Private suite vacation rentals in Annapolis

Beautiful Bsmt. Suite, Quiet, Upscale Neighborhood

A luxurious, beautiful, and spacious basement suite designed exclusively for guests with a private sliding door entrance. Features include a large living room, two bedrooms, bathroom, playroom, Kitchenette. Wi-Fi, Smart TV, patio, and standby generator. 30 minutes from BWI or Reagan National Airports and 5 miles to Metro & MARC station, this is a commuter's dream. Close to shopping and a short drive to FedExField – Washington Redskins Stadium, Six Flags, Washington DC & MGM National Harbor.

Value · Family · Parks

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!

Value · Location · Bathroom

Luxury 1BR/1BA Private Suite Close to DC!

Whether you’re looking for a place to stay a couple of days, weeks, or months, this luxurious basement apartment offers a spacious environment with the perfect touch of style, comfort, and sophistication. Enjoy the electric fireplace, office, reading nook, and your own private spa bathroom. This suite has a private entrance and is located in a very peaceful cul de sac with plenty of restaurants and shopping nearby. The home is located just 20 mins outside of DC. Not suitable for small children.

Family · Location · Indoor spaces

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.

Value · Family · Shared spaces

Secret Garden in Historic Fells Point

"Art is Everywhere" - Most walkable part of Baltimore - Surrounded by art and cultural sites - Hosts with local insider tips Transportation: - 5-min walk Restaurants/Bars - 5-min walk Boutiques - 15-min walk - Inner Harbor/National Aquarium - 25 min (~$35 Lyft/Uber) to Airport Nearby Landmarks: - Marriott Waterfront Hotel/Conference Center: 0.5 miles - Johns Hopkins Main Hospital: 1.2 miles - Convention Center: 1.3 miles - Penn Station: 2.6 miles

Family · Location · Hospitality

Independent Access Garage Apartment, Near Downtown

Independent entrance garage apartment located on the back of our house with totally independent entrance. It has a queen size bed, WIFI, 10 minute walk to Downtown. Mini kitchen with a mini-fridge, microwave, and coffee-maker. Plenty of space to store a bike. Great neighborhood with street parking available free on the weekends and two-hour limit during the week. There is free street parking during the week one block away from the apartment. Free EV charging one block away!!

Value · Location · Parking

The Lower Level Loft near BWI

Unwind in this tranquil, stylish in-law suite just minutes from BWI. Located on the lower level of a modern townhouse, it features a private entrance, inviting dining area, spacious bathroom, and a cozy bedroom with a brand-new queen bed and HD TV. One well-lit parking spaces add convenience. The kitchenette includes a mini fridge, air fryer, microwave, coffee maker, and essentials for a relaxing, comfortable stay, with easy access to shops, dining, and major highways.

Value · Family · Quiet

Annapolis Garden Suite

Welcome to our oasis, tucked away on a forested residential street. ~7 minutes from the Annapolis Towne Centre, ~15m from the coast, and ~30m from Baltimore and DC. Tl;dr: This is a ground-level guest suite. Inside, you’ll find 3 beds, 2 bedrooms, 1 desk, 1 kitchen with a dishwasher, oven, Nespresso/pour over, 2 TVs, a laundry room, fast wifi, a pool, patio and a forest view. We live on the top floor (separated by stairs and a locked door; separate entrances).

Family · Value · Long stay

The Guest of Honor: Fenced Smart Home w/Hot Tub

This stylish ground-level only private space (Not a basement) is only 23 min from DC (30-35 min to downtown DC) 5 min from Andrew's Airforce Base, 15 min from the National Harbor & walking distance to Cosca Park. Cosca Park Amenities Include Baseball Fields, Outdoor Tennis Courts, Tennis Bubble, Walking Trail/Nature Trail, RestRooms, Playground, Skateboard Park, Paddle Boats on the Lake, Picnic Tables & Shelters, Nature Center, RV/Campground & parking lots.

Family · Location · Outdoor spaces

Home Sweet Home! 3 bds | Bath | Kitch | Laundry

Stay and Relax with the whole family in this brand new spacious basement apartment with lots of room for fun. Easy access to the White House, Six Flags, Chesapeake Beach, National Museums, Smithsonian Zoo, and a host of other beautiful sights in the D.C., Maryland, and Virginia (DMV) areas. The nightly rate includes up to two guests, and there is a $20 per night charge for each additional guest staying overnight in the unit.

Value · Location · Comfort

Coastal Comfort Retreat near Annapolis, EV charger

Escape to a cozy, modern retreat just 4 miles from downtown Annapolis. This intimate king suite offers a private seating area, kitchenette, & TV. The ensuite bathroom features a luxurious shower. Relax in peace and comfort after exploring Annapolis or attending local events. Reach out anytime with questions or special requests—we’re happy to help make your stay memorable!

Value · Family · Beach

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.

Value · Location · Parks