Vacation Rentals & Apartments in Dennis Port

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31 apartments

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Beautiful five bedroom home with private swimming pool

Dennis Port house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Excellent accommodations” The rental agent as well as the owner are easily accessible and ensure the house is ready upon arrival. The owner is gracious and gives a thorough explanation of how to use the pool, jacuzzi and fire pit. Walks to the beach are quite easy from this home.

Match: Private outdoor pool (unheated)

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Price per night from

$572

Great rentals within 20 miles that match your search

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

Match: Private outdoor pool (unheated)

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Price per night from

$457

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$222

86 Spring Hill

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$286

Beautiful Spacious Family Retreat w/ Pool!

Eastham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$327

Spacious Home with Private In-Ground Pool!

Brewster house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$407

Gorgeous Outdoor areas with Heated Pool & Hot Tub!

Wellfleet house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$995

Wow! Private Pool, Game Room, and Fire Pit!

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$365

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$84

Private pool 3 mins to Skaket Beach!

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$481

Luxury Waterfront Home w/ Heated Pool and Hot Tub

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Private outdoor pool (unheated)

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Price per night from

$825

In-Ground Plunge Pool Dog Friendly!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$411

Heated Saltwater Pool Hot Tub!

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$482

Contemporary Gem with Private Pool!

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$402

Private Pool and Close to Marconi Beach!

Wellfleet house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$461

Stunning Home with In-Ground Pool!

Orleans house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$356

Cottage w/ Private Association Pool!

Eastham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$122

Private Pool, Large Deck, and Game Room!

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$285

Water Views Private Pool Access to Cove!

West Dennis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$398

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Private outdoor pool (unheated)

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Price per night from

$103

7 bedroom home sleeping 14! Located on the Bayside with private pool!

Dennis house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,000

Summer vacation paradise, with private heated pool, sleeping 8

West Dennis house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$500

Heated Pool AC 1/2 Mile to Beach!

Harwich house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 20

Match: Private outdoor pool (unheated)

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Price per night from

$600

Sleeps 14 Home w/ Pool Great for Families!

West Harwich house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$417

Orleans Resort Style Living

Orleans house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 39 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$945

Luxurious Estate, Private Heated pool!

West Harwich house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$959

Harwich Retreat, Private Pool, Beach nearby, Family Home

North Chatham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$177

4BR Ocean Timberland - Osterville w/ private pool

Marstons Mills house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$195

Barnstable Luxury Family Retreat

Barnstable house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,448

455 Nauset Road 106854

Eastham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated)

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Price per night from

$1,129

"Up There" 39452

East Orleans apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Location on the Cape!” The two separate apartments was perfect for us. Our two young adult sons could stay up late without disturbing us and when we got up we didn't have to worry about waking them up accidently (eventually, just on purpose:o). The view of the ocean from the decks was just beautiful with the nice beach just a short walk across the dunes. Plenty of nice restaurants in Orleans and East Orleans. We couldn't have scripted it any better.

Match: Private outdoor pool (unheated)

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Price per night from

$1,429

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