With beautiful outdoor attractions, a vibrant culinary scene, and a downtown waterfront dripping with equal parts charm and history, Annapolis has something to offer everyone seeking a unique vacation in any season. At Home Annapolis prides ourselves on being the premier provider of luxury vacation homes in Annapolis, MD, so whether you are bringing the family to celebrate the opening of the marinas and waterways this spring, for a quick weekend getaway to revel in crab season, or for Commissioning Week at the U.S. Naval Academy in May, make sure to browse our premium 4-bedroom Annapolis, MD vacation homes and begin planning your dream vacation.
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Variety is the Spice of Life
Whether you prefer a charming southern-style mansion with a wrap-around veranda or a stylish urban townhouse in the heart of downtown, we have the perfect accommodations for your party of 8 or more. Our 4-bedroom Annapolis, MD vacation homes feature modern upgrades and can be had in historic downtown Annapolis, in the posh Bay River neighborhood, or on scenic overlooks above the Severn River or Weems Creek. Whether you opt for a quiet suburban home with beautifully maintained grounds and sweeping views of the Bay or the contemporary style and convenience of a downtown split-level home, you will find that each of our vacation homes comes with its own unique charm.
Annapolis, MD Vacation Homes with Great Amenities
All of our vacation homes in Annapolis, MD are meticulously renovated, maintained, and cleaned to provide you with the ultimate home away from home. Loaded with convenience and amenities like private pools, game rooms, and glassed-in solariums with astonishing views of the Chesapeake, you’ll enjoy the perfect blend of creature comforts and hotel-level luxury married to affordable convenience and privacy. Our 4-bedroom homes feature one or more master suites, each with a king bed and private, newly renovated en suite bathroom. Modern kitchens are loaded with stainless steel appliances, granite counter tops, center islands, wet bars, and all the kitchenware and linens you require, so you won’t need to worry about extra shopping trips for the incidentals. Prepare a feast for your family and friends and then enjoy it in your formal dining room, on your covered porch with a sunset, or on your backyard patio while watching the sails pass by on the scenic waterways that make Annapolis the sailing capital of the country.
Let’s Go Out and Play!
It’s beautiful outside in Annapolis, even in the winter months, as long as you bundle up! The winds off the Chesapeake Bay can create quite a bite, but if you make accommodations for the weather you will be perfectly fine. During warmer days, however, you may want to get out on the water, and renting an Electric Boat from Annapolis Electric Boat Rentals at 300 2nd Street is a unique and easy way to do so. It’s Like driving a golf course, only a LOT more fun because you’ll be skimming across the waters of the iconic Chesapeake Bay at the helm of a vessel that seats up to 10 people! Bring food, beverages, your favorite alcoholic drinks, and your family of course, and spend anywhere from one to five hours exploring the Annapolis scenery from the water! Electric vehicles aren’t limited to the water, of course, and if you want to experience another unique adventure exploring our town, The Heart of Annapolis tours offered by Urban Adventures is fascinating and fun! Climb aboard their all electric e-cruisers and be prepared to fall in love with the architecture and history of our favorite place on earth with tour guides that are both knowledgeable and personable.
An Appetite for Something Delicious
Spend any amount of time outside in the fresh air of Annapolis and you’ll soon find yourself in need of food, and we have more than a couple of ideas on how to fill the empty space in your stomach! Now is not the time for salads and small plates—you need fuel for your adventures—and Riverbay Roadhouse at 1374 Cape St Claire Road should be one of the first stops on your epicurean tour of the town. Serving comfort food like meatloaf and prime rib, but also offering everyone’s favorite Maryland crab cakes and seafood, it’s guaranteed to sate any size appetite and to please the pickiest of eaters. If you like your steaks with an Asian flare, Ziki Japanese Steakhouse at 1906 Towne Centre Boulevard #4250 is the perfect way to turn a simple meal into a dining experience! Offering hibachi tables and fresh sushi, watching the talented chefs make volcanoes out of onion slices may be the highlight of your younger children’s getaway. For those who prefer steak served the good old-fashioned American way, a short drive to Edgewater and the All-American Steakhouse promises to be just what you were dreaming about after coming off the water. Serving surf, turf, and your favorite pub grub, this is one of our favorite places in the area; find it at 139 Mitchells Chance Road.
Choose At Home Annapolis for the Best Vacation Home Rentals in Maryland
We are proud to offer more than just the best selection of vacation home rentals in Maryland: we strive to provide you with the absolute best vacation possible. Browse our wide selection of properties on our website and contact one of our expert local guides to help you plan your trip for Commissioning Week and beyond, today!