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Holiday Apartments in Dewey Beach

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260 rentals in Dewey Beach.
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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!, holiday rental in Dewey Beach
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!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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, holiday rental in Dewey Beach
Beach Block Townhouse With NEW Everything & Ocean Views, holiday rental in Dewey Beach

Beach Block Townhouse With NEW Everything & Ocean Views

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
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, holiday rental in Dewey Beach
Adorable, Family-Friendly, Uniquely Comfortable, Walk to Beach, holiday rental in Dewey Beach

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Renovated in 2022, 5BR, heated pool, firepit, garden oasis, character & charm!, holiday rental in Dewey Beach
Renovated in 2022, 5BR, heated pool, firepit, garden oasis, character & charm!, holiday rental in Dewey Beach
Renovated in 2022, 5BR, heated pool, firepit, garden oasis, character & charm!, holiday rental in Dewey Beach

Renovated in 2022, 5BR, heated pool, firepit, garden oasis, character & charm!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Stay Play Dewey - Oceanfront Dewey Beach Townhouse, holiday rental in Dewey Beach
Stay Play Dewey - Oceanfront Dewey Beach Townhouse, holiday rental in Dewey Beach
Stay Play Dewey - Oceanfront Dewey Beach Townhouse, holiday rental in Dewey Beach

Stay Play Dewey - Oceanfront Dewey Beach Townhouse

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury cottage, 7BR, heated pool, firepit, beach-block, character & charm!, holiday rental in Dewey Beach
Luxury cottage, 7BR, heated pool, firepit, beach-block, character & charm!, holiday rental in Dewey Beach
Luxury cottage, 7BR, heated pool, firepit, beach-block, character & charm!, holiday rental in Dewey Beach

Luxury cottage, 7BR, heated pool, firepit, beach-block, character & charm!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 16
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!, holiday rental in Dewey Beach
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!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury Condo With An Amazing Location & Views. 1 Block Away From The Beach!!, holiday rental in Dewey Beach
Luxury Condo With An Amazing Location & Views. 1 Block Away From The Beach!!, holiday rental in Dewey Beach
Luxury Condo With An Amazing Location & Views. 1 Block Away From The Beach!!, holiday rental in Dewey Beach

Luxury Condo With An Amazing Location & Views. 1 Block Away From The Beach!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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, holiday rental in Dewey Beach
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

Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 6
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., holiday rental in Dewey Beach
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.

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront Sights and Sounds! See and Hear the Ocean from Porch and Veranda, holiday rental in Dewey Beach
Oceanfront Sights and Sounds! See and Hear the Ocean from Porch and Veranda, holiday rental in Dewey Beach
Oceanfront Sights and Sounds! See and Hear the Ocean from Porch and Veranda, holiday rental in Dewey Beach

Oceanfront Sights and Sounds! See and Hear the Ocean from Porch and Veranda

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing 2 BR/2 BA Condo with Garage and 2 Porches, holiday rental in Dewey Beach
Relaxing 2 BR/2 BA Condo with Garage and 2 Porches, holiday rental in Dewey Beach
Relaxing 2 BR/2 BA Condo with Garage and 2 Porches, holiday rental in Dewey Beach

Relaxing 2 BR/2 BA Condo with Garage and 2 Porches

Condo/Apartment
2 bedrooms
2 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!, holiday rental in Dewey Beach
Ocean Block Dewey Beach and Pet Friendly!, holiday rental in Dewey Beach

Ocean Block Dewey Beach and Pet Friendly!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Brand New-Complete Reno, holiday rental in Dewey Beach
Brand New-Complete Reno, holiday rental in Dewey Beach
Brand New-Complete Reno, holiday rental in Dewey Beach

Brand New-Complete Reno

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Rehoboth by the Sea Oceanfront Paradise!

Holiday Rental House
2 bedrooms
3 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!, holiday rental in Dewey Beach
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!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Book Your Beach Vacation Now!, holiday rental in Dewey Beach
Book Your Beach Vacation Now!, holiday rental in Dewey Beach
Book Your Beach Vacation Now!, holiday rental in Dewey Beach

Book Your Beach Vacation Now!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Renovated in 2020, 5BR, heated pool,
fire pit, character and charm!, holiday rental in Dewey Beach
Renovated in 2020, 5BR, heated pool,
fire pit, character and charm!, holiday rental in Dewey Beach
Renovated in 2020, 5BR, heated pool,
fire pit, character and charm!, holiday rental in Dewey Beach

Renovated in 2020, 5BR, heated pool, fire pit, character and charm!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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ROOFTOP POOL&HOT TUB OPEN ALL YEAR!  BOOK YOUR FALL, WINTER OR SUMMER 2023 NOW!!, holiday rental in Dewey Beach
ROOFTOP POOL&HOT TUB OPEN ALL YEAR!  BOOK YOUR FALL, WINTER OR SUMMER 2023 NOW!!, holiday rental in Dewey Beach
ROOFTOP POOL&HOT TUB OPEN ALL YEAR!  BOOK YOUR FALL, WINTER OR SUMMER 2023 NOW!!, holiday rental in Dewey Beach

ROOFTOP POOL&HOT TUB OPEN ALL YEAR! BOOK YOUR FALL, WINTER OR SUMMER 2023 NOW!!

Holiday Rental House
15 bedrooms
10 bathrooms
Sleeps 32
Match: Sleeps
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RESERVE NOW FOR 2023!!Hurry!! One of the best kept secrets in Dewey Beach!!, holiday rental in Dewey Beach
RESERVE NOW FOR 2023!!Hurry!! One of the best kept secrets in Dewey Beach!!, holiday rental in Dewey Beach
RESERVE NOW FOR 2023!!Hurry!! One of the best kept secrets in Dewey Beach!!, holiday rental in Dewey Beach

RESERVE NOW FOR 2023!!Hurry!! One of the best kept secrets in Dewey Beach!!

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Best Location in Dewey Beach 'Baywinds', holiday rental in Dewey Beach
The Best Location in Dewey Beach 'Baywinds', holiday rental in Dewey Beach
The Best Location in Dewey Beach 'Baywinds', holiday rental in Dewey Beach

The Best Location in Dewey Beach 'Baywinds'

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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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, holiday rental in Dewey Beach
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

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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78 Steps to the BEACH and three parking spots!!, holiday rental in Dewey Beach
78 Steps to the BEACH and three parking spots!!, holiday rental in Dewey Beach
78 Steps to the BEACH and three parking spots!!, holiday rental in Dewey Beach

78 Steps to the BEACH and three parking spots!!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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3rd house from the ocean. Pet friendly. Dates avail thru 6/10., holiday rental in Dewey Beach
3rd house from the ocean. Pet friendly. Dates avail thru 6/10., holiday rental in Dewey Beach
3rd house from the ocean. Pet friendly. Dates avail thru 6/10., holiday rental in Dewey Beach

3rd house from the ocean. Pet friendly. Dates avail thru 6/10.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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., holiday rental in Dewey Beach
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.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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, holiday rental in Dewey Beach
Perfect Location Dewey Townhouse great Mon to Fri rate, holiday rental in Dewey Beach

Perfect Location Dewey Townhouse great Mon to Fri rate

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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!!, holiday rental in Dewey Beach
Stunning California-style cottage, 2 minute walk to beach!!, holiday rental in Dewey Beach

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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy the screened in porch just steps from the beach., holiday rental in Dewey Beach
Enjoy the screened in porch just steps from the beach., holiday rental in Dewey Beach
Enjoy the screened in porch just steps from the beach., holiday rental in Dewey Beach

Enjoy the screened in porch just steps from the beach.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Ocean Front beach house, holiday rental in Dewey Beach
Ocean Front beach house, holiday rental in Dewey Beach
Ocean Front beach house, holiday rental in Dewey Beach

Ocean Front beach house

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Elevator! Dog friendly! 2nd house from ocean., holiday rental in Dewey Beach
Elevator! Dog friendly! 2nd house from ocean., holiday rental in Dewey Beach
Elevator! Dog friendly! 2nd house from ocean., holiday rental in Dewey Beach

Elevator! Dog friendly! 2nd house from ocean.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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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, holiday rental in Dewey Beach
Newly Decorated Beach Cottage- Steps To The Beach, holiday rental in Dewey Beach

Newly Decorated Beach Cottage- Steps To The Beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Coming to the Beach in the Fall and Winter is Wonderful!, holiday rental in Dewey Beach
Coming to the Beach in the Fall and Winter is Wonderful!, holiday rental in Dewey Beach
Coming to the Beach in the Fall and Winter is Wonderful!, holiday rental in Dewey Beach

Coming to the Beach in the Fall and Winter is Wonderful!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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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!, holiday rental in Dewey Beach
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!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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10 Chicago Street  - 10 Bedrooms - 91/2 Path Ocean Block w/ pool, holiday rental in Dewey Beach
10 Chicago Street  - 10 Bedrooms - 91/2 Path Ocean Block w/ pool, holiday rental in Dewey Beach
10 Chicago Street  - 10 Bedrooms - 91/2 Path Ocean Block w/ pool, holiday rental in Dewey Beach

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Holiday Rental House
10 bedrooms
10 bathrooms
Sleeps 22
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!, holiday rental in Dewey Beach
Be the Envy of Those Walking by! Prime Location!, holiday rental in Dewey Beach

Be the Envy of Those Walking by! Prime Location!

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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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!, holiday rental in Dewey Beach
Beautiful Home with a 3-Night Weekend Option!, holiday rental in Dewey Beach

Beautiful Home with a 3-Night Weekend Option!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Ocean Block Single Family Home - 16a Dickinson, holiday rental in Dewey Beach
Ocean Block Single Family Home - 16a Dickinson, holiday rental in Dewey Beach
Ocean Block Single Family Home - 16a Dickinson, holiday rental in Dewey Beach

Ocean Block Single Family Home - 16a Dickinson

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Dewey Beach Condo at the Opal, holiday rental in Dewey Beach
Beautiful Dewey Beach Condo at the Opal, holiday rental in Dewey Beach
Beautiful Dewey Beach Condo at the Opal, holiday rental in Dewey Beach

Beautiful Dewey Beach Condo at the Opal

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Steps to Beach! Inground Pool, Roof Top Deck w/Ocean Views -2 Great Rooms!, holiday rental in Dewey Beach
Steps to Beach! Inground Pool, Roof Top Deck w/Ocean Views -2 Great Rooms!, holiday rental in Dewey Beach
Steps to Beach! Inground Pool, Roof Top Deck w/Ocean Views -2 Great Rooms!, holiday rental in Dewey Beach

Steps to Beach! Inground Pool, Roof Top Deck w/Ocean Views -2 Great Rooms!

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beachfront Condo - Free Parking, Lovely Views, Private Beach, 4 bed 2.5 bath, holiday rental in Dewey Beach
Beachfront Condo - Free Parking, Lovely Views, Private Beach, 4 bed 2.5 bath, holiday rental in Dewey Beach
Beachfront Condo - Free Parking, Lovely Views, Private Beach, 4 bed 2.5 bath, holiday rental in Dewey Beach

Beachfront Condo - Free Parking, Lovely Views, Private Beach, 4 bed 2.5 bath

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Two 10 bdr/10 bath new construction resort homes to be built, open July 2023, holiday rental in Dewey Beach
Two 10 bdr/10 bath new construction resort homes to be built, open July 2023, holiday rental in Dewey Beach
Two 10 bdr/10 bath new construction resort homes to be built, open July 2023, holiday rental in Dewey Beach

Two 10 bdr/10 bath new construction resort homes to be built, open July 2023

Holiday Rental House
10 bedrooms
11 bathrooms
Sleeps 18
Match: Sleeps
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Ocean View 4 BR End Unit Townhouse. End Unit, holiday rental in Dewey Beach
Ocean View 4 BR End Unit Townhouse. End Unit, holiday rental in Dewey Beach
Ocean View 4 BR End Unit Townhouse. End Unit, holiday rental in Dewey Beach

Ocean View 4 BR End Unit Townhouse. End Unit

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Oceanblock Luxury Condo w/ 4 levels, Hot Tub, Private Decks & Amazing Views!, holiday rental in Dewey Beach
Oceanblock Luxury Condo w/ 4 levels, Hot Tub, Private Decks & Amazing Views!, holiday rental in Dewey Beach
Oceanblock Luxury Condo w/ 4 levels, Hot Tub, Private Decks & Amazing Views!, holiday rental in Dewey Beach

Oceanblock Luxury Condo w/ 4 levels, Hot Tub, Private Decks & Amazing Views!

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Fantastic Location on Saulsbury St (Starboard!) with a 3 night weekend option!, holiday rental in Dewey Beach
Fantastic Location on Saulsbury St (Starboard!) with a 3 night weekend option!, holiday rental in Dewey Beach
Fantastic Location on Saulsbury St (Starboard!) with a 3 night weekend option!, holiday rental in Dewey Beach

Fantastic Location on Saulsbury St (Starboard!) with a 3 night weekend option!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Classic Dewey Beach Cottage 2 Br 1 Ba, holiday rental in Dewey Beach
Classic Dewey Beach Cottage 2 Br 1 Ba, holiday rental in Dewey Beach
Classic Dewey Beach Cottage 2 Br 1 Ba, holiday rental in Dewey Beach

Classic Dewey Beach Cottage 2 Br 1 Ba

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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!, holiday rental in Dewey Beach
Prime location on  Saulsbury St in Dewey!, holiday rental in Dewey Beach

Prime location on Saulsbury St in Dewey!

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Top Floor Luxury Beach Condo Overlooking Bay with Amazing Balcony, holiday rental in Dewey Beach
Top Floor Luxury Beach Condo Overlooking Bay with Amazing Balcony, holiday rental in Dewey Beach
Top Floor Luxury Beach Condo Overlooking Bay with Amazing Balcony, holiday rental in Dewey Beach

Top Floor Luxury Beach Condo Overlooking Bay with Amazing Balcony

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Dewey II Oceanblock 2BR., holiday rental in Dewey Beach
Dewey II Oceanblock 2BR., holiday rental in Dewey Beach
Dewey II Oceanblock 2BR., holiday rental in Dewey Beach

Dewey II Oceanblock 2BR.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy beach bungalow-style condo steps from the ocean-Rodney Ave Unit 6 is back!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beach Living ... Ocean View, 4th From The Beach, holiday rental in Dewey Beach
Beach Living ... Ocean View, 4th From The Beach, holiday rental in Dewey Beach
Beach Living ... Ocean View, 4th From The Beach, holiday rental in Dewey Beach

Beach Living ... Ocean View, 4th From The Beach

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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