Vacation rentals in Dennis Port, MA

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Dennis Port, MA

The Spray - Dennis Port, MA

The Spray

Holiday Home, Dennis Port

The Spray is a holiday home in Dennis Port, 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 The Spray

The Spray is a holiday home in Dennis Port, 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, ac, air conditioning, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,239.

From$368/night
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Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle. - Dennis Port, MA

Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.

Cottage, Dennis Port

Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle. is a cottage in Dennis Port, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle.

Great Location, Beach 4 minutes walk, Large Patio and Parking for one vehicle. is a cottage in Dennis Port, with easy beach access, outdoor 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,431.

From$204/night
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New listing! Just a mins walk to the beach! - Dennis Port, MA

New listing! Just a mins walk to the beach!

Condo, Dennis Port

New listing! Just a mins walk to the beach! is a condo in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About New listing! Just a mins walk to the beach!

New listing! Just a mins walk to the beach! is a condo in Dennis Port, 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 10 - Sat, Oct 17 · 7 nights · total from $1,480.

From$211/night
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Summer Get Away - Dennis Port, MA

Summer Get Away

Holiday Home, Dennis Port

Summer Get Away is a holiday home in Dennis Port. 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 Summer Get Away

Summer Get Away is a holiday home in Dennis Port. 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 10 - Sat, Oct 17 · 7 nights · total from $2,793.

From$215/night
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Family-friendly vacation rentals in Dennis Port, MA

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

Charming 2-Bedroom Cottage Just 2/10 Mile from Sea Street Beach! - Dennis Port, MA

Charming 2-Bedroom Cottage Just 2/10 Mile from Sea Street Beach!

Holiday Home, Dennis Port

Charming 2-Bedroom Cottage Just 2/10 Mile from Sea Street Beach! is a holiday home in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Charming 2-Bedroom Cottage Just 2/10 Mile from Sea Street Beach!

Charming 2-Bedroom Cottage Just 2/10 Mile from Sea Street Beach! is a holiday home in Dennis Port, 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 10 - Sat, Oct 17 · 7 nights · total from $2,247.

From$321/night
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Private Cottage Tucked Close to Beaches and Town (2412) - Dennis Port, MA

Private Cottage Tucked Close to Beaches and Town (2412)

Cottage, Dennis Port

Private Cottage Tucked Close to Beaches and Town (2412) is a cottage in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Private Cottage Tucked Close to Beaches and Town (2412)

Private Cottage Tucked Close to Beaches and Town (2412) is a cottage in Dennis Port, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,358.

From$337/night
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Cape Charm! Sandy Toes Just Steps from Beach - Dennis Port, MA

Cape Charm! Sandy Toes Just Steps from Beach

Cottage, Dennis Port

Cape Charm! Sandy Toes Just Steps from Beach is a cottage in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cape Charm! Sandy Toes Just Steps from Beach

Cape Charm! Sandy Toes Just Steps from Beach is a cottage in Dennis Port, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,434.

From$348/night
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1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck - Dennis Port, MA

1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck

Cottage, Dennis Port

1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck is a cottage in Dennis Port, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About 1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck

1/2 Mile to Beach / Central AC with Whole House Filter - Reme Halo / Deck is a cottage in Dennis Port, with easy beach access, outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,467.

From$352/night
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Pet-friendly vacation rentals in Dennis Port, MA

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

Pet Friendly, 2 BDR condo across from Glendon Beach!! - Dennis Port, MA

Pet Friendly, 2 BDR condo across from Glendon Beach!!

Condo, Dennis Port

Pet Friendly, 2 BDR condo across from Glendon Beach!! is a condo in Dennis Port, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Pet Friendly, 2 BDR condo across from Glendon Beach!!

Pet Friendly, 2 BDR condo across from Glendon Beach!! is a condo in Dennis Port, with pet-friendly space, easy beach access, 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, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,808.

From$401/night
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Walk to Haigis Beach: Family Home w/ Fire Pit! - Dennis Port, MA

Walk to Haigis Beach: Family Home w/ Fire Pit!

Holiday Home, Dennis Port

Walk to Haigis Beach: Family Home w/ Fire Pit! is a holiday home in Dennis Port, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Walk to Haigis Beach: Family Home w/ Fire Pit!

Walk to Haigis Beach: Family Home w/ Fire Pit! is a holiday home in Dennis Port, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,343.

From$478/night
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Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan - Dennis Port, MA

Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan

Cottage, Dennis Port

Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan is a cottage in Dennis Port, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan

Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan is a cottage in Dennis Port, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,347.

From$478/night
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Big House + Yard Near Sundae Sch + Sea St Beach - Dennis Port, MA

Big House + Yard Near Sundae Sch + Sea St Beach

Holiday Home, Dennis Port

Big House + Yard Near Sundae Sch + Sea St Beach is a holiday home in Dennis Port, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Big House + Yard Near Sundae Sch + Sea St Beach

Big House + Yard Near Sundae Sch + Sea St Beach is a holiday home in Dennis Port, with pet-friendly space, easy beach access, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,415.

From$488/night
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Vacation rentals with a pool in Dennis Port, MA

Add a pool to the search when you want an easy place to cool off between outings.

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) - Dennis Port, MA

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111)

Cottage, Dennis Port

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) is a cottage in Dennis Port, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111)

Dennis - 2BR Cottage with Pool/Tennis access! (CCP 111) is a cottage in Dennis Port, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,086.

From$441/night
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Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9 - Dennis Port, MA

Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9

Holiday Home, Dennis Port

Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9 is a holiday home in Dennis Port, with pet-friendly space, pool access, and easy beach access. This stay gives travelers…

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About Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9

Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9 is a holiday home in Dennis Port, 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,683.

From$669/night
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Heated pool, three sitting rooms, central air, five bedrooms in West Dennis - Dennis Port, MA

Heated pool, three sitting rooms, central air, five bedrooms in West Dennis

Holiday Home, Dennis Port

Heated pool, three sitting rooms, central air, five bedrooms in West Dennis is a holiday home in Dennis Port, with pool access, kitchen access, and room for a group. This stay gives…

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About Heated pool, three sitting rooms, central air, five bedrooms in West Dennis

Heated pool, three sitting rooms, central air, five bedrooms in West Dennis is a holiday home in Dennis Port, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $4,797.

From$685/night
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Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C - Dennis Port, MA

Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C

Holiday Home, Dennis Port

Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C is a holiday home in Dennis Port, with pool access, kitchen access, and room for a group. This stay gives travelers…

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About Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C

Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C is a holiday home in Dennis Port, with pool access, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $9,585.

From$1,369/night
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Vacation rentals with parking in Dennis Port, MA

Find vacation rentals that make arriving by car easier.

Lovely 3 bedroom ranch home well maintained by owners - Dennis Port, MA

Lovely 3 bedroom ranch home well maintained by owners

Holiday Home, Dennis Port

Lovely 3 bedroom ranch home well maintained by owners is a holiday home in Dennis Port, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Lovely 3 bedroom ranch home well maintained by owners

Lovely 3 bedroom ranch home well maintained by owners is a holiday home in Dennis Port, with parking, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,963.

From$280/night
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Bandera’s Beach Bungalow - Dennis Port, MA

Bandera’s Beach Bungalow

Holiday Home, Dennis Port

Bandera’s Beach Bungalow is a holiday home in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bandera’s Beach Bungalow

Bandera’s Beach Bungalow is a holiday home in Dennis Port, 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 10 - Sat, Oct 17 · 7 nights · total from $2,378.

From$340/night
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Three bedroom just .6 miles to Glendon Beach - Dennis Port, MA

Three bedroom just .6 miles to Glendon Beach

Holiday Home, Dennis Port

Three bedroom just .6 miles to Glendon Beach is a holiday home in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Three bedroom just .6 miles to Glendon Beach

Three bedroom just .6 miles to Glendon Beach is a holiday home in Dennis Port, 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 10 - Sat, Oct 17 · 7 nights · total from $2,441.

From$349/night
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New For 2026! 1/2 mile to Swan Pond (2414) - Dennis Port, MA

New For 2026! 1/2 mile to Swan Pond (2414)

Cottage, Dennis Port

New For 2026! 1/2 mile to Swan Pond (2414) is a cottage in Dennis Port, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About New For 2026! 1/2 mile to Swan Pond (2414)

New For 2026! 1/2 mile to Swan Pond (2414) is a cottage in Dennis Port, with 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,572.

From$367/night
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Vacation rentals with a kitchen in Dennis Port, MA

Compare stays with kitchen access for longer trips and easier meals.

Escape to Cape Cod in Our Quaint Cottage - Casa 72 - Dennis Port, MA

Escape to Cape Cod in Our Quaint Cottage - Casa 72

Cottage, Dennis Port

Escape to Cape Cod in Our Quaint Cottage - Casa 72 is a cottage in Dennis Port, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Escape to Cape Cod in Our Quaint Cottage - Casa 72

Escape to Cape Cod in Our Quaint Cottage - Casa 72 is a cottage in Dennis Port, with easy beach access 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 beachfront.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,435.

From$348/night
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Bright and cheerful 3 bedroom home, .5 miles to beach! - Dennis Port, MA

Bright and cheerful 3 bedroom home, .5 miles to beach!

Holiday Home, Dennis Port

Bright and cheerful 3 bedroom home, .5 miles to beach! is a holiday home in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Bright and cheerful 3 bedroom home, .5 miles to beach!

Bright and cheerful 3 bedroom home, .5 miles to beach! is a holiday home in Dennis Port, 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 10 - Sat, Oct 17 · 7 nights · total from $2,569.

From$367/night
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Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach - Dennis Port, MA

Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach

Holiday Home, Dennis Port

Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach is a holiday home in Dennis Port, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a…

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About Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach

Serenity 222: Bright Coastal Dennisport Retreat Walk to Beach is a holiday home in Dennis Port, with easy beach access, kitchen access, 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,601.

From$372/night
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Farmhouse near Sea Street Beach - Dennis Port, MA

Farmhouse near Sea Street Beach

Country House, Dennis Port

Farmhouse near Sea Street Beach is a country house in Dennis Port, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Farmhouse near Sea Street Beach

Farmhouse near Sea Street Beach is a country house in Dennis Port, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,725.

From$389/night
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