Family-friendly holiday rentals in Severna Park

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Dazzling day/night water views,1st class amemities

TREAT YOURSELF! YOU DESERVE THE VERY BEST! HUGE DISCOUNTS FOR WEEK AND MONTH LONG STAYS! Treat yourself to the good life while in Annapolis! Gorgeous 14yr. old custom designed & furnished 1470sq.ft. waterfront apartment, 9ft. ceilings, fantastic water views day & night! Private pier, firepit and 40ft. waterfront covered patio for guests use. Guest parking for 4 cars. Few minutes to US Naval Academy, Annapolis Harbor, restaurants, shopping. Pet-friendly, must be cleared with host. *see below*

Secluded acre near BWI and Baltimore

Secluded suburban acre 8 minutes from BWI Airport, 15 minutes from Baltimore's Inner Harbor and from Fort Meade, and 45 minutes from Washington DC. Private house attached to host house has 1220 square feet of cozy comfort--4 times the size of a hotel room! House includes 2 bedrooms (one queen, one double), 1.5 baths, living room, foyer, dining room, full kitchen, and washer/dryer. The one-acre lot has hundreds of trees and is great for pets. Level 2 charging station is good for all EVs.

Carriage House near Navy Stadium, parking, pets

Close to downtown. Free parking. 🐶 Quick walk to Navy Stadium, 1.2 mile walk to downtown Annapolis and Academy, 30 min to Baltimore and 45 min to Washington DC. Immaculate private space. Safely tucked away a charming carriage house apartment in private backyard - 2 br, family room, well equipped kitchen and sparkling clean shower and bath. Pets welcomed but must be approved in advance +$50 pet fee. Note - 7 night min. during USNA Commissioning Week. 2 night minimum preferred on weekends.

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Celebrate Summer by Your Private Pool

Lovely two acre waterfront lower level attached apartment with separate private entrance. Exceptional amenities include an inground pool, a pier with kayaks and paddle boards, pickleball and basketball courts, a swing set with a rock wall for kids, a gas grill, and a pool table. This amazing waterfront home is conveniently located only eight miles from the Naval Academy and downtown Annapolis. We do not host parties or events. Only registered guests are permitted on the property.

South River Park Apartment

Located minutes from Annapolis, the in-law apartment offers access to Baltimore and DC in under an hour. The apartment offers its own entrance, full kitchen, one bathroom, one bedroom, tile floors, pullout sofa, Wifi, and parking. The apartment is registered with the Anne Arundel County Dept. of Inspections & Permits, #STR-15, for short term rentals.

Private 2B Apt--less than 1 mi to Downtown

A fully finished modern basement apartment with separate/private entry, in charming Eastport less than a mile from downtown Annapolis. Street parking is always available at the entrance to the apartment. Easy access to nearby restaurants, marinas, and US Naval Academy.

Pet Friendly Garden Apartment Near Annapolis

Cozy garden apartment w/private entrance, queen bed and twin day bed with trundel, bath and sitting room, and includes a refrigerator, microwave and coffee maker (there is no kitchen). Convenient to historic downtown Annapolis, Baltimore & Wash DC.