Waterfront holiday rentals in Arnold

4.96 out of 5 average rating, 426 reviews

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

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.

4.93 out of 5 average rating, 345 reviews

An inviting living room showcases a light-colored sectional sofa adorned with decorative pillows. A wooden coffee table, accompanied by a small ottoman, sits on warm hardwood flooring. Natural light filters through the window near the front door, which features glass panels.

Home in Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Ideally located in the heart of downtown Annapolis's Historic & Art Districts. Detached home with historic charm & an inviting front porch, 1 car parking included. Open floor plan to include a living room (with queen sleeper sofa), workspace, 1/2 bath & eat in kitchen on the 1st floor. 2 bedrooms and a full bath upstairs. Enclosed rear yard provides an opportunity to create a lovely quiet space out our back door. A perfect location for C-Week, Boat Shows & other festivals in Historic Annapolis.

5 out of 5 average rating, 187 reviews

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

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.

Houseboat in Kent Narrows

A modern houseboat is anchored at the dock, featuring a covered deck with two lounge chairs. Large windows offer views of the waterfront and allow natural light into the interior. The structure sits on wooden stilts above calm waters, showcasing a serene boating environment.

4.97 out of 5 average rating, 172 reviews

Cass-N-Reel Luxury Houseboat

Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

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.

4.96 out of 5 average rating, 305 reviews

Annapolis Waterfront Condo - Unit #: A-203

BOOK NOW SUMMER 2026 SPRING and FALL BOAT SHOW 1 bed/bath condo, sleeps 4 max, covered comfortable water facing deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy Football, .25 mi. to boatshows! Great views - 2nd flr. condo (12 stairs, no elevator.) Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another location.

4.9 out of 5 average rating, 219 reviews

A tranquil view of the Chesapeake Bay is captured, showcasing a grassy expanse leading to the water. Two stone boundary walls are visible, framing the lush landscape. A solitary beach umbrella and chair rest on the shore, inviting relaxation by the calm water.

Home in Annapolis

Country House on the Bay

My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.

5 out of 5 average rating, 248 reviews

A driveway leads to the garage of a two-story apartment building, framed by greenery on either side. The smooth, paved surface is bordered by neatly arranged flower beds and trees, with sunlight casting gentle shadows along the path.

Guest suite in Annapolis

Cape St Claire waterfront getaway "The Apartment"

This is a private over the garage apartment located in Cape St Claire, about 5 miles from downtown Annapolis, 2 miles to the Bay Bridge. Private entrance, on site parking, 1- 2 guests. We encourage our guests to enjoy the large back yard patio with magnificent views of the Magothy River and Chesapeake Bay ! Approximately 30 miles to Washington, and Baltimore. 30 minutes to BWI airport. TV and internet. A community beaches just a short walk away. ADULTS ONLY, NO SMOKING, NO PETS.

4.98 out of 5 average rating, 102 reviews

Charming Annapolis Waterfront Condo

Discover the charm of CAPTAINS QUARTERS, your exclusive waterfront retreat in the prestigious Yacht Club Condominiums. Steps from Downtown Eastport and Annapolis, this gem offers stunning views, a community pool, and the essence of luxury. With 2 free parking spots, you're 1.6 miles from the Naval Academy and under a mile to Downtown Annapolis attractions. Perfectly positioned for exploration or relaxation, your stay promises an unmatched Annapolis experience.

Guesthouse in Stevensville

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.

4.99 out of 5 average rating, 314 reviews

Waterfront-View of Bay from your Bed- Steamy Sauna

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.

4.98 out of 5 average rating, 652 reviews

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

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!

4.97 out of 5 average rating, 282 reviews

A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.

Apartment in Essex

A unique place on sue creek

Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Guesthouse in Glen Burnie

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.

4.93 out of 5 average rating, 365 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

Popular amenities for Arnold waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.96 out of 5 average rating, 113 reviews

A two-story building is shown, featuring a metal roof and a wooden balcony adorned with potted plants. Outdoor furniture is visible on the balcony, and multiple windows can be seen on the building's exterior.

Apartment in Chestertown

RIVER WATCH

4.89 out of 5 average rating, 73 reviews

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

Annapolis Escape @Gate 1 and Harbor Free parking

4.97 out of 5 average rating, 36 reviews

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

Relaxing Waterfront Apartment!

Apartment in Stevensville

An aerial view showcases a large grassy area surrounding a heated pool, with several lounge chairs positioned nearby. A fire pit is set with white adirondack chairs. Two properties are visible, featuring balconies and umbrellas enhancing the outdoor space.

5 out of 5 average rating, 66 reviews

Heron Roost

4.96 out of 5 average rating, 184 reviews

A hot tub is depicted with soft red lighting, featuring a bottle of wine placed on a small table. Two wine glasses are positioned in front of the bottle, ready for use. The surrounding area appears tranquil and inviting, with hints of greenery in the background.

Apartment in Arnold

Fall Getaway

4.97 out of 5 average rating, 276 reviews

A cozy living area features a brown leather sofa next to a white coffee table. A decorative rug with star patterns lies on the floor. A green potted plant adds a natural touch, complemented by a television on a media unit. Light enters from the window.

Apartment in Chester

Cozy Waterfront Apartment Chester, MD

4.96 out of 5 average rating, 26 reviews

A serene sunset is viewed over calm waters, reflecting warm orange and gold hues. Silhouettes of trees and a boat dock are visible in the foreground, with a few boats gently resting on the still water.

Apartment in Dundalk

Waterfront Romantic Studio

4.91 out of 5 average rating, 620 reviews

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

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise

Waterfront house rentals

5 out of 5 average rating, 159 reviews

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

Waterfront, Dog-friendly, Hot Tub, Peleton

4.94 out of 5 average rating, 155 reviews

A cozy living area features a gray sectional sofa with a yellow throw draped over it. Wood accents and a patterned area rug complement the warm hardwood floors. An adjacent dining space is visible, showcasing a rustic brick wall and a dining table with elegant lighting.

Home in Fells Point

Charming 4 bedroom home just steps to the water!

4.79 out of 5 average rating, 101 reviews

A serene waterfront scene showcases a small boat gently resting on the shore, surrounded by lush greenery. A wooden dock extends over calm waters, where kayaks and paddle boards are visible nearby. The setting invites relaxation and engagement with the natural surroundings.

Home in Riviera Beach

Beautiful Baycation Stay

4.97 out of 5 average rating, 122 reviews

The image displays a serene sunset over a calm river, with golden hues reflecting off the water's surface. Wooden posts stand along the edge of a deck, enhancing the tranquil atmosphere. Soft clouds are visible in the sky, creating a peaceful twilight scene.

Home in Stevensville

The Kent Island House

4.91 out of 5 average rating, 105 reviews

A waterfront home is showcased, featuring a multi-level design with balconies offering views of the water. The landscaped yard is bordered by greenery, while wooden pilings line the shore. Adjacent properties are visible, contributing to a harmonious neighborhood setting.

Home in Annapolis

Waterfront Oasis in Eastport-Easy Walk to Downtown

4.93 out of 5 average rating, 29 reviews

A serene waterfront view captures the sunset over the Magothy River, reflecting shades of orange and pink on the water's surface. Two piers extend into the river, framed by lush greenery and landscaped areas, creating a peaceful environment for relaxation and enjoyment.

Home in Arnold

Waterfront Home, Amazing Views near Annapolis

4.99 out of 5 average rating, 73 reviews

A single-level home in a serene setting is viewed from the water. The exterior is clad in light blue with large windows. A shaded area is present for outdoor seating. Kayaks are stored nearby, and a wooden dock extends into the calm water.

Home in Pasadena

Waterfront CHeerful 2 with Private home

4.98 out of 5 average rating, 126 reviews

A tranquil riverside scene at sunset is captured, with silhouettes of trees against a vibrant sky. The calm water reflects the warm tones of the sunset. A pier is visible in the background, framed by the natural landscape, creating a serene ambience.

Home in Deale

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

Waterfront condo accommodation

4.88 out of 5 average rating, 256 reviews

A modern living area features a sleek flat-screen television mounted above a stone fireplace. On either side, wooden shelving units are filled with decorative items and books. The ambient light from the fireplace creates a cozy atmosphere, complemented by neutral wall colors.

Condo in Inner Harbor

Historic Federal hills urban lifestyle

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.

4.75 out of 5 average rating, 84 reviews

Amazing Views from Spa Creek 2BD Condo with Pool

A modern living area features a large sectional sofa in deep blue, paired with a wooden coffee table. Natural light streams through floor-to-ceiling windows, providing views of the city. A comfortable chair is positioned nearby, with a stylish console beneath a mounted television.

Condo in Inner Harbor

4.2 out of 5 average rating, 5 reviews

Baltimore Waterfront Residence

4.9 out of 5 average rating, 42 reviews

A sandy beach stretches along the shoreline, dotted with parasols and beachgoers. Calm waters reflect a clear sky, while a pier juts out in the distance, framed by lush greenery. The serene landscape offers a tranquil view of the surrounding nature.

Condo in Betterton

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

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.

4.75 out of 5 average rating, 8 reviews

Waterfront Eastport Condo w Rooftop Pool & Parking

The bedroom features a queen-sized bed with light bedding and decorative pillows. Two windows with brown shades allow natural light. A desk and chair are positioned nearby, with a mounted television above. Warm wood flooring adds to the room's comfort and style.

Condo in Georgetown

4.65 out of 5 average rating, 109 reviews

Historical Georgetown Modern Penthouse 12 min DCA

5 out of 5 average rating, 3 reviews

Waterfront Condo with Pool, Views of Annapolis