Explore Leonardtown Wedding-Friendly Rentals
Explore over 246 wedding-friendly accommodations available in Leonardtown. From luxurious vacation homes to bespoke Perfect for Weddings venues and other private stays, each offers premium amenities tailored for wedding groups, ensuring unparalleled comfort and elegance. Experience expansive spaces and exceptional value when you choose a Perfect for Weddings property in Leonardtown.
Searching for last-minute deals or the best offers on accommodations perfect for wedding groups like cottages, condos, private villas, and spacious vacation homes? Perfect for Weddings in Leonardtown allows you to effortlessly compare various options with just a click. Whether you prefer properties with stunning event spaces, pet-friendly options, or large suites equipped with entertainment amenities, you'll find diverse choices near Leonardtown.
On average, accommodations near Leonardtown offer approximately 971.94 ft² of space.
Nightly rates typically average US $348.
With Perfect for Weddings, discovering and comparing accommodations tailored for wedding groups in Leonardtown is simple and secure, often at a 30-40% discount compared to traditional event venues. Start your search for the perfect wedding destination and secure your reservation today.
Top Leonardtown Vacation Rentals for Weddings
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Hotel & Resort to Stay in Leonardtown for Weddings
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Book a Last Minute Place to Stay in Leonardtown
Contact a Leonardtown Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Leonardtown Wedding Specialists help you get the best rates possible - it's free!
Explore Leonardtown’s Top Attractions
Leonardtown Frequently Asked Questions
Planning to stay in Leonardtown? Consider booking your stay at one of these top-rated wedding-friendly vacation rentals:
- Perfect Pointe, Cobb Island, Maryland
- An amazing large group vacation home with with elevator and breathtaking views.
- Historic Rousby Hall, Waterfront, Patuxent River
- Waterfront - renovated 3 bedrooms 2 full baths cottage
- Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
- Chesapeake Bay Waterfront 5+ Bedroom 7-Acre Historic Farm Near Solomons Island
- Holiday Inn Express & Suites Lexington Park-California by IHG
- All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21
- Comfort Inn & Suites
- Historic, Elegant, Luxurious.
Explore a curated collection of vacation rentals featuring private pools near Leonardtown with Perfect for Weddings. Indulge in the ultimate luxury and serenity at our premier villas and holiday homes, offering exclusive access to tranquil swimming pools.
As of 2025, Perfect for Weddings offers a diverse selection of over 246 properties listed in the Leonardtown area, with new additions regularly. By aggregating listings from multiple sources, Perfect for Weddings provides an extensive range of premier properties tailored for wedding groups in Leonardtown.
Other Wedding Destinations near Leonardtown
St. Mary's County
- Bay Estate | Luxe Waterfront Home w/Private Pier, Main+Guest House, Bay Views
- 18-Acre Waterfront Sanctuary Peace and Privacy
- Swanendele Inn at St. Mary's Maryland
- Chesapeake Charm
- Waterfront Scotland Beach Retreat with Private Beach
- FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
- Dock Access Waterfront Cottage in Avenue!
- 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
- Swanendele Inn
- El Camino
Port of Leonardtown Winery
- Summer at the Rivah in Irvington! Come see for yourself!
- Two DC Rowhouses Large Groups Sleeps 21
- Hummingbird Inn
- Tiny 2 Bedroom House in Deltaville
- The Mayflower Hotel, Autograph Collection
- Second Floor Bed and Bath in Stevensville, MD
- Our Happy Place in Colonial Beach
- Luxury Studio Guesthouse Deltaville
- Salisbury Cottage
- Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Contact a Leonardtown Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Leonardtown Wedding Specialists help you get the best rates possible - it's free!
