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Holiday Rentals with Pools in Lewes

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    R 3 317 Average
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    R 0R 14 000+
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    Travellers to Lewes are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    11 Matching Rentals in LewesView all 17 rentals
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    4 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Best Value at the Delaware Shore!1 / 15
    (17)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Children's Pool
    • Private Garden
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relaxing pet friendly 3 bedroom waterfront cottage Paradise awaits in this hidden gem with a newly remodeled kitchen and water just a few feet away, an immaculate life-guarded salt water community pool, basketball courts, tennis and pickle ball courts, a brand new playground that is accessible for...
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    19958, Lewes, Delaware
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Debraak Landing, Cape Shores- Move over bed and breakfasts! Enjoy this family sized, beach rental home in historic Lewes, DE, the first city in the first state. The small town of Lewes offers quaint shops, a variety of restaurants, boating, a lighthouse, colonial and WWII sites, in addition to...
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    19958, Lewes, Delaware
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Port Lewes 671 / 7
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    We've stayed in this same unit for almost 20 years in a row. We are picky. If that doesn't say it all, the owner is kind and respectful and very attentive to the needs of his...
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    About this property
    Port Lewes unit 67- Located in a bay front community that features a swimming pool and tennis courts. A three story townhome with a first floor bedroom and full bath. The second floor features an open living, dining, and kitchen area. This unit offers two balconies, one with a bay view and also...
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    19958, Lewes, Delaware
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Garden
    • Children's Pool
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are a family of five who have enjoyed countless summers here at the beach, swimming every day and going to the boardwalk. Our house is perfect because it is outside of all the action in a quiet, safe, family neighborhood but has easy 10 minute access to things such as Rehoboth, Dewey, Lewes,...
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    19958, Lewes, Delaware
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Hot Tub
    • Washer
    • Parking
    • Porch
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely home located in The Villages of Five Points East with 3300 sq ft, 2 fireplaces and conveniently located to all beaches. Walking distance to fine restaurants, fast food, pool, grocery store, retail stores and more. This house is designed for family living. Large great room with high...
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    19958, Lewes, Delaware
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that this property features a security camera outside the front door* This blissful Lewes getaway beckons you to stay in comfort just 10-20 minutes from the ocean! With 2 bedrooms, 2 baths and accommodations for 10, this vacation rental condo boasts a screened porch and access to the...
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    19958, Lewes, Delaware
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the first city in the First State and stay just steps from a peaceful lake in this 3-bedroom, 3-bath vacation rental townhome for 8. Located in a quiet, well-maintained Lewes neighborhood, this recently renovated and furnished home boasts a 2-story interior with contemporary amenities....
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    19958, Lewes, Delaware
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kick off your getaway at this pristine 2-bedroom, 2-bathroom vacation rental condo, located just 3 miles from Lewes and Cape Henlopen State Park beaches! After a day of boating, fishing, or sunbathing by the Atlantic Ocean, all of the amenities of home plus prime resort features, including a pool...
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    Location Information
    19958, Lewes, Delaware
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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