South Dennis Rentals

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447 Houses

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Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

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Price per night from

$245

Life's A Beach

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$584

Waterfront, Incredible Views and Private Dock!

South Dennis house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$290

Cape Cod - Dennis Beach House - Walk to the Beach

South Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$155

Newly Updated Home Stone Patio & Fire Pit!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$120

Private Pool, Large Deck, and Game Room!

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$285

Short Walk to Swan Pond, Hot Tub!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$167

Luxury Waterfront Home w/ Heated Pool and Hot Tub

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$825

Great rentals within 20 miles that match your search

OSTERVILLE VILLAGE NEWLY RENOVATED ON 6 ACRES CLOSE TO BEACHES

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,033

Pet friendly-Harwich MA-Charming 2 bedroom house.

Harwich house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$448

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$164

Beautiful Cape Cod Vacation Rental

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$442

St Aubins By the Bay

North Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$66

Oceanside Cottage - Walk to Beach & Bike Trail

Wellfleet house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$517

Large Beautiful Airy Clean Chalet

Wellfleet house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$1,033

15 Courtland Drive

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$221

Cozy Capes House close to Beaches and Shopping Mall

West Barnstable house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$287

33 Windsor Rd

Forestdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$200

75 Flume Ave

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$314

10 Old County Way - New Listing!

East Sandwich house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$186

44 Tupper Ave

Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$172

11 Abigails Way

Forestdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$343

86 Spring Hill

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$286

71 Wing Blvd

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$329

611 Route 6A - New Listing!

East Sandwich house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$250

1 Timber Way

Marstons Mills house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$164

5 Cardinal Rd

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$240

31 Crestview-Whitehaven

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$240

69 Knott Ave - New Listing!

Sandwich house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$420

Close to Bayside Beaches w/ Pool Table, Fire Pit

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$155

Sunroom Central A/C Large Fenced Yard!

West Yarmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$131

Walk to Joshua Pond Beach & Downtown!

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$224

Stunning Home with In-Ground Pool!

Orleans house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$356

Spacious, Private Yard w Hot Tub!

Harwich Center house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$290

Exclusive Neighborhood 1/2 mi from Jackknife Beach

Chatham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$240

Private Downtown Wellfleet Location!

Wellfleet house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$221

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

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Garden

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Price per night from

$365

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Garden

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Price per night from

$84

Viewing 38 of 447
rentals in South Dennis

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