Owner Direct Vacation
Rentals in Princess Anne

There are a lot of options in Princess Anne. If you plan on staying in the Princess Anne area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Princess Anne:

• The Whitehaven Hotel
• Breath-Taking Family Retreat On The Water!
• "Cozy" Waterfront Cottage with Private Pier
• Kingsbay Mansion Bayhouse
• Salisbury Cottage
• Home2 Suites By Hilton Salisbury Fruitland
• Salisbury Hideaway
• This stunning home is in one of the most desirable neighborhoods of Salisbury
• Dog-Friendly Westover Cottage w/River Access!
• Relax on River just south of Salisbury- recently back from long term stays.

There are 2 vacation rentals with private pools near Princess Anne. Top-rated homes that have access to a swimming pool include:

• Year Round Playground - Rare Rustic-Modern Getaway
• The Cottage at Kingsbay Mansion Executive B&B

If you are looking for a family-friendly vacation home in Princess Anne, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Princess Anne:

• 2 Mi to Dtwn! Waterfront Gem on Wicomico River
• Year Round Playground - Rare Rustic-Modern Getaway
• Casa Del Rio

Currently, the total number of properties listed in 2026 is over 91 in the Princess Anne area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Princess Anne.