Vacation Rentals in Dennis, Massachusetts

50 Properties Available

Private and magical family compound with private pool. Sleeps 15. Private vacation home
Private and magical family compound with private pool. Sleeps 15.
$3388 / night
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Luxury Home, Ocean views of Bayside Beach, AC, Mayflower Beach Dennis Private vacation home
Luxury Home, Ocean views of Bayside Beach, AC, Mayflower Beach Dennis
$2600 / night
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7 Bedroom 5 Bath Sleeps 16 Located North Of 6A Dennis with Pool! Private vacation home
7 Bedroom 5 Bath Sleeps 16 Located North Of 6A Dennis with Pool!
$1841 / night
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Seaside Cape Cod Home-Heated Pool!! Private vacation home
Seaside Cape Cod Home-Heated Pool!!
$1597 / night
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Dennis Dreams: 037-D Heated Pool, Walk to Mayflower Beach, Sleeps 10 w/Guest House in Dennis Private vacation home
Dennis Dreams: 037-D Heated Pool, Walk to Mayflower Beach, Sleeps 10 w/Guest House in Dennis
$1515 / night
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JUST LISTED! Coastal Bliss: Luxury Home w\/ Central A\/C! Walk to Beach and Dining Private vacation home
JUST LISTED! Coastal Bliss: Luxury Home w\/ Central A\/C! Walk to Beach and Dining
$1286 / night
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Restored Sea Captain’s House Private vacation home
Restored Sea Captain’s House
$1205 / night
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Walk to the Beach, Heated Salt Water Pool, Central AC Private vacation home
Walk to the Beach, Heated Salt Water Pool, Central AC
$1139 / night
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Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista Private vacation home
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
$1099 / night
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Nestled In The Sand On Private Mayflower Beach Area! Amazing Views! Private vacation home
Nestled In The Sand On Private Mayflower Beach Area! Amazing Views!
$1000 / night
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Columbus Day Availability! Cozy cottage, with heat & AC, mins to Haigis Beach Private vacation home
Columbus Day Availability! Cozy cottage, with heat & AC, mins to Haigis Beach
$966 / night
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The West Dennis Coastal - 5 bed, 3 bath, 2 kitchen huge yard! Private vacation home
The West Dennis Coastal - 5 bed, 3 bath, 2 kitchen huge yard!
$932 / night
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Large waterfront home with direct beach access! Private vacation home
Large waterfront home with direct beach access!
$919 / night
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ESCAPE TO THE CAPE THIS FALL! LUXURY 4-BDRM NEAR MAYFLOWER AND BAYVIEW BEACHES! Private vacation home
ESCAPE TO THE CAPE THIS FALL! LUXURY 4-BDRM NEAR MAYFLOWER AND BAYVIEW BEACHES!
$914 / night
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Quivet Cape Cod Experience Private vacation home
Quivet Cape Cod Experience
$897 / night
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Beach House at Corporation Beach. 2 minute walk to the beach. Newly renovated Private vacation home
Beach House at Corporation Beach. 2 minute walk to the beach. Newly renovated
$886 / night
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Amazing views sleeping 14! 6 bedroom duplex steps to South Village beach Private vacation home
Amazing views sleeping 14! 6 bedroom duplex steps to South Village beach
$866 / night
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Beautiful seaside retreat, immersed in nature, close to CC's best beaches Private vacation home
Beautiful seaside retreat, immersed in nature, close to CC's best beaches
$841 / night
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Cape Cod Home with Space for Everyone Private vacation home
Cape Cod Home with Space for Everyone
$810 / night
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Restored Sea Captain’s House with Luxury Amenities\n Private vacation home
Restored Sea Captain’s House with Luxury Amenities\n
$767 / night
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Private Dock! 3 bedroom, 2 bath home-directly on Swan River Private vacation home
Private Dock! 3 bedroom, 2 bath home-directly on Swan River
$736 / night
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Great central cape location, 20 min. from Bridge. Private vacation home
Great central cape location, 20 min. from Bridge.
$675 / night
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Water View at this relaxing cottage, corner lot Private vacation home
Water View at this relaxing cottage, corner lot
$662 / night
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Amazing Backyard, Spacious, Dog Friendly! Private vacation home
Amazing Backyard, Spacious, Dog Friendly!
$655 / night
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5mins2Beach, HotTub, GameRoom, PetsOk Private vacation home
5mins2Beach, HotTub, GameRoom, PetsOk
$637 / night
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Elegant home steps from Flax Pond with great yard & 3 patios, near beaches Private vacation home
Elegant home steps from Flax Pond with great yard & 3 patios, near beaches
$615 / night
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The Compass House (Pet Friendly) Private vacation home
The Compass House (Pet Friendly)
$601 / night
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Swan River Cottage - Near Beach, Water View, Kayak, Private vacation home
Swan River Cottage - Near Beach, Water View, Kayak,
$599 / night
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Large open home close to Mayflower\/Bayview beach Private vacation home
Large open home close to Mayflower\/Bayview beach
$597 / night
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Cape Cod Getaway - Hydrangea House Private vacation home
Cape Cod Getaway - Hydrangea House
$592 / night
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Cape Cod Farmhouse 1800s Charm Private vacation home
Cape Cod Farmhouse 1800s Charm
$581 / night
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Swan River access Private vacation home
Swan River access
$570 / night
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Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants Cottage
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
$561 / night
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Recently Renovated Beach Home located close to Bayside Dennis Beaches Private vacation home
Recently Renovated Beach Home located close to Bayside Dennis Beaches
$548 / night
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Mayflower Beach Villas - Seagull Villa
Mayflower Beach Villas - Seagull
$545 / night
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Beautiful Renovated Beach Home, located close to Dennis Beaches, north of 6A Private vacation home
Beautiful Renovated Beach Home, located close to Dennis Beaches, north of 6A
$523 / night
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Minutes to Mayflower Beach - 5 Bedroom Sleeps 9 Private vacation home
Minutes to Mayflower Beach - 5 Bedroom Sleeps 9
$505 / night
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? STUNNING WATERFRONT ?Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE* Cottage
? STUNNING WATERFRONT ?Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*
$476 / night
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Four bedroom sleeping 8 just 100 yards to South Village Beach Private vacation home
Four bedroom sleeping 8 just 100 yards to South Village Beach
$468 / night
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The Tinker Bell By The Sea ~ Charming 2-bedroom house in Dennisport w/AC Private vacation home
The Tinker Bell By The Sea ~ Charming 2-bedroom house in Dennisport w/AC
$462 / night
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Pond view home w/ AC, sunroom, kayak & near town and beaches Private vacation home
Pond view home w/ AC, sunroom, kayak & near town and beaches
$462 / night
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BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH - Private vacation home
BEAUTIFUL DUPLEX COTTAGE with OCEAN VIEWS of PRIVATE BEACH -
$457 / night
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Three bedroom cape with water views-Only .2 miles to Seaview Beach Private vacation home
Three bedroom cape with water views-Only .2 miles to Seaview Beach
$451 / night
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Quintessential Cape Cod Cottage Private vacation home
Quintessential Cape Cod Cottage
$441 / night
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Charming 2-bedroom apartment in amazing Dennis Apartment
Charming 2-bedroom apartment in amazing Dennis
$441 / night
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Beautiful updated cottage: walk to beach, AC & large yard Private vacation home
Beautiful updated cottage: walk to beach, AC & large yard
$440 / night
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Three bedroom sleeping 8-steps away from South Village Beach Private vacation home
Three bedroom sleeping 8-steps away from South Village Beach
$436 / night
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Clean and beachy 3 bedroom, 1 bath home sleeps 6 people with central air. Private vacation home
Clean and beachy 3 bedroom, 1 bath home sleeps 6 people with central air.
$430 / night
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Coastal retreat- updated, stylish & quick walk to beach! Private vacation home
Coastal retreat- updated, stylish & quick walk to beach!
$425 / night
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The Cozy Cottage Private vacation home
The Cozy Cottage
$402 / night
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