PenFed Realty

Delaware Vacation Rentals

  • Rentals in Lewes
  • Rentals in Rehoboth Beach
  • Rentals in Dewey Beach
  • Rentals in Bethany Beach
  • Rentals in Delaware Bay

Maryland Vacation Rentals

  • Rentals in Ocean City
  • Rentals in Ocean Pines

Amenities

  • Pet Friendly Rentals
  • Pool or Hot Tub Rentals
  • Near the Bay Rentals
  • Near the Ocean Rentals

Helpful Links

  • Agent Login
  • Vacation Rental FAQs
  • Contact
  • Beach Activities
  • Facebook
  • Instagram
  • YouTube
  • X/Twitter
  • LinkedIn

©2026 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.

Equal Housing Opportunity and Realtor Logo
Listings
New Rental

    104 Second Street (7)

    Lewes, DE

    Lewes| Lewes In-Town
    3 beds
    2 baths
    8 guests
    State License: #2024713096

    Experience the heartbeat of "First Town in the First State" from this spectacular upper-level apartment spanning the second and third floors of a beautifully restored building in the absolute center of historic downtown Lewes. Fresh off a comprehensive, top-to-bottom renovation that stripped the building to the studs, this premier residence flawlessly merges timeless 100-year-old architectural charm with sophisticated modern convenience.

    Guests are greeted by a light-filled interior highlighted by exposed historic brick accent walls, rich flooring, soaring ceilings, and upscale contemporary furnishings that embody effortless coastal elegance. The heart of this stunning town apartment is its thoughtfully redesigned open-concept living area, perfect for unwinding after a day of coastal exploration. The brand-new gourmet kitchen serves as a culinary showpiece, fully equipped with upgraded quartz countertops, sleek cabinetry, and premium stainless steel appliances. Just beyond the main living space, a breezy sunroom opens directly onto an elevated private deck, while the top floor features an exclusive balcony showcasing panoramic views over the rooftops of the bustling historic district. With multiple beautifully finished bedrooms and immaculate custom bathrooms, the multi-level layout provides an exceptionally comfortable and private retreat for families or couples traveling together.

    While the downtown location means there is no dedicated off-street parking, plentiful public parking spaces are easily accessible a few blocks away or in nearby metered municipal lots, allowing you to easily park and transition to the classic "Lewes lifestyle" of exploring entirely on foot or by bicycle.

    Unmatched location is the defining feature of this urban beach house oasis, putting the very best of Lewes literally outside your front door. You are mere steps away from world-class dining destinations like the Lewes Oyster House and Bramble & Brine, as well as an eclectic mix of upscale boutiques, cozy coffee shops, and local galleries. A short, scenic stroll along the sidewalk brings you to the beautiful Lewes-Rehoboth Canal Front Park, while the tranquil sands of Lewes Beach and the sweeping bike paths of Cape Henlopen State Park are just minutes away, making this apartment the ultimate home base for an upscale, pedestrian-friendly coastal holiday.

    All guests must supply their own sheets, towels and beach towels or OPT in for our linen rental package.

    Minimum 3 night stays anytime. Ask your agent for details.

    This property does not accept pets.

    Guests must choose to purchase a $70 Vacation Rental Damage Insurance policy covering $3,000.00 in accidental damage, or pay a refundable security deposit of $2,000.00. Policies of a lesser amount are not acceptable. This amount will not be reflected in the quote amount on VRBO.

    The property must be occupied for the entire rental period by the Guest signing the Lodging Agreement (Responsible Guest), and all occupants of the Property shall be supervised by the Responsible Guest. The Responsible Guest must be at least 25 years of age. If the party is made up of unrelated individuals (a group rental where the Responsible Guest is NOT the legal guardian/parent of any other guests), ALL guests occupying the property must be at least 25 years of age.

    We accept Mastercard, Visa, American Express and Discover Credit Cards and eChecks for your initial deposit. We also accept personal checks for final payments. Final payments are due 30 days prior to your check-in date. NOTE: Any payments within 30 days of arrival require to be in certified funds or by credit card. You will be provided a link to a Guest Portal where you can securely make your payments online.

    Lewes Lic #

    Read More

    Amenities


    Rooms


    Loading rooms...
    Loading rooms...
    Loading rooms...

    Availability


    Loading calendar...

    Location


    104 Second Street, Lewes, DE

    Loading map...

    SIMILAR LISTINGS

    Loading listings...
    Loading listings...
    Loading listings...
    Loading listings...
    Home
    rental
    delaware
    lewes
    lewes town
    104 Second Street, Lewes, DE
    Request Information