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Jul 25 - Jul 27
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Featured Cottages in Shirley

Hamptons Vacation Rental w/ Seasonal Pool!
Relax on the deck with a chair and table, surrounded by lush greenery.

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Waterfront Home w/ Large Deck & Dock on Narrow Bay
Front of property

Waterfront Home w/ Large Deck & Dock on Narrow Bay

3.0 star property
Waterfront Home w/ Large Deck & Dock on Narrow Bay
Amazing Rocky Point Retreat Overlooking the Sound!
Front of property

Amazing Rocky Point Retreat Overlooking the Sound!

3.0 star property
Amazing Rocky Point Retreat Overlooking the Sound!
Bayfront Home in Patchogue w/ Deck & Fishing Dock
Front of property

Bayfront Home in Patchogue w/ Deck & Fishing Dock

3.0 star property
Bayfront Home in Patchogue w/ Deck & Fishing Dock
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Interior

Classy Getaway w/ Deck & Yard < 1 Mi to Beach

3.0 star property
Classy Getaway w/ Deck & Yard < 1 Mi to Beach
Charming Rocky Point Home ~ 1 Mi to Beach!
Front of property

Charming Rocky Point Home ~ 1 Mi to Beach!

3.0 star property
Charming Rocky Point Home ~ 1 Mi to Beach!
Charming Hampton Bays Home 5 Mi to Coopers Beach
Relax in a serene hot tub surrounded by lush greenery and a shaded pergola.

Charming Hampton Bays Home 5 Mi to Coopers Beach

3.0 star property
Charming Hampton Bays Home 5 Mi to Coopers Beach
Hamptons Bay Home on Shinnecock Bay w/ Yard!
Enjoy meals in the kitchen with stainless steel appliances and a dining table for six.

Hamptons Bay Home on Shinnecock Bay w/ Yard!

3.0 star property
Hamptons Bay Home on Shinnecock Bay w/ Yard!
Waterfront Home w/ Large Deck + Private Pool!
Relax on the deck with a pool table and seating, taking in the unobstructed view of the water.

Waterfront Home w/ Large Deck + Private Pool!

3.0 star property
Waterfront Home w/ Large Deck + Private Pool!
Hampton Bays Retreat: Walk to Squires Beach!
Enjoy meals at the dining table with four chairs, surrounded by modern kitchen amenities and a comfortable living area.

Hampton Bays Retreat: Walk to Squires Beach!

3.0 star property
6.0 out of 10, (1)
"Getting in and out of the property was very difficult. All the codes for the front door did not work and we were on the phone for an hour trying to get in. We had to go through the rental company as the owner didn’t answer any of our calls or texts. Also, locking the front door was very problematic. None of the shampoo, conditioner, or soap dispensers worked. The sheets were so itchy and horrible that we had to switch from the queen bed to the twin beds. Overall, the beds didn’t feel very clean...
Hampton Bays Retreat: Walk to Squires Beach!
'dreams of Paradise' Luxury Home w/ Pool!
Enjoy cooking in this well-equipped kitchen with a large island, oven, and dishwasher.

'dreams of Paradise' Luxury Home w/ Pool!

3.0 star property
'dreams of Paradise' Luxury Home w/ Pool!
Spacious Rocky Point Retreat w/ Al Fresco Dining!
Front of property

Spacious Rocky Point Retreat w/ Al Fresco Dining!

3.0 star property
Spacious Rocky Point Retreat w/ Al Fresco Dining!
Luxurious Eastport Retreat w/ Private Pool!
Relax in this inviting living room with a large coffee table, two comfortable sofas, and a lush green plant.

Luxurious Eastport Retreat w/ Private Pool!

3.0 star property
Luxurious Eastport Retreat w/ Private Pool!
Tranquil & Pet-friendly Estate on Long Island!
Relax and socialize in this serene outdoor space, featuring a round table and four comfortable chairs.

Tranquil & Pet-friendly Estate on Long Island!

3.0 star property
Tranquil & Pet-friendly Estate on Long Island!
Pet-friendly Home w/ Hot Tub Near the Hamptons!
Front of property

Pet-friendly Home w/ Hot Tub Near the Hamptons!

3.0 star property
Pet-friendly Home w/ Hot Tub Near the Hamptons!
Luxe Waterfront East Quogue Home w/ Beach On-site!
Front of property

Luxe Waterfront East Quogue Home w/ Beach On-site!

3.0 star property
Luxe Waterfront East Quogue Home w/ Beach On-site!
Alluring Hampton Bays Hideaway < 2 Mi to Beach!
Interior

Alluring Hampton Bays Hideaway < 2 Mi to Beach!

3.0 star property
Alluring Hampton Bays Hideaway < 2 Mi to Beach!
Westhampton Beach Home w/ Deck + Ocean Views!
Front of property

Westhampton Beach Home w/ Deck + Ocean Views!

3.0 star property
Westhampton Beach Home w/ Deck + Ocean Views!
Stunning Westhampton Beach Home w/ Private Pool
Interior

Stunning Westhampton Beach Home w/ Private Pool

3.0 star property
Stunning Westhampton Beach Home w/ Private Pool
Distinctive Hamptons Home w/ Pool Near Bay, Ocean
Interior

Distinctive Hamptons Home w/ Pool Near Bay, Ocean

3.0 star property
Distinctive Hamptons Home w/ Pool Near Bay, Ocean
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.
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Frequently asked questions

Why book your cottage in Shirley with Expedia?
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