Vacation rentals in Dewey Beach, DE

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Dewey Beach, DE

Villages at Five Points Serenity | Beach - Dewey Beach, DE

Villages at Five Points Serenity | Beach

Holiday Home, Dewey Beach

Villages at Five Points Serenity · Beach is a holiday home in Dewey Beach, 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 Dewey Beach, 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 $1,533.

From$148/night
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Relax Poolside! Retreat 9 Mi to Rehoboth Beach - Dewey Beach, DE

Relax Poolside! Retreat 9 Mi to Rehoboth Beach

Holiday Home, Dewey Beach

Relax Poolside! Retreat 9 Mi to Rehoboth Beach is a holiday home in Dewey Beach, 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 Dewey 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,881.

From$165/night
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Vacation Rental in a Gated Community on the Rehoboth Bay - Dewey Beach, DE

Vacation Rental in a Gated Community on the Rehoboth Bay

Holiday Home, Dewey Beach

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

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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 Dewey 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,782.

From$173/night
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HENLOPEN HARMONY - 3BR, 2.5BA - SLEEPS 8 - Dewey Beach, DE

HENLOPEN HARMONY - 3BR, 2.5BA - SLEEPS 8

Holiday Home, Dewey Beach

HENLOPEN HARMONY - 3BR, 2.5BA - SLEEPS 8 is a holiday home in Dewey Beach, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About HENLOPEN HARMONY - 3BR, 2.5BA - SLEEPS 8

HENLOPEN HARMONY - 3BR, 2.5BA - SLEEPS 8 is a holiday home in Dewey Beach, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,941.

From$173/night
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Browse Waterfront Vacation Rentals in Dewey Beach, DE

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

OCEAN FRONT! LINENS INCLUDED! - Dewey Beach, DE

OCEAN FRONT! LINENS INCLUDED!

Condo, Dewey Beach

OCEAN FRONT! LINENS INCLUDED! is a condo in Dewey Beach, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About OCEAN FRONT! LINENS INCLUDED!

OCEAN FRONT! LINENS INCLUDED! is a condo in Dewey 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, washer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,375.

From$286/night
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LINENS & DAILY ACTIVITIES INCLUDED! OCEANFRONT/BOARDWALK BUILDING W/ROOFTOP POOL Enjoy the grande view of Lake Gerar from this penthouse condo while having coffee on one of the 3 balconies. - Dewey Beach, DE

LINENS & DAILY ACTIVITIES INCLUDED! OCEANFRONT/BOARDWALK BUILDING W/ROOFTOP POOL Enjoy the grande view of Lake Gerar from this penthouse condo while having coffee on one of the 3 balconies.

Condo, Dewey Beach

LINENS & DAILY ACTIVITIES INCLUDED! OCEANFRONT/BOARDWALK BUILDING W/ROOFTOP POOL Enjoy the grande view of Lake Gerar from this penthouse condo while having coffee on one of the 3 balconies.…

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About LINENS & DAILY ACTIVITIES INCLUDED! OCEANFRONT/BOARDWALK BUILDING W/ROOFTOP POOL Enjoy the grande view of Lake Gerar from this penthouse condo while having coffee on one of the 3 balconies.

LINENS & DAILY ACTIVITIES INCLUDED! OCEANFRONT/BOARDWALK BUILDING W/ROOFTOP POOL Enjoy the grande view of Lake Gerar from this penthouse condo while having coffee on one of the 3 balconies. is a condo in Dewey 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, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,451.

From$291/night
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LINENS & DAILY ACTIVITIES INCLUDED*!. OCEANFRONT/BOARDWALK BUILDING - ROOFTOP POOL Have fun and relax at the beach or stay in and take advantage of this 1,090 sq ft unit that offers post card ocean views from all rooms. - Dewey Beach, DE

LINENS & DAILY ACTIVITIES INCLUDED*!. OCEANFRONT/BOARDWALK BUILDING - ROOFTOP POOL Have fun and relax at the beach or stay in and take advantage of this 1,090 sq ft unit that offers post card ocean views from all rooms.

Condo, Dewey Beach

LINENS & DAILY ACTIVITIES INCLUDED*!. OCEANFRONT/BOARDWALK BUILDING - ROOFTOP POOL Have fun and relax at the beach or stay in and take advantage of this 1,090 sq ft unit that offers post…

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About LINENS & DAILY ACTIVITIES INCLUDED*!. OCEANFRONT/BOARDWALK BUILDING - ROOFTOP POOL Have fun and relax at the beach or stay in and take advantage of this 1,090 sq ft unit that offers post card ocean views from all rooms.

LINENS & DAILY ACTIVITIES INCLUDED*!. OCEANFRONT/BOARDWALK BUILDING - ROOFTOP POOL Have fun and relax at the beach or stay in and take advantage of this 1,090 sq ft unit that offers post card ocean views from all rooms. is a condo in Dewey Beach, with pool access, easy beach 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: pool, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,531.

From$300/night
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Dewey No. 4 at the Shore Beach Block - Dewey Beach, DE

Dewey No. 4 at the Shore Beach Block

Condo, Dewey Beach

Dewey No. 4 at the Shore Beach Block is a condo in Dewey Beach, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Dewey No. 4 at the Shore Beach Block

Dewey No. 4 at the Shore Beach Block is a condo in Dewey Beach, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,408.

From$378/night
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Browse Vacation Rentals with a Pool in Dewey Beach, DE

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

Beautifully Furnished Condo in Villages of Five Points - Dewey Beach, DE

Beautifully Furnished Condo in Villages of Five Points

Condo, Dewey Beach

Beautifully Furnished Condo in Villages of Five Points is a condo in Dewey Beach, 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 Dewey Beach, 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 $1,607.

From$171/night
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Beautifully Updated Condo East of Route 1 in Villages of Five Points - Dewey Beach, DE

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

Condo, Dewey Beach

Beautifully Updated Condo East of Route 1 in Villages of Five Points is a condo in Dewey Beach, 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 Dewey 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, free wifi, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,593.

From$171/night
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New 2026 Listing! Pond View Condo in Five Points - Dewey Beach, DE

New 2026 Listing! Pond View Condo in Five Points

Condo, Dewey Beach

New 2026 Listing! Pond View Condo in Five Points is a condo in Dewey Beach, 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 Dewey Beach, 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 $1,593.

From$171/night
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17063 S. Brandt St. unit 4207-Village of Five Points, pet friendly condo! - Dewey Beach, DE

17063 S. Brandt St. unit 4207-Village of Five Points, pet friendly condo!

Condo, Dewey Beach

17063 S. Brandt St. unit 4207-Village of Five Points, pet friendly condo! is a condo in Dewey Beach, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About 17063 S. Brandt St. unit 4207-Village of Five Points, pet friendly condo!

17063 S. Brandt St. unit 4207-Village of Five Points, pet friendly condo! is a condo in Dewey Beach, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,912.

From$186/night
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Best Dewey Beach, DE vacation rentals with parking

Find vacation rentals that make arriving by car easier.

4 Mi to Beaches: Luxe Coastal Resort Condo - Dewey Beach, DE

4 Mi to Beaches: Luxe Coastal Resort Condo

Condo, Dewey Beach

4 Mi to Beaches: Luxe Coastal Resort Condo is a condo in Dewey Beach, with pool access, 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 condo in Dewey 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,962.

From$191/night
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Perfect beach Hideaway - Dewey Beach, DE

Perfect beach Hideaway

Apartment, Dewey Beach

Perfect beach Hideaway is a apartment in Dewey Beach, 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 Perfect beach Hideaway

Perfect beach Hideaway is a apartment in Dewey Beach, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,671.

From$200/night
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Fabulous Five Points Condo Just Minutes to Downtown Lewes - Dewey Beach, DE

Fabulous Five Points Condo Just Minutes to Downtown Lewes

Condo, Dewey Beach

Fabulous Five Points Condo Just Minutes to Downtown Lewes is a condo in Dewey Beach, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Fabulous Five Points Condo Just Minutes to Downtown Lewes

Fabulous Five Points Condo Just Minutes to Downtown Lewes is a condo in Dewey Beach, 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 $1,867.

From$200/night
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A Gem in Dewey at Rodney Ct. - Dewey Beach, DE

A Gem in Dewey at Rodney Ct.

Condo, Dewey Beach

A Gem in Dewey at Rodney Ct. is a condo in Dewey Beach, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About A Gem in Dewey at Rodney Ct.

A Gem in Dewey at Rodney Ct. is a condo in Dewey Beach, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,619.

From$355/night
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Best Pet-Friendly Vacation Rentals in Dewey Beach, DE

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

Driftwood Dreams - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY - Dewey Beach, DE

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

Condo, Dewey Beach

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

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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 Dewey Beach, 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 $1,665.

From$157/night
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THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY - Dewey Beach, DE

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

Condo, Dewey Beach

THE PLOVER'S PERCH - 2BR, 2BA - SLEEPS 4 - DOG FRIENDLY is a condo in Dewey Beach, 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 Dewey Beach, 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 $1,665.

From$157/night
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Village of Five Points townhouse with community pool, gym, and tennis access - Dewey Beach, DE

Village of Five Points townhouse with community pool, gym, and tennis access

Holiday Home, Dewey Beach

Village of Five Points townhouse with community pool, gym, and tennis access is a holiday home in Dewey Beach, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About Village of Five Points townhouse with community pool, gym, and tennis access

Village of Five Points townhouse with community pool, gym, and tennis access is a holiday home in Dewey Beach, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,915.

From$158/night
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Ocean View Studio Located in Downtown Rehoboth Beach! - Dewey Beach, DE

Ocean View Studio Located in Downtown Rehoboth Beach!

Condo, Dewey Beach

Ocean View Studio Located in Downtown Rehoboth Beach! is a condo in Dewey Beach, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Ocean View Studio Located in Downtown Rehoboth Beach!

Ocean View Studio Located in Downtown Rehoboth Beach! is a condo in Dewey Beach, 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: pool, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,035.

From$315/night
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Best Dewey Beach, DE vacation rentals with a kitchen

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

Luxury Condo - Vofp - \"Featured in Delaware Today\" - Dewey Beach, DE

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

Condo, Dewey Beach

Luxury Condo - Vofp - \"Featured in Delaware Today\" is a condo in Dewey Beach, 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 Dewey Beach, 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 $1,828.

From$200/night
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Peaceful Retreat Minutes to Downtown Historic Lewes - Dewey Beach, DE

Peaceful Retreat Minutes to Downtown Historic Lewes

Condo, Dewey Beach

Peaceful Retreat Minutes to Downtown Historic Lewes is a condo in Dewey Beach, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Peaceful Retreat Minutes to Downtown Historic Lewes

Peaceful Retreat Minutes to Downtown Historic Lewes is a condo in Dewey Beach, with pool 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,867.

From$200/night
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Porch & Community Perks: Walkable Lewes Condo - Dewey Beach, DE

Porch & Community Perks: Walkable Lewes Condo

Condo, Dewey Beach

Porch & Community Perks: Walkable Lewes Condo is a condo in Dewey Beach, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Porch & Community Perks: Walkable Lewes Condo

Porch & Community Perks: Walkable Lewes Condo is a condo in Dewey Beach, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,996.

From$201/night
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Peaceful 1-bedroom guesthouse with AC in charming Lewes - Dewey Beach, DE

Peaceful 1-bedroom guesthouse with AC in charming Lewes

Apartment, Dewey Beach

Peaceful 1-bedroom guesthouse with AC in charming Lewes is a apartment in Dewey Beach, 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 Dewey Beach, 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 $1,677.

From$203/night
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