Vacation rentals in Dennis, MA

Best vacation rentals and Airbnb offers in Dennis, MA

9.2 ★ 232 reviews

The Tern Inn Bed & Breakfast and Cottages

B & B, Dennis

The Tern Inn Bed & Breakfast and Cottages is a b & b in Dennis, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Tern Inn Bed & Breakfast and Cottages

The Tern Inn Bed & Breakfast and Cottages is a b & b in Dennis, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, pool, free wifi, parking, and free parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,940.

From$242/night

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8 ★ 7 reviews

Meet Me at the Cape

Holiday Home, Dennis

Meet Me at the Cape is a holiday home in Dennis. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Meet Me at the Cape

Meet Me at the Cape is a holiday home in Dennis. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: ac, air conditioning, heating, and garden.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,842.

From$126/night

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8 ★ 7 reviews

Ocean Mandevilla

Apartment, Dennis

Ocean Mandevilla is a apartment in Dennis, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Ocean Mandevilla

Ocean Mandevilla is a apartment in Dennis, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and gym.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,927.

From$138/night

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8 ★ 3 reviews

Osprey View Villa

Holiday Home, Dennis

Osprey View Villa is a holiday home in Dennis, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Osprey View Villa

Osprey View Villa is a holiday home in Dennis, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, pets::allowed, pets allowed, and garden.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,417.

From$181/night

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Family-friendly vacation rentals in Dennis, MA

Plan a trip with stays that give families more room to spread out.

Portside Tavern

Apartment, Dennis

Portside Tavern is a apartment in Dennis. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Portside Tavern

Portside Tavern is a apartment in Dennis. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, for couples, wine or champagne, kids friendly, and kids meal.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,130.

From$250/night

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1 Mi to Marina! Hyannis Family Getaway w/ Deck

Holiday Home, Dennis

1 Mi to Marina! Hyannis Family Getaway w/ Deck is a holiday home in Dennis, with outdoor space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About 1 Mi to Marina! Hyannis Family Getaway w/ Deck

1 Mi to Marina! Hyannis Family Getaway w/ Deck is a holiday home in Dennis, with outdoor space, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and family friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,300.

From$218/night

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1 Mi to Marina! Hyannis Family Getaway w/ Deck

Cottage, Dennis

1 Mi to Marina! Hyannis Family Getaway w/ Deck is a cottage in Dennis, with outdoor space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 1 Mi to Marina! Hyannis Family Getaway w/ Deck

1 Mi to Marina! Hyannis Family Getaway w/ Deck is a cottage in Dennis, with outdoor space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,385.

From$254/night

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2 Mi to Beach: Walkable Coastal Gem in Hyannis!

Cottage, Dennis

2 Mi to Beach: Walkable Coastal Gem in Hyannis! is a cottage in Dennis, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 Mi to Beach: Walkable Coastal Gem in Hyannis!

2 Mi to Beach: Walkable Coastal Gem in Hyannis! is a cottage in Dennis, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,511.

From$261/night

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Pet-friendly vacation rentals in Dennis, MA

Bring your pet along with stays that welcome four-legged travelers.

Close to Bayside Game Room w Pool Table

Holiday Home, Dennis

Close to Bayside Game Room w Pool Table is a holiday home in Dennis, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Close to Bayside Game Room w Pool Table

Close to Bayside Game Room w Pool Table is a holiday home in Dennis, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,863.

From$307/night

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Families Welcome! Home 2 Mi to Craigville Beach

Holiday Home, Dennis

Families Welcome! Home 2 Mi to Craigville Beach is a holiday home in Dennis, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Families Welcome! Home 2 Mi to Craigville Beach

Families Welcome! Home 2 Mi to Craigville Beach is a holiday home in Dennis, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,796.

From$295/night

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Pond Front Home with Private Dock

Holiday Home, Dennis

Pond Front Home with Private Dock is a holiday home in Dennis, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Pond Front Home with Private Dock

Pond Front Home with Private Dock is a holiday home in Dennis, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,848.

From$309/night

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The Platinum Pebble Boutique Inn - Adults Only Property

B & B, Dennis

The Platinum Pebble Boutique Inn - Adults Only Property is a b & b in Dennis, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About The Platinum Pebble Boutique Inn - Adults Only Property

The Platinum Pebble Boutique Inn - Adults Only Property is a b & b in Dennis, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,057.

From$377/night

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Vacation rentals with parking in Dennis, MA

Find vacation rentals that make arriving by car easier.

2 Mi to Beach: Walkable Coastal Gem in Hyannis!

Holiday Home, Dennis

2 Mi to Beach: Walkable Coastal Gem in Hyannis! is a holiday home in Dennis, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Beach: Walkable Coastal Gem in Hyannis!

2 Mi to Beach: Walkable Coastal Gem in Hyannis! is a holiday home in Dennis, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,416.

From$224/night

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Harwich Port Retreat—Walk to Beach Rail Trail

Holiday Home, Dennis

Harwich Port Retreat—Walk to Beach Rail Trail is a holiday home in Dennis, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Harwich Port Retreat—Walk to Beach Rail Trail

Harwich Port Retreat—Walk to Beach Rail Trail is a holiday home in Dennis, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,476.

From$270/night

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The Lobsta House: Your Cape Cod Hideaway

Holiday Home, Dennis

The Lobsta House: Your Cape Cod Hideaway is a holiday home in Dennis, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Lobsta House: Your Cape Cod Hideaway

The Lobsta House: Your Cape Cod Hideaway is a holiday home in Dennis, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,451.

From$385/night

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Your Cape Getaway – Beach Plum Cottage

Holiday Home, Dennis

Your Cape Getaway – Beach Plum Cottage is a holiday home in Dennis, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Your Cape Getaway – Beach Plum Cottage

Your Cape Getaway – Beach Plum Cottage is a holiday home in Dennis, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $5,586.

From$594/night

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