Holiday rentals in Brewers Island

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

The Charming Cozy 4-Bedroom Getaway in Glen Burnie

Centrally-located charming Cape Cod home in the sought-after Glenwood neighborhood. Newly renovated 4bed/2bath with fenced large, flat backyard. Nearby Attractions: • 15 minutes to BWI Airport, Arundel Mills Mall, Maryland Live Casino & BWI Rail Station • Near Marley Station Mall, Harundale Plaza, Urban Air Adventure Park, Fort Meade, Cromwell Fountain Park, Sawmill Creek Park & North Arundel Aquatic Center • Quick access to I-97, Rt 100, MD-295, Baltimore-Washington Med Ctr, Downtown Baltimore

The Perch at Heron’s Nest

Welcome to The Perch at Heron’s Nest, a peaceful waterfront escape nestled along the banks of Valentine Creek. This cozy 1-bedroom, 1-bath guest cottage sits tucked into a quiet, wooded hillside — perfect for solo travelers or couples seeking rest, and reflection. Wake to bird songs and gentle ripples on the water. Sip your morning coffee on the private deck overlooking the creek, and end your day with sunset views filtered through the trees. 20 min to USNA, 25/35 to BWI/baltimore , 45 to DC

Luxury Fells Home w/Hot Tub, Poker Room, & Parking

Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Sea Dreamer

Tranquil TIDAL, riverfront, split-level home. Rent the spacious lower level with 2 bedrooms, full custom kitchen, large living room (TVs, sleeper sofas, massage chair), dining/office space, and full bath with luxury shower. Includes soaps, towels, hairdryer. Kitchen equipped for cooking, includes full fridge. Patio with grill/fire-pit, lounging and kayaks. Convenient: 25 min to BWI, 45min to Annapolis, 60min to DC. Ideal for relaxing and exploring!

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

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

The Loft @ Point Pleasant w/ Fire Pit- near BWI

✨ Cozy 2BR Loft in Point Pleasant ✨ Enjoy a stylish loft with full kitchen, queen bed +daybed with trundle, Roku TVs, private deck with fire pit, and parking for 2. Located in Glen Burnie’s waterfront Point Pleasant neighborhood — walk to beachside restaurants, watch sunsets, and explore nearby shopping & dining. Perfect for families, couples, or business travelers!

Home in Glen Burnie | Near Water | BWI 15 mins

Your whole group will enjoy easy access to everything from this centrally located stay. Annapolis - 30 minutes Baltimore - 20 minutes Columbia - 25 minutes D.C. - 45 minutes Also, within a very short walking distance are several waterfront bars/restaurants. Pet-friendly and a dog door is installed on the back door for easy access to the fully fenced in yard.

12 M to Naval Academy | Waterfront Paradise

Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.

Cheerful 2 Home

Welcome to this relaxing home for your getaway. It is perfect for vacations, retreats, meetings, family visits, and BUSINESS travelers. One level home has two bedrooms and two full bathrooms, two walk-in showers, a breakfast room, a kitchen, Family room. The house entrance has one step. Relax with the whole family of four at this peaceful place to stay.