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Holiday Homes in Dewey Beach

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127 rentals in Dewey Beach.
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Beach Retreat Located in the Heart of Dewey!, holiday rental in Dewey Beach

Beach Retreat Located in the Heart of Dewey!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Adorable, Family-Friendly, Uniquely Comfortable, Walk to Beach, holiday rental in Dewey Beach

Adorable, Family-Friendly, Uniquely Comfortable, Walk to Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Oceanside Cozy Cottage 2 Blocks to Beach! Family & Dog Friendly! All Amenities!, holiday rental in Dewey Beach

Oceanside Cozy Cottage 2 Blocks to Beach! Family & Dog Friendly! All Amenities!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury cottage, 7BR, heated pool, DE opens June 1!!, holiday rental in Dewey Beach

Luxury cottage, 7BR, heated pool, DE opens June 1!!

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Beach Block Townhouse With NEW Everything & Ocean Views, holiday rental in Dewey Beach

Beach Block Townhouse With NEW Everything & Ocean Views

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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40 yards from the beach, heat / ac splits, 4 season rental, pet friendly!, holiday rental in Dewey Beach

40 yards from the beach, heat / ac splits, 4 season rental, pet friendly!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming, 5BR, pool, firepit, pet friendly, DE opens June 1!!, holiday rental in Dewey Beach

Charming, 5BR, pool, firepit, pet friendly, DE opens June 1!!

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Oceanfront - Right on the Beach...doesn't get any better than this!, holiday rental in Dewey Beach

Oceanfront - Right on the Beach...doesn't get any better than this!

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Ocean Front, Sunrise Views, Well Appointed, Delaware Beach, Rehoboth By The Sea, holiday rental in Dewey Beach

Ocean Front, Sunrise Views, Well Appointed, Delaware Beach, Rehoboth By The Sea

2 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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June + Sept open! Oceanfront - See and Hear the Sea from Delightful Beach House!, holiday rental in Dewey Beach

June + Sept open! Oceanfront - See and Hear the Sea from Delightful Beach House!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Location Dewey Townhouse great Mon to Fri rate, holiday rental in Dewey Beach

Perfect Location Dewey Townhouse great Mon to Fri rate

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ocean Block in the Center of Dewey.  Large Deck Pets Allowed., holiday rental in Dewey Beach

Ocean Block in the Center of Dewey. Large Deck Pets Allowed.

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Bayfront Penthouse Condo 1 block from the beach. Overlooking rooftop pool, holiday rental in Dewey Beach

Luxury Bayfront Penthouse Condo 1 block from the beach. Overlooking rooftop pool

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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BOOK NOW FOR SUMMER 2021! A FEW WEEKS LEFT! DISCOUNT ON AVAILABLE FALL DATES!, holiday rental in Dewey Beach

BOOK NOW FOR SUMMER 2021! A FEW WEEKS LEFT! DISCOUNT ON AVAILABLE FALL DATES!

15 bedrooms
10 bathrooms
Sleeps 32
Match: Sleeps
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Serenity Amid it All. Pet friendly, WiFi, outdoor shower, grill, holiday rental in Dewey Beach

Serenity Amid it All. Pet friendly, WiFi, outdoor shower, grill

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Block Dewey Beach and Pet Friendly!, holiday rental in Dewey Beach

Ocean Block Dewey Beach and Pet Friendly!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEWLY LISTED, character, charm & fully renovated, pet friendly, DE opens June 1!, holiday rental in Dewey Beach

NEWLY LISTED, character, charm & fully renovated, pet friendly, DE opens June 1!

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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FALL NIGHTS & BEACH BONFIRES.....WE HAVE ONE OF THE BEST KEPT SECRETS. BOOK NOW!, holiday rental in Dewey Beach

FALL NIGHTS & BEACH BONFIRES.....WE HAVE ONE OF THE BEST KEPT SECRETS. BOOK NOW!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly listed for SUMMER 2020!  Oceanfront, super-clean, cute and comfortable!, holiday rental in Dewey Beach

Newly listed for SUMMER 2020! Oceanfront, super-clean, cute and comfortable!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Come see beautiful fall sunsets over the bay! Amazing off season rates!, holiday rental in Dewey Beach

Come see beautiful fall sunsets over the bay! Amazing off season rates!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Flexibility, Great Value 7 Bedrm, 4 Bath, Home, Beach 2 Blocks, holiday rental in Dewey Beach

Flexibility, Great Value 7 Bedrm, 4 Bath, Home, Beach 2 Blocks

7 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Avail for Beautiful days and Comfortable nights in Dewey Beach-Oct/Nov/Dec, holiday rental in Dewey Beach

Avail for Beautiful days and Comfortable nights in Dewey Beach-Oct/Nov/Dec

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Be the Envy of Those Walking by! Prime Location!, holiday rental in Dewey Beach

Be the Envy of Those Walking by! Prime Location!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Steps to Beach! Private Inground Pool, Roof Top Deck w/oceanviews!, holiday rental in Dewey Beach

Steps to Beach! Private Inground Pool, Roof Top Deck w/oceanviews!

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Book Early for 2020 Season!, holiday rental in Dewey Beach

Book Early for 2020 Season!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Brand New-Complete Reno, holiday rental in Dewey Beach

Brand New-Complete Reno

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stunning California-style cottage, 2 minute walk to beach!!, holiday rental in Dewey Beach

Stunning California-style cottage, 2 minute walk to beach!!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Dewey Beach Condo at the Opal, holiday rental in Dewey Beach

Beautiful Dewey Beach Condo at the Opal

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WINTER GETAWAY! 2 NIGHT MIN REASONABLE REHOBOTH BAY / DEWEY BEACH PANORAMIC VIEW, holiday rental in Dewey Beach

WINTER GETAWAY! 2 NIGHT MIN REASONABLE REHOBOTH BAY / DEWEY BEACH PANORAMIC VIEW

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bayside Condo in Dewey Beach, DE, holiday rental in Dewey Beach

Bayside Condo in Dewey Beach, DE

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Decorated Beach Cottage- Steps To The Beach, holiday rental in Dewey Beach

Newly Decorated Beach Cottage- Steps To The Beach

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Completly Redone, Great Location Dewey Beach 4Br, 3Full Bath, holiday rental in Dewey Beach

Completly Redone, Great Location Dewey Beach 4Br, 3Full Bath

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A COZY BEACH COTTAGE - NEW LOWER RATE FOR LAST WEEK OF AUGUST, holiday rental in Dewey Beach

A COZY BEACH COTTAGE - NEW LOWER RATE FOR LAST WEEK OF AUGUST

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean Front beach house, holiday rental in Dewey Beach

Ocean Front beach house

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dewey II Oceanblock 2BR., holiday rental in Dewey Beach

Dewey II Oceanblock 2BR.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Great 2BR/1BA - 1/2 block to Beach!, holiday rental in Dewey Beach

Great 2BR/1BA - 1/2 block to Beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Condo 1 block from the Beach!!  Great Location with Marina & Bay Views., holiday rental in Dewey Beach

Luxury Condo 1 block from the Beach!! Great Location with Marina & Bay Views.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Home with a 3-Night Weekend Option!, holiday rental in Dewey Beach

Beautiful Home with a 3-Night Weekend Option!

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Prime location on  Saulsbury St in Dewey!, holiday rental in Dewey Beach

Prime location on Saulsbury St in Dewey!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ocean and Beach Views from 3-levels!    You Have to See the Pictures!, holiday rental in Dewey Beach

Ocean and Beach Views from 3-levels! You Have to See the Pictures!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Oceanblock! Great reviews., holiday rental in Dewey Beach

Oceanblock! Great reviews.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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DEWEY Beach Block Cottage on the Best Block in Dewey!, holiday rental in Dewey Beach

DEWEY Beach Block Cottage on the Best Block in Dewey!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Side Of Dewey Condo, holiday rental in Dewey Beach

South Side Of Dewey Condo

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEWLY RENOVATED ** Dewey Beach Oceanfront, holiday rental in Dewey Beach

NEWLY RENOVATED ** Dewey Beach Oceanfront

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Four Houses Away from the Ocean, holiday rental in Dewey Beach

Four Houses Away from the Ocean

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Block Pet Friendly w/Parking! Booking now for Summer 2021!, holiday rental in Dewey Beach

Ocean Block Pet Friendly w/Parking! Booking now for Summer 2021!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Everything You Could Want in a Beach House (& More)!, holiday rental in Dewey Beach

Everything You Could Want in a Beach House (& More)!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ocean Block Pet Friendly 6 BR Duplex only Steps to the Beach, holiday rental in Dewey Beach

Ocean Block Pet Friendly 6 BR Duplex only Steps to the Beach

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Newly Renovated and in a Prime Location of Dewey!, holiday rental in Dewey Beach

Newly Renovated and in a Prime Location of Dewey!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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4 BR, Bayside, Steps to Beach, Swimming Pool, Tennis Courts, holiday rental in Dewey Beach

4 BR, Bayside, Steps to Beach, Swimming Pool, Tennis Courts

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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