Dennis Port Holiday Rentals

Compare Villas, Resorts, & Rentals in Dennis Port, Massachusetts, USA

37 Bassett
FromZA R6,714 per night
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10.0 (2 Reviews)
2 Bedrooms 5 Guests
By the Sea Guests Bed & Breakfast & Suites
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9.2 (185 Reviews)
1 Bedroom 2 Guests
Summer Cape Escape
FromZA R4,333 per night
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10.0 (1 Review)
1 Bedroom 4 Guests
An English Garden Bed & Breakfast
FromZA R4,263 per night
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9.0 (61 Reviews)
1 Bedroom 2 Guests
Family Beach Days Dog-Friendly Cape Cod Condo
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10.0 (1 Review)
3 Bedrooms 12 Guests
Pet-friendly Cape Cod Getaway < 1 Mi to Beach
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New
1 Bedroom 2 Guests
Beautiful Ocean View Studio
10.0 (139 Reviews)
2 Bedrooms 3 Guests
Grey Pearl
FromZA R8,889 per night
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10.0 (1 Review)
2 Bedrooms 6 Guests
Cottage Oasis by Lake with Kayaks Fire Pit and a Huge Yard
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10.0 (1 Review)
2 Bedrooms 6 Guests
Dennis Port House BeachHot Tub & Fire Pit Fun
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10.0 (1 Review)
1 Bedroom 6 Guests
Quaint cottage 100 steps from the Beach
10.0 (65 Reviews)
2 Bedrooms 9 Guests
Dennis Port Palace
FromZA R10,419 per night
10.0 (1 Review)
1 Bedroom 8 Guests
Renovated Dennis Port cottage
10.0 (55 Reviews)
2 Bedrooms 5 Guests
Glendon Beach Getaway
FromZA R4,265 per night
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9.7 (3 Reviews)
1 Bedroom 4 Guests
Dennis Port Delight
FromZA R9,676 per night
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9.5 (2 Reviews)
1 Bedroom 6 Guests
Walk to the Beach!
FromZA R8,016 per night
10.0 (35 Reviews)
2 Bedrooms 6 Guests
Walk to Haigis Beach Cape Cod Retreat with Deck!
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9.5 (2 Reviews)
4 Bedrooms 9 Guests
Westwind
FromZA R6,988 per night
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9.5 (2 Reviews)
3 Bedrooms 6 Guests
Mins. to Beach & Town Great Outdoor Space!
10.0 (32 Reviews)
2 Bedrooms 5 Guests
Immaculate Beach Condo
FromZA R2,723 per night
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9.3 (7 Reviews)
1 Bedroom 4 Guests
STEPS TO SEA ST BEACH DENNISPORT NANTUCKET SOUND
10.0 (28 Reviews)
2 Bedrooms 4 Guests
Pelham House Resort
FromZA R12,948 per night
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9.0 (62 Reviews)
29 Bedrooms 18 Guests
Cape Cod Cottage by Leavetown Vacations
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9.0 (6 Reviews)
2 Bedrooms 5 Guests
Only .3 miles to the beach with central air conditioning!
10.0 (19 Reviews)
2 Bedrooms 4 Guests
Walk to Beach at Historic Sears Kit Home
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9.0 (2 Reviews)
3 Bedrooms 8 Guests
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
10.0 (14 Reviews)
2 Bedrooms 4 Guests
Cape Cod Beach Cottage
FromZA R7,301 per night
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9.0 (2 Reviews)
1 Bedroom 6 Guests
Hundred Summer Days on the Cape! Also available for WORLD CUP
10.0 (12 Reviews)
2 Bedrooms 4 Guests
Cape Cod cottage-Just 150 feet to Sea Street Beach
10.0 (11 Reviews)
2 Bedrooms 4 Guests
3-min walk to BEACH! Private luxury Backyard!
10.0 (9 Reviews)
2 Bedrooms 4 Guests
Mins to Beach & Town Great Outdoor Space
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9.0 (1 Review)
2 Bedrooms 5 Guests
Doryman Motel
FromZA R3,920 per night
9.6 (121 Reviews)
1 Bedroom 2 Guests
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
9.8 (231 Reviews)
2 Bedrooms 4 Guests
Seabreeze
FromZA R6,166 per night
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9.0 (1 Review)
1 Bedroom 11 Guests
Kingfisher Oceanside
FromZA R4,831 per night
9.2 (169 Reviews)
1 Bedroom 2 Guests
111-5 Glendon Beach Condo
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9.0 (1 Review)
2 Bedrooms 4 Guests
Edgewater Beach Resort, a VRI resort
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9.0 (308 Reviews)
1 Bedroom 4 Guests
Charming Cape-Cod Cottage by Summer
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9.0 (1 Review)
2 Bedrooms 4 Guests
Beachside Retreat! Cozy 1-Bedroom w Private Yard
9.0 (1 Review)
1 Bedroom 2 Guests
251 Old Wharf Road Unit 57 Dennis Port - Blue Horizon
9.0 (1 Review)
1 Bedroom 2 Guests
Edgewater Beach Resort
FromZA R5,292 per night
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8.9 (130 Reviews)
76 Bedrooms 12 Guests
Booking Summer 2026! Walk to private beach!
9.8 (87 Reviews)
2 Bedrooms 5 Guests
By The Sea Guests Bed & Breakfast and Suites
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8.7 (112 Reviews)
31 Bedrooms 79 Guests
Walk to beach-Ocean Drive, Updated Cottage
9.8 (79 Reviews)
2 Bedrooms 5 Guests
Pet-Friendly Yard! Fun Family Home in Cape Cod
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8.5 (2 Reviews)
3 Bedrooms 8 Guests
Cozy studio only 3/10 of a mile from Nantucket Sound, Free WIFI
9.8 (74 Reviews)
1 Bedroom 2 Guests
Oceanfront Gem with Sunroom and Fireplace in Cape Cod
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8.3 (3 Reviews)
3 Bedrooms 6 Guests
Home Away From Home!
FromZA R3,779 per night
9.8 (59 Reviews)
1 Bedroom 2 Guests
Bluegreen Dennis Port - The Soundings Seaside Resort - ST
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8.3 (3 Reviews)
1 Bedroom 2 Guests
Bluegreen Vacations The Soundings, an Ascend Collection Resort
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8.2 (93 Reviews)
39 Bedrooms 28 Guests

About Casai's Private Villas and Holiday Rentals in Dennis Port

Discover more than 786 vacation rentals available in Dennis Port. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Dennis Port.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Dennis Port, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Dennis Port. On average, places to stay near Dennis Port offer 830.29 ft², with nightly prices averaging ZA R7,790.

With Casai, finding and comparing holiday rentals in Dennis Port is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Dennis Port?

What are the top holiday rentals in Dennis Port?

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As of 2026, Casai boasts over 786 properties listed in the Dennis Port area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Dennis Port.