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Chesapeake City Vacation Rentals

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    Don't let other travelers get your favorite Chesapeake City area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 13 Rentals in Chesapeake City
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    Chesapeake City
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 20 miles of Chesapeake City.
    Waldins waterfront house with amazing views - Top of the Chesapeake1 / 25
    (1)Excellent
    Charlestown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Elkton
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Still Pond
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Terrace
    • Patio
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious room w old pine floors, comes with semi-private bathroom, breakfast and some meals provided, in a charming Victorian in delightful town, half acre lot and shared use of rooms. Out and out close for 15 scenic launching areas for boating. Less than 5 mins to spectacular sunsets at Betterton....
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    Still Pond, Maryland 21667
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Wilmington, DE
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wilmington Masterpiece ! The Hamilton is a beautifully renovated and decorated home by Redefined Luxury Homes. Located in the heart of Historic Wilmington Delaware and just steps away from Trolley Square, Museum District and close to the Downtown riverfront area. Excellent for large groups. no pets...
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    Location Information
    Wilmington, Delaware 19806
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Charlestown
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront living at its best. About 40 minutes from downtown Baltimore and 1.5 hours from DC. This is a quiet family oriented area, not a bustling tourist town. Bring your boat and put it in at the nearby ramp. Lovely bamboo floors in the living room. Fantastic views of the Chesapeake Bay. Kayak...
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    Location Information
    Charlestown, Maryland 21903
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Peace and Quiet in a Delightful Victorian1 / 37
    (1)Very good
    Still Pond
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Private Yard
    • Washer
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Easy location, very lovely people who are kind and cordial. Perfect place to stay for a quick Eastern Shore visit.
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    About this property
    Spacious room w old pine floors, comes with semi-private bathroom, breakfast and some meals provided, in a charming Victorian in delightful town, half acre lot and shared use of rooms. Out and out close for 15 scenic launching areas for boating. Less than 5 mins to spectacular sunsets at Betterton....
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    Location Information
    Still Pond, Maryland 21667
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Wilmington, DE
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wilmington Masterpiece ! The Hamilton is a beautifully renovated and decorated home by Redefined Luxury Homes. Luxury Rooms Cool Spring / Trolley Square + Complimentary Coffee/Bagels + Spa like rooms, crisp linens, bottled water, WIFI + Walking distance to Trolley Square, Public Transport,...
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    Location Information
    Wilmington, Delaware 19806
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Elkton
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Secure Parking
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I have 2 double bed rooms and a 1 person bedroom with shared bathroom, kitchen, sun room, deck, woods with bonfire, cob oven, yurt, outdoor bathroom, free roaming chickens, sheep, goat, cats, dogs, people, plants, gardens, fish pond, playground, bikes available, close to Fair Hill nature preserve,...
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    Location Information
    Elkton, Maryland 21921
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Wilmington, DE
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available Two bedrooms in 3 BDR HOME. Full size Rooms. sleep two. Fully equipped KITCHEN. FRONT Porch and Fenced In Back Yard for privacy. DIRCT TV! NON Smoking professionals preferred. Tenant Must be able to care for home, responsible for recycling, Must care of Property in bad weather, keep...
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    Location Information
    Wilmington, Delaware 19804
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pennsville, NJ
    6 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Patio
    • Grill
    • Washer
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in rural Southern New Jersey, The Inn at M&M is unique, with a story dating to the 1600's. The Inn's scenic rural setting is ideal for your special occasion or private get-away. The Inn is equipped with modern bathrooms and all the amenities to make your stay enjoyable. This venue and...
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    Location Information
    Pennsville, New Jersey 08070
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 19
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    New Castle, DE
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the colonial roots of New Castle when you stay at this quaint 2-bedroom, 2-bathroom vacation rental house! Here, you'll find everything needed for a comfortable getaway including modern amenities like a open floor plan and fully equipped kitchen, with accommodations for 6 guests and...
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    Location Information
    New Castle, Delaware 19720
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hockessin, DE
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    * Please note that other renters live on site, in completely separate units, and may be present during your stay * Take a trip to the edge of Delaware and stay at this studio vacation rental apartment that sleeps 2 in Hockessin! You'll have the best of the northeast at your fingertips - with...
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    Location Information
    Hockessin, Delaware 19707
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Chesapeake City Flight and Weather Info
    Airports nearby (1)
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    PHL
    Philadelphia Intl Airport
    38.6 miles from Chesapeake City
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