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Beachfront vacation rentals in Calvert County

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Top-rated beachfront rentals in Calvert County

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

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Guest favourite
Four black Adirondack chairs are arranged on a lush green lawn, facing the calm waters of Chesapeake Bay. Gentle waves reflect the bright blue sky, offering a serene view. Small bushes line the edge of the property, providing a natural border.
Home in Lusby
4.98 out of 5 average rating, 101 reviews

Waterfront with sweeping bay view & private beach

Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.

Guest favourite
A modern living area is furnished with a spacious gray sectional sofa and a bright blue accent chair. Colorful artwork adorns the walls, and a decorative plant adds a touch of greenery. Natural light fills the room, reflected by a soft blue rug beneath a white coffee table.
Home in Chesapeake Beach
4.97 out of 5 average rating, 59 reviews

Bahia Breeze - Beachfront Cottage

For retirees, families, or individuals looking for a peaceful stay, this is your place. This property offers fun summers and a laid back atmosphere in the winter. Relax in the front porch and enjoy the sunrise over the water. The outside area is fully fenced in with a private backyard, deck equipped with a bbq grill. Walking distance to Breezy Point Beach and a marina. Easy commute to DC, Metro Area Annapolis, Baltimore, and Joint Base Andrews. Free Parking| Free Wifi Bring your bikes/ kayaks

Top guest favourite
The charming beach house features a white picket fence and a welcoming front porch. A large anchor motif is displayed prominently above the door. Surrounding greenery provides a natural backdrop, enhancing the cozy exterior aesthetics in a tranquil setting.
Cottage in Lusby
4.98 out of 5 average rating, 281 reviews

Gettin to the point. ( Cove Point Beach)

Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Guest favourite
A cozy seating area is framed by large picture windows, offering expansive views of the bay and a colorful sunset. Soft, patterned cushions add comfort to the green sofas, while a warm light fixture hangs above, enhancing the inviting ambiance.
Home in Port Republic
4.91 out of 5 average rating, 33 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

Free WiFi, kayak rentals. Our HOA precludes wedding or large gatherings. We are located on the Chesapeak's Bay Western shore, 14 miles north of Solomons Isld ,Calvert Cnty, Md Beautiful sunrises and panoramic bay views make this 3 bedroom, 2 full bath, vacation beach house (sleeps eight). Located in Southern Maryland’s Western shore, only 45 min from Washington, D.C, in a charming 15 home community. Fossils galore, walk 5 miles on the bay's sandy shores. 450 pier, kayaks available. If

Guest favourite
A sandy beach area is visible, flanked by gentle waves lapping against the shore. The horizon is marked by a clear blue sky with wispy clouds, creating a serene coastal environment. Lush greenery can be seen in the background, enhancing the natural landscape.
Home in Saint Leonard
4.9 out of 5 average rating, 71 reviews

Hickory House on the Chesapeake Bay!

Welcome to Hickory House on the Bay! Charming 2 bedroom, 1 bath cottage overlooking the Bay within walking distance of two community beaches as well as a beach car pass. Relax, enjoy the water view, sounds and breezes. Explore this charming and tranquil community, Long Beach by the Bay. Enjoy all that Southern Maryland offers from this centrally located home - Hiking in Calvert Cliffs, kayaking, fishing, boating, exploring local vineyards, dinner in Solomon’s, visiting Historic St Mary’s.

Top guest favourite
A sunset view is revealed over the Chesapeake Bay, with warm colors reflecting on the water. Wooden deck furniture is positioned to enjoy the scenery, framed by tall trees along the shoreline. Gentle waves are visible in the foreground, enhancing the serene atmosphere.
Home in Lusby
4.95 out of 5 average rating, 178 reviews

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

Top guest favourite
A scenic marina is depicted at sunset, with boats gently bobbing in the water beneath vibrant orange and pink skies. The wooden dock extends into the water, and reflections of the clouds and boats create a tranquil ambiance. An American flag is visible in the background.
Apartment in Broomes Island
5 out of 5 average rating, 46 reviews

Beautiful waterfront apartment in Broomes Island

Create a lifetime of memories at La Puesta de Sol! Located above Len’s Marina on Broomes Island, you will wake up in your private space, overlooking the beautiful Patuxent River! Enjoy the large deck, sipping a cold beverage, listening to music, watching for herons, swans and osprey or maybe just reading your favorite book! Lounge at the beach, explore in the kayak, or maybe you would rather rent bikes to tour the island! There are hiking trails within 15 mins, and so much more to do!

Guest favourite
A stone pathway leads to a two-story house with white siding and turquoise accents. A fenced yard features a well-maintained lawn. The entrance is adorned with a porch that includes two chairs, providing a welcoming space for relaxation. Overhead, the sky presents a mix of clouds.
Home in Solomons
4.89 out of 5 average rating, 149 reviews

Perfect spot for a Vacay!

Be an Islander! This incredibly well-positioned home has 6-car parking and views of the Patuxent River and Solomons Island. Enjoy year-round life on the water. This is the dream vacation spot with so much to offer. Watch fireworks, fish, crab, enjoy beautiful sunrises & sunsets from the private pier or while relaxing in the gazebo. The local marina, shops, bars, and restaurants are within walking distance. Enjoy the best seafood Southern Maryland has to offer, a crab cake to die for!

Top guest favourite
The exterior of the house showcases multiple large windows that invite natural light, with a spacious porch area featuring white outdoor chairs. Colorful flower planters enhance the surroundings, providing a serene setting among greenery.
Home in Saint Leonard
4.92 out of 5 average rating, 186 reviews

Cozy Cottage on the Chesapeake Bay

Tranquility supreme. Sit on the terrace and gaze at the Chesapeake Bay. Sandy beach -- just 50 steps from front door; quiet residential area; nearby antiquing & fishing; Only 75 min. from DC. Finish your book or just replenish your spirit. Enjoy. Oh, one more thing — looking for the perfect place for a retreat for your small DC team? Strategic planning will be even more creative and enjoyable when you have the Chesapeake Bay as your muse. Note: This property is for non-smokers.

Top guest favourite
A dining area features a glass-top table surrounded by rustic chairs. Sunlight filters through large windows, illuminating a vase of colorful flowers. The comfortable seating area, positioned by the windows, offers views of the bay, enhancing the tranquil ambiance.
Home in Tracys Landing
4.99 out of 5 average rating, 234 reviews

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

Guest favourite
A historical lighthouse and keeper's home are situated on a grassy expanse, with the coastal water visible in the background. The lighthouse features a white tower topped with a black lantern, while the two-story white cottage includes a welcoming porch and large windows.
Lighthouse in Lusby
4.97 out of 5 average rating, 113 reviews

Cove Point Lighthouse Keeper's House- Side B

UPDATE: CPLH Reservations are paused until August 12th. Please check back for future dates! Listed on the National Register of Historic Places and cared for by the Calvert Marine Museum (CMM), the Cove Point Lighthouse historic site has been lovingly restored and re-purposed so that it can be enjoyed by all. The active lighthouse and keeper's home sit on a seven-acre point of land in one of the narrowest points of the Chesapeake Bay.

Top guest favourite
A charming single-story house is framed by vibrant pink flowering trees. The facade features yellow siding, blue shutters, and a turquoise front door. A white picket fence encloses the front yard, which is well-maintained with green grass and landscaping.
Home in North Beach
4.97 out of 5 average rating, 164 reviews

Beach Home | King Bds | Firepit | Backyard Dining

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Popular amenities for Calvert County beachfront rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Pet-friendly beachfront home rentals

Top guest favourite
An outdoor dining area is showcased on a spacious deck featuring a round table set with dishes and floral arrangements. Several wooden chairs surround the table, while a large umbrella provides shade. The scenic view of the Chesapeake Bay extends in the background.
Home in Huntingtown
4.98 out of 5 average rating, 92 reviews

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Home in California
4.64 out of 5 average rating, 28 reviews

Riverside House w/ Kayaks, Piano & Fireplace

Superhost
A light-filled room features two beds adorned with striped blue and white linens. Panoramic windows frame views of the Chesapeake Bay, while a cozy nook is created by a window seat. A modern lamp and a small table with a TV are positioned in the space.
Private room in North Beach
4.78 out of 5 average rating, 77 reviews

Room/house with panoramic view of Chesapeake Bay.

Guest favourite
A serene sunset is captured over the water, with vibrant hues of orange and pink filling the sky. Silhouetted trees frame the view, enhancing the natural beauty of the setting. The tranquil atmosphere invites relaxation and connection with nature.
Private room in Saint Leonard
4.93 out of 5 average rating, 185 reviews

Mermaids Paradise

Guest favourite
An outdoor seating area is set on a grassy lawn, featuring a swing structure with cozy cushions and a circular stone patio. Surrounding furniture includes two cushioned chairs and a fire pit, all framed by lush greenery, offering a serene space for relaxation.
Cottage in Lusby
4.93 out of 5 average rating, 46 reviews

Elk Cottage-Lake Lariat / Private lake access

Guest favourite
A tranquil view of the river reveals clear blue skies and calm water reflecting the light. Lush greenery, including trees and shrubs, frames the scene, providing a serene environment for relaxation. The grassy area is ideal for outdoor activities.
Campsite in Benedict
4.95 out of 5 average rating, 66 reviews

Beachfront camping under the stars

Guest favourite
A moonlit scene captures a tranquil waterway, with a pier illuminated by soft lights. The reflective surface of the water mirrors the glow, while the distant shoreline is faintly visible against the night sky.
Campsite in Benedict
4.94 out of 5 average rating, 18 reviews

Warm fire pit under the stars on the water

A serene waterfront view showcases the Chesapeake Bay, stretching towards the horizon under a clear sky. The shoreline features wooden docks and gentle waves, while quaint homes are seen along the sandy beach. Green trees provide shade in the foreground.
Home in Saint Leonard
4.89 out of 5 average rating, 133 reviews

Perfect Bay and Beach Getaway one hour from DC!

Beachfront home rentals with a pool

Guest favourite
A spacious waterfront home is showcased, featuring a large porch and neatly manicured lawns. The property includes a sandy beach leading to the calm waters of Fishing Creek, with a picturesque background of trees and a second building in the distance.
Home in Woolford
4.99 out of 5 average rating, 130 reviews

Starboard on McKeil Point, w/heated pool & hot tub

A stationary RV is positioned on a grassy area overlooking the Chesapeake Bay, bathed in warm sunset hues. Two chairs and a small table are placed nearby, enhancing the outdoor space. The tranquil bay and distant boats are visible, creating a serene environment.
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviews

Charming RV With A Water View

Top guest favourite
A tranquil view of the private pool framed by potted plants featuring colorful flowers. The pool area extends towards a serene body of water, surrounded by trees. The distant shore is visible, enhancing the natural beauty of the setting.
Home in Lusby
5 out of 5 average rating, 33 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Top guest favourite
An outdoor hot tub features a sleek design with built-in jets, illuminated by soft purple lighting. The surrounding area is draped with white curtains, creating a secluded atmosphere. Seasonal use is indicated, adding a touch of relaxation to the outdoor space.
Place to stay in Annapolis
4.94 out of 5 average rating, 123 reviews

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

Guest favourite
A wooden table is set on the shoreline, featuring two empty wine glasses and a bottle of white wine. The background showcases a calm river, reflecting golden rays from the setting sun, casting a serene glow across the water.
Private room in Trappe
5 out of 5 average rating, 27 reviews

The Anchorage Bed and Breakfast Skipjack

Guest favourite
A wooden dock extends toward a tranquil waterway, framed by tall grass and a colorful sunset. The sky features hues of orange and purple, reflecting on the water's surface. The scene invites relaxation and appreciation of nature's beauty.
Home in Montross
4.98 out of 5 average rating, 169 reviews

Beach Please! River cottage w/private beach & dock

Superhost
A vibrant cabana with a bright yellow and blue awning is positioned beside a heated pool. Lounge chairs are arranged around the pool area, offering a relaxing spot. Lush greenery and a spacious yard are visible, enhancing the inviting outdoor atmosphere.
Private room in Colonial Beach
5 out of 5 average rating, 7 reviews

Speakeasy Quarters with Retro Arcade & Pool Access

Guest favourite
A spacious waterfront estate is shown from an aerial perspective, highlighting its expansive landscaped grounds and direct access to the Potomac River. The property features a driveway leading to a detached two-car garage, surrounded by lush greenery and walking paths.
Home in Piney Point
5 out of 5 average rating, 8 reviews

Luxury Waterfront Beach House on the Potomac Rvr

Private beachfront home rentals

Home in Saint Leonard
New place to stay

Beach Front Home w/ Direct Access, Panoramic Views

Guest favourite
The historic Keeper's House stands prominently next to a white lighthouse against a clear blue sky. A well-maintained lawn surrounds the property, with a path leading to the entrance. A gazebo is visible on the left, enhancing the outdoor space.
Lighthouse in Lusby
4.92 out of 5 average rating, 98 reviews

Cove Point Lighthouse Keeper's House

Guest favourite
The bungalow features a welcoming front porch enclosed by large windows, allowing natural light to fill the space. The exterior showcases white siding complemented by green trim and a simple pathway lined with landscaping stones, leading to the entrance surrounded by a grassy yard.
Bungalow in North Beach
4.86 out of 5 average rating, 115 reviews

Bayside Bungalow: Cozy North Beach Getaway

Guest favourite
The image features the historic Cove Point Lighthouse, a tall white structure beside a spacious two-story keeper's house with a red roof. A small building is visible nearby. The well-maintained lawn and pathways lead towards the water's edge under a clear blue sky.
Lighthouse in Lusby
4.89 out of 5 average rating, 109 reviews

Cove Point Lighthouse Keeper's House- Side A

A collage showcases various areas of Breezy Bay Home. The living room features a comfortable gray sofa and modern decor. Outdoor views reveal a sandy beach and tranquil waters. A well-lit bedroom with a bed displays soft linens, while a spacious exterior highlights ample decking.
Home in Chesapeake Beach
4.9 out of 5 average rating, 50 reviews

Chesapeake Beach Charm: Cozy Home with Bay views

A light-filled living area is presented, featuring a striped sofa adorned with decorative pillows. The kitchen is visible in the background, equipped with wooden cabinetry and modern appliances. Soft lighting creates a relaxed ambiance, highlighted by a floor lamp beside a small decorative table.
Home in Rose Haven
4.82 out of 5 average rating, 51 reviews

Bayside/Waterview beautiful 3 BR by Chesapeake Bay

Guest favourite
A bright living space features a large white dining table surrounded by black chairs. A cozy sofa with pink and white pillows is positioned near a wall with wooden panels. Green plants are placed throughout, enhancing the contemporary coastal atmosphere.
Home in Chesapeake Beach
4.92 out of 5 average rating, 61 reviews

Bay Bliss - Beach Cottage

Guest favourite
A vibrant sunset is framed by a large tree along the sandy shoreline. Yellow kayaks are positioned nearby, and the calm waters reflect the warm hues of orange and pink. A gentle breeze rustles the leaves, enhancing the serene atmosphere by the beach.
Home in Huntingtown
4.92 out of 5 average rating, 12 reviews

* Amazing views at the upscale Aloha beach house!

Destinations to explore