Holiday rentals in Brewers Island

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Top-rated holiday rentals in Brewers Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.97 out of 5 average rating, 463 reviews

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.

Top guest favourite
Home in Baltimore
5 out of 5 average rating, 16 reviews

Walk to Stadiums | 2 Rooftop Decks | Parking

Modern luxury home in historic Washington Village! Just steps from M&T Bank Stadium, Camden Yards and CFG Bank Arena, you’ll enjoy 2 covered rooftop decks with 360° city views, rare private parking for 3 cars, 3.5 baths, high-speed WiFi and 4K TVs in every room. Minutes to Inner Harbor, I-95, Federal Hill, Fells Point, the Convention Center, National Aquarium, Topgolf, Horseshoe Casino and BWI, it’s the perfect home base for Ravens or Orioles games, concerts, family vacations, and city getaways.

Guest favourite
Home in Glen Burnie
4.84 out of 5 average rating, 19 reviews

Posh Home & private Garden / Intimate celebration

Enjoy a chic stay in this contemporary two-level home near BWI, Annapolis, Pasadena, Saverna Park,Arnold. Relax in a serene backyard with screened deck & patio. Now accepting intimate daytime celebrations (fee applies): baby showers, bridal showers, gender reveals, proposals & small wedding ceremonies. Up to 25 guests, 4 hours max (gathering) must end by 6 PM. Pre-approval required. Overnight stay priced separately. Book now a beautiful place to stay and now, to celebrate and create memories.

Top guest favourite
Home in Glen Burnie
5 out of 5 average rating, 19 reviews

The Charming Cozy 4-Bedroom Getaway in Glen Burnie

Centrally-located charming Cape Cod home in the sought-after Glenwood neighborhood. Newly renovated 5bed/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

Top guest favourite
Tiny home in Crownsville
4.97 out of 5 average rating, 32 reviews

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

Guest favourite
A spacious bed is adorned with decorative orange pillows and flanked by elegant bedside lamps. Framed artwork featuring floral designs hangs above the headboard, complementing the soft color palette of the room.
Home in Baltimore
4.95 out of 5 average rating, 103 reviews

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!

Guest favourite
The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.
Cottage in Glen Burnie
4.92 out of 5 average rating, 239 reviews

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.

Top guest favourite
A charming cottage is nestled among lush trees, featuring a spacious yard of green grass. Ample sunlight filters through the leaves, casting playful shadows. The exterior showcases a combination of windows and porch areas, offering a welcoming appearance in a serene environment.
Cottage in Pasadena
4.97 out of 5 average rating, 191 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.

Top guest favourite
A serene riverfront scene features a reflecting water surface, with the sky painted in soft pinks and purples at sunset. Lush greenery borders the water's edge, and silhouettes of trees frame the tranquil landscape.
Guest suite in Pasadena
4.98 out of 5 average rating, 673 reviews

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!

Top guest favourite
A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.
Place to stay in Glen Burnie
4.93 out of 5 average rating, 399 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

Top guest favourite
Cottage in Annapolis
4.99 out of 5 average rating, 157 reviews

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.

Guest favourite
Guest house in Glen Burnie
4.94 out of 5 average rating, 18 reviews

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!

Popular amenities for Brewers Island holiday rentals