
South Dennis Holiday Packages
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This way, you'll have extra finances for your trip to South Dennis.
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South Dennis Accommodation
Even though there aren't any accommodations in central South Dennis, you'll be stoked to hear that there are 57 properties available just a bit further afield.
On the hunt for somewhere to sleep? Chillax — we've already got it sussed. The Winstead Inn (114 Parallel Street) and the Red Jacket Beach Resort (1 South Shore Drive) both have top reviews and a great location.
Car Hire in South Dennis
Barnstable Municipal Airport makes it a walk in the park to rent your own ride. Budget and Avis are just a short walk from the luggage carousel.It might be tough finding a car in the centre of the city, but that doesn't mean you're completely out of luck. Thrifty Car Rental is only 0.6 kilometres away in the neighbourhood of Main Street Hyannis. Alternatively, head round to Hertz, just 0.9 kilometres away.
Holidays to South Dennis
Switch on your out-of-office reply, say bye-bye to your boss and don't think about turning back. It's time to take off to South Dennis. But first, let's get up to speed on some basics.You'll locate this Cape Cod neighbourhood 8 kilometres southeast of the city centre.
Top South Dennis hotels

Chatham Bars Inn
Beautiful property
Reviewed on 24 Jan 2026

Chatham Wayside Inn
Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy.
Reviewed on 29 Jan 2026

Margaritaville Resort Cape Cod
The report was beautiful but I think staff needs some work. At the pool bar, the bar tender didn’t seem to know the drinks and tried to over charge a few times. We went to breakfast in the morning and there was ridiculously moldy pastries in the glass, so we passed on breakfast. I’d go back for the ...
Reviewed on 15 Feb 2026
