"Very close walk to the beach great for little ones "

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

Cara Ann

[](https://www.expedia.ca/Montauk-Hotels-The-Surf-Club.h4207128.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)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/200490ea.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)

 

### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Bridgehampton

9.6/10

Exceptional

(15)

"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 $222

CA $537 total

includes taxes & fees

Oct 27 - Oct 28

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

![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/4c400fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/ad085255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/270-800f5613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522969/bf812e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MONTAUK MANOR-DELUXE STUDIO APARTMENT

MONTAUK

9.8/10

Exceptional

(75)

"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "

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

Katie M.

[](https://www.expedia.ca/Montauk-Hotels-MONTAUK-MANOR-DELUXE-STUDIO-APARTMENT.h32522969.Hotel-Information)

![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)

![One Bedroom Condo King with Steam Shower | Living area](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/a9bb02b2.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](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/80b0c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Residences

Downtown Montauk

CA $742

CA $1,008 total

includes taxes & fees

Oct 21 - Oct 22

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

![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)

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101880000/101877700/101877657/67d18d47.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)

"Wonderful outdoor space and great pool. Host was responsive and property was close to all things needed and wanted! Great rental for families."

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

Patricia Fox M.

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/1e7208b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/13c2a30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/19cc39dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33500000/33492900/33492827/3c58e4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk

9.8/10

Exceptional

(107)

"Very walkable charming stay in beautiful area that supports larger group. Carter is very responsive and friendly. "

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

Kendall M.

[](https://www.expedia.ca/Montauk-Hotels-Private-Montauk-Setting-Walk-To-Beach-Town-Large-Pool-Jacuzzi-Kid-Friendly.h33492827.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)

![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/930e309c.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)

![Interior](https://images.trvl-media.com/lodging/55000000/54250000/54242900/54242867/de3f6f4f.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)

![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)

![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)

![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)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34150000/34146700/34146658/86cffcb4.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)

![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 $1,122

CA $2,013 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)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34140000/34139800/34139776/1884d6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34140000/34139800/34139776/a8e192ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34140000/34139800/34139776/c37c7cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/35000000/34140000/34139800/34139776/509717de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Montauk Condo with Ocean Views!

Montauk

9.8/10

Exceptional

(84)

"We had a great time relaxing and taking quiet walks on the beach. The beach access was very close and very quiet. "

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

Shawn B.

[](https://www.expedia.ca/Montauk-Hotels-Charming-Montauk-Condo-With-Ocean-Views.h34139776.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/w1105h683x1y0-3dc20a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/5746bc8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/w1031h683x0y0-ed69307a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/69000000/68460000/68451100/68451072/w1041h683x0y0-17b0146f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk

9.4/10

Exceptional

(40)

"Everything was great, thanks so much."

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

Guy B.

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor-1-BR-Loft-With-Full-Amenities.h68451072.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)

![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/29000000/28070000/28067800/28067732/9cb2cc76.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)

 

### 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)

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=2025-11-03&endDate=2025-11-04&regionId=73561&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Amagansett Hotel Reviews

![Offshore Montauk](//images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154_y.jpg)

### Offshore Montauk

10/10 Excellent

"Beautifully renovated , super clean property. High quality sheets, towels, very comfortable bed. We enjoyed easy access to the beach and short distance to many dining options. Had wonderful stay and can't wait to come back."

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

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

### The Bentley Hotel Southampton

10/10 Excellent

"It was very spacious!"

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

![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"Great location, great service, very clean."

[](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

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

### The Atlantic Hotel

10/10 Excellent

"Great stay overall. Only suggestion would be to put a light on the side of the building. "

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

![Windward Shores Ocean Resort](//images.trvl-media.com/lodging/5000000/4210000/4207200/4207136/23c43d21_y.jpg)

### Windward Shores Ocean Resort

10/10 Excellent

"Loved the balcony view….wrong season for swimming but pool looks inviting"

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

![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg)

### Marram

10/10 Excellent

"We came during terrible weather and couldn’t enjoy the amenities but the view and overall property is beautiful. Johnny at the front desk was very friendly and helpful. "

[](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information)

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

### Montauk Blue Hotel

10/10 Excellent

"Didn’t get to stay the night had a family emergency had to leave an hour after I checked in. Hope to get credited for another stay in the future. Staff was very nice. "

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

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

### Sea Crest Resort

10/10 Excellent

"Perfect "

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

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

### The Sagaponack

10/10 Excellent

"N/A. Bathroom door didn’t close properly. Many upcharges for resort fee, extra person fee, etc."

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

## Find out more about Amagansett

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

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

Whenever you want to travel, a warm welcome awaits you in Amagansett. 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 Amagansett 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 Amagansett vacation rentals we have selected for you start as low as CA $229 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Amagansett 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 Amagansett 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 Amagansett 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 Amagansett. 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 Amagansett](https://expedia.ca/Amagansett-Private-Vacation-Homes.d73561-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Amagansett](https://expedia.ca/Amagansett-Apartments.d73561-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Amagansett](https://expedia.ca/Amagansett-Cottages.d73561-aaCottages.Travel-Guide-Accommodation)
-   [Condo Rentals in Amagansett](https://expedia.ca/Amagansett-Condos.d73561-aaCondos.Travel-Guide-Accommodation)
-   [Villas in Amagansett](https://expedia.ca/Amagansett-Villas.d73561-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Amagansett](https://expedia.ca/Amagansett-Bed-And-Breakfast.d73561-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Amagansett](https://expedia.ca/Amagansett-Motels.d73561-aaMotels.Travel-Guide-Accommodation)
-   [RV Parks in Amagansett](https://expedia.ca/Amagansett-RV-Parks.d73561-aaRVParks.Travel-Guide-Accommodation)
-   [Farmstay in Amagansett](https://expedia.ca/Amagansett-Agritourism.d73561-aaAgritourism.Travel-Guide-Accommodation)
-   [Resorts in Amagansett](https://expedia.ca/Amagansett-Resort-Hotels.d73561-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Amagansett](https://expedia.ca/Amagansett-Apart-Hotels.d73561-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Amagansett](https://expedia.ca/Amagansett-Guest-Houses.d73561-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Amagansett](https://expedia.ca/Amagansett-Inns.d73561-aaInns.Travel-Guide-Accommodation)
-   [Cabin Rentals in Amagansett](https://expedia.ca/Amagansett-Cabins.d73561-aaCabins.Travel-Guide-Accommodation)
-   [Houseboats in Amagansett](https://expedia.ca/Amagansett-Houseboats.d73561-aaHouseboats.Travel-Guide-Accommodation)
-   [Chalets in Amagansett](https://expedia.ca/Amagansett-Chalets.d73561-aaChalets.Travel-Guide-Accommodation)
-   [Condo Resorts in Amagansett](https://expedia.ca/Amagansett-Condominium-Resort.d73561-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Hostels in Amagansett](https://expedia.ca/Amagansett-Hostels.d73561-aaHostels.Travel-Guide-Accommodation)
-   [Residences in Amagansett](https://expedia.ca/Amagansett-Residences.d73561-aaResidences.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Amagansett?

> Yes, we offer vacation rentals near well known sights in Amagansett, or you can select a more remote option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Amagansett. Make sure you have time to check out the seafood restaurants and coffeehouses during your trip.

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

> [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) : You might want to consider this vacation home rental near Amagansett, 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 are there in Amagansett?

> With 127 Expedia vacation rentals, you're sure to find just the right place for your Amagansett stay.

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

> Amagansett Beach and Amagansett Square are a couple of scenic spots to enjoy the outdoors, whereas Amelia Cottage Museum is one of the cultural attractions. While here, Hither Hills State Park and Indian Wells Beach are other places worth a visit.

### What are vacation rentals like in Amagansett?

> Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Amagansett. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.

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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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)