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> Houses and Cottages in Dennis

Houses in Dennis and Cottages – Holiday Lettings - Holiday Rentals Dennis

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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786 Holiday homes

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Holiday condo in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £245 / night

£1,713 / week

1 / 30

Dennis Port holiday home rental

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £257 / night

£1,799 / week

1 / 30

Condo rental in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £521 / night

£3,642 / week

1 / 30

Holiday cottage in Dennis

Dennis cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £187 / night

£1,309 / week

1 / 13

Holiday condo in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £234 / night

£1,636 / week

1 / 23

Dennis Port holiday condo rental

Dennis Port condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £453 / night

£3,168 / week

1 / 30

West Dennis ski home to rent.

West Dennis house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

from £938 / night

£6,566 / week

1 / 30

Dennis Port ski cottage to rent.

Dennis Port cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £135 / night

£942 / week

1 / 29

Holiday cottage in Dennis Port

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £202 / night

£1,412 / week

1 / 25

Dennis Port holiday home accommodation

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £459 / night

£3,213 / week

1 / 30

Holiday apartment in Dennis Port

Dennis Port apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £216 / night

£1,512 / week

1 / 30

Holiday cottage in Dennis Port

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £191 / night

£1,338 / week

1 / 20

Holiday home in Dennis Port

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £297 / night

£2,079 / week

1 / 30

Dennis ski cottage to rent.

Dennis cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £369 / night

£2,583 / week

1 / 22

Holiday home rental

Dennis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £153 / night

£1,071 / week

1 / 30

Holiday cottage in Dennis Port

Dennis Port cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £299 / night

£2,089 / week

1 / 24

Dennis Port holiday condo rental

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £181 / night

£1,266 / week

1 / 22

Holiday condo accommodation

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £304 / night

£2,124 / week

1 / 26

Holiday home in Dennis

Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £428 / night

£2,995 / week

1 / 23

Holiday cottage in Dennis Port

Dennis Port cottage

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 6

from £362 / night

£2,531 / week

1 / 30

Dennis holiday cottage rental

Dennis cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £241 / night

£1,682 / week

1 / 20

Holiday condo in West Dennis

West Dennis condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £173 / night

£1,211 / week

1 / 30

West Dennis holiday cottage rental

West Dennis cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £204 / night

£1,424 / week

1 / 30

Cottage rental in Dennis Port

Dennis Port cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,340 / week

1 / 30

Dennis Port holiday home rental

Dennis Port house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 8

from £300 / night

£2,096 / week

1 / 30

Dennis holiday home rental

Dennis house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £377 / night

£2,635 / week

1 / 30

Dennis Port holiday cottage rental

Dennis Port cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £281 / night

£1,965 / week

1 / 16

Holiday home in Dennis

Dennis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £2,285 / night

£15,995 / week

1 / 30

Holiday home rental

Dennis Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £339 / night

£2,371 / week

1 / 30

Holiday condo in Dennis Port

Dennis Port condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £229 / night

£1,602 / week

1 / 27

Home rental in West Dennis

West Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,881 / week

1 / 20

Dennis Port ski cottage to rent.

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £277 / night

£1,936 / week

1 / 14

Apartment accommodation in West Dennis

West Dennis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £125 / night

£873 / week

1 / 13

Ski cottage to rent in Dennis Port

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £211 / night

£1,478 / week

1 / 14

Holiday cottage in Dennis

Dennis cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £330 / night

£2,307 / week

1 / 23

Dennis Port ski home to rent.

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,441 / week

1 / 30

Holiday cottage in Dennis Port

Dennis Port cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £194 / night

£1,358 / week

1 / 30

Holiday home in Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

from £442 / night

£3,094 / week

1 / 14

Holiday home in Dennis Port

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £332 / night

£2,319 / week

1 / 17

Holiday home in East Dennis

East Dennis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £580 / night

£4,058 / week

1 / 30

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Dennis holidays

Known as the Cultural Center of Cape Cod, Dennis is one of the most visited areas of the Cape throughout the year. This small village boasts a number of art galleries and theatre houses, as well as great fishing and parasailing. Many of the dining and shopping options in town can be found along Main Street, and plenty of the beach related activities in the area are located along Sesuit Harbor.

Here are few additional suggestions of things to do in Dennis:

  • Scargo Hill: A great panoramic view of Cape Cod and Cape Cod Bay awaits you at the top of the hill.
  • Mayflower Beach: With sandbars that stretch for miles, this is known as one of the most beautiful beaches in the area.
  • Scargo Pottery: This local crafts shop features fine pottery from local artists.
  • Bike the Cape Cod Rail Trail: This 22 mile trail takes you through several towns as you follow the path of an old railroad bed.
  • Cape Cod Museum of Art: Cape Cod's oldest museum displays and preserves the works of local artists past and present.
  • Go fishing: Local companies offer boat rentals and fishing trips for a half-day or full day.

although there are plenty of events and festivals to enjoy just outside of Dennis year-round, the two main events in the village itself are held during the summer. Windfest, a local wind surfing competition, is held every year in mid-June. The Eventide Art Festival is also held annually in June, showcasing live performances of the plays, poetry, and music of the area.

Luckily, no matter what time of year you decide to visit, finding a holiday rental in Dennis is easy. With homes ranging from condos just steps from the beach to luxury villas with high-end amenities and all the creature comforts of home, there's a property available to help you get the most out of your time on Cape Cod.

Dennis also serves as a great base to explore the rest of the Cape or other parts of New England. Two of the largest and most vibrant towns in the area, Hyannis and Provincetown, are less than 30 minutes away by car.

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