Holiday rentals with outdoor seating in Severna Park

Guest suite in Crownsville

4.95 out of 5 average rating, 144 reviews

Abington Farm—National Historic 1640s Home in Serene Setting

Listen to the cardinals and blue jays in the morning, and watch for deer and foxes in the evening. This natural paradise is surrounded by horse pastures, fields, and a pond. The East Wing is socially-distance friendly because it is completely independent of the main house. There are 2 private porches for the East Wing and 1 shared (but divided) front porch with private access from the East Wing. * As of March 2021, we've updated the manor with a 3 stage commercial water filtration system! The apartment is the East Wing of Abbington Manor. The East Wing offers 2 bedrooms (1 queen (Master)/1 twin(Guest)/1 foldout bed (Living Room couch), 1 bath,a fully stocked kitchen, private laundry,Verizon Gigabit speed wi-fi, cable, 2 private porches,central heat & a/c and parking. Abbington is located 4 minutes from numerous stores and restaurants in the Waugh Chapel (Crofton, Millersville, Gambrills - Anne Arundal County) area. East Wing Side Porch, Private Entrance Rear Screened Porch Please don't hesitate to call, email, text or just walk next door and knock, if you need anything! Abbington Manor and Farm is a historic home and stables at Crownsville, Anne Arundel County. The house sits facing the main road, which was once an Indian trail. The main block dates from about 1840, while cellar steps go back to the early 1600s. Uber, Lyft, and limo services are readily available or bring your own car!

4.96 out of 5 average rating, 419 reviews

Cottage in Annapolis

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

4.96 out of 5 average rating, 688 reviews

Guest suite in Arnold

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!

4.98 out of 5 average rating, 115 reviews

Home in Annapolis

Hot Tub Haven: Annapolis Backyard Oasis

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

4.9 out of 5 average rating, 301 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

4.87 out of 5 average rating, 151 reviews

Guest suite in Arnold

Cozy Comfort Close to Annapolis & USNA

Private first-floor 2- bedroom guest apartment, a quiet retreat in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

4.96 out of 5 average rating, 192 reviews

Guest suite in Severn

Separate entry, close to Annapolis,Baltimore,Meade

This is for a 1 bedroom guest suite with a private separate entry to our lovely home. One queen bed and one queen sofa bed. We are 12 min to the Baltimore Airport, 13 min to Ft. Meade, 23 min to the inner harbor, 25 min to Annapolis, and 50 min to DC—last house on a safe and quiet street. 4 GUESTS Maximum overnight. No SMOKING in or on the property grounds please. There is a microwave, refrigerator, and dining table. NO KITCHEN YouTube TV, Netflix, HBO, and Disney + included.

4.94 out of 5 average rating, 191 reviews

Guest suite in Arnold

Coastal Comfort Suite Near Annapolis, Hottub, EV

Hot tub is open for the season. Pool will be open May 12 through Labor Day weekend. Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Guesthouse in Glen Burnie

4.93 out of 5 average rating, 357 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

4.98 out of 5 average rating, 101 reviews

Annapolis Loft Apartment- separate space

About this space This private treehouse apartment, located above a detached garage, is nestled among the treetops on a wooded acre of land in a friendly, walkable, and quiet neighborhood. The apartment is a beautiful space with modern furniture, vinyl plank floors, a king-size bed, and a 50-inch flat-screen TV. We are located 3 miles from historic downtown Annapolis, the Naval Academy, and the Naval Athletic stadium.

4.99 out of 5 average rating, 143 reviews

Garden View, a spacious 1 bedroom with loft.

Relax and unwind at this peaceful and charming retreat, nestled in a quiet neighborhood. Located just minutes from Route 50, I-95, and Downtown Annapolis, Garden View is ideally situated for exploring Naval Academy sports, the Renaissance Festival, Boat Shows, and golf at The Preserve. If you prefer staying in, the fully equipped kitchen and free Wi-Fi make it easy to work or cook from the comfort of your space.