Vacation rentals in Sussex County, DE

163 available vacation rental offers

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Best vacation rentals and Airbnb offers in Sussex County, DE

Nestled among the trees in Milton historic district. - Sussex County, DE

Nestled among the trees in Milton historic district.

Apartment, Sussex County

Nestled among the trees in Milton historic district. is a apartment in Sussex County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Nestled among the trees in Milton historic district.

Nestled among the trees in Milton historic district. is a apartment in Sussex County, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $928.

From$133/night
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Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street. - Sussex County, DE

Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street.

Holiday Home, Sussex County

Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street. is a holiday home in Sussex County, with easy beach access, parking, and kitchen access. This stay gives…

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About Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street.

Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street. is a holiday home in Sussex County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $932.

From$133/night
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EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More! - Sussex County, DE

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Cottage, Sussex County

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More! is a cottage in Sussex County, with pool access and kitchen access. This stay gives travelers a comfortable base…

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About EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More! is a cottage in Sussex County, with pool 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,232.

From$176/night
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4 Mi to Beaches: Luxe Coastal Resort Condo - Sussex County, DE

4 Mi to Beaches: Luxe Coastal Resort Condo

Holiday Home, Sussex County

4 Mi to Beaches: Luxe Coastal Resort Condo is a holiday home in Sussex County, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 4 Mi to Beaches: Luxe Coastal Resort Condo

4 Mi to Beaches: Luxe Coastal Resort Condo is a holiday home in Sussex County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,674.

From$179/night
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Vacation rentals with a pool in Sussex County, DE

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

4 Mi to Beaches: Luxe Coastal Resort Condo - Sussex County, DE

4 Mi to Beaches: Luxe Coastal Resort Condo

Apartment, Sussex County

4 Mi to Beaches: Luxe Coastal Resort Condo is a apartment in Sussex County, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 4 Mi to Beaches: Luxe Coastal Resort Condo

4 Mi to Beaches: Luxe Coastal Resort Condo is a apartment in Sussex County, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,738.

From$214/night
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Beautifully Updated Condo East of Route 1 in Villages of Five Points - Sussex County, DE

Beautifully Updated Condo East of Route 1 in Villages of Five Points

Condo, Sussex County

Beautifully Updated Condo East of Route 1 in Villages of Five Points is a condo in Sussex County, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautifully Updated Condo East of Route 1 in Villages of Five Points

Beautifully Updated Condo East of Route 1 in Villages of Five Points is a condo in Sussex County, with 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: pool, free wifi, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,539.

From$220/night
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New 2026 Listing! Pond View Condo in Five Points - Sussex County, DE

New 2026 Listing! Pond View Condo in Five Points

Condo, Sussex County

New 2026 Listing! Pond View Condo in Five Points is a condo in Sussex County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About New 2026 Listing! Pond View Condo in Five Points

New 2026 Listing! Pond View Condo in Five Points is a condo in Sussex County, 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: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,539.

From$220/night
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Beautifully Furnished Condo in Villages of Five Points - Sussex County, DE

Beautifully Furnished Condo in Villages of Five Points

Condo, Sussex County

Beautifully Furnished Condo in Villages of Five Points is a condo in Sussex County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautifully Furnished Condo in Villages of Five Points

Beautifully Furnished Condo in Villages of Five Points is a condo in Sussex County, with pool 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,553.

From$222/night
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Vacation rentals with parking in Sussex County, DE

Find vacation rentals that make arriving by car easier.

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups - Sussex County, DE

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Holiday Home, Sussex County

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups is a holiday home in Sussex County, with parking, kitchen access, and room for a group. This stay gives…

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About Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups is a holiday home in Sussex County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,066.

From$152/night
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Villages at Five Points Serenity | Beach - Sussex County, DE

Villages at Five Points Serenity | Beach

Holiday Home, Sussex County

Villages at Five Points Serenity · Beach is a holiday home in Sussex County, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Villages at Five Points Serenity | Beach

Villages at Five Points Serenity · Beach is a holiday home in Sussex County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,446.

From$207/night
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Peaceful 1-bedroom guesthouse with AC in charming Lewes - Sussex County, DE

Peaceful 1-bedroom guesthouse with AC in charming Lewes

Apartment, Sussex County

Peaceful 1-bedroom guesthouse with AC in charming Lewes is a apartment in Sussex County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Peaceful 1-bedroom guesthouse with AC in charming Lewes

Peaceful 1-bedroom guesthouse with AC in charming Lewes is a apartment in Sussex County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,614.

From$231/night
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17389 Taramino Place - Sussex County, DE

17389 Taramino Place

Holiday Home, Sussex County

17389 Taramino Place is a holiday home in Sussex County, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 17389 Taramino Place

17389 Taramino Place is a holiday home in Sussex County, with pool 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,787.

From$255/night
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Pet-friendly vacation rentals in Sussex County, DE

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

Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY - Sussex County, DE

Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY

Condo, Sussex County

Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY is a condo in Sussex County, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY

Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY is a condo in Sussex County, with pet-friendly space, pool 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,615.

From$231/night
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THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY - Sussex County, DE

THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY

Condo, Sussex County

THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY is a condo in Sussex County, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY

THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY is a condo in Sussex County, with pet-friendly space, pool 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,615.

From$231/night
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Relax Poolside! Retreat 9 Mi to Rehoboth Beach - Sussex County, DE

Relax Poolside! Retreat 9 Mi to Rehoboth Beach

Holiday Home, Sussex County

Relax Poolside! Retreat 9 Mi to Rehoboth Beach is a holiday home in Sussex County, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Relax Poolside! Retreat 9 Mi to Rehoboth Beach

Relax Poolside! Retreat 9 Mi to Rehoboth Beach is a holiday home in Sussex County, 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, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,725.

From$246/night
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Vacation Rental in a Gated Community on the Rehoboth Bay - Sussex County, DE

Vacation Rental in a Gated Community on the Rehoboth Bay

Holiday Home, Sussex County

Vacation Rental in a Gated Community on the Rehoboth Bay is a holiday home in Sussex County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base…

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About Vacation Rental in a Gated Community on the Rehoboth Bay

Vacation Rental in a Gated Community on the Rehoboth Bay is a holiday home in Sussex County, with pool access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,728.

From$247/night
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Vacation rentals with a kitchen in Sussex County, DE

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

4 Mi to Beaches: Luxe Coastal Resort Condo - Sussex County, DE

4 Mi to Beaches: Luxe Coastal Resort Condo

Condo, Sussex County

4 Mi to Beaches: Luxe Coastal Resort Condo is a condo in Sussex County, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About 4 Mi to Beaches: Luxe Coastal Resort Condo

4 Mi to Beaches: Luxe Coastal Resort Condo is a condo in Sussex County, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,701.

From$243/night
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Luxury Condo - Vofp - \"Featured in Delaware Today\" - Sussex County, DE

Luxury Condo - Vofp - \"Featured in Delaware Today\"

Condo, Sussex County

Luxury Condo - Vofp - \"Featured in Delaware Today\" is a condo in Sussex County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxury Condo - Vofp - \"Featured in Delaware Today\"

Luxury Condo - Vofp - \"Featured in Delaware Today\" is a condo in Sussex County, with pool 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, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,765.

From$252/night
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17059 S Brandt Street Unit 3201 - Sussex County, DE

17059 S Brandt Street Unit 3201

Condo, Sussex County

17059 S Brandt Street Unit 3201 is a condo in Sussex County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 17059 S Brandt Street Unit 3201

17059 S Brandt Street Unit 3201 is a condo in Sussex County, with pool 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,768.

From$253/night
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3 Mi to Savannah Beach: Lewes Condo w/ Pool Access - Sussex County, DE

3 Mi to Savannah Beach: Lewes Condo w/ Pool Access

Apartment, Sussex County

3 Mi to Savannah Beach: Lewes Condo w/ Pool Access is a apartment in Sussex County, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 3 Mi to Savannah Beach: Lewes Condo w/ Pool Access

3 Mi to Savannah Beach: Lewes Condo w/ Pool Access is a apartment in Sussex County, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,086.

From$257/night
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Family-friendly vacation rentals in Sussex County, DE

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

Cottage by the bay, sleeps 8 near Rehoboth beach - Sussex County, DE

Cottage by the bay, sleeps 8 near Rehoboth beach

Holiday Home, Sussex County

Cottage by the bay, sleeps 8 near Rehoboth beach is a holiday home in Sussex County, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base…

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About Cottage by the bay, sleeps 8 near Rehoboth beach

Cottage by the bay, sleeps 8 near Rehoboth beach is a holiday home in Sussex County, with pool access, easy beach 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, pool, free wifi, kids friendly, and kids pool.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,876.

From$247/night
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Bayside Cottage, near Rehoboth-sleeps 8! - Sussex County, DE

Bayside Cottage, near Rehoboth-sleeps 8!

Cottage, Sussex County

Bayside Cottage, near Rehoboth-sleeps 8! is a cottage in Sussex County, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Bayside Cottage, near Rehoboth-sleeps 8!

Bayside Cottage, near Rehoboth-sleeps 8! is a cottage in Sussex County, with pool access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,792.

From$256/night
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Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes - Sussex County, DE

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes

Cottage, Sussex County

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes is a cottage in Sussex County, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes is a cottage in Sussex County, 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: pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,251.

From$322/night
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Family and Dog Friendly Beach Retreat w/ Pool Access, Fenced Yard, and Baby Gear - Sussex County, DE

Family and Dog Friendly Beach Retreat w/ Pool Access, Fenced Yard, and Baby Gear

Holiday Home, Sussex County

Family and Dog Friendly Beach Retreat w/ Pool Access, Fenced Yard, and Baby Gear is a holiday home in Sussex County, with pet-friendly space, pool access, and easy beach access. This stay…

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About Family and Dog Friendly Beach Retreat w/ Pool Access, Fenced Yard, and Baby Gear

Family and Dog Friendly Beach Retreat w/ Pool Access, Fenced Yard, and Baby Gear is a holiday home in Sussex County, 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,407.

From$344/night
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