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 favorite
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.

Top guest favorite
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, 284 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 favorite
The front porch of the cottage features two white rocking chairs positioned on a gray deck. A small table sits between them, and a potted flower adds a touch of color. An American flag is displayed, and large windows provide views of the surroundings.
Home in North Beach
4.89 out of 5 average rating, 94 reviews

Cheerful Two Bedroom Home on the Chesapeake Bay!

Come visit North Beach, Maryland! Enjoy year-round activities, crab houses, and great restaurants. Our quaint 100-year-old cottage sits directly on the Chesapeake Bay. Relax on the front porch and watch the sunrise. Take a short walk to the charming shops and eateries. The comfortable cottage has everything you need for a getaway. Just a stone’s throw away from the half-mile-long boardwalk and bike trails. Stroll to the Saturday morning Farmer’s Market, First Fridays, and movies on the beach!

Guest favorite
A light-filled living area features a comfortable gray sofa and an entertainment unit with a flat-screen TV. Artwork depicting a serene beach scene and palm trees enhances the space. A potted plant adds a touch of greenery next to the seating area.
Cottage in Chesapeake Beach
4.94 out of 5 average rating, 94 reviews

Cozy Getaway - Breezy Point Beach

If you're planning a family trip, this 2 bedroom, 1 bathroom beach cottage will not dissapoint. Enjoy a cup of coffee or tea watching the sunrise from the screened-in porch. Listen to the waves while reading a book on the porch swing. Breezy Point Beach is located just steps away from a fun filled day of beach activities. For fishing and crabbing enthusiasts, there is a 200-foot pier for your pleasure. Jet Ski| Waterpark | Golfcourse mins away. Wheelchair Friendly| Free Parking| Free Wifi

Guest favorite
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
4.91 out of 5 average rating, 75 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 favorite
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.

Guest favorite
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, 151 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 favorite
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, 190 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.

Guest favorite
An aerial view captures the condo building with a red roof, framed by a sandy beach and the Chesapeake Bay. A wooden pier extends into the water, where gentle waves create rippling patterns. The surrounding area includes a path lined with trees and beachgoers enjoying the day.
Condo in North Beach
4.9 out of 5 average rating, 40 reviews

Unbelievable beach views for 6

This beautiful second-floor unit with 2 bedrooms and 1 bathroom is the perfect spot to enjoy a front row seat to stunning Chesapeake Bay sunrises. Sip your morning coffee or afternoon cocktail on the private patio while watching beachgoers below. Easy access from the free assigned parking spot to the unit, easy access onto the beach, close to restaurants, bars, shopping, activities and more in North Beach and Chesapeake Beach, MD.

Top guest favorite
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, 176 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.

Top guest favorite
A serene waterfront scene showcases a calm bay under a sky filled with vibrant oranges and blues. A shaded seating area with a table and chairs, complemented by a grill, is positioned beside the rocky shoreline, framed by wooden posts.
Guest suite in Chesapeake Beach
4.96 out of 5 average rating, 121 reviews

Nice Guest Suite at Chesapeake Bay

Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.

Top guest favorite
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, a basketball hoop, beach access, a canoe, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna.

Popular amenities for Calvert County beachfront rentals