One week (7-night, Saturday to Saturday) stay in Sea You At The Beach - 296 Tropical Breeze Dr., Santa Rosa Beach, Florida. Sea You At The Beach sleeps 10 and is located in Cypress Breeze Plantation, which is a beautiful gated community less than a mile to the beach and Gulf Place, with lots of restaurants and entertainment venues. It is very easy to access by bike and golf cart.

Cypress Breeze is well known for its spectacular lagoon pool that is just steps away. The interior of this beautiful, 4-bedroom home with over 2,700 square feet of living space features a welcoming open-concept floor plan, a spacious master suite on the main floor, and the remaining sleeping arrangements on the second floor.

Rental unavailable Easter week and May 28-July 31, 2027. Winner to pay additional $395 cleaning fee not included in bid price.

Stay one week (7 nights) in the dog-friendly Creamsicle Cottage in Corolla, Outer Banks, North Carolina, any available week February-April or September-October 2027.

Creamsicle Cottage is a newly constructed 5-bedroom (5 master) vacation home with a pool, hot tub, wrap-around screened-in porch, outdoor fireplace, and rooftop deck. It is within walking distance of the historic Corolla Village and features views of the Currituck Lighthouse.

Visit the website listing for full details. The winner must pay a $250 security deposit and sign a rental contract with the property management company upon booking.

Escape to The Bayberry! Stay two consecutive nights in this dog-friendly cabin in Logan, Ohio, on any available dates from November 2026 through April 2027.