Vacation rentals in Middlesex Beach, DE

48 available vacation rental offers

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Best vacation rentals and Airbnb offers in Middlesex Beach, DE

Sea Colony --- 39469 Woodland View #5303 - Middlesex Beach, DE
8 ★ 6 reviews

Sea Colony --- 39469 Woodland View #5303

Holiday Home, Middlesex Beach

Sea Colony --- 39469 Woodland View #5303 is a holiday home in Middlesex Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sea Colony --- 39469 Woodland View #5303

Sea Colony --- 39469 Woodland View #5303 is a holiday home in Middlesex Beach, 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, hot tub, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,382.

From$111/night
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Bayside Resort --- 11065 Destination Dr - Middlesex Beach, DE
8 ★ 4 reviews

Bayside Resort --- 11065 Destination Dr

Holiday Home, Middlesex Beach

Bayside Resort --- 11065 Destination Dr is a holiday home in Middlesex Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Bayside Resort --- 11065 Destination Dr

Bayside Resort --- 11065 Destination Dr is a holiday home in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,965.

From$176/night
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Town of South Bethany --- 137 Evergreen Rd - Middlesex Beach, DE
8 ★ 3 reviews

Town of South Bethany --- 137 Evergreen Rd

Holiday Home, Middlesex Beach

Town of South Bethany --- 137 Evergreen Rd is a holiday home in Middlesex Beach, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Town of South Bethany --- 137 Evergreen Rd

Town of South Bethany --- 137 Evergreen Rd is a holiday home in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,068.

From$178/night
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Sea Colony - 802 Wimbledon - Middlesex Beach, DE
8 ★ 2 reviews

Sea Colony - 802 Wimbledon

Holiday Home, Middlesex Beach

Sea Colony - 802 Wimbledon is a holiday home in Middlesex Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sea Colony - 802 Wimbledon

Sea Colony - 802 Wimbledon is a holiday home in Middlesex Beach, 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, hot tub, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,483.

From$120/night
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Waterfront vacation rentals in Middlesex Beach, DE

Discover vacation rentals close to the coast, water, and beach areas around Middlesex Beach, DE.

Bayside Resort --- 38958 Aster Way - Middlesex Beach, DE

Bayside Resort --- 38958 Aster Way

Holiday Home, Middlesex Beach

Bayside Resort --- 38958 Aster Way is a holiday home in Middlesex Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Bayside Resort --- 38958 Aster Way

Bayside Resort --- 38958 Aster Way is a holiday home in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,014.

From$294/night
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Bayside Resort --- 31536 Winterberry Pkwy - Middlesex Beach, DE

Bayside Resort --- 31536 Winterberry Pkwy

Holiday Home, Middlesex Beach

Bayside Resort --- 31536 Winterberry Pkwy is a holiday home in Middlesex Beach, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Bayside Resort --- 31536 Winterberry Pkwy

Bayside Resort --- 31536 Winterberry Pkwy is a holiday home in Middlesex Beach, 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, hot tub, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,684.

From$353/night
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200 Yards to Shore! Quaint Ocean City Condo - Middlesex Beach, DE

200 Yards to Shore! Quaint Ocean City Condo

Apartment, Middlesex Beach

200 Yards to Shore! Quaint Ocean City Condo is a apartment in Middlesex Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About 200 Yards to Shore! Quaint Ocean City Condo

200 Yards to Shore! Quaint Ocean City Condo is a apartment in Middlesex Beach, 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: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,741.

From$199/night
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Ocean Place - Middlesex Beach, DE

Ocean Place

Holiday Home, Middlesex Beach

Ocean Place is a holiday home in Middlesex Beach, 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 Place

Ocean Place is a holiday home in Middlesex Beach, 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, beachfront, beach front, and ourdoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,926.

From$259/night
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Family-friendly vacation rentals in Middlesex Beach, DE

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

Deck & Indian River Bay Views: Coastal Cottage - Middlesex Beach, DE
10 ★ 1 reviews

Deck & Indian River Bay Views: Coastal Cottage

Cottage, Middlesex Beach

Deck & Indian River Bay Views: Coastal Cottage is a cottage in Middlesex Beach, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Deck & Indian River Bay Views: Coastal Cottage

Deck & Indian River Bay Views: Coastal Cottage is a cottage in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,125.

From$273/night
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Furnished Outdoor Space: Family Home in Ocean View - Middlesex Beach, DE

Furnished Outdoor Space: Family Home in Ocean View

Holiday Home, Middlesex Beach

Furnished Outdoor Space: Family Home in Ocean View is a holiday home in Middlesex Beach, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable…

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About Furnished Outdoor Space: Family Home in Ocean View

Furnished Outdoor Space: Family Home in Ocean View is a holiday home in Middlesex Beach, 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, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,898.

From$447/night
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Deck & Indian River Bay Views: Coastal Cottage - Middlesex Beach, DE

Deck & Indian River Bay Views: Coastal Cottage

Holiday Home, Middlesex Beach

Deck & Indian River Bay Views: Coastal Cottage is a holiday home in Middlesex Beach, with easy beach access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Deck & Indian River Bay Views: Coastal Cottage

Deck & Indian River Bay Views: Coastal Cottage is a holiday home in Middlesex Beach, 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, parking, paid parking, and garden.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,047.

From$236/night
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Covered Patio, Grill & Hammock: Frankford Home! - Middlesex Beach, DE

Covered Patio, Grill & Hammock: Frankford Home!

Cottage, Middlesex Beach

Covered Patio, Grill & Hammock: Frankford Home! is a cottage in Middlesex Beach, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Covered Patio, Grill & Hammock: Frankford Home!

Covered Patio, Grill & Hammock: Frankford Home! is a cottage in Middlesex Beach, with outdoor space, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,953.

From$346/night
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Pet-friendly vacation rentals in Middlesex Beach, DE

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

Bethany Bay - 8006 Pettinaro Dr - Middlesex Beach, DE
8 ★ 1 reviews

Bethany Bay - 8006 Pettinaro Dr

Apartment, Middlesex Beach

Bethany Bay - 8006 Pettinaro Dr is a apartment in Middlesex Beach, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring…

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About Bethany Bay - 8006 Pettinaro Dr

Bethany Bay - 8006 Pettinaro Dr is a apartment in Middlesex Beach, 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, pet friendly, pets friendly, and ourdoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,073.

From$206/night
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Town of South Bethany --- 125 Elizabeth Way - Middlesex Beach, DE
8 ★ 1 reviews

Town of South Bethany --- 125 Elizabeth Way

Holiday Home, Middlesex Beach

Town of South Bethany --- 125 Elizabeth Way is a holiday home in Middlesex Beach, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Town of South Bethany --- 125 Elizabeth Way

Town of South Bethany --- 125 Elizabeth Way is a holiday home in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,936.

From$471/night
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Swann Cove - 36858 Herring - Middlesex Beach, DE

Swann Cove - 36858 Herring

Holiday Home, Middlesex Beach

Swann Cove - 36858 Herring is a holiday home in Middlesex Beach, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Swann Cove - 36858 Herring

Swann Cove - 36858 Herring is a holiday home in Middlesex Beach, 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, pet friendly, pets friendly, and ourdoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,050.

From$181/night
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Bay Forest - 38770 Oyster Catcher - Middlesex Beach, DE

Bay Forest - 38770 Oyster Catcher

Holiday Home, Middlesex Beach

Bay Forest - 38770 Oyster Catcher is a holiday home in Middlesex Beach, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Bay Forest - 38770 Oyster Catcher

Bay Forest - 38770 Oyster Catcher is a holiday home in Middlesex Beach, 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, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,768.

From$265/night
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Vacation rentals with a pool in Middlesex Beach, DE

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

Bayside Resort - 11444 West Sand Cove - Middlesex Beach, DE
8 ★ 1 reviews

Bayside Resort - 11444 West Sand Cove

Holiday Home, Middlesex Beach

Bayside Resort - 11444 West Sand Cove is a holiday home in Middlesex Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Bayside Resort - 11444 West Sand Cove

Bayside Resort - 11444 West Sand Cove is a holiday home in Middlesex Beach, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,967.

From$176/night
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Sea Colony - 903 Singles Ct - Middlesex Beach, DE

Sea Colony - 903 Singles Ct

Holiday Home, Middlesex Beach

Sea Colony - 903 Singles Ct is a holiday home in Middlesex Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sea Colony - 903 Singles Ct

Sea Colony - 903 Singles Ct is a holiday home in Middlesex Beach, 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, hot tub, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,833.

From$387/night
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Sea Colony --- 2305 Round Robin Way - Middlesex Beach, DE

Sea Colony --- 2305 Round Robin Way

Holiday Home, Middlesex Beach

Sea Colony --- 2305 Round Robin Way is a holiday home in Middlesex Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Sea Colony --- 2305 Round Robin Way

Sea Colony --- 2305 Round Robin Way is a holiday home in Middlesex Beach, 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, gym, and indoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,181.

From$206/night
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Sea Colony---1805 Doubles Court - Middlesex Beach, DE

Sea Colony---1805 Doubles Court

Holiday Home, Middlesex Beach

Sea Colony---1805 Doubles Court is a holiday home in Middlesex Beach, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sea Colony---1805 Doubles Court

Sea Colony---1805 Doubles Court is a holiday home in Middlesex Beach, 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, hot tub, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,138.

From$206/night
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Vacation rentals with parking in Middlesex Beach, DE

Find vacation rentals that make arriving by car easier.

Covered Patio, Grill & Hammock: Frankford Home! - Middlesex Beach, DE

Covered Patio, Grill & Hammock: Frankford Home!

Holiday Home, Middlesex Beach

Covered Patio, Grill & Hammock: Frankford Home! is a holiday home in Middlesex Beach, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Covered Patio, Grill & Hammock: Frankford Home!

Covered Patio, Grill & Hammock: Frankford Home! is a holiday home in Middlesex Beach, with 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, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,842.

From$306/night
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Sea Del Estates - 38 Sugar Hill - Middlesex Beach, DE

Sea Del Estates - 38 Sugar Hill

Holiday Home, Middlesex Beach

Sea Del Estates - 38 Sugar Hill is a holiday home in Middlesex Beach, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sea Del Estates - 38 Sugar Hill

Sea Del Estates - 38 Sugar Hill is a holiday home in Middlesex Beach, 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: parking, paid parking, ac, air conditioning, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,857.

From$505/night
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Near Bethany Beach: Resort-Style Home w/ Views - Middlesex Beach, DE

Near Bethany Beach: Resort-Style Home w/ Views

Holiday Home, Middlesex Beach

Near Bethany Beach: Resort-Style Home w/ Views is a holiday home in Middlesex Beach, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Near Bethany Beach: Resort-Style Home w/ Views

Near Bethany Beach: Resort-Style Home w/ Views is a holiday home in Middlesex Beach, 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 wifi, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $5,726.

From$701/night
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