Explore Chesapeake Bay Wedding-Friendly Rentals
Explore over 26547 wedding-friendly accommodations available in Chesapeake Bay. 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 Chesapeake Bay.
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 Chesapeake Bay 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 Chesapeake Bay.
On average, accommodations near Chesapeake Bay offer approximately 740.25 ft² of space.
Nightly rates typically average US $336.
With Perfect for Weddings, discovering and comparing accommodations tailored for wedding groups in Chesapeake Bay 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 Chesapeake Bay Vacation Rentals for Weddings
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Hotel & Resort to Stay in Chesapeake Bay for Weddings
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Book a Last Minute Place to Stay in Chesapeake Bay
Contact a Chesapeake Bay Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Chesapeake Bay Wedding Specialists help you get the best rates possible - it's free!
Explore Chesapeake Bay’s Top Attractions
Chesapeake Bay Frequently Asked Questions
Planning to stay in Chesapeake Bay? Consider booking your stay at one of these top-rated wedding-friendly vacation rentals:
- The Holidays are over in Irvington. Just plop and do absolutely nothing!
- Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- PERFECT LOCATION in the heart of history
- Perfect Blend of Historic and New with a Great Location- Walk to everything!
- 240' Private Beachfront @Kent Island Love Point - Great for Families
- Wonderfully Updated and Renovated in the Historic District. 2-3 Night Min Stay
- The Williamsburg Retreat - Gorgeous Private Acreage
- History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
- Charming garden row home, easy 4 block walk to the heart of Annapolis.
- Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Explore a curated collection of vacation rentals featuring private pools near Chesapeake Bay 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 2026, Perfect for Weddings offers a diverse selection of over 26547 properties listed in the Chesapeake Bay 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 Chesapeake Bay.
Other Wedding Destinations near Chesapeake Bay
Maryland
- Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
- Monte Carlo Condos Ocean City
- Hummingbird Inn
- Station House East: Upscale Loft in the Historic District Cambridge, MD
- The Hidden Paradise Home Studio, Downtown City Views, Productions, Families & Large Groups
- Modern Flat in the Heart of St. Michaels – Walk Everywhere
- Pendry Baltimore
- St. Michaels Waterfront Home
- Ashore Resort & Beach Club
- Cozy Waterfront Apartment Chester, MD
Northern Chesapeake Bay
- 2BR Riverfront Retreat on 61 acres with 270 degrees of waterfront/private Pool
- The Mayflower Hotel, Autograph Collection
- 1840s Carrollton Inn
- NEW! Lux 2BD-BA, private parking, across the Street from U St Metro!
- Our Happy Place in Colonial Beach
- The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!
- Neptune By The Water
- Contemporary 5BR house Minutes to DC. Perfect for large groups or events
- 3BR Dog-Friendly Retreat with Fireplace and Patio
- Upscale DC Row Home | Central | Garage | Fire Pit
Washington
- Heart of Capitol Hill Row House, Luxury & Location
- Cozy 1BR 1BA Retreat in a Private DC Basement
- The Hay-Adams
- Stylish City Studio in the Heart of Capitol Hill
- ComfiNook Stay in Capitol HillWalk to DC Sites
- Living on The Edge of Capitol Hill, METRO subway
- Capitol Hill Homestay Convenient to H St
- Eastern Market & METRO Accessible, Modern Charm, Walk Everywhere!
- Modern 1 block from Metro subway Minutes to Capital, Museums and National Mall
- Comfortable Studio Apartment
Contact a Chesapeake Bay Wedding Specialist
Interested in finding the perfect accommodations for you and your wedding group? Let one of our Chesapeake Bay Wedding Specialists help you get the best rates possible - it's free!
