For the largest family gatherings, multi-family vacations, or corporate retreats, look no further than our incredible selection of 7-bedroom luxury vacation homes. The premiere Annapolis property rentals in our catalog, we feature a variety of large homes perfect for 14 or more adults. Tastefully furnished in traditional and contemporary style, our properties feature tasteful décor throughout, with hard wood floors, cathedral ceilings, and floor-to-ceiling windows.
No matter what your preferred style, these palatial villas and stately mansions can only be found in the most prestigious neighborhoods while offering the comforts and privacy of home with the opulence and amenities of a world-class hotel. After living like royalty in our spacious rentals near Annapolis, MD, you’ll wonder how you ever survived staying in hotels in the past!
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Luxurious Places to Stay in Annapolis
Our largest Annapolis property rentals are tailor-made for hosting large gatherings and parties. Featuring indoor and outdoor entertaining areas, these modern marvels feature stunning views of local waterways, plus private docks, plenty of parking, a tiki bar, and a luxurious pool and hot tub. You can host a dinner inside, with the formal dining room pairing perfectly with eat-in kitchens, island seating, and patio dining areas; or take the party outside on the large deck right off the kitchen with outdoor sofas and Adirondack chairs, and a fire pit nestled amongst the wooded grounds. Private paths wind through the charming woods to your own private pier, with boat access to the Severn River. You, your family, and your guests can enjoy a children’s play area, horseshoe pit, and the outdoor hot tub, or adjourn inside to the rec room and play a game of billiards.
Annapolis Adventures
If you’re traveling with a large group of people, it is sometimes difficult to find activities that everyone can do together, but not during your exciting visit to Annapolis. Proving that education can be entertaining, the Maryland State House, located at 100 State Circle, has been in continual legislative use since before we officially became an independent nation! In “business” since 1772, the tours offered here easily accommodate large groups, and standing in the footsteps of those heroic men who sacrificed so much for the freedoms we enjoy today will give you goose bumps!
The beauty of the Annapolis landscape shines brightly at Sandy Point State Park, and with over 400 acres of beach and hiking trails, it’s the perfect place for a large traveling party to get together for a day of fishing, picnicking, or exploring some of the historical interest sites found throughout the park. Crabbing is a popular activity, allowing lucky harvesters to bring home some of the fresh and sweet crab our state is known for, as is swimming, and wildlife watching. However you spend your time at Sandy Point, it’s guaranteed to be one day you won’t forget.
And finally, shopping is always an excellent option for visitors! Annapolis offers a variety of shopping experiences, but our favorites are the boutiques and shops that can be found in the historic district close to our rentals near Annapolis, MD. Offering everything from art galleries to pet boutiques, if you can’t find it downtown, it either doesn’t exist or you never really needed it anyway!
Dining and Nightlife with the Group
Perhaps the most difficult activity for a large group is finding a restaurant that can handle the business, but again, that’s not a problem in Annapolis! We sincerely believe in the more the merrier, and many of our local restaurants are easily able to accommodate your needs! Paladar Latin Kitchen & Rum Bar in the Annapolis Towne Centre, for example, can handle parties of up to 70 people—with more than a bit of advance notice, of course!
When it’s time to put on your best club clothes and your finest dance shoes, spending an evening in Baltimore at Mosaic is guaranteed to ensure a good time is held by all! Located at 4 Market Place, this swanky club offers bottle service and excellent DJs. If it’s a concert you want to enjoy, Rams Head on Stage is the only place to be. Offering a 500-seat theater filled with people tapping their toes and singing along to music performed by the best talent in the nation, Rams Head also serves food and beverages with the show!
Living in Luxury
These spacious places to stay in Annapolis feature numerous living areas, from quiet sitting rooms to cozy dens to large living rooms with big screen TV’s and the latest in-home theater equipment. With free cable, Wi-Fi, and a selection of games, your family will have no trouble keeping themselves entertained in your home away from home. The master suite and guest rooms offer comfortable sleeping quarters with plenty of privacy. All linens, kitchenware, and basic household items are included in our rentals near Annapolis, MD for your convenience.
We are proud to offer more than just a phenomenal selection of vacation rentals: We offer you a chance to stay in your dream home while you explore the historic and charming city of Annapolis. Come explore all the charm, history, and attractions our beautiful city has to offer and let us provide you with the absolute best vacation possible. Our local experts are standing by to help, or you can browse our wide selection of properties on our website. Find the best places to stay in Annapolis with At Home Annapolis!
