Dog Friendly Private Pool Dewey Beach 2nd Ocean Block Home

Welcome to 118 Chicago Street, a charming single-family home nestled in the Rehoboth By the Sea community, just 1.5 blocks from the heart of Dewey Beach. This coastal retreat offers the ideal blend of comfort and convenience, placing you within walking distance of Dewey's vibrant nightlife, exciting water sports, and the Jolly Trolley, which provides easy access to the boardwalk, shops, and dining in nearby Rehoboth Beach.
Recently upgraded, the home features a private heated pool, a spacious rear patio with ample seating, a fire pit, a gas grill, and an outdoor shower with a private changing room. Comfortably accommodating 12 guests, the main level features a cozy living room, a kitchen overlooking the pool area, one bedroom, a hall bath, and a dining space ideal for family meals. The second floor features four generously sized bedrooms and two additional bathrooms, offering ample space for everyone.
Set on a quiet, family-friendly street lined with mature trees and lush landscaping, the home also includes off-street parking for six vehicles and a Universal 220/240 EV cable stored in the laundry room for guest use. The private pool is open from May through October. Additional amenities include ceiling fans, Wi-Fi, a washer and dryer, and accommodations for two dogs with a pet fee (no cats permitted). Linens are not supplied, but rental packages are available for your convenience.
For a memorable beach getaway in the heart of Dewey Beach, this home offers an unbeatable combination of location, comfort, and amenities. Damage Waiver Information
Your reservation includes a nightly Damage Waiver fee (plus tax, if applicable), which covers accidental damage to the property or its contents—such as furniture, appliances, or fixtures—up to $3,000, as long as the incident is reported to the host before checkout.
This fee replaces a traditional security deposit and offers additional peace of mind during your stay. Guests can choose to opt out of the Damage Waiver and instead provide a refundable security deposit if they prefer. The $249.99 processing fee is non-refundable if you need to cancel your reservation. Delaware Accommodations Intermediary #2024713094