South Dennis Rentals

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871 Houses

Bayside five bedroom sleeping 10 with central air

South Dennis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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$428

Three bedroom home sleeping 8 on the water's edge of Swan River

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$285

Three bedroom home with central air conditioning

South Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful house” The house was as advertised. Beautiful and clean. Kitchen was updated as was bathrooms. Central air and wi-fi were a huge plus. Nice size deck and large 4 burner gas grill in the yard. Property was central to everything. Close to 134 and 28 but just off the main roads on a dead end which made it nice and quiet. Very close to Patriot Square shopping center which was very convenient. Just a few minutes by car to West Dennis beach. Only drawback would be that there are not 2 full baths (house has 1.5 baths). However, I would definitely stay here again.

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$93

3 bedroom home with ac

South Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Very good experience” This was a last minute rental but very adequate. The house was clean and had everything we needed for the week. Loved the outdoor shower! The only thing missing was WiFi.

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$142

Three bedroom home sleeping 8 overlooking Swan Pond

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$250

Private Dock! 3 bedroom, 2 bath home-directly on Swan River

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$386

Charming 3 bedroom sleeping 7 with central air!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$285

Grand Cove Retreat

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$142

Spectacular three bedroom home with central air

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$158

Cardinal's Landing

South Dennis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$329

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

Waterfront, Incredible Views and Private Dock!

South Dennis house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

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$291

Lovely three bedroom home located in desirable Bayside neighborhood!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$142

Spectacular newly renovated 3 bedroom- Bayside neighborhood close to beaches

South Dennis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$215

Pristine condition! Three bedroom sleeping 8 with contemporary beach decor!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$179

Newly Updated Home Stone Patio & Fire Pit!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$120

Private Pool, Large Deck, and Game Room!

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$286

Short Walk to Swan Pond, Hot Tub!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$168

Great rentals within 20 miles that match your search

Popponesset Beach-Mashpee, MA. 4 minute walk to pristine beach.

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$373

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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$494

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.

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Price per night from

$457

2 BR Cape Cod Vacation Rental

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$1,640

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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$738

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$603

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$345

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$845

Hardings Beach Chatham Cape Cod

Chatham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$279

28-2 Greyneck Road Harwich MA

West Harwich condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$517

Nice clean house 1/4 mile walk to Sesuit Harbor!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$517

Quintessential Cape Cod

West Yarmouth house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$746

Great Place for a Cape Cod Vacation

Barnstable cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$1,148

114 Long Pond Rd

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$211

Topside BoatHouse on Pleasant Bay

South Orleans boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$493

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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$1,229

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$396

41 Cranberry Trail

East Sandwich house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“most relaxing getaway ever.” My friends and I needed a break from the city this spring and this house served us incredibly well. It's spacious and, even with a house full of people, offers an incredible amount of privacy. The large kitchen is perfect for cooking group meals, and a back deck and side-yard tennis court make for ample opportunities to soak up the nature. Set on a private drive, the house is just a 5-minute walk to the beach, past beautiful cranberry bogs. Even though we were there in the early spring rather than prime beach-going weather, our time spent outdoors was time well spent--quiet, calm, and relaxing. We can't wait to go back.

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Price per night from

$230

18 Great Hill Rd.

Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$172

Quarterboard 4

East Sandwich cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$121

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rentals in South Dennis

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