Luxury Vacation Rentals for Large Groups in Maryland
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 3 large group vacation rentals – enter your dates for availability.
Welcome to your large group retreat in Maryland
Bring everyone together with Wander's luxury vacation rentals for large groups in Maryland. From waterfront estates on the Chesapeake Bay to expansive lakefront retreats in the mountains, each home is designed for effortless gathering and privacy in equal measure.
Expect multiple ensuite bedrooms, generous great rooms, chef's kitchens with double appliances, indoor-outdoor dining, and parking for the whole crew. Every stay includes pristine cleaning, ultra fast WiFi, and 24/7 concierge service so you can focus on time together.
Whether it is a milestone celebration, an offsite, or a multi-family getaway, our luxury vacation rentals in Maryland make large-group travel easy and elevated. Book with confidence knowing every home looks like the photos and is expertly operated.
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
Discover more large groups activities in Maryland
Maryland delivers variety without the long drives. Sunrise over the Chesapeake Bay, winding coves lined with sailboats, and heritage lighthouses set an elegant coastal mood. On the Atlantic side, broad beaches and quiet barrier islands offer room to roam.
Head west for rolling farmland, vineyard-dotted hills, and the forested peaks around Deep Creek Lake. Seasons matter here, with fiery foliage in fall, ski days at Wisp, and breezy summers on the water.
With culture-rich waterfront towns and scenic routes connecting it all, the state makes group itineraries simple and memorable. This is why Wander's luxury vacation rentals in Maryland are the perfect choice, whether you're traveling for work or leisure.