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Houses in Dennis Port and Condos – Holiday Lettings - Holiday Rentals Dennis Port

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1,077 Holiday homes

Holiday condo rental

Dennis Port condo

1 bedroom • 1 bathroom • sleeps 4

from £126 / night

£1,093 - £1,177 / week

1 / 16

Holiday condo in Dennis Port

Dennis Port condo

1 bedroom • 1 bathroom • sleeps 4

from £126 / night

£1,093 - £1,177 / week

1 / 56

Home rental in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 7

from £169 / night

£1,429 / week

1 / 37

Dennis Port holiday cottage rental

Dennis Port cottage

1 bedroom • 1 bathroom • sleeps 6

from £169 / night

£1,177 / week

1 / 15

Holiday cottage in Dennis Port

Dennis Port cottage

2 bedrooms • 1 bathroom • sleeps 5

from £126 / night

£841 - £1,572 / week

1 / 17

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 7

from £132 / night

£923 / week

1 / 20

Home rental in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 9

from £369 / night

£2,583 - £3,320 / week

1 / 36

Dennis Port holiday home rental

Dennis Port house

1 bedroom • 1 bathroom • sleeps 3

from £53 / night

£369 - £572 / week

1 / 10

Holiday home in Dennis Port

Dennis Port house

1 bedroom • 1 bathroom • sleeps 2

from £64 / night

£443 - £517 / week

1 / 9

Dennis Port holiday home rental

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £181 / night

£1,265 / week

1 / 13

Dennis Port holiday home rental

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £148 / night

£738 - £1,218 / week

1 / 19

Holiday home rental

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £185 / night

£443 - £996 / week

1 / 20

Dennis Port holiday home rental

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £69 / night

£480 - £959 / week

1 / 12

Dennis Port holiday home rental

Dennis Port house

4 bedrooms • 4 bathrooms • sleeps 8

from £580 / night

£4,058 - £7,378 / week

1 / 40

Hotel apartment rental in Dennis Port with shared pool

Dennis Port hotel apartment

2 bedrooms • 1 bathroom • sleeps 4

from £180 / night

£1,261 / week

1 / 10

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £85 / night

£591 - £1,107 / week

1 / 14

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 6

from £169 / night

£1,181 - £1,365 / week

1 / 22

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £106 / night

£738 - £1,030 / week

1 / 15

Home rental in Dennis Port

Dennis Port house

7 bedrooms • 3 bathrooms • sleeps 15

from £185 / night

£1,291 - £9,739 / week

1 / 67

Home rental in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £106 / night

£738 - £1,291 / week

1 / 21

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £148 / night

£1,033 - £1,107 / week

1 / 21

Dennis Port holiday home rental

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £95 / night

£664 - £812 / week

1 / 26

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £63 / night

£439 - £812 / week

1 / 15

Dennis Port holiday home rental

Dennis Port house

3 bedrooms • 2 bathrooms • sleeps 6

from £185 / night

£591 - £1,660 / week

1 / 17

Holiday home in Dennis Port

Dennis Port house

4 bedrooms • 2 bathrooms • sleeps 8

from £175 / night

£1,218 - £2,656 / week

1 / 27

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £64 / night

£443 - £628 / week

1 / 15

Holiday apartment rental

Dennis Port apartment

1 bedroom • 1 bathroom • sleeps 4

from £190 / night

£1,327 / week

1 / 8

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £95 / night

£664 - £886 / week

1 / 18

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 2 bathrooms • sleeps 8

from £316 / night

£2,210 - £2,583 / week

1 / 20

Dennis Port holiday home rental

Dennis Port house

8 bedrooms • 4 bathrooms • sleeps 16

from £366 / night

£1,841 - £5,161 / week

1 / 41

Home rental in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £137 / night

£959 - £1,107 / week

1 / 14

Holiday home rental

Dennis Port house

5 bedrooms • 4 bathrooms • sleeps 10

from £949 / night

£6,640 - £7,378 / week

1 / 53

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 5

from £106 / night

£738 - £1,107 / week

1 / 16

Holiday home rental

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 5

from £85 / night

£591 - £812 / week

1 / 14

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £74 / night

£517 - £1,398 / week

1 / 18

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 6

from £74 / night

£517 - £738 / week

1 / 15

Holiday home in Dennis Port

Dennis Port house

4 bedrooms • 1 bathroom • sleeps 8

from £190 / night

£1,328 / week

1 / 21

Holiday home in Dennis Port

Dennis Port house

2 bedrooms • 1 bathroom • sleeps 4

from £85 / night

£591 - £1,218 / week

1 / 15

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 2 bathrooms • sleeps 6

from £127 / night

£886 - £2,948 / week

1 / 21

Holiday home in Dennis Port

Dennis Port house

3 bedrooms • 1 bathroom • sleeps 6

from £127 / night

£886 / week

1 / 14

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Dennis Port holidays

The village of Dennis Port forms part of the larger town of Dennis in Cape Cod, Massachusetts. Renowned for its beautiful beaches, outdoor activities and warm weather, Cape Cod attracts holidayers all year round.

Find your perfect beachside condo or cottage in Dennis Port with Holiday Lettings?

About Dennis Port

Dennis Port is one of five villages comprising the town of Dennis, including East Dennis, West Dennis, South Dennis and Dennis Village. Dennis itself has been called the ‘Cultural Center of Cape Cod’ due to its artistic community, galleries, the Cape Cod Museum of Art and the Cape Playhouse.

Cape Cod’s beaches are known as some of the most beautiful in the world, and with these right on your doorstep, as well as a wealth of outdoor activities, it’s easy to see why Dennis attracts the affluent for summer holidays, as well as families with younger children looking for a relaxing break. Whether your idea of the perfect holiday involves sunbathing, fishing, surfing, whale watching or shopping, Dennis Port has plenty to offer.

Dining here is mostly casual and family-friendly, with fried seafood, lobster rolls and oysters on most menus, as well as spectacular sea views from many establishments.

What to do

Get out and about in the Cape Cod sunshine and explore the Cape Cod Rail Trail. This former railroad is the perfect spot for walking and biking, running for 22 miles to Wellfleet. Other outdoor activities include golfing at Dennis Pines or Dennis Highlands, as well as fishing, kayaking, jet skiing and parasailing.

Sea Street Beach in Dennis Port is the perfect place to take the kids – it’s small, peaceful and family-friendly. Or head for Cape Cod Inflatable Water Park in West Yarmouth for a fun family day out.

For art and culture, Cape Cod Museum of Art and the Discovery Museum are both worth visits, while Fritz Glass is the place to head for glassblowing demonstrations and the opportunity to buy unique souvenirs. Catch a show at the Cape Playhouse, which has hosted performers such as Humphrey Bogart and Bette Davis!

Top Dennis Port travel tips

The nearest airport is Logan International Airport in Boston, around a 1.5-hour drive (81 miles) from Dennis Port. Car hire is available at the airport and recommended for exploring Cape Cod.

Avoid holidays like Labour Day (September 4th) and Independence Day (July 4th) if you don’t like crowds – summer weekends in Cape Cod can get busy! For a quieter, less crowded experience, visit in May, June, September or October when the weather's still mild and you can enjoy all Dennis Port has to offer.

With some of the most beautiful beaches around, a wealth of activities for all ages and fantastically fresh seafood, a holiday in Dennis Port is one you won’t forget.

Holiday Lettings has over 1,000 Dennis Port holiday rentals to choose from, so you’re sure to find your beachfront cottage or holiday house.

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