Vacation Rentals & Houses in Hamptons

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Private Waterfront Retreat with Pool, Hot Tub and Game Room

Tracys Landing house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated)

All filters match

Price per night from

$727

Private pier and pool at this waterfront Chestertown home

Chestertown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated)

All filters match

Price per night from

$413

Waterfront pier, putting green just minutes from downtown Annapolis

Riva house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated)

All filters match

Price per night from

$725

These homes match some but not all of your filters. Clear all filters

Gorgeous, Modern Apartment with Private Entrance, Monthly or Longer Only

Rehoboth Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 54 minutes

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$232

1008 Wesley Avenue Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$114

1008 Wesley Ave #**********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$129

715 Plymouth Place Unit **********

Ocean City apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$114

1008 Wesley Ave #*********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$25

Broadway Beach Unit 3 141333

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$343

Broadway Beach Unit 3 141333

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$343

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“A Real Gem!!!” This cottage is the perfect place for two people. It is truly as beautiful as the pictures! The pool and grounds are exceptional and the view is breathtaking. The place is extremely well maintained and the owner is very kind and helpful. We had a fabulous weekend here and would gladly return!

2 of 3 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated)

2 of 3 filters match

Price per night from

$275

Contemporary Gem with Private Pool!

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$404

1421 Ocean Ave Unit 1 112557

Ocean City apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$550

921 Park Place Gardens Plaza Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$236

1110 Wesley Avenue, Unit #**********

Ocean City studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$23

1008 Wesley Ave Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$25

928 Wesley Ave Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$100

1110 Wesley Avenue, Unit #**********

Ocean City studio

  • Studio
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$23

875 Plymouth Place Oceanside Unit 20 138027

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$125

1008 Wesley Ave Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$25

875 Plymouth Place 2nd 23576

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$86

1401 Ocean Ave. Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$121

875 Plymouth Place Unit 2 119194

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$156

1008 Wesley Unit 306/**********

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$186

1401 Ocean Ave Unit **********

Ocean City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$64

Gardens Plaza Unit **********

Ocean City house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$114

Pool and Bay Views on wrap around deck in Kent Island

Stevensville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$321

Luxury Waterfront home with private pier and guest house

Annapolis house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$907

Private Berkshire County Retreat

Sheffield house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$686

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$84

1401 Ocean Avenue Unit **********

Ocean City condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$107

The Waterfront Townhouse in Marina District! 155450

Cape May townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$500

CONDO WITH POOL - A7 4034

Cape May apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$257

211 Beach Ave. Unit 4 138907

Cape May condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$243

New Modern House with pool! 154793

Cape May house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,143

455 Nauset Road 106854

Eastham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,129

Broadway Beach Getaway Unit 2 145144

Cape May condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$257

CONDO WITH POOL 5734

Cape May apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent Rental” This is the 3rd year we stayed in Cape May and the 2nd we stayed at Columbia gardens. We love it there. The pool is excellent and never crowded and the outdoor shower is great for washing off after returning from the beach. This specific unit is beautifully updated and clean. My only complaint would be that the view from the balcony is of the parking lot. Last year we had a view of the pool and it was a much nicer view. Its only a few blocks to the beach and each unit is given 2 parking spots with lots of street parking right near by. I would highly recommend this rental.

2 of 3 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$386

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