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Waterfront vacation rentals in Anne Arundel County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Anne Arundel County

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

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Top guest favorite

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

4.96 out of 5 average rating, 419 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.

Sailboats are moored in a serene marina, with soft waves reflecting the sunlight. The docks are lined with wooden posts, guiding the view to a lush green shoreline in the background. A peaceful atmosphere is created by the gentle ripples and warm evening light.

Home in Edgewater

4.96 out of 5 average rating, 196 reviews

Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

A breathtaking sunrise is captured over calm waters, creating a stunning reflection of vibrant hues of orange, pink, and purple. The private pier is visible on the right, complementing the serene landscape of trees on the distant shore and a tranquil island in the background.

Cottage in Edgewater

4.99 out of 5 average rating, 165 reviews

Waterfront Chesapeake Bay Sunrises & Private PIER!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Top guest favorite

The exterior of the cottage is framed by vibrant flowerbeds filled with blooming roses and lush green shrubs. A well-manicured path leads to the entrance, flanked by tall greenery, with glimpses of the sparkling water visible in the background.

Home in Shady Side

5 out of 5 average rating, 181 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.

Home in Edgewater

4.98 out of 5 average rating, 131 reviews

Luxury Modern Home on Water+Hotub- Annapolis 25min

Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Top guest favorite

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

Guesthouse in Stevensville

4.99 out of 5 average rating, 299 reviews

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Top guest favorite

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, 638 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!

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.

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

Cottage in Deale

4.83 out of 5 average rating, 184 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Savor our three-bedroom Cottage in this peaceful western shore spot, enjoy two acres of green space, the pier, kayaks, swings, fire pit, shady lawns & sun-drenched loungers, local waterfront dining or eat in, close to Washington, D.C., Annapolis, & Baltimore at this honeymoon-worthy country-like micro-resort. Due to the current COVID-19 situation, we have offered SPECIAL discounts for longer-term rentals

A view of the sunset over Chesapeake Bay is captured from the deck, with warm hues reflecting on the water. The scene includes a grassy area leading to the shoreline and a subtle silhouette of a dock in the background.

Cottage in Deale

4.95 out of 5 average rating, 167 reviews

Chesapeake Bay Cottage

Cottage Located directly on the Chesapeake Bay. Includes sandy beach, yard, a screened in porch and deck. Two Kayaks to enjoy. Two bedroom plus den. Two full baths. Fully equipped kitchen.Kurig coffee maker and regular available. Master bedroom -queen size mattress. Second bedroom -a full-size mattress (double) third bedroom -a twin day bed with twin pullout. Both twin size mattresses.

Top guest favorite

An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.

Guesthouse in Annapolis

4.99 out of 5 average rating, 177 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.

Home in Glen Burnie

4.96 out of 5 average rating, 157 reviews

12 M to Naval Acadmey | Waterfront

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.

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Popular amenities for Anne Arundel County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A vibrant waterfront scene captures colorful buildings lining the harbor. Boats are docked along a wooden pier, while visitors enjoy the area. The sky is overcast, providing a soft light that reflects off the water's surface, enhancing the lively atmosphere of this popular destination.

Apartment in Annapolis

4.88 out of 5 average rating, 68 reviews

Annapolis Escape @Gate 1 and Harbor Free parking

A serene view is captured through the trees, overlooking calm waters reflecting hues of pink and orange from the sunset. Lush greenery frames the scene, creating a peaceful backdrop to the expansive lake beyond.

Apartment in Riva

Riva Loft with View with Annex

A spacious dock area displays two Adirondack chairs positioned for enjoying the water views. The wooden platform features a vibrant finish, with boats visible in the distance and trees lining the shoreline under a partly cloudy sky.

Apartment in Pasadena

4.97 out of 5 average rating, 29 reviews

Relaxing Waterfront Apartment!

A person is seen kayaking on calm waters, with a lighthouse in the background. The kayak is gray with orange and blue accents. The scene captures a peaceful moment on the water, emphasizing the tranquility of the Chesapeake Bay.

Apartment in Annapolis

4.95 out of 5 average rating, 21 reviews

Crow’s Nest Cottage - Down Under: Chesapeake Bay

Top guest favorite

A serene view of the Severn River is captured, bordered by lush greenery and blooming flowers. The calm water reflects the sky and surrounding landscape, while trees create a natural frame. Sunlight casts gentle shadows over the grassy area, enhancing the tranquil setting.

Apartment in Annapolis

4.98 out of 5 average rating, 121 reviews

One bedroom apartment in Annapolis

A semi-private pool area features lounge chairs positioned along the deck, with a spacious pool reflecting the sky. The house above showcases large windows and a patio with an umbrella, surrounded by greenery and a wooden fence.

Apartment in Arnold

Cool Spring Suite pool and pier mins to Annapolis

A well-maintained inground pool can be seen surrounded by a spacious deck featuring lounge chairs and shaded seating areas. Lush greenery and trees create a natural backdrop, enhancing the outdoor space’s tranquility with direct views of the water.

Apartment in Arnold

4.96 out of 5 average rating, 182 reviews

Celebrate Summer by Your Private Pool

A serene waterfront scene is captured at sunset, displaying calm water reflecting soft hues of orange and blue. Silhouettes of trees line the shore, while gentle ripples can be seen across the surface, creating a peaceful atmosphere.

Apartment in Deale

4.91 out of 5 average rating, 620 reviews

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

Waterfront house rentals

An 80-foot private pier extends over calm water, lined with posts and surrounded by greenery. Two personal watercraft and a yellow pedal duck are visible at the end of the dock. The tranquil scene is enhanced by a blue sky with scattered clouds.

Home in Riviera Beach

4.95 out of 5 average rating, 152 reviews

Waterfront Cheerful 5 home

A waterfront home is depicted with a screened-in porch and a gabled roof. A wooden pier extends from the shore, leading to the water. Lush greenery surrounds the property, and stone embankments partially border the shoreline.

Home in Shady Side

4.95 out of 5 average rating, 110 reviews

Waterfront w/ Private Pier, 35 Mins to Annapolis

Top guest favorite

The cottage features a welcoming exterior with a combination of siding and a shingled roof. A well-maintained lawn surrounds the home, and landscaping includes a variety of shrubs. Large windows are visible on the front, providing ample natural light.

4.99 out of 5 average rating, 149 reviews

Hannah’s Hideaway

Home in Annapolis

4.91 out of 5 average rating, 102 reviews

Waterfront Oasis in Eastport-Easy Walk to Downtown

A wooden pathway leads to a relaxing outdoor space adorned with lush green grasses and a large umbrella. The Chesapeake Bay is visible in the distance, providing a serene backdrop. A flagpole with an American flag is positioned nearby, adding to the coastal ambiance.

Home in Annapolis

4.9 out of 5 average rating, 210 reviews

Country House on the Bay

An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.

Home in Crownsville

4.95 out of 5 average rating, 19 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

A spacious waterfront house is shown surrounded by lush trees, with multiple balconies and large windows. A sandy area extends toward the water's edge, and smooth stones form a barrier along the shore, reflecting the natural beauty of the Chesapeake Bay.

Home in Shady Side

4.88 out of 5 average rating, 182 reviews

Cattail Landing- Photographer's Waterfront Retreat

Top guest favorite

An aerial view captures the expansive waterfront estate surrounded by lush greenery and a tranquil waterway. The pier extends towards the water, while the house is set back from the banks. Nearby structures include docks and quaint homes along the shoreline.

4.99 out of 5 average rating, 155 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

Waterfront condo rentals

Condo in Annapolis

4.2 out of 5 average rating, 10 reviews

Upscale Waterfront Condo Annapolis

Top guest favorite

A welcoming living space is highlighted by navy blue seating, accentuated with yellow cushions. Striped wooden flooring adds character, while a stylish mirror and decorative wall art complement the design. A modern kitchen area features bar seating, enhancing the open layout of the room.

Condo in Annapolis

4.99 out of 5 average rating, 74 reviews

Beautiful Condo By The Navy Academy

The living area features a comfortable blue sectional sofa paired with a light-colored accent chair. A round metallic coffee table rests on a patterned area rug. Two lamps with white shades provide soft lighting, while large windows offer natural light and views of the outdoors.

Condo in Annapolis

4.71 out of 5 average rating, 7 reviews

Waterfront Eastport Condo w Rooftop Pool & Parking

A light-filled living area features a comfortable sectional sofa with pillows and a cozy throw. A round coffee table sits in the center, surrounded by a woven basket and a wooden armchair. The kitchen area is visible in the background, equipped with dark cabinetry and stainless-steel appliances.

Condo in Annapolis

4.77 out of 5 average rating, 82 reviews

Amazing Views from Spa Creek 2BD Condo with Pool

An aerial view captures the condo adjacent to a marina, with various sailboats docked along the waterfront. The surrounding greenery and nearby buildings are visible, with a pool area situated at the property, creating a cohesive outdoor retreat.

Condo in Annapolis

4.4 out of 5 average rating, 15 reviews

A Waterfront Upscale Annapolis Condo

Top guest favorite

A round swimming pool is centrally located, surrounded by lounge chairs and a wooden deck. Sailboats are visible in the marina beyond, with lush greenery lining the water's edge. An umbrella provides shade over a seating area, adding to the tranquil outdoor setting.

Condo in Annapolis

4.97 out of 5 average rating, 296 reviews

Annapolis Waterfront Condo - Unit #: A-203

A comfortable living area is displayed, featuring a sectional sofa and a coffee table on a textured rug. A wall-mounted television is visible, alongside a stylish fireplace. The open layout connects to the kitchen area, with warm lighting illuminating the space.

Condo in Annapolis

4.98 out of 5 average rating, 96 reviews

Charming Annapolis Waterfront Condo

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