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Dewey Beach Holiday Homes

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    Travellers to Dewey Beach are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 35 Rentals in Dewey Beach
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    22 St. Louis1 / 15
    (8)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    26 Collins1 / 12
    (3)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    112 Chesapeake1 / 6
    (3)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    House, 6 Bedrooms + Convertible bed(s), 5.5 Baths, (Sleeps 14) *Please Note: We rent for full weeks only Sat-Sat and we only rent the house out during the summer. Take a tour (our 9 year old son will be your guide :) https://youtu.be/uI4jJXOh5KY Our Dewey Beach luxury home located on the ocean...
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    Dewey Beach, Delaware 19971
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Tidewatch 2b1 / 6
    (3)Average
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Tidewatch Apartments unit 2B- Located ocean block on Collins Ave. This is a one level, first floor apartment, less than 1 block to the beach. The complex provides off street parking for 1 car that is a first come first serve basis- parking is not guaranteed off street. In addition, the owner...
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    Dewey Beach, Delaware 19971
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Emerald Shoals 17D1 / 10
    (9)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Emerald Shoals unit 17D- Ocean block town home located on Van Dyke Ave. The town home is a three story unit with 2 bedrooms and 1 bath on the first floor and 2 bedrooms and 2 baths on the third floor. The spacious living, kitchen and dining room are located on the second floor with a 1/2 bath....
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    Dewey Beach, Delaware 19971
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
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    • Washer
    • Private Garden
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    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This great 5 Bedroom 3 Bath Ocean Block 2400 SF beach house right in the center town provides the comforts of home for your vacation at the beach! Park your cars for the week with everything within walking distance from the sand to fine dining, shops & nightlife. This house features brand new...
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    Dewey Beach, Delaware 19971
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    11a Dickinson1 / 4
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    11A Dickinson St.- One level, duplex located in the ocean block. The unit includes 2 bedrooms & 2 baths; a den, a living and kitchen area. There is off street parking for 3 cars. *This is a non smoking unit. The washer and dryer are located in the basement. A flight of stairs is required to enter...
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    Dewey Beach, Delaware 19971
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    17A Clayton St.- Ocean block, two level duplex. The first floor has one master bedroom and three additional bedrooms. There is one master bedroom on the second level. The main living, kitchen and dining area are located on the second floor. There is an additional sleeping area on the second floor....
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing two bedroom, two bathroom penthouse condo with fabulous views. Community pool and just 1 block to the beach. Great location and great condo!!! Park your car for the week and walk everywhere - close to shopping, dining and entertainment in Dewey Beach. 7 night rentals only. No Smoking/No...
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach Block Family Rental Dewey Beach1 / 101
    (6)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW IN 2015: UPDATED KITCHEN with new stainless steel refrigerator, pass through counter with stainless steel countertop and stools and retractable counter in kitchen, new microwave/hood, all new countertops and updated cabinets! KITCHEN includes a Keurig machine, stand up mixer,ice cream machine,...
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor condo in the heart of Dewey Beach! Park your car for the week and walk anywhere! Community pool and elevator. On the bayside of McKinley Street but walking distance to the public beach in Dewey. Need more room? We also manage Opal N104. 7 night rentals only. Additional amenities...
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean-Block Rental, 5 BR, 1 Block to Everything!!1 / 17
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Patio
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean-block rental. Less than a block to beautiful Dewey Beach and 1.5 blocks to Rehoboth Bay. Easy walking distance to restaurants, shops, and bars. Plenty of room for everyone with 5 bedrooms, including 1 with a king-size bed, 3 with queen-sized beds, and a bedroom with 3 singles and 1 double...
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated Three Bedroom Unit in Rainbow Cove. Just 1.5 Blocks to the Beach! This 2nd floor unit has a spacious Living Room with Dining Room and Kitchen, three Bedrooms and 2 Full Bathrooms. Two Reserved Parking Spaces. Close to everything Dewey has to offer! Pet friendly property. If bringing...
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    Dewey Beach, Delaware 19971
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location...Charming Sunday To Sunday PET FRIENDLY Rental Just Steps To The Beach on QUIET Swedes Street. OCEAN BLOCK! This wonderful ocean block home is well maintained and very clean! Exit the home and take a sharp left and you are on the beach! Only three homes to the beach!...
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    Location Information
    Dewey Beach, Delaware 19971
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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